HRP20010018A2 - Novel anti-inflammatory compounds - Google Patents

Novel anti-inflammatory compounds Download PDF

Info

Publication number: HRP20010018A2
Authority: HR; Croatia
Prior art keywords: hydrogen; group; indicated; fluorine; image
Prior art date: 2001-01-09

Application number

HR20010018A

Other languages

English (en)

Croatian (hr)

Inventor

Merćep Mladen

Mesić Milan

Tomaueković Linda

Komac Marija

Hrvačić Boueka

Marković Stribor

Original Assignee

Pliva D D

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.)

2001-01-09

Filing date

2001-01-09

Publication date

2002-12-31

2001-01-09 Application filed by Pliva D D filed Critical Pliva D D

2001-01-09 Priority to HR20010018A priority Critical patent/HRP20010018A2/hr

2002-01-03 Priority to CZ20031825A priority patent/CZ20031825A3/cs

2002-01-03 Priority to CNB02804715XA priority patent/CN1269836C/zh

2002-01-03 Priority to YUP-552/03A priority patent/RS51308B/sr

2002-01-03 Priority to PCT/HR2002/000001 priority patent/WO2002055531A1/fr

2002-01-03 Priority to EA200300781A priority patent/EA007061B1/ru

2002-01-03 Priority to PL363478A priority patent/PL207636B1/pl

2002-01-03 Priority to EEP200300293A priority patent/EE05333B1/xx

2002-01-03 Priority to IL15667302A priority patent/IL156673A0/xx

2002-01-03 Priority to US10/250,934 priority patent/US7446097B2/en

2002-01-03 Priority to BR0206347-6A priority patent/BR0206347A/pt

2002-01-03 Priority to SK979-2003A priority patent/SK9792003A3/sk

2002-01-03 Priority to AT02729470T priority patent/ATE462713T1/de

2002-01-03 Priority to JP2002556599A priority patent/JP4474101B2/ja

2002-01-03 Priority to GE5260A priority patent/GEP20053607B/en

2002-01-03 Priority to CA002434009A priority patent/CA2434009C/fr

2002-01-03 Priority to DE60235794T priority patent/DE60235794D1/de

2002-01-03 Priority to HU0500180A priority patent/HUP0500180A3/hu

2002-01-03 Priority to HK04108052.4A priority patent/HK1065320B/xx

2002-01-03 Priority to EP02729470A priority patent/EP1351973B1/fr

2002-01-03 Priority to ES02729470T priority patent/ES2342364T3/es

2002-01-08 Priority to ARP020100040A priority patent/AR035727A1/es

2002-03-01 Priority to UA2003076135A priority patent/UA77166C2/uk

2002-12-31 Publication of HRP20010018A2 publication Critical patent/HRP20010018A2/hr

