JPS5852291A - ペニシリン系抗生物質誘導体とその医薬剤 - Google Patents
ペニシリン系抗生物質誘導体とその医薬剤Info
- Publication number
- JPS5852291A JPS5852291A JP56149869A JP14986981A JPS5852291A JP S5852291 A JPS5852291 A JP S5852291A JP 56149869 A JP56149869 A JP 56149869A JP 14986981 A JP14986981 A JP 14986981A JP S5852291 A JPS5852291 A JP S5852291A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- salt
- solvent
- penicillin
- substance
- Prior art date
- 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.)
- Granted
Links
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 title claims description 17
- 229930182555 Penicillin Natural products 0.000 title claims description 16
- 229940049954 penicillin Drugs 0.000 title claims description 16
- 230000003115 biocidal effect Effects 0.000 title claims description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 239000003242 anti bacterial agent Substances 0.000 claims description 13
- 239000002075 main ingredient Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 abstract description 15
- 238000006243 chemical reaction Methods 0.000 abstract description 13
- 241000894006 Bacteria Species 0.000 abstract description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 9
- 239000011734 sodium Substances 0.000 abstract description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract description 7
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 7
- 229910052708 sodium Inorganic materials 0.000 abstract description 7
- 239000002253 acid Substances 0.000 abstract description 6
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- 238000003756 stirring Methods 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 13
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 3
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- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 2
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- JJVNINGBHGBWJH-UHFFFAOYSA-N ortho-vanillin Chemical compound COC1=CC=CC(C=O)=C1O JJVNINGBHGBWJH-UHFFFAOYSA-N 0.000 description 2
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- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 2
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- NYWRBDSLXCKNAJ-SQOUGZDYSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoyl bromide Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(Br)=O NYWRBDSLXCKNAJ-SQOUGZDYSA-N 0.000 description 1
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- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 201000009906 Meningitis Diseases 0.000 description 1
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- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 206010052428 Wound Diseases 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- MJOQJPYNENPSSS-XQHKEYJVSA-N [(3r,4s,5r,6s)-4,5,6-triacetyloxyoxan-3-yl] acetate Chemical compound CC(=O)O[C@@H]1CO[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O MJOQJPYNENPSSS-XQHKEYJVSA-N 0.000 description 1
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- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
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- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
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- 239000000945 filler Substances 0.000 description 1
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- WDPIZEKLJKBSOZ-UHFFFAOYSA-M green s Chemical compound [Na+].C1=CC(N(C)C)=CC=C1C(C=1C2=CC=C(C=C2C=C(C=1O)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](C)C)C=C1 WDPIZEKLJKBSOZ-UHFFFAOYSA-M 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical class O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
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- 239000001488 sodium phosphate Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- 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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56149869A JPS5852291A (ja) | 1981-09-22 | 1981-09-22 | ペニシリン系抗生物質誘導体とその医薬剤 |
| ZA826820A ZA826820B (en) | 1981-09-22 | 1982-09-16 | Penicillin derivative |
