JPH0687881A - ロキタマイシン・一水和物結晶、及びその製造法 - Google Patents

ロキタマイシン・一水和物結晶、及びその製造法

Info

Publication number: JPH0687881A
Authority: JP; Japan
Prior art keywords: rkm; hydrate; acid; crystal; rokitamycin
Prior art date: 1992-09-07
Legal status (The legal status 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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

JP4238083A

Other languages

English (en)

Japanese (ja)

Inventor

Kenji Kinoshita

健司木下

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Asahi Chemical Industry Co Ltd

Original Assignee

Asahi Chemical Industry Co Ltd

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.)

1992-09-07

Filing date

1992-09-07

Publication date

1994-03-29

1992-09-07 Application filed by Asahi Chemical Industry Co Ltd filed Critical Asahi Chemical Industry Co Ltd

1992-09-07 Priority to JP4238083A priority Critical patent/JPH0687881A/ja

1993-08-25 Priority to PCT/JP1993/001189 priority patent/WO1994005683A1/fr

1994-03-29 Publication of JPH0687881A publication Critical patent/JPH0687881A/ja

Status Withdrawn legal-status Critical Current

Links

239000013078 crystal Substances 0.000 title claims abstract description 62
229960001170 rokitamycin Drugs 0.000 title claims abstract description 11
-1 Rokitamycin monohydrate Chemical class 0.000 title claims abstract description 7
238000004519 manufacturing process Methods 0.000 title claims description 12
238000000034 method Methods 0.000 claims abstract description 34
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 32
239000007864 aqueous solution Substances 0.000 claims abstract description 16
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims abstract description 16
230000002378 acidificating effect Effects 0.000 claims abstract description 11
235000019260 propionic acid Nutrition 0.000 claims abstract description 8
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims abstract description 8
VYWWNRMSAPEJLS-MDWYKHENSA-N Rokitamycin Chemical compound C1[C@](OC(=O)CC)(C)[C@@H](OC(=O)CCC)[C@H](C)O[C@H]1O[C@H]1[C@H](N(C)C)[C@@H](O)[C@H](O[C@@H]2[C@H]([C@H](O)CC(=O)O[C@H](C)C/C=C/C=C/[C@H](O)[C@H](C)C[C@@H]2CC=O)OC)O[C@@H]1C VYWWNRMSAPEJLS-MDWYKHENSA-N 0.000 claims abstract description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 16
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 8
150000007522 mineralic acids Chemical class 0.000 claims description 8
150000007524 organic acids Chemical class 0.000 claims description 8
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 75
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 46
235000019658 bitter taste Nutrition 0.000 abstract description 23
150000004682 monohydrates Chemical class 0.000 abstract description 17
239000000243 solution Substances 0.000 abstract description 14
150000008064 anhydrides Chemical class 0.000 abstract description 13
239000006188 syrup Substances 0.000 abstract description 10
235000020357 syrup Nutrition 0.000 abstract description 10
238000002360 preparation method Methods 0.000 abstract description 6
238000003756 stirring Methods 0.000 abstract description 6
150000001875 compounds Chemical class 0.000 abstract description 5
238000009736 wetting Methods 0.000 abstract description 5
238000004381 surface treatment Methods 0.000 abstract description 4
238000001816 cooling Methods 0.000 abstract description 3
239000002994 raw material Substances 0.000 abstract description 3
230000001747 exhibiting effect Effects 0.000 abstract 1
239000007788 liquid Substances 0.000 abstract 1
230000000873 masking effect Effects 0.000 abstract 1
239000000203 mixture Substances 0.000 description 44
238000009472 formulation Methods 0.000 description 31
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 27
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 20
238000012937 correction Methods 0.000 description 17
239000008187 granular material Substances 0.000 description 16
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
238000002441 X-ray diffraction Methods 0.000 description 14
238000001228 spectrum Methods 0.000 description 14
238000001914 filtration Methods 0.000 description 11
239000000843 powder Substances 0.000 description 11
239000000047 product Substances 0.000 description 11
239000004471 Glycine Substances 0.000 description 10
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
239000003120 macrolide antibiotic agent Substances 0.000 description 10
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 9
229960000583 acetic acid Drugs 0.000 description 9
239000012153 distilled water Substances 0.000 description 9
ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
235000011054 acetic acid Nutrition 0.000 description 8
239000012071 phase Substances 0.000 description 8
229930006000 Sucrose Natural products 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 7
235000011121 sodium hydroxide Nutrition 0.000 description 7
239000003826 tablet Substances 0.000 description 7
238000012360 testing method Methods 0.000 description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 6
230000000844 anti-bacterial effect Effects 0.000 description 6
238000007922 dissolution test Methods 0.000 description 6
239000004570 mortar (masonry) Substances 0.000 description 6
JZVYPSLDMXOITF-MJRCUCNNSA-N Leucomycin A5 Chemical compound C1[C@](O)(C)[C@@H](OC(=O)CCC)[C@H](C)O[C@H]1O[C@H]1[C@H](N(C)C)[C@@H](O)[C@H](O[C@@H]2[C@H]([C@H](O)CC(=O)O[C@H](C)C/C=C/C=C/[C@H](O)[C@H](C)C[C@@H]2CC=O)OC)O[C@@H]1C JZVYPSLDMXOITF-MJRCUCNNSA-N 0.000 description 5
239000002253 acid Substances 0.000 description 5
238000004090 dissolution Methods 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
210000004051 gastric juice Anatomy 0.000 description 5
238000004128 high performance liquid chromatography Methods 0.000 description 5
238000005259 measurement Methods 0.000 description 5
238000002844 melting Methods 0.000 description 5
230000008018 melting Effects 0.000 description 5
239000000126 substance Substances 0.000 description 5
239000005720 sucrose Substances 0.000 description 5
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 4
PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 4
238000004458 analytical method Methods 0.000 description 4
239000003242 anti bacterial agent Substances 0.000 description 4
