ES471647A2 - Oxime derivatives of 7-amino- thiazolyl-acetamido-cephalo- sporanic acid - Google Patents
Oxime derivatives of 7-amino- thiazolyl-acetamido-cephalo- sporanic acidInfo
- Publication number
- ES471647A2 ES471647A2 ES471647A ES471647A ES471647A2 ES 471647 A2 ES471647 A2 ES 471647A2 ES 471647 A ES471647 A ES 471647A ES 471647 A ES471647 A ES 471647A ES 471647 A2 ES471647 A2 ES 471647A2
- Authority
- ES
- Spain
- Prior art keywords
- compounds
- thiazolyl
- amino
- cephalo
- acetamido
- 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.)
- Expired
Links
- 150000002923 oximes Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- ZXNDRYZOQKAKKA-UHFFFAOYSA-N 2-ethenoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid Chemical compound C=CON=C(C(=O)O)C1=CSC(NC(C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 ZXNDRYZOQKAKKA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 2
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical group 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- NYBWUHOMYZZKOR-UHFFFAOYSA-N tes-adt Chemical class C1=C2C(C#C[Si](CC)(CC)CC)=C(C=C3C(SC=C3)=C3)C3=C(C#C[Si](CC)(CC)CC)C2=CC2=C1SC=C2 NYBWUHOMYZZKOR-UHFFFAOYSA-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
Abstract
The compounds of general formula: < IMAGE > wherein Ra represents a hydrogen atom or a trityl group and A represents a hydrogen atom or an alkali metal atom, an equivalent of an alkaline- earth metal atom or a magnesium atom, or a substituted ammonium group, the compounds being in the form of the syn or anti isomers, are new anti-bacterial compounds for use in the treatment of diseases caused by microorganisms in animals or humans. The compounds are prepared from 7-amino-cephalosporanic acid by reaction with 2-(2-tritylamino-4-thiazolyl)- 2-vinyloxyimino-acetic acid or a functional derivative thereof, followed by salification and/or removal of the trityl group, if appropriate. The intermediate 2-(2-tritylamino- 4-thiazolyl)-2-vinyloxyimino-acetic acid and certain related compounds employed in its preparation are also new.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7722077A FR2408613A2 (en) | 1977-07-19 | 1977-07-19 | NEW OXIMES DERIVED FROM 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC ACID, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICINAL PRODUCTS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES471647A2 true ES471647A2 (en) | 1979-10-16 |
Family
ID=9193491
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES471647A Expired ES471647A2 (en) | 1977-07-19 | 1978-07-12 | Oxime derivatives of 7-amino- thiazolyl-acetamido-cephalo- sporanic acid |
| ES479027A Expired ES479027A1 (en) | 1977-07-19 | 1979-03-28 | Oxime derivatives of 7-amino- thiazolyl-acetamido-cephalo- sporanic acid |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES479027A Expired ES479027A1 (en) | 1977-07-19 | 1979-03-28 | Oxime derivatives of 7-amino- thiazolyl-acetamido-cephalo- sporanic acid |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5422392A (en) |
| AT (1) | AT359644B (en) |
| AU (1) | AU527621B2 (en) |
| BE (1) | BE869079R (en) |
| CA (1) | CA1123824A (en) |
| CH (1) | CH632503A5 (en) |
| DE (1) | DE2831332A1 (en) |
| DK (1) | DK162094C (en) |
| ES (2) | ES471647A2 (en) |
| FR (1) | FR2408613A2 (en) |
| GB (2) | GB2056988B (en) |