2003-08-07 Priority to BG108073A priority patent/BG108073A/bg

2008-09-16 Priority to US12/211,213 priority patent/US7928078B2/en

Links

150000001875 compounds Chemical class 0.000 title claims description 87
230000003110 anti-inflammatory effect Effects 0.000 title claims description 20
239000001257 hydrogen Substances 0.000 claims description 154
229910052739 hydrogen Inorganic materials 0.000 claims description 154
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 154
229910052731 fluorine Inorganic materials 0.000 claims description 63
239000011737 fluorine Substances 0.000 claims description 63
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 59
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 43
125000004430 oxygen atom Chemical group O* 0.000 claims description 41
125000004432 carbon atom Chemical group C* 0.000 claims description 40
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 39
239000003120 macrolide antibiotic agent Substances 0.000 claims description 35
150000003431 steroids Chemical class 0.000 claims description 32
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 31
125000000217 alkyl group Chemical group 0.000 claims description 29
238000006243 chemical reaction Methods 0.000 claims description 27
229910052736 halogen Chemical group 0.000 claims description 27
150000002367 halogens Chemical group 0.000 claims description 27
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 24
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 24
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 21
AJSDVNKVGFVAQU-BIIVOSGPSA-N cladinose Chemical group O=CC[C@@](C)(OC)[C@@H](O)[C@H](C)O AJSDVNKVGFVAQU-BIIVOSGPSA-N 0.000 claims description 20
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 19
239000000460 chlorine Substances 0.000 claims description 19
229910052801 chlorine Inorganic materials 0.000 claims description 19
238000000034 method Methods 0.000 claims description 19
239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 17
150000003254 radicals Chemical class 0.000 claims description 17
125000003277 amino group Chemical group 0.000 claims description 16
125000000753 cycloalkyl group Chemical group 0.000 claims description 16
230000004054 inflammatory process Effects 0.000 claims description 15
206010061218 Inflammation Diseases 0.000 claims description 14
125000005843 halogen group Chemical group 0.000 claims description 14
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 13
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 13
229910052794 bromium Inorganic materials 0.000 claims description 13
150000003839 salts Chemical class 0.000 claims description 12
230000003637 steroidlike Effects 0.000 claims description 11
125000003118 aryl group Chemical group 0.000 claims description 10
229910000027 potassium carbonate Inorganic materials 0.000 claims description 10
238000002360 preparation method Methods 0.000 claims description 10
YHVUVJYEERGYNU-UHFFFAOYSA-N 4',8-Di-Me ether-5,7,8-Trihydroxy-3-(4-hydroxybenzyl)-4-chromanone Natural products COC1(C)CC(O)OC(C)C1O YHVUVJYEERGYNU-UHFFFAOYSA-N 0.000 claims description 8
241001465754 Metazoa Species 0.000 claims description 8
230000008569 process Effects 0.000 claims description 8
229940125773 compound 10 Drugs 0.000 claims description 7
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 claims description 7
238000011282 treatment Methods 0.000 claims description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
208000011231 Crohn disease Diseases 0.000 claims description 6
208000010668 atopic eczema Diseases 0.000 claims description 6
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
150000001735 carboxylic acids Chemical class 0.000 claims description 6
208000027866 inflammatory disease Diseases 0.000 claims description 6
229920006395 saturated elastomer Polymers 0.000 claims description 6
239000002253 acid Substances 0.000 claims description 5
230000015572 biosynthetic process Effects 0.000 claims description 5
201000010099 disease Diseases 0.000 claims description 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 5
