JPS5533500A - 3,7-disubstituted-3-cephem-4-carboxylic acid, its salt, their preparation, and preventive and remedy for microbism - Google Patents
3,7-disubstituted-3-cephem-4-carboxylic acid, its salt, their preparation, and preventive and remedy for microbismInfo
- Publication number
- JPS5533500A JPS5533500A JP11211079A JP11211079A JPS5533500A JP S5533500 A JPS5533500 A JP S5533500A JP 11211079 A JP11211079 A JP 11211079A JP 11211079 A JP11211079 A JP 11211079A JP S5533500 A JPS5533500 A JP S5533500A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- cephem
- carboxylic acid
- protected
- 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
- 150000003839 salts Chemical class 0.000 title abstract 2
- -1 3,7-disubstituted-3-cephem-4-carboxylic acid Chemical class 0.000 title 1
- 230000003449 preventive effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- 125000006512 3,4-dichlorobenzyl group Chemical group [H]C1=C(Cl)C(Cl)=C([H])C(=C1[H])C([H])([H])* 0.000 abstract 1
- 241000894006 Bacteria Species 0.000 abstract 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 244000000010 microbial pathogen Species 0.000 abstract 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/587—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with aliphatic hydrocarbon radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms, said aliphatic radicals being substituted in the alpha-position to the ring by a hetero atom, e.g. with m >= 0, Z being a singly or a doubly bound hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:A compound of formula I: [R1 is NH2 which may be protected; R2 is aliphatic hydrocarbon group; R3 is COOH which may be protected; R4 is nitrogen-containing 5-membered hetero-monocyclic ring) or formula III: (R2 is cyclopentyl or 3,4-dichlorobenzyl group), and its salts.
EXAMPLE: 7-[ 2-Ethoxyimino-2-( 2-amino-thiazol-4-yl )acetamido]-3-( 1-allyl-1H- tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid.
USE: Antibacterials effective against a wide variety of pathogenic microorganisms including Gram-positive and Gram-negative bacteria.
PROCESS: A compound of formula II is reacted with a compound of formula III: (R2 is aliphatic hydrocarbon group) to give the compound of formula I. The compound of formula III can be obtained from a compound of formula IV: (Z is protected COOH group).
COPYRIGHT: (C)1980,JPO&Japio
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7835195 | 1978-08-31 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63001678A Division JPS63239277A (en) | 1988-01-07 | 1988-01-07 | Thiazoleacetic acid derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5533500A true JPS5533500A (en) | 1980-03-08 |
| JPS6361954B2 JPS6361954B2 (en) | 1988-11-30 |
Family
ID=10499378
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11211079A Granted JPS5533500A (en) | 1978-08-31 | 1979-08-31 | 3,7-disubstituted-3-cephem-4-carboxylic acid, its salt, their preparation, and preventive and remedy for microbism |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5533500A (en) |
| BE (1) | BE878433A (en) |
| CH (1) | CH642663A5 (en) |
| DE (1) | DE2934682A1 (en) |
| ES (3) | ES483676A1 (en) |
| FR (1) | FR2434812A1 (en) |
| GB (1) | GB2083820B (en) |
| NL (1) | NL7906497A (en) |
| SE (1) | SE7907159L (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5585594A (en) * | 1978-11-13 | 1980-06-27 | Fujisawa Pharmaceut Co Ltd | Cephem compound and their preparation |
| JPS5973610A (en) * | 1982-10-20 | 1984-04-25 | Tokico Ltd | hydraulic shock absorber |
| JPS61155389A (en) * | 1984-12-20 | 1986-07-15 | Fujisawa Pharmaceut Co Ltd | Novel cephem compound and preparation thereof |
| JPH02111751A (en) * | 1981-05-07 | 1990-04-24 | Fujisawa Pharmaceut Co Ltd | Novel carboxylic acid derivative |
| JPH02223544A (en) * | 1982-01-22 | 1990-09-05 | Fujisawa Pharmaceut Co Ltd | Lactic acid compound |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2945248A1 (en) * | 1978-11-13 | 1980-05-22 | Fujisawa Pharmaceutical Co | CEPHEM COMPOUNDS, METHOD FOR THEIR PRODUCTION AND ANTIBACTERIAL PHARMACEUTICAL AGENTS CONTAINING THE SAME |
| JPS6011917B2 (en) * | 1981-04-09 | 1985-03-28 | 山之内製薬株式会社 | Novel cephalosporin compounds |