229940088710 antibiotic agent Drugs 0.000 description 4
235000015165 citric acid Nutrition 0.000 description 4
229940079593 drug Drugs 0.000 description 4
239000003814 drug Substances 0.000 description 4
238000001035 drying Methods 0.000 description 4
238000000921 elemental analysis Methods 0.000 description 4
229960003276 erythromycin Drugs 0.000 description 4
229950007634 kitasamycin Drugs 0.000 description 4
XYJOGTQLTFNMQG-KJHBSLKPSA-N leucomycin V Chemical compound CO[C@H]1[C@H](O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@H]1[C@H](O)[C@@H](N(C)C)[C@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(O)C2)[C@@H](C)O1 XYJOGTQLTFNMQG-KJHBSLKPSA-N 0.000 description 4
229920006254 polymer film Polymers 0.000 description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
238000000746 purification Methods 0.000 description 4
238000001694 spray drying Methods 0.000 description 4
239000011975 tartaric acid Substances 0.000 description 4
235000002906 tartaric acid Nutrition 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
241000894006 Bacteria Species 0.000 description 3
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
239000011230 binding agent Substances 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
MXHTZQSKTCCMFG-UHFFFAOYSA-N n,n-dibenzyl-1-phenylmethanamine Chemical compound C=1C=CC=CC=1CN(CC=1C=CC=CC=1)CC1=CC=CC=C1 MXHTZQSKTCCMFG-UHFFFAOYSA-N 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
238000002411 thermogravimetry Methods 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
DMUAPQTXSSNEDD-QALJCMCCSA-N Midecamycin Chemical compound C1[C@](O)(C)[C@@H](OC(=O)CC)[C@H](C)O[C@H]1O[C@H]1[C@H](N(C)C)[C@@H](O)[C@H](O[C@@H]2[C@H]([C@H](OC(=O)CC)CC(=O)O[C@H](C)C/C=C/C=C/[C@H](O)[C@H](C)C[C@@H]2CC=O)OC)O[C@@H]1C DMUAPQTXSSNEDD-QALJCMCCSA-N 0.000 description 2
241000699670 Mus sp. Species 0.000 description 2
238000005481 NMR spectroscopy Methods 0.000 description 2
241000394406 Streptomyces kitasatoensis Species 0.000 description 2
239000001099 ammonium carbonate Substances 0.000 description 2
235000012501 ammonium carbonate Nutrition 0.000 description 2
235000011114 ammonium hydroxide Nutrition 0.000 description 2
IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
238000004440 column chromatography Methods 0.000 description 2
235000008504 concentrate Nutrition 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
238000010828 elution Methods 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
229940093915 gynecological organic acid Drugs 0.000 description 2
229960004144 josamycin Drugs 0.000 description 2
XJSFLOJWULLJQS-NGVXBBESSA-N josamycin Chemical compound CO[C@H]1[C@H](OC(C)=O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@H]1[C@H](O)[C@@H](N(C)C)[C@H](O[C@@H]2O[C@@H](C)[C@H](OC(=O)CC(C)C)[C@](C)(O)C2)[C@@H](C)O1 XJSFLOJWULLJQS-NGVXBBESSA-N 0.000 description 2
229940041033 macrolides Drugs 0.000 description 2
238000004949 mass spectrometry Methods 0.000 description 2
239000003094 microcapsule Substances 0.000 description 2
229960002757 midecamycin Drugs 0.000 description 2
238000002156 mixing Methods 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
239000002245 particle Substances 0.000 description 2
239000011736 potassium bicarbonate Substances 0.000 description 2
235000015497 potassium bicarbonate Nutrition 0.000 description 2
229910000028 potassium bicarbonate Inorganic materials 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
235000011181 potassium carbonates Nutrition 0.000 description 2
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 2
229940086066 potassium hydrogencarbonate Drugs 0.000 description 2
235000011118 potassium hydroxide Nutrition 0.000 description 2
238000011160 research Methods 0.000 description 2
230000001953 sensory effect Effects 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
235000017550 sodium carbonate Nutrition 0.000 description 2
239000000725 suspension Substances 0.000 description 2
238000001308 synthesis method Methods 0.000 description 2
238000005406 washing Methods 0.000 description 2
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
239000005695 Ammonium acetate Substances 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
235000010724 Wisteria floribunda Nutrition 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
230000007059 acute toxicity Effects 0.000 description 1
231100000403 acute toxicity Toxicity 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
229940043376 ammonium acetate Drugs 0.000 description 1
235000019257 ammonium acetate Nutrition 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000012043 crude product Substances 0.000 description 1
210000002858 crystal cell Anatomy 0.000 description 1
238000003795 desorption Methods 0.000 description 1
238000000113 differential scanning calorimetry Methods 0.000 description 1
150000004683 dihydrates Chemical class 0.000 description 1
238000007865 diluting Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000003885 eye ointment Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
238000004442 gravimetric analysis Methods 0.000 description 1
239000001863 hydroxypropyl cellulose Substances 0.000 description 1
235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000007937 lozenge Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
239000002547 new drug Substances 0.000 description 1
239000002674 ointment Substances 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
239000002504 physiological saline solution Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
238000010515 propionylation reaction Methods 0.000 description 1
125000006239 protecting group Chemical group 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000010079 rubber tapping Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000013112 stability test Methods 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000007916 tablet composition Substances 0.000 description 1
239000012085 test solution Substances 0.000 description 1
238000002076 thermal analysis method Methods 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
239000005051 trimethylchlorosilane Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
230000004580 weight loss Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
- 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