| IE (1) | IE47335B1 (en) |
| IT (1) | IT1156871B (en) |
| LU (1) | LU79998A1 (en) |
| NL (1) | NL7807741A (en) |
| SE (1) | SE7807274L (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH17188A (en) * | 1977-03-14 | 1984-06-14 | Fujisawa Pharmaceutical Co | New cephem and cepham compounds and their pharmaceutical compositions and method of use |
| FR2399418A1 (en) * | 1977-03-14 | 1979-03-02 | Fujisawa Pharmaceutical Co | Heterocyclyl-imino-acetamido-cephalosporin derivs. |
| FR2476647A2 (en) * | 1980-02-26 | 1981-08-28 | Roussel Uclaf | 7-Amino-thiazolyl-acetamido-cephalosporin oxime derivs. - are broad spectrum antibacterials useful against penicillin resistant Staphylococci (BE 25.9.78) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2346014A1 (en) * | 1976-01-23 | 1977-10-28 | Roussel Uclaf | Amino-thiazolyl-hydroxyimino-acetamido-cephalosporanic acids - with antibacterial activity |
| SE440655B (en) * | 1976-01-23 | 1985-08-12 | Roussel Uclaf | SET TO MAKE NEW OXIME DERIVATIVES OF 7-AMINO-THIAZOLYL-ACETAMIDO-CEPHALOSPORANIC ACID |
-
1977
- 1977-07-19 FR FR7722077A patent/FR2408613A2/en active Granted
-
1978
- 1978-06-27 SE SE787807274A patent/SE7807274L/en unknown
- 1978-07-12 ES ES471647A patent/ES471647A2/en not_active Expired
- 1978-07-12 JP JP8410078A patent/JPS5422392A/en active Granted
- 1978-07-17 DE DE19782831332 patent/DE2831332A1/en not_active Ceased
- 1978-07-18 DK DK320578A patent/DK162094C/en not_active IP Right Cessation
- 1978-07-18 CH CH773178A patent/CH632503A5/en not_active IP Right Cessation
- 1978-07-18 IT IT50356/78A patent/IT1156871B/en active
- 1978-07-18 BE BE189345A patent/BE869079R/en not_active IP Right Cessation
- 1978-07-18 LU LU79998A patent/LU79998A1/en unknown
- 1978-07-18 AU AU38133/78A patent/AU527621B2/en not_active Expired
- 1978-07-19 GB GB8029620A patent/GB2056988B/en not_active Expired
- 1978-07-19 NL NL7807741A patent/NL7807741A/en not_active Application Discontinuation
- 1978-07-19 IE IE1450/78A patent/IE47335B1/en not_active IP Right Cessation
- 1978-07-19 CA CA307,727A patent/CA1123824A/en not_active Expired
- 1978-07-19 GB GB7830305A patent/GB2005660B/en not_active Expired
- 1978-07-19 AT AT522878A patent/AT359644B/en not_active IP Right Cessation
-
1979
- 1979-03-28 ES ES479027A patent/ES479027A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2005660B (en) | 1982-03-10 |
| FR2408613A2 (en) | 1979-06-08 |
| AU3813378A (en) | 1980-01-24 |
| ATA522878A (en) | 1980-04-15 |
| DK162094B (en) | 1991-09-16 |
| ES479027A1 (en) | 1979-07-01 |
| JPS5422392A (en) | 1979-02-20 |
| FR2408613B2 (en) | 1980-04-18 |
| LU79998A1 (en) | 1979-04-09 |
| IT1156871B (en) | 1987-02-04 |
| AT359644B (en) | 1980-11-25 |
| IE781450L (en) | 1979-01-19 |
| JPS6259708B2 (en) | 1987-12-12 |
| GB2056988A (en) | 1981-03-25 |
| NL7807741A (en) | 1979-01-23 |
| SE7807274L (en) | 1979-01-20 |
| DE2831332A1 (en) | 1979-02-08 |
| DK320578A (en) | 1979-01-20 |
| GB2056988B (en) | 1982-11-17 |
| BE869079R (en) | 1979-01-18 |
| CA1123824A (en) | 1982-05-18 |
| DK162094C (en) | 1992-02-17 |
| AU527621B2 (en) | 1983-03-17 |
| CH632503A5 (en) | 1982-10-15 |
| GB2005660A (en) | 1979-04-25 |
| IE47335B1 (en) | 1984-02-22 |
| IT7850356A0 (en) | 1978-07-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD2A | Announcement of lapse in spain |
Effective date: 20170706 |