230000004968 inflammatory condition Effects 0.000 claims description 5
239000012453 solvate Substances 0.000 claims description 5
238000003786 synthesis reaction Methods 0.000 claims description 5
230000001225 therapeutic effect Effects 0.000 claims description 5
208000006673 asthma Diseases 0.000 claims description 4
230000032050 esterification Effects 0.000 claims description 4
238000005886 esterification reaction Methods 0.000 claims description 4
210000004969 inflammatory cell Anatomy 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
235000015320 potassium carbonate Nutrition 0.000 claims description 4
SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 claims description 3
JVSFQJZRHXAUGT-UHFFFAOYSA-N 2,2-dimethylpropanoyl chloride Chemical compound CC(C)(C)C(Cl)=O JVSFQJZRHXAUGT-UHFFFAOYSA-N 0.000 claims description 3
206010009900 Colitis ulcerative Diseases 0.000 claims description 3
206010010741 Conjunctivitis Diseases 0.000 claims description 3
102000004127 Cytokines Human genes 0.000 claims description 3
108090000695 Cytokines Proteins 0.000 claims description 3
201000004624 Dermatitis Diseases 0.000 claims description 3
206010012434 Dermatitis allergic Diseases 0.000 claims description 3
208000000592 Nasal Polyps Diseases 0.000 claims description 3
201000009053 Neurodermatitis Diseases 0.000 claims description 3
208000003251 Pruritus Diseases 0.000 claims description 3
201000004681 Psoriasis Diseases 0.000 claims description 3
206010039085 Rhinitis allergic Diseases 0.000 claims description 3
201000006704 Ulcerative Colitis Diseases 0.000 claims description 3
201000010105 allergic rhinitis Diseases 0.000 claims description 3
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206010009887 colitis Diseases 0.000 claims description 3
229940126543 compound 14 Drugs 0.000 claims description 3
NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 claims description 3
208000028774 intestinal disease Diseases 0.000 claims description 3
239000000825 pharmaceutical preparation Substances 0.000 claims description 3
206010039073 rheumatoid arthritis Diseases 0.000 claims description 3
AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 claims description 2
GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 claims description 2
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 claims description 2
ITOFPJRDSCGOSA-KZLRUDJFSA-N (2s)-2-[[(4r)-4-[(3r,5r,8r,9s,10s,13r,14s,17r)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H](CC[C@]13C)[C@@H]2[C@@H]3CC[C@@H]1[C@H](C)CCC(=O)N[C@H](C(O)=O)CC1=CNC2=CC=CC=C12 ITOFPJRDSCGOSA-KZLRUDJFSA-N 0.000 claims description 2
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 claims description 2
IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 claims description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
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 claims description 2
UNILWMWFPHPYOR-KXEYIPSPSA-M 1-[6-[2-[3-[3-[3-[2-[2-[3-[[2-[2-[[(2r)-1-[[2-[[(2r)-1-[3-[2-[2-[3-[[2-(2-amino-2-oxoethoxy)acetyl]amino]propoxy]ethoxy]ethoxy]propylamino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-[(2r)-2,3-di(hexadecanoyloxy)propyl]sulfanyl-1-oxopropan-2-yl Chemical compound O=C1C(SCCC(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N[C@@H](CSC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)NCC(=O)N[C@H](CO)C(=O)NCCCOCCOCCOCCCNC(=O)COCC(N)=O)CC(=O)N1CCNC(=O)CCCCCN\1C2=CC=C(S([O-])(=O)=O)C=C2CC/1=C/C=C/C=C/C1=[N+](CC)C2=CC=C(S([O-])(=O)=O)C=C2C1 UNILWMWFPHPYOR-KXEYIPSPSA-M 0.000 claims description 2
YEDUAINPPJYDJZ-UHFFFAOYSA-N 2-hydroxybenzothiazole Chemical compound C1=CC=C2SC(O)=NC2=C1 YEDUAINPPJYDJZ-UHFFFAOYSA-N 0.000 claims description 2
229940126657 Compound 17 Drugs 0.000 claims description 2
241000282412 Homo Species 0.000 claims description 2
