NO314150B1 - Amidderivater av antibiotika A-40926, fremgangsmåte for fremstilling av samme, anvendelse av samme for fremstilling av medikament samtfarmasöytisk sammensetning inneholdende samme - Google Patents

Amidderivater av antibiotika A-40926, fremgangsmåte for fremstilling av samme, anvendelse av samme for fremstilling av medikament samtfarmasöytisk sammensetning inneholdende samme Download PDF

Info

Publication number: NO314150B1
Authority: NO; Norway
Prior art keywords: formula; amino; hydrogen; compound; alkyl
Prior art date: 1991-07-29

Application number

NO19934722A

Other languages

English (en)

Norwegian (no)

Other versions

NO934722D0 (no

NO934722L (no

Inventor

Adriano Malabarba

Romeo Ciabatti

Gianbattista Panzone

Alessandra Maria Marazzi

Original Assignee

Biosearch Italia Spa

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1991-07-29

Filing date

1993-12-20

Publication date

2003-02-03

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26128958&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=NO314150(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1993-12-20 Application filed by Biosearch Italia Spa filed Critical Biosearch Italia Spa

1993-12-20 Publication of NO934722D0 publication Critical patent/NO934722D0/no

1994-02-14 Publication of NO934722L publication Critical patent/NO934722L/no

2003-02-03 Publication of NO314150B1 publication Critical patent/NO314150B1/no

Links

BEVDFPMXVNOQBI-AXNWEOKVSA-N (19R,22R,34S,37R,40R,52S)-64-[(2S,3R,4R,5S,6S)-3-amino-6-carboxy-4,5-dihydroxyoxan-2-yl]oxy-5,32-dichloro-2,26,31,49-tetrahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14(63),15,17(62),23(61),24,26,29(60),30,32,41,43,45(57),46(51),47,49,65-henicosaene-52-carboxylic acid Chemical compound CN[C@@H]1c2ccc(O)c(Oc3cc(O)c(Cl)c(c3)[C@@H]3NC(=O)[C@@H](Cc4ccc(Oc5cc6cc(Oc7ccc(cc7Cl)C(O)C7NC(=O)[C@H](NC(=O)[C@@H]6NC3=O)c3cccc(c3)-c3c(O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]6O)cc(O)cc3[C@H](NC7=O)C(O)=O)c5O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3N)C(O)=O)cc4)NC1=O)c2 BEVDFPMXVNOQBI-AXNWEOKVSA-N 0.000 title claims abstract description 110
238000000034 method Methods 0.000 title claims description 62
230000008569 process Effects 0.000 title claims description 10
239000003242 anti bacterial agent Substances 0.000 title claims description 6
239000003814 drug Substances 0.000 title claims description 4
239000008194 pharmaceutical composition Substances 0.000 title claims description 3
238000002360 preparation method Methods 0.000 title description 47
150000001408 amides Chemical class 0.000 title description 6
229940088710 antibiotic agent Drugs 0.000 title description 5
229940079593 drug Drugs 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 170
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract description 41
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 36
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 26
125000001424 substituent group Chemical group 0.000 claims abstract description 15
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 11
-1 α-D-mannopyranosyl Chemical group 0.000 claims description 159
229910052739 hydrogen Inorganic materials 0.000 claims description 83
239000001257 hydrogen Substances 0.000 claims description 82
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 63
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 60
125000000217 alkyl group Chemical group 0.000 claims description 53
150000003839 salts Chemical class 0.000 claims description 51
150000002148 esters Chemical class 0.000 claims description 47
125000006239 protecting group Chemical group 0.000 claims description 46
150000001412 amines Chemical class 0.000 claims description 42
125000004356 hydroxy functional group Chemical group O* 0.000 claims description 42
239000002253 acid Substances 0.000 claims description 25
239000003795 chemical substances by application Substances 0.000 claims description 22
238000007112 amidation reaction Methods 0.000 claims description 21
GPTFURBXHJWNHR-UHFFFAOYSA-N protopine Chemical compound C1=C2C(=O)CC3=CC=C4OCOC4=C3CN(C)CCC2=CC2=C1OCO2 GPTFURBXHJWNHR-UHFFFAOYSA-N 0.000 claims description 21
150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 19
239000000376 reactant Substances 0.000 claims description 18
125000003282 alkyl amino group Chemical group 0.000 claims description 17
125000002947 alkylene group Chemical group 0.000 claims description 17
230000015572 biosynthetic process Effects 0.000 claims description 17
125000004433 nitrogen atom Chemical group N* 0.000 claims description 15
125000003277 amino group Chemical group 0.000 claims description 14
230000003115 biocidal effect Effects 0.000 claims description 14
125000004432 carbon atom Chemical group C* 0.000 claims description 14
239000003960 organic solvent Substances 0.000 claims description 14
150000001340 alkali metals Chemical class 0.000 claims description 12
150000003857 carboxamides Chemical group 0.000 claims description 12