| JPS5849382A (en) * | 1981-09-18 | 1983-03-23 | Kyowa Hakko Kogyo Co Ltd | Beta-lactam compound |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52125190A (en) * | 1976-04-12 | 1977-10-20 | Fujisawa Pharmaceut Co Ltd | 3,7-disubstituted-3-cephem-4-carboxylic acids, their salts and their preparation |
| JPS549296A (en) * | 1977-04-02 | 1979-01-24 | Hoechst Ag | Cephem derivative and its preparation |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK159154C (en) * | 1975-02-24 | 1991-02-11 | Takeda Chemical Industries Ltd | PROCEDURE FOR THE PRODUCTION OF CEPHALOSPORIN DERIVATIVES OR SALTS THEREOF |
| DE2760484C2 (en) * | 1976-04-14 | 1992-12-03 | Takeda Chemical Industries, Ltd., Osaka, Jp | |
| FR2381053A1 (en) * | 1977-02-18 | 1978-09-15 | Roussel Uclaf | NEW OXIMES DERIVED FROM 3-THIADIAZOLYL THIOMETHYL 7-AMINOTHIAZOLYL ACETAMIDO CEPHALOSPORANIC, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICINAL PRODUCTS |
| PH17188A (en) * | 1977-03-14 | 1984-06-14 | Fujisawa Pharmaceutical Co | New cephem and cepham compounds and their pharmaceutical compositions and method of use |
| DE2716677C2 (en) * | 1977-04-15 | 1985-10-10 | Hoechst Ag, 6230 Frankfurt | Cephem derivatives and processes for their preparation |
| FR2387235A1 (en) * | 1978-01-23 | 1978-11-10 | Fujisawa Pharmaceutical Co | PROCESS FOR THE PREPARATION OF COMPOUNDS OF 3,7-DISUBSTITUE-3-CEPHEM-4-CARBOXYLIC ACID AND NEW PRODUCTS THUS OBTAINED, HAVING A STRONG ANTIBACTERIAL ACTIVITY |
| DE2804040C3 (en) * | 1978-01-31 | 1981-03-19 | Hoechst Ag, 6000 Frankfurt | Process for the preparation of cephem compounds |
| SE7901262L (en) * | 1978-02-15 | 1979-08-16 | Fujisawa Pharmaceutical Co | 3,7-DISUBSTITUTED 3-CEFEM-4-CARBOXYLIC ACID COMPOUNDS AND PROCEDURES FOR THEIR PREPARATION |
| US4341775A (en) * | 1978-09-11 | 1982-07-27 | Fujisawa Pharmaceutical Co., Ltd. | Cephem compounds |
-
1979
- 1979-08-24 BE BE6/46964A patent/BE878433A/en not_active IP Right Cessation
- 1979-08-27 ES ES483676A patent/ES483676A1/en not_active Expired
- 1979-08-28 SE SE7907159A patent/SE7907159L/en not_active Application Discontinuation
- 1979-08-28 GB GB8131634A patent/GB2083820B/en not_active Expired
- 1979-08-28 FR FR7921567A patent/FR2434812A1/en active Granted
- 1979-08-28 DE DE19792934682 patent/DE2934682A1/en not_active Withdrawn
- 1979-08-28 CH CH780779A patent/CH642663A5/en not_active IP Right Cessation
- 1979-08-29 NL NL7906497A patent/NL7906497A/en not_active Application Discontinuation
- 1979-08-31 JP JP11211079A patent/JPS5533500A/en active Granted
-
1980
- 1980-04-25 ES ES490890A patent/ES490890A0/en active Granted
- 1980-04-25 ES ES490891A patent/ES490891A0/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52125190A (en) * | 1976-04-12 | 1977-10-20 | Fujisawa Pharmaceut Co Ltd | 3,7-disubstituted-3-cephem-4-carboxylic acids, their salts and their preparation |
| JPS549296A (en) * | 1977-04-02 | 1979-01-24 | Hoechst Ag | Cephem derivative and its preparation |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5585594A (en) * | 1978-11-13 | 1980-06-27 | Fujisawa Pharmaceut Co Ltd | Cephem compound and their preparation |
| JPH02111751A (en) * | 1981-05-07 | 1990-04-24 | Fujisawa Pharmaceut Co Ltd | Novel carboxylic acid derivative |
| JPH02223544A (en) * | 1982-01-22 | 1990-09-05 | Fujisawa Pharmaceut Co Ltd | Lactic acid compound |
| JPS5973610A (en) * | 1982-10-20 | 1984-04-25 | Tokico Ltd | hydraulic shock absorber |
| JPS61155389A (en) * | 1984-12-20 | 1986-07-15 | Fujisawa Pharmaceut Co Ltd | Novel cephem compound and preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2934682A1 (en) | 1980-03-13 |
| FR2434812B1 (en) | 1983-05-13 |
| ES8102109A1 (en) | 1980-12-16 |
| CH642663A5 (en) | 1984-04-30 |
| ES490891A0 (en) | 1980-12-16 |
| SE7907159L (en) | 1980-03-01 |
| GB2083820B (en) | 1983-02-16 |
| ES8102143A1 (en) | 1980-12-16 |
| BE878433A (en) | 1980-02-25 |
| JPS6361954B2 (en) | 1988-11-30 |
| GB2083820A (en) | 1982-03-31 |
| FR2434812A1 (en) | 1980-03-28 |
| ES483676A1 (en) | 1980-09-01 |
| ES490890A0 (en) | 1980-12-16 |
| NL7906497A (en) | 1980-03-04 |
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