LNUFLCYMSVYYNW-ZPJMAFJPSA-N [(2r,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6r)-6-[(2r,3r,4s,5r,6r)-6-[(2r,3r,4s,5r,6r)-6-[[(3s,5s,8r,9s,10s,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-disulfo Chemical compound O([C@@H]1[C@@H](COS(O)(=O)=O)O[C@@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1[C@@H](COS(O)(=O)=O)O[C@@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1[C@@H](COS(O)(=O)=O)O[C@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1C[C@@H]2CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)[C@H]1O[C@H](COS(O)(=O)=O)[C@@H](OS(O)(=O)=O)[C@H](OS(O)(=O)=O)[C@H]1OS(O)(=O)=O LNUFLCYMSVYYNW-ZPJMAFJPSA-N 0.000 claims description 2
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 2
230000004913 activation Effects 0.000 claims description 2
239000013543 active substance Substances 0.000 claims description 2
125000002252 acyl group Chemical group 0.000 claims description 2
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 2
239000012964 benzotriazole Substances 0.000 claims description 2
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229940125810 compound 20 Drugs 0.000 claims description 2
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125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
125000005647 linker group Chemical group 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
238000011321 prophylaxis Methods 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims 30
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 24
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 6
125000001183 hydrocarbyl group Chemical group 0.000 claims 6
239000011261 inert gas Substances 0.000 claims 6
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UAOUIVVJBYDFKD-XKCDOFEDSA-N (1R,9R,10S,11R,12R,15S,18S,21R)-10,11,21-trihydroxy-8,8-dimethyl-14-methylidene-4-(prop-2-enylamino)-20-oxa-5-thia-3-azahexacyclo[9.7.2.112,15.01,9.02,6.012,18]henicosa-2(6),3-dien-13-one Chemical compound C([C@@H]1[C@@H](O)[C@@]23C(C1=C)=O)C[C@H]2[C@]12C(N=C(NCC=C)S4)=C4CC(C)(C)[C@H]1[C@H](O)[C@]3(O)OC2 UAOUIVVJBYDFKD-XKCDOFEDSA-N 0.000 claims 1
WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 claims 1
YSUIQYOGTINQIN-UZFYAQMZSA-N 2-amino-9-[(1S,6R,8R,9S,10R,15R,17R,18R)-8-(6-aminopurin-9-yl)-9,18-difluoro-3,12-dihydroxy-3,12-bis(sulfanylidene)-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one Chemical compound NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(S)(=O)O[C@@H]4[C@@H](COP(S)(=O)O[C@@H]2[C@@H]3F)O[C@H]([C@H]4F)N2C=NC3=C2N=CN=C3N)C(=O)N1 YSUIQYOGTINQIN-UZFYAQMZSA-N 0.000 claims 1
TVTJUIAKQFIXCE-HUKYDQBMSA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynyl-1H-purine-6,8-dione Chemical compound NC=1NC(C=2N(C(N(C=2N=1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C)=O TVTJUIAKQFIXCE-HUKYDQBMSA-N 0.000 claims 1
QBWKPGNFQQJGFY-QLFBSQMISA-N 3-[(1r)-1-[(2r,6s)-2,6-dimethylmorpholin-4-yl]ethyl]-n-[6-methyl-3-(1h-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine Chemical compound N1([C@H](C)C2=NSC(NC=3C4=NC=C(N4C=C(C)N=3)C3=CNN=C3)=C2)C[C@H](C)O[C@H](C)C1 QBWKPGNFQQJGFY-QLFBSQMISA-N 0.000 claims 1
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OPFJDXRVMFKJJO-ZHHKINOHSA-N N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-pyrazol-5-yl]carbonyl}-G-dR-G-dD-dD-dD-NH2 Chemical compound S1C(C=2NN=C(C=2)C(=O)NCC(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(N)=O)=C(C)N=C1NC(=O)C1=CC=CC=C1 OPFJDXRVMFKJJO-ZHHKINOHSA-N 0.000 claims 1
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238000012353 t test Methods 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
229960000278 theophylline Drugs 0.000 description 1
231100001274 therapeutic index Toxicity 0.000 description 1
210000001519 tissue Anatomy 0.000 description 1
210000003437 trachea Anatomy 0.000 description 1
238000001890 transfection Methods 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
JVFFWGJAAQAIBS-UHFFFAOYSA-K trisodium 2,2-dioctyl-3-sulfonatobutanedioate Chemical compound [Na+].C(CCCCCCC)C(C(C(=O)[O-])S(=O)(=O)[O-])(C(=O)[O-])CCCCCCCC.[Na+].[Na+] JVFFWGJAAQAIBS-UHFFFAOYSA-K 0.000 description 1
150000003672 ureas Chemical group 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/14—Decongestants or antiallergics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
- A61P5/44—Glucocorticosteroids; Drugs increasing or potentiating the activity of glucocorticosteroids