150000002431 hydrogen Chemical class 0.000 claims description 12
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
229910052783 alkali metal Inorganic materials 0.000 claims description 11
230000002829 reductive effect Effects 0.000 claims description 10
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 9
230000009435 amidation Effects 0.000 claims description 9
229910052500 inorganic mineral Inorganic materials 0.000 claims description 9
239000011707 mineral Substances 0.000 claims description 9
150000007522 mineralic acids Chemical class 0.000 claims description 8
239000004480 active ingredient Substances 0.000 claims description 7
150000001450 anions Chemical class 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 6
238000005903 acid hydrolysis reaction Methods 0.000 claims description 5
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 5
229910000033 sodium borohydride Inorganic materials 0.000 claims description 4
239000012279 sodium borohydride Substances 0.000 claims description 4
239000000126 substance Substances 0.000 claims description 4
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
239000012442 inert solvent Substances 0.000 claims description 3
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
229910052700 potassium Inorganic materials 0.000 claims description 3
239000011591 potassium Substances 0.000 claims description 3
125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 3
208000035143 Bacterial infection Diseases 0.000 claims description 2
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
208000022362 bacterial infectious disease Diseases 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
239000002798 polar solvent Substances 0.000 claims description 2
BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 claims description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
239000003223 protective agent Chemical group 0.000 claims 2
125000005843 halogen group Chemical group 0.000 claims 1
150000002500 ions Chemical class 0.000 claims 1
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 1
230000001225 therapeutic effect Effects 0.000 claims 1
125000004457 alkyl amino carbonyl group Chemical group 0.000 abstract description 14
108010015899 Glycopeptides Proteins 0.000 abstract description 5
102000002068 Glycopeptides Human genes 0.000 abstract description 5
230000000694 effects Effects 0.000 abstract description 5
238000000338 in vitro Methods 0.000 abstract description 5
DQJCDTNMLBYVAY-ZXXIYAEKSA-N (2S,5R,10R,13R)-16-{[(2R,3S,4R,5R)-3-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-(ethylamino)-6-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy}-5-(4-aminobutyl)-10-carbamoyl-2,13-dimethyl-4,7,12,15-tetraoxo-3,6,11,14-tetraazaheptadecan-1-oic acid Chemical compound NCCCC[C@H](C(=O)N[C@@H](C)C(O)=O)NC(=O)CC[C@H](C(N)=O)NC(=O)[C@@H](C)NC(=O)C(C)O[C@@H]1[C@@H](NCC)C(O)O[C@H](CO)[C@H]1O[C@H]1[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O1 DQJCDTNMLBYVAY-ZXXIYAEKSA-N 0.000 abstract description 4
229920000768 polyamine Chemical group 0.000 abstract description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 63
238000006243 chemical reaction Methods 0.000 description 61
239000000203 mixture Substances 0.000 description 41
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 40
239000000243 solution Substances 0.000 description 37
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 36
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 33
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
239000007858 starting material Substances 0.000 description 30
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
NBKZGRPRTQELKX-UHFFFAOYSA-N (2-methylpropan-2-yl)oxymethanone Chemical compound CC(C)(C)O[C]=O NBKZGRPRTQELKX-UHFFFAOYSA-N 0.000 description 22
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 22
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 21
239000007787 solid Substances 0.000 description 21
239000002585 base Substances 0.000 description 19
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 18
239000002243 precursor Substances 0.000 description 17
239000002904 solvent Substances 0.000 description 17
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
238000004128 high performance liquid chromatography Methods 0.000 description 13
238000004440 column chromatography Methods 0.000 description 12
238000000746 purification Methods 0.000 description 12
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
239000000047 product Substances 0.000 description 11
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
102000003712 Complement factor B Human genes 0.000 description 10
108090000056 Complement factor B Proteins 0.000 description 10
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
239000000463 material Substances 0.000 description 9
238000003756 stirring Methods 0.000 description 9
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
238000000605 extraction Methods 0.000 description 7
238000000855 fermentation Methods 0.000 description 7