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Communicable Diseases (AREA)
Medicinal Chemistry (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Oncology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Biotechnology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Saccharide Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

JP4238083A 1992-09-07 1992-09-07 ロキタマイシン・一水和物結晶、及びその製造法 Withdrawn JPH0687881A (ja)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
JP4238083A JPH0687881A (ja)	1992-09-07	1992-09-07	ロキタマイシン・一水和物結晶、及びその製造法
PCT/JP1993/001189 WO1994005683A1 (fr)	1992-09-07	1993-08-25	Cristal de monohydrate de rokitamycine et procede de production

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP4238083A JPH0687881A (ja)	1992-09-07	1992-09-07	ロキタマイシン・一水和物結晶、及びその製造法

Publications (1)

Publication Number	Publication Date
JPH0687881A true JPH0687881A (ja)	1994-03-29

Family

ID=17024912

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP4238083A Withdrawn JPH0687881A (ja)	1992-09-07	1992-09-07	ロキタマイシン・一水和物結晶、及びその製造法

Country Status (2)

Country	Link
JP (1)	JPH0687881A (fr)
WO (1)	WO1994005683A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2003503508A (ja) *	1999-07-02	2003-01-28	アストラゼネカアクチボラグ	メラガトランの実質的結晶形
WO2025263591A1 (fr) *	2024-06-21	2025-12-26	大原薬品工業株式会社	Forme cristalline d'un inhibiteur de dnmt oral

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5811928B2 (ja) *	1975-10-16	1983-03-05	山之内製薬株式会社	ジヨサマイシンノヨウバイヒガンユウケツシヨウノセイホウ
JPS5946520B2 (ja) *	1978-05-10	1984-11-13	東洋醸造株式会社	新規３″−アシル化マクロライド系抗生物質

1992
- 1992-09-07 JP JP4238083A patent/JPH0687881A/ja not_active Withdrawn
1993
- 1993-08-25 WO PCT/JP1993/001189 patent/WO1994005683A1/fr not_active Ceased

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2003503508A (ja) *	1999-07-02	2003-01-28	アストラゼネカアクチボラグ	メラガトランの実質的結晶形
WO2025263591A1 (fr) *	2024-06-21	2025-12-26	大原薬品工業株式会社	Forme cristalline d'un inhibiteur de dnmt oral

Also Published As

Publication number	Publication date
WO1994005683A1 (fr)	1994-03-17

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1999-11-30

A300

Withdrawal of application because of no request for examination

Free format text: JAPANESE INTERMEDIATE CODE: A300

Effective date: 19991130

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JPH0687881A - ロキタマイシン・一水和物結晶、及びその製造法 - Google Patents

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