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Pulmonology (AREA)
Immunology (AREA)
Dermatology (AREA)
Rheumatology (AREA)
Ophthalmology & Optometry (AREA)
Endocrinology (AREA)
Pain & Pain Management (AREA)
Diabetes (AREA)
Orthopedic Medicine & Surgery (AREA)
Physical Education & Sports Medicine (AREA)
Otolaryngology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Steroid Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

HR20010018A 2001-01-09 2001-01-09 Novel anti-inflammatory compounds HRP20010018A2 (en)

Priority Applications (25)

Application Number	Priority Date	Filing Date	Title
HR20010018A HRP20010018A2 (en)	2001-01-09	2001-01-09	Novel anti-inflammatory compounds
SK979-2003A SK9792003A3 (en)	2001-01-09	2002-01-03	Conjugates of immune cell specific macrolide compounds with anti-inflammatory compounds for improved cellular targeting of anti-inflammatory therapy
JP2002556599A JP4474101B2 (ja)	2001-01-09	2002-01-03	抗炎症治療の改良された細胞標的指向化用の免疫細胞特異的マクロライド化合物と抗炎症性化合物との複合体
YUP-552/03A RS51308B (sr)	2001-01-09	2002-01-03	Konjugati jedinjenja specifičnog makrolida imunske ćelije sa anti-inflamatornim jedinjenjima za poboljšano ćelijsko ciljanje u anti-inflamatornoj terapiji
PCT/HR2002/000001 WO2002055531A1 (fr)	2001-01-09	2002-01-03	Conjugues de composes de macrolide specifiques de cellules immunitaires avec des composes anti-inflammatoires, permettant un ciblage cellulaire ameliore d'une therapie anti-inflammatoire
EA200300781A EA007061B1 (ru)	2001-01-09	2002-01-03	Конъюгаты специфичных к иммунным клеткам макролидных соединений и противовоспалительных соединений с улучшенной способностью к целевому поступлению в клетку при противовоспалительной терапии
PL363478A PL207636B1 (pl)	2001-01-09	2002-01-03	Produkt sprzężenia związku makrolidowego specyficznego wobec komórek immunokompetentnych ze związkiem o działaniu przeciwzapalnym i jego zastosowanie
EEP200300293A EE05333B1 (et)	2001-01-09	2002-01-03	Makroliidhendite konjugaadid p?letikuvastaste henditega ja nende kasutamine
IL15667302A IL156673A0 (en)	2001-01-09	2002-01-03	Conjugates of immune cell specific macrolide compounds with anti-inflammatory compounds for improved cellular targeting of anti-inflammatory therapy
US10/250,934 US7446097B2 (en)	2001-01-09	2002-01-03	Conjugates of immune cell specific macrolide compounds with anti-inflammatory compounds for improved cellular targeting of anti-inflammatory therapy
BR0206347-6A BR0206347A (pt)	2001-01-09	2002-01-03	Conjugados de compostos de macrolìdeo especìficos a células imunes com compostos antiinflamatórios para objetivação celular aperfeiçoada de terapia antiinflamatória
CZ20031825A CZ20031825A3 (cs)	2001-01-09	2002-01-03	Sloučeniny, jejich solváty a soli, způsob jejich přípravy a jejich použití
AT02729470T ATE462713T1 (de)	2001-01-09	2002-01-03	Konjugate von immunzellspezifischen makrolidverbindungen mit anti-phlogistischen verbindungen zur verbesserten zellgerichteten anti-phlogistischen therapie
CA002434009A CA2434009C (fr)	2001-01-09	2002-01-03	Conjugues de composes de macrolide specifiques de cellules immunitaires avec des composes anti-inflammatoires, permettant un ciblage cellulaire ameliore d'une therapie anti-inflammatoire
GE5260A GEP20053607B (en)	2001-01-09	2002-01-03	Conjugates of Immune Cell Specific Macrolide Compounds with Anti-Inflammatory Compounds for Improved Cellular Targeting of Anti-Inflammatory Therapy
ES02729470T ES2342364T3 (es)	2001-01-09	2002-01-03	Conjugados de compuestos macrolidos especificos para las celulas del sistema inmunitario con compuestos antiinflamatorios, que mejoran la especificidad celular de la terapia antiinflamatoria.
DE60235794T DE60235794D1 (de)	2001-01-09	2002-01-03	Konjugate von immunzellspezifischen makrolidverbindungen mit anti-phlogistischen verbindungen zur verbesserten zellgerichteten anti-phlogistischen therapie
HU0500180A HUP0500180A3 (en)	2001-01-09	2002-01-03	Conjugates of immune cell specific macrolide compounds with anti-inflammatory compounds for improved cellular targeting of anti-inflammatory therapy
HK04108052.4A HK1065320B (en)	2001-01-09	2002-01-03	Conjugates of immune cell specific macrolide compounds with anti-inflammatory compounds for improved cellular targeting of anti-inflammatory therapy
EP02729470A EP1351973B1 (fr)	2001-01-09	2002-01-03	Conjugues de composes de macrolide specifiques de cellules immunitaires avec des composes anti-inflammatoires, permettant un ciblage cellulaire ameliore d'une therapie anti-inflammatoire
CNB02804715XA CN1269836C (zh)	2001-01-09	2002-01-03	用于改进抗炎治疗的细胞靶向的免疫细胞特异性大环内酯化合物与抗炎化合物的共轭物
ARP020100040A AR035727A1 (es)	2001-01-09	2002-01-08	Compuestos macrolido-esteroides o macrolido no-esteroide, sus sales y solvatos, su uso y procedimiento para su preparacion
UA2003076135A UA77166C2 (en)	2001-01-09	2002-03-01	Conjugates between macrolids specific for immune cells and anti-inflammatory compounds for improved targeted anti-inflammatory therapy, method for their preparation (variants)
BG108073A BG108073A (bg)	2001-01-09	2003-08-07	Специфични макролидни съединения за конюгати на имунна клетка с противовъзпалителни съединения за подобрен клетъчен обект за противовъзпалителна терапия
US12/211,213 US7928078B2 (en)	2001-01-09	2008-09-16	Conjugates of immune cell specific macrolide compounds with anti-inflammatory compounds for improved cellular targeting of anti-inflammatory therapy