230000004151 fermentation Effects 0.000 description 7
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 6
239000007795 chemical reaction product Substances 0.000 description 6
239000003153 chemical reaction reagent Substances 0.000 description 6
238000010511 deprotection reaction Methods 0.000 description 6
235000010755 mineral Nutrition 0.000 description 6
238000001556 precipitation Methods 0.000 description 6
239000011541 reaction mixture Substances 0.000 description 6
238000004366 reverse phase liquid chromatography Methods 0.000 description 6
TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 description 5
PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 description 5
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
241000295644 Staphylococcaceae Species 0.000 description 5
108010053950 Teicoplanin Proteins 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
DDTDNCYHLGRFBM-YZEKDTGTSA-N chembl2367892 Chemical compound CC(=O)N[C@H]1[C@@H](O)[C@H](O)[C@H](CO)O[C@H]1O[C@@H]([C@H]1C(N[C@@H](C2=CC(O)=CC(O[C@@H]3[C@H]([C@H](O)[C@H](O)[C@@H](CO)O3)O)=C2C=2C(O)=CC=C(C=2)[C@@H](NC(=O)[C@@H]2NC(=O)[C@@H]3C=4C=C(O)C=C(C=4)OC=4C(O)=CC=C(C=4)[C@@H](N)C(=O)N[C@H](CC=4C=C(Cl)C(O5)=CC=4)C(=O)N3)C(=O)N1)C(O)=O)=O)C(C=C1Cl)=CC=C1OC1=C(O[C@H]3[C@H]([C@@H](O)[C@H](O)[C@H](CO)O3)NC(C)=O)C5=CC2=C1 DDTDNCYHLGRFBM-YZEKDTGTSA-N 0.000 description 5
PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 description 5
239000007788 liquid Substances 0.000 description 5
230000035484 reaction time Effects 0.000 description 5
238000000926 separation method Methods 0.000 description 5
239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
239000000725 suspension Substances 0.000 description 5
229960001608 teicoplanin Drugs 0.000 description 5
125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 4
QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 4
OBJNHRVZECUANE-UHFFFAOYSA-N 1-n,1-n'-dimethylpropane-1,1,3-triamine Chemical compound CNC(NC)CCN OBJNHRVZECUANE-UHFFFAOYSA-N 0.000 description 4
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
229960000583 acetic acid Drugs 0.000 description 4
230000002411 adverse Effects 0.000 description 4
125000001931 aliphatic group Chemical group 0.000 description 4
238000004458 analytical method Methods 0.000 description 4
230000000845 anti-microbial effect Effects 0.000 description 4
239000000010 aprotic solvent Substances 0.000 description 4
125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 4
229940125797 compound 12 Drugs 0.000 description 4
GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 description 4
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
150000007524 organic acids Chemical class 0.000 description 4
239000012044 organic layer Substances 0.000 description 4
239000012429 reaction media Substances 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
241000192125 Firmicutes Species 0.000 description 3
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
230000032683 aging Effects 0.000 description 3
150000001721 carbon Chemical group 0.000 description 3
BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical group CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
229940126142 compound 16 Drugs 0.000 description 3
238000009833 condensation Methods 0.000 description 3
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239000012043 crude product Substances 0.000 description 3
238000010828 elution Methods 0.000 description 3
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125000000311 mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 3
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DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 description 3
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235000011010 calcium phosphates Nutrition 0.000 description 1
LSPHULWDVZXLIL-QUBYGPBYSA-N camphoric acid Chemical compound CC1(C)[C@H](C(O)=O)CC[C@]1(C)C(O)=O LSPHULWDVZXLIL-QUBYGPBYSA-N 0.000 description 1
125000005392 carboxamide group Chemical group NC(=O)* 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 description 1
235000019416 cholic acid Nutrition 0.000 description 1
229960002471 cholic acid Drugs 0.000 description 1
238000013375 chromatographic separation Methods 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000011097 chromatography purification Methods 0.000 description 1
235000013985 cinnamic acid Nutrition 0.000 description 1
229930016911 cinnamic acid Natural products 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
230000002860 competitive effect Effects 0.000 description 1
229940125773 compound 10 Drugs 0.000 description 1
229940125782 compound 2 Drugs 0.000 description 1
229940125961 compound 24 Drugs 0.000 description 1
229940125846 compound 25 Drugs 0.000 description 1
229940126214 compound 3 Drugs 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
238000012790 confirmation Methods 0.000 description 1
239000012050 conventional carrier Substances 0.000 description 1
238000011443 conventional therapy Methods 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