| EP82304893A EP0075449B1 (en) | 1981-09-22 | 1982-09-16 | Penicillin derivatives |
| EP82304892A EP0076066B1 (en) | 1981-09-22 | 1982-09-16 | Penicillin derivatives |
| DE8282304893T DE3268842D1 (en) | 1981-09-22 | 1982-09-16 | Penicillin derivatives |
| AU88472/82A AU559689B2 (en) | 1981-09-22 | 1982-09-16 | Penicillin derivative |
| ZA826821A ZA826821B (en) | 1981-09-22 | 1982-09-16 | Penicillin derivative |
| AU88470/82A AU547381B2 (en) | 1981-09-22 | 1982-09-16 | Penicillin derivative |
| US06/419,077 US4496574A (en) | 1981-09-22 | 1982-09-16 | Penicillin derivative |
| US06/418,760 US4540689A (en) | 1981-09-22 | 1982-09-16 | Penicillin derivative |
| DE8282304892T DE3274453D1 (en) | 1981-09-22 | 1982-09-16 | Penicillin derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56149869A JPS5852291A (ja) | 1981-09-22 | 1981-09-22 | ペニシリン系抗生物質誘導体とその医薬剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5852291A true JPS5852291A (ja) | 1983-03-28 |
| JPS6234038B2 JPS6234038B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-07-24 |
Family
ID=15484424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56149869A Granted JPS5852291A (ja) | 1981-09-22 | 1981-09-22 | ペニシリン系抗生物質誘導体とその医薬剤 |
Country Status (6)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2547258T3 (es) | 2006-12-10 | 2015-10-02 | Chongxi Yu | Sistemas de administración transdérmica de antibióticos beta-lactama |
| US9969751B2 (en) * | 2009-06-10 | 2018-05-15 | Techfields Pharma Co., Ltd. | High penetration prodrug compositions of antimicrobials and antimicrobial-related compounds |
| EP2849738B1 (en) | 2012-01-18 | 2023-12-06 | Techfields Pharma Co., Ltd. | High penetration prodrug compositions and pharmaceutical composition thereof for treatment of pulmonary conditions |
| RU2707859C1 (ru) * | 2016-03-15 | 2019-11-29 | Нхк Спринг Ко., Лтд. | Элемент для сохранения промежутка и листовая рессора, в которой используется такой элемент |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51110594A (ja) * | 1975-02-19 | 1976-09-30 | Squibb & Sons Inc | Chioobbrakutamupenishirinoyobisefuarosuhorinruinarabinisonoseiho |
| JPS5555193A (en) * | 1978-10-18 | 1980-04-22 | Toubishi Yakuhin Kogyo Kk | Novel preparation of penicillanic acid derivative |
| JPS56139492A (en) * | 1980-04-02 | 1981-10-30 | Fujimoto Seiyaku Kk | Novel schiff base of ampicillin, and its preparation |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2181506A1 (en) * | 1972-04-26 | 1973-12-07 | Sorain | Penicillin amides - with improved resistance to penicillinase |
| FR2197571A1 (en) * | 1972-09-01 | 1974-03-29 | Aries Robert | Bacterial penicillanic acid amides - prepd. from the acid and a para amino benzoic acid deriv resistant to penicillinase |
-
1981
- 1981-09-22 JP JP56149869A patent/JPS5852291A/ja active Granted
-
1982
- 1982-09-16 ZA ZA826821A patent/ZA826821B/xx unknown
- 1982-09-16 US US06/419,077 patent/US4496574A/en not_active Expired - Fee Related
- 1982-09-16 EP EP82304893A patent/EP0075449B1/en not_active Expired
- 1982-09-16 DE DE8282304893T patent/DE3268842D1/de not_active Expired
- 1982-09-16 AU AU88470/82A patent/AU547381B2/en not_active Ceased
- 1982-09-16 ZA ZA826820A patent/ZA826820B/xx unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51110594A (ja) * | 1975-02-19 | 1976-09-30 | Squibb & Sons Inc | Chioobbrakutamupenishirinoyobisefuarosuhorinruinarabinisonoseiho |
| JPS5555193A (en) * | 1978-10-18 | 1980-04-22 | Toubishi Yakuhin Kogyo Kk | Novel preparation of penicillanic acid derivative |
| JPS56139492A (en) * | 1980-04-02 | 1981-10-30 | Fujimoto Seiyaku Kk | Novel schiff base of ampicillin, and its preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA826820B (en) | 1983-07-27 |
| US4496574A (en) | 1985-01-29 |
| JPS6234038B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-07-24 |
| ZA826821B (en) | 1983-07-27 |
| EP0075449B1 (en) | 1986-01-29 |
| EP0075449A1 (en) | 1983-03-30 |
| AU8847082A (en) | 1983-03-31 |
| DE3268842D1 (en) | 1986-03-13 |
| AU547381B2 (en) | 1985-10-17 |
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