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
HR20010018A HRP20010018A2 (en)	2001-01-09	2001-01-09	Novel anti-inflammatory compounds

Publications (1)

Publication Number	Publication Date
HRP20010018A2 true HRP20010018A2 (en)	2002-12-31

Family

ID=10947235

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HR20010018A HRP20010018A2 (en)	2001-01-09	2001-01-09	Novel anti-inflammatory compounds

Country Status (23)

Country	Link
US (2)	US7446097B2 (fr)
EP (1)	EP1351973B1 (fr)
JP (1)	JP4474101B2 (fr)
CN (1)	CN1269836C (fr)
AR (1)	AR035727A1 (fr)
AT (1)	ATE462713T1 (fr)
BG (1)	BG108073A (fr)
BR (1)	BR0206347A (fr)
CA (1)	CA2434009C (fr)
CZ (1)	CZ20031825A3 (fr)
DE (1)	DE60235794D1 (fr)
EA (1)	EA007061B1 (fr)
EE (1)	EE05333B1 (fr)
ES (1)	ES2342364T3 (fr)
GE (1)	GEP20053607B (fr)
HR (1)	HRP20010018A2 (fr)
HU (1)	HUP0500180A3 (fr)
IL (1)	IL156673A0 (fr)
PL (1)	PL207636B1 (fr)
RS (1)	RS51308B (fr)
SK (1)	SK9792003A3 (fr)
UA (1)	UA77166C2 (fr)
WO (1)	WO2002055531A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP2070940A1 (fr)	2003-04-24	2009-06-17	GlaxoSmithKline istrazivacki centar Zagreb d.o.o.	Conjugués avec activité anti-inflammatoire
EP2196469A1 (fr)	2004-10-27	2010-06-16	GlaxoSmithKline istrazivacki centar Zagreb d.o.o.	Conjugués avec activité anti-inflammatoire

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JP2002109169A (ja) *	2000-09-29	2002-04-12	Hitachi Ltd	作業支援方法並びにシステム及び作業支援方法を記録した記録媒体
AU2003219770B2 (en)	2002-02-15	2008-10-09	Merckle Gmbh	Conjugates of biologically active compounds, methods for their preparation and use, formulation and pharmaceutical applications thereof
US7271154B2 (en)	2002-02-15	2007-09-18	Merckle Gmbh	Antibiotic conjugates
EP1483579A4 (fr)	2002-02-15	2006-07-12	Merckle Gmbh	Conjugues de composes biologiquement actifs, methodes de preparation et d'utilisation des conjugues, formulation et applications pharmaceutiques obtenues a partir desdits conjugues
EP1521763A2 (fr) *	2002-07-08	2005-04-13	Pliva - Istrazivacki Institut d.o.o.	Substances anti-inflammatoires non steroidiennes, compositions et procedes d'utilisation de celles-ci
AU2003264917A1 (en)	2002-07-08	2004-01-23	Pliva - Istrazivacki Institut D.O.O.	Hybrid molecules of macrolides with steroid/non-steroid anti-inflammatory, antineoplastic and antiviral active molecules
RS20050008A (sr) *	2002-07-08	2007-06-04	Pliva-Istraživački Institut D.O.O.,	Nova jedinjenja,kompozicije i metode za lečenje inflamatornih oboljenja i stanja
WO2005030227A1 (fr)	2003-09-23	2005-04-07	Enanta Pharmaceuticals, Inc.	Derives 9a-azalide 11-3c-bicycliques
JP4737495B2 (ja) *	2004-01-14	2011-08-03	塩野義製薬株式会社	エリスロマイシン誘導体
KR20070046917A (ko) *	2004-08-12	2007-05-03	글락소스미쓰클라인 이스트라지바치키 센타 자그레브 디.오.오.	위장관의 염증성 질환의 치료를 위한 세포-특이적컨쥬게이트의 용도
US20060183696A1 (en) *	2004-08-12	2006-08-17	Pliva-Istrazivacki Institut D.O.O.	Use of immune cell specific conjugates for treatment of inflammatory diseases of gastrointestinal tract
US7402568B2 (en)	2004-09-29	2008-07-22	Enanta Pharmaceuticals, Inc.	Bicyclic 9a-azalide derivatives
US7271155B2 (en)	2005-01-07	2007-09-18	Enanta Pharmaceuticals, Inc.	9A, 11-2C-bicyclic 9a-azalide derivatives
US20080249034A1 (en) *	2005-03-21	2008-10-09	Zambon S.P.A.	Use of Macrolides for Treating Intestinal Inflammation
WO2011116312A1 (fr) *	2010-03-19	2011-09-22	Catabasis Pharmaceuticals, Inc.	Dérivés de macrolides d'acides gras et leurs utilisations
EP2948152A4 (fr) *	2013-01-23	2016-12-14	Sphaera Pharma Private Ltd	Nouveaux composés de 11bêta-hydroxy-stéroïdes destinés à être utilisés utilisation dans la biogenèse de mitochondries et les maladies associées avec la dysfonction ou la déplétion mitochondriale
WO2016013030A2 (fr)	2014-07-23	2016-01-28	Sphaera Pharma Pvt. Ltd.	Composés hydroxystéroïdes, leurs intermédiaires, procédé de préparation, composition et utilisations de ceux-ci
GB201520419D0 (en)	2015-11-19	2016-01-06	Epi Endo Pharmaceuticals Ehf	Compounds
WO2023248010A2 (fr) *	2022-06-23	2023-12-28	Synovo Gmbh	Modulateurs ciblés de jak3 pour le traitement de maladies inflammatoires et auto-immunes