239000006071 cream Substances 0.000 description 1
KXGVEGMKQFWNSR-UHFFFAOYSA-N deoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 KXGVEGMKQFWNSR-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000003113 dilution method Methods 0.000 description 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
JMQGGPRJQOQKRT-UHFFFAOYSA-N diphenyl hydrogen phosphate;azide Chemical compound [N-]=[N+]=[N-].C=1C=CC=CC=1OP(=O)(O)OC1=CC=CC=C1 JMQGGPRJQOQKRT-UHFFFAOYSA-N 0.000 description 1
231100000676 disease causative agent Toxicity 0.000 description 1
239000007884 disintegrant Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
210000005069 ears Anatomy 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
238000006345 epimerization reaction Methods 0.000 description 1
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
125000005313 fatty acid group Chemical group 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
235000011087 fumaric acid Nutrition 0.000 description 1
BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000004220 glutamic acid Substances 0.000 description 1
235000013922 glutamic acid Nutrition 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
229940093915 gynecological organic acid Drugs 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
239000012433 hydrogen halide Substances 0.000 description 1
229910000039 hydrogen halide Inorganic materials 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
238000007327 hydrogenolysis reaction Methods 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
238000011534 incubation Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
239000002054 inoculum Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000005929 isobutyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])OC(*)=O 0.000 description 1
229960004592 isopropanol Drugs 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000008101 lactose Substances 0.000 description 1
229940033355 lauric acid Drugs 0.000 description 1
239000006193 liquid solution Substances 0.000 description 1
239000006194 liquid suspension Substances 0.000 description 1
239000006210 lotion Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
239000006166 lysate Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
229910000000 metal hydroxide Inorganic materials 0.000 description 1
150000004692 metal hydroxides Chemical class 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 description 1
229960003085 meticillin Drugs 0.000 description 1
244000005700 microbiome Species 0.000 description 1
210000003097 mucus Anatomy 0.000 description 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
230000000269 nucleophilic effect Effects 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000002674 ointment Substances 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
238000010647 peptide synthesis reaction Methods 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
238000001394 phosphorus-31 nuclear magnetic resonance spectrum Methods 0.000 description 1
OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
239000003910 polypeptide antibiotic agent Substances 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
239000011148 porous material Substances 0.000 description 1
231100000683 possible toxicity Toxicity 0.000 description 1
235000015497 potassium bicarbonate Nutrition 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
238000002953 preparative HPLC Methods 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000000651 prodrug Substances 0.000 description 1
229940002612 prodrug Drugs 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
230000001012 protector Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
208000013223 septicemia Diseases 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
235000015424 sodium Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
229960004274 stearic acid Drugs 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
229960001367 tartaric acid Drugs 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000012360 testing method Methods 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
229950002929 trinitrophenol Drugs 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/006—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure
- C07K9/008—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure directly attached to a hetero atom of the saccharide radical, e.g. actaplanin, avoparcin, ristomycin, vancomycin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Genetics & Genomics (AREA)
Oncology (AREA)
Pharmacology & Pharmacy (AREA)
General Chemical & Material Sciences (AREA)
Animal Behavior & Ethology (AREA)
Communicable Diseases (AREA)
Public Health (AREA)
Chemical Kinetics & Catalysis (AREA)
Biochemistry (AREA)
Biophysics (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Molecular Biology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Peptides Or Proteins (AREA)
Cephalosporin Compounds (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