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2001
- 2001-01-09 HR HR20010018A patent/HRP20010018A2/hr not_active Application Discontinuation
2002
- 2002-01-03 EP EP02729470A patent/EP1351973B1/fr not_active Expired - Lifetime
- 2002-01-03 HU HU0500180A patent/HUP0500180A3/hu unknown
- 2002-01-03 PL PL363478A patent/PL207636B1/pl unknown
- 2002-01-03 DE DE60235794T patent/DE60235794D1/de not_active Expired - Lifetime
- 2002-01-03 JP JP2002556599A patent/JP4474101B2/ja not_active Expired - Fee Related
- 2002-01-03 EE EEP200300293A patent/EE05333B1/xx not_active IP Right Cessation
- 2002-01-03 AT AT02729470T patent/ATE462713T1/de not_active IP Right Cessation
- 2002-01-03 US US10/250,934 patent/US7446097B2/en not_active Expired - Fee Related
- 2002-01-03 IL IL15667302A patent/IL156673A0/xx unknown
- 2002-01-03 SK SK979-2003A patent/SK9792003A3/sk unknown
- 2002-01-03 EA EA200300781A patent/EA007061B1/ru not_active IP Right Cessation
- 2002-01-03 CN CNB02804715XA patent/CN1269836C/zh not_active Expired - Fee Related
- 2002-01-03 BR BR0206347-6A patent/BR0206347A/pt not_active Application Discontinuation
- 2002-01-03 CZ CZ20031825A patent/CZ20031825A3/cs unknown
- 2002-01-03 ES ES02729470T patent/ES2342364T3/es not_active Expired - Lifetime
- 2002-01-03 CA CA002434009A patent/CA2434009C/fr not_active Expired - Fee Related
- 2002-01-03 GE GE5260A patent/GEP20053607B/en unknown
- 2002-01-03 RS YUP-552/03A patent/RS51308B/sr unknown
- 2002-01-03 WO PCT/HR2002/000001 patent/WO2002055531A1/fr not_active Ceased
- 2002-01-08 AR ARP020100040A patent/AR035727A1/es active IP Right Grant
- 2002-03-01 UA UA2003076135A patent/UA77166C2/uk unknown
2003
- 2003-08-07 BG BG108073A patent/BG108073A/bg unknown
2008
- 2008-09-16 US US12/211,213 patent/US7928078B2/en not_active Expired - Fee Related

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP2070940A1 (fr)	2003-04-24	2009-06-17	GlaxoSmithKline istrazivacki centar Zagreb d.o.o.	Conjugués avec activité anti-inflammatoire
EP2196469A1 (fr)	2004-10-27	2010-06-16	GlaxoSmithKline istrazivacki centar Zagreb d.o.o.	Conjugués avec activité anti-inflammatoire