NO19934722A 1991-07-29 1993-12-20 Amidderivater av antibiotika A-40926, fremgangsmåte for fremstilling av samme, anvendelse av samme for fremstilling av medikament samtfarmasöytisk sammensetning inneholdende samme NO314150B1 (no)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP91112685		1991-07-29
EP92109906		1992-06-12
PCT/EP1992/001594 WO1993003060A1 (en)	1991-07-29	1992-07-14	Amide derivatives of antibiotic a 40926

Publications (3)

Publication Number	Publication Date
NO934722D0 NO934722D0 (no)	1993-12-20
NO934722L NO934722L (no)	1994-02-14
NO314150B1 true NO314150B1 (no)	2003-02-03

Family

ID=26128958

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19934722A NO314150B1 (no)	1991-07-29	1993-12-20	Amidderivater av antibiotika A-40926, fremgangsmåte for fremstilling av samme, anvendelse av samme for fremstilling av medikament samtfarmasöytisk sammensetning inneholdende samme

Country Status (24)

Country	Link
EP (2)	EP0525499A1 (de)
JP (1)	JP3418762B2 (de)
KR (1)	KR100242682B1 (de)
AT (1)	ATE125551T1 (de)
AU (1)	AU666862B2 (de)
BG (1)	BG61124B2 (de)
CA (1)	CA2109601C (de)
CZ (1)	CZ285703B6 (de)
DE (1)	DE69203724T2 (de)
DK (1)	DK0596929T3 (de)
ES (1)	ES2075709T3 (de)
FI (1)	FI112662B (de)
GR (1)	GR3017897T3 (de)
HU (2)	HU223946B1 (de)
IE (1)	IE68420B1 (de)
IL (1)	IL102623A (de)
MX (1)	MX9204394A (de)
NO (1)	NO314150B1 (de)
NZ (1)	NZ243735A (de)
PL (1)	PL171813B1 (de)
RU (1)	RU2125058C1 (de)
TW (1)	TW218021B (de)
UA (1)	UA41283C2 (de)
WO (1)	WO1993003060A1 (de)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5606036A (en) *	1991-03-27	1997-02-25	Gruppo Lepetit Spa	Antibiotic A 40926 ester derivatives
US5840684A (en) *	1994-01-28	1998-11-24	Eli Lilly And Company	Glycopeptide antibiotic derivatives
NZ270387A (en) *	1994-01-28	1996-11-26	Lilly Co Eli	Glycopeptide antibiotic, its production and compositions thereof
WO1997002288A1 (en) *	1995-07-05	1997-01-23	Gruppo Lepetit S.P.A.	Purification of dalbaheptide antibiotics by isoelectric focusing
WO1997040067A1 (en) *	1996-04-23	1997-10-30	Biosearch Italia S.P.A.	Improved chemical process for preparing amide derivatives of antibiotic a 40926
US6004959A (en) *	1996-05-30	1999-12-21	Hoechst Marion Roussel, Inc.	Alkyloxyamino substituted fluorenones and their use as protein kinase-C inhibitors
SG87877A1 (en) *	1998-12-23	2002-04-16	Advanced Medicine Inc	Glycopeptide derivatives and pharmaceutical compositions containing the same
DK1140993T3 (da) *	1998-12-23	2003-10-06	Theravance Inc	Glycopeptidderivater og farmaceutiske præparater indeholdende dem
TWI275594B (en)	2001-08-24	2007-03-11	Theravance Inc	Process for preparing vancomycin phosphonate derivatives
TWI312785B (en)	2001-08-24	2009-08-01	Theravance Inc	Process for preparing vancomycin derivatives
KR100478533B1 (ko) *	2002-07-30	2005-03-28	한국수력원자력 주식회사	레이저를 이용한 탈륨 동위원소 분리방법
US20050090433A1 (en)	2002-11-18	2005-04-28	Vicuron Pharmaceuticals, Inc	Dalbavancin compositions for treatment of bacterial infections
US20060074014A1 (en)	2002-11-18	2006-04-06	Vicuron Pharmaceuticals Inc.	Dalbavancin compositions for treatment of bacterial infections
US7119061B2 (en) *	2002-11-18	2006-10-10	Vicuron Pharmaceuticals, Inc.	Dalbavancin compositions for treatment of bacterial infections
EP1641480A1 (de)	2003-05-27	2006-04-05	Theravance, Inc.	Verwendung eines antimykotischen polyen-makrolids in kombination mit einem antibakteriellen glycopeptid-mittel
ES2298821T3 (es)	2003-07-22	2008-05-16	Theravance, Inc.	Utilizacion de un agente antifungico de equinocandina en combinacion con un agente antibacteriano glicopeptidico.
MX2007006319A (es)	2004-11-29	2007-07-25	Univ Nagoya Nat Univ Corp	Derivados de monomeros de glicopeptico antibioticos.
TW200808818A (en)	2006-05-26	2008-02-16	Shionogi & Co	Glycopeptide antibiotic derivatives
CA2710417A1 (en)	2007-12-26	2009-07-02	Shionogi & Co., Ltd.	Glycosylated glycopeptide antibiotic derivatives
US20240083950A1 (en) *	2021-01-11	2024-03-14	Xellia Pharmaceuticals Aps	Synthesis process

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB8608809D0 (en) *	1986-04-11	1986-05-14	Lepetit Spa	Antibiotic
GB8726859D0 (en) *	1987-11-17	1987-12-23	Lepetit Spa	22-dechlorotei-coplanins
EP0376041B1 (de) *	1988-12-27	1996-02-28	GRUPPO LEPETIT S.p.A.	C63-Amidderivate von 34-de(acetylglucosaminyl)-34-deoxy-teicoplaninen
GB2231846B (en) *	1989-05-25	1993-02-24	Hadlum Brothers Ltd	A hand held carrier
HUT63860A (en) *	1990-12-05	1993-10-28	Lepetit Spa	Process for producing 39-decarboxy-38-(hydroxymethyl) derivatives of teikoplanin antibiotics
DE69215665T2 (de) *	1991-03-27	1997-06-12	Gruppo Lepetit S.P.A., Lainate	Esterderivate von antibiotikum-a 40926

1992
- 1992-07-14 AT AT92915890T patent/ATE125551T1/de not_active IP Right Cessation
- 1992-07-14 ES ES92915890T patent/ES2075709T3/es not_active Expired - Lifetime
- 1992-07-14 PL PL92302285A patent/PL171813B1/pl not_active IP Right Cessation
- 1992-07-14 DK DK92915890.5T patent/DK0596929T3/da active
- 1992-07-14 HU HU9400256A patent/HU223946B1/hu not_active IP Right Cessation
- 1992-07-14 WO PCT/EP1992/001594 patent/WO1993003060A1/en not_active Ceased
- 1992-07-14 AU AU23262/92A patent/AU666862B2/en not_active Ceased
- 1992-07-14 UA UA94005300A patent/UA41283C2/uk unknown
- 1992-07-14 JP JP50320293A patent/JP3418762B2/ja not_active Expired - Fee Related
- 1992-07-14 EP EP92111932A patent/EP0525499A1/de active Pending
- 1992-07-14 KR KR1019940700273A patent/KR100242682B1/ko not_active Expired - Fee Related
- 1992-07-14 CZ CZ94192A patent/CZ285703B6/cs not_active IP Right Cessation
- 1992-07-14 RU RU94013457A patent/RU2125058C1/ru not_active IP Right Cessation
- 1992-07-14 CA CA002109601A patent/CA2109601C/en not_active Expired - Fee Related
- 1992-07-14 DE DE69203724T patent/DE69203724T2/de not_active Expired - Fee Related
- 1992-07-14 EP EP92915890A patent/EP0596929B1/de not_active Expired - Lifetime
- 1992-07-17 TW TW081105668A patent/TW218021B/zh not_active IP Right Cessation
- 1992-07-23 IL IL10262392A patent/IL102623A/en not_active IP Right Cessation
- 1992-07-27 NZ NZ243735A patent/NZ243735A/xx unknown
- 1992-07-27 MX MX9204394A patent/MX9204394A/es not_active IP Right Cessation
- 1992-07-28 IE IE922451A patent/IE68420B1/en not_active IP Right Cessation
1993
- 1993-12-20 NO NO19934722A patent/NO314150B1/no not_active IP Right Cessation
1994
- 1994-01-26 FI FI940394A patent/FI112662B/fi active
- 1994-02-25 BG BG098582A patent/BG61124B2/bg unknown
1995
- 1995-06-19 HU HU95P/P00252P patent/HU211347A9/hu unknown
- 1995-10-26 GR GR950402996T patent/GR3017897T3/el unknown