Also Published As

Publication number	Publication date
US20040198677A1 (en)	2004-10-07
CA2434009A1 (fr)	2002-07-18
IL156673A0 (en)	2004-01-04
HK1065320A1 (en)	2005-02-18
ATE462713T1 (de)	2010-04-15
EE05333B1 (et)	2010-08-16
SK9792003A3 (en)	2004-01-08
WO2002055531A1 (fr)	2002-07-18
EE200300293A (et)	2003-10-15
EP1351973B1 (fr)	2010-03-31
CZ20031825A3 (cs)	2003-11-12
CN1491230A (zh)	2004-04-21
YU55203A (sh)	2006-03-03
AR035727A1 (es)	2004-07-07
HUP0500180A2 (en)	2006-09-28
ES2342364T3 (es)	2010-07-06
PL207636B1 (pl)	2011-01-31
HUP0500180A3 (en)	2009-12-28
CA2434009C (fr)	2009-09-29
DE60235794D1 (de)	2010-05-12
JP4474101B2 (ja)	2010-06-02
US7446097B2 (en)	2008-11-04
GEP20053607B (en)	2005-09-12
EA007061B1 (ru)	2006-06-30
UA77166C2 (en)	2006-11-15
US7928078B2 (en)	2011-04-19
EA200300781A1 (ru)	2003-12-25
EP1351973A1 (fr)	2003-10-15
PL363478A1 (en)	2004-11-15
BR0206347A (pt)	2004-02-10
CN1269836C (zh)	2006-08-16
BG108073A (bg)	2005-05-31
RS51308B (sr)	2010-12-31
US20090105163A1 (en)	2009-04-23
JP2004518670A (ja)	2004-06-24

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Date	Code	Title	Description
2002-12-31	A1OB	Publication of a patent application
2003-05-20	AIPI	Request for the grant of a patent on the basis of a substantive examination of a patent application
2007-01-08	PNAN	Change of the applicant name, address/residence	Owner name: GLAXOSMITHKLINE ISTRAZIVACKI CENTAR ZAGREB D.O.O.,
2007-01-08	PPPP	Transfer of rights	Owner name: PLIVA-ISTRAZIVACKI INSTITUT D.O.O., HR
2010-12-29	ODRP	Renewal fee for the maintenance of a patent	Payment date: 20101229 Year of fee payment: 11
2012-03-28	ODBI	Application refused

Publication	Publication Date	Title
HRP20010018A2 (en)	2002-12-31	Novel anti-inflammatory compounds
US7091187B2 (en)	2006-08-15	Compounds, compositions and methods for treatment of inflammatory diseases and conditions
AU733202B2 (en)	2001-05-10	Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders
KR101390272B1 (ko)	2014-05-19	신규한 11 베타-히드록시안드로스타-4-엔-3-온
US5837698A (en)	1998-11-17	Steroid nitrite and nitrate ester derivatives useful as anti-inflammatory drugs
PT85891B (pt)	1990-07-31	Processo para a preparacao de 9-alfa-hidroxi-esteroides e dos respectivos derivados 9(11)-deidro bem como de composicoes farmaceuticas que os contem
HUP9903707A2 (hu)	2000-03-28	17Béta-karboxi-,-tio-karboxi-vagy -amido-androsztánszármazékok laktonszármazékai, előállításuk, alkalmazásuk és ezeket tartalmazó gyógyszerkészítmények
HRP20030324A2 (en)	2005-02-28	Compounds of antiinflammatory effect
EP0869965A1 (fr)	1998-10-14	Derives d'esters de nitrites steroides, utiles comme medicaments anti-inflammatoires
EP0143764A1 (fr)	1985-06-05	Esters d'androstane-17beta-carboxylique acides, un procédé et produits intermédiaires pour leur préparation, compositions et méthode de traitement de conditions inflammatoires
EP2196469A1 (fr)	2010-06-16	Conjugués avec activité anti-inflammatoire
PL173451B1 (pl)	1998-03-31	Nowy sposób wytwarzania pochodnych pregnanu
HK1086842B (en)	2009-04-30	Macrolide-conjugates with anti-inflammatory activity

HRP20010018A2 - Novel anti-inflammatory compounds - Google Patents

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