Also Published As

Publication number	Publication date
AU666862B2 (en)	1996-02-29
IE922451A1 (en)	1993-02-10
HU9400256D0 (en)	1994-05-30
IL102623A0 (en)	1993-01-14
BG61124B2 (bg)	1996-11-29
GR3017897T3 (en)	1996-01-31
FI940394L (fi)	1994-01-26
PL171813B1 (pl)	1997-06-30
EP0525499A1 (de)	1993-02-03
HUT66080A (en)	1994-09-28
TW218021B (de)	1993-12-21
FI940394A0 (fi)	1994-01-26
ES2075709T3 (es)	1995-10-01
AU2326292A (en)	1993-03-02
JP3418762B2 (ja)	2003-06-23
UA41283C2 (uk)	2001-09-17
IL102623A (en)	1996-10-16
NO934722D0 (no)	1993-12-20
IE68420B1 (en)	1996-06-12
FI112662B (fi)	2003-12-31
CZ285703B6 (cs)	1999-10-13
ATE125551T1 (de)	1995-08-15
NO934722L (no)	1994-02-14
HU211347A9 (en)	1995-11-28
EP0596929B1 (de)	1995-07-26
NZ243735A (en)	1995-01-27
CA2109601C (en)	2002-07-02
JPH06509347A (ja)	1994-10-20
DE69203724D1 (de)	1995-08-31
WO1993003060A1 (en)	1993-02-18
KR100242682B1 (ko)	2000-02-01
EP0596929A1 (de)	1994-05-18
RU2125058C1 (ru)	1999-01-20
CA2109601A1 (en)	1993-02-18
HU223946B1 (hu)	2005-03-29
MX9204394A (es)	1993-01-29
CZ19294A3 (en)	1994-11-16
DK0596929T3 (da)	1995-09-11
DE69203724T2 (de)	1996-01-18

Legal Events

Date	Code	Title	Description
2011-02-28	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
NO314150B1 (no)	2003-02-03	Amidderivater av antibiotika A-40926, fremgangsmåte for fremstilling av samme, anvendelse av samme for fremstilling av medikament samtfarmasöytisk sammensetning inneholdende samme
US5750509A (en)	1998-05-12	Amide derivatives of antibiotic A 40926
KR960014104B1 (ko)	1996-10-14	테이코플라닌 화합물의 치환 알킬아미드
JPH04504251A (ja)	1992-07-30	テイコプラニンの新規置換アルキルアミド誘導体
EP0376041B1 (de)	1996-02-28	C63-Amidderivate von 34-de(acetylglucosaminyl)-34-deoxy-teicoplaninen
US5438117A (en)	1995-08-01	Hexapeptides deriving from aglucoteicoplanin and a process for preparing them
JP3503066B2 (ja)	2004-03-02	合成アグルコダルバヘプチド抗生物質
AU647122B2 (en)	1994-03-17	C63-amide derivatives of 34-de(acetylglucosaminyl)-34-deoxy- teicoplanin and their use as medicaments against bacteria resistant to glycopeptide antibiotics
EP0563062B1 (de)	1996-01-10	Hexapeptidderivate von teicoplanin und verfahren zu deren herstellung
JPH05239097A (ja)	1993-09-17	アミノアルキルアミド