ES484639A1 - Process for the Preparation of 7-aminothiazolylacetamido- cephalosporanic Acid Derivatives - Google Patents
Process for the Preparation of 7-aminothiazolylacetamido- cephalosporanic Acid DerivativesInfo
- Publication number
- ES484639A1 ES484639A1 ES484639A ES484639A ES484639A1 ES 484639 A1 ES484639 A1 ES 484639A1 ES 484639 A ES484639 A ES 484639A ES 484639 A ES484639 A ES 484639A ES 484639 A1 ES484639 A1 ES 484639A1
- Authority
- ES
- Spain
- Prior art keywords
- amino
- substituted
- salt
- ion
- thiazolyl
- 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
- -1 mesyl ion Chemical class 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical class S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 239000003125 aqueous solvent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 150000004714 phosphonium salts Chemical class 0.000 abstract 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
- C07F9/6539—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Syn 7-[2-(2-protected-amino-4- thiazolyl)-2-substituted-imino- acetamido]-ceph-3-em-4-carboxylic acid derivatives, which have pharmacological activity or may be used in the preparation of pharmacologically-active compounds, are prepared by reacting a syn 2-(2- protected-amino-4-thiazolyl)-2- substituted-imino-acetic acid or salt thereof with a compound of the general formula: < IMAGE > (wherein Y represents a tosyl or mesyl ion and Z represents a halogen ion, Y and Z each represent a tosyl ion, or Y and Z each represent a mesyl ion) and optionally treating the product with a base, so as to obtain the corresponding syn 2-(2-protected- amino-4-thiazolyl)-2-substituted- iminoacetoxy-tris(dimethylamino)- phosphonium salts, which salt is thereafter treated, optionally in the presence of a base, with an optionally 3/4 substituted 7-amino- cephalosporanic acid, or S-oxo or S,S- dioxo derivative, or a salt or ester thereof, and then treated with an acid. The acylation of the phosphonium salt is preferably carried out in an organic solvent below 0 DEG C, or in an aqueous solvent at ambient temperature.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7830053A FR2439785A1 (en) | 1978-10-23 | 1978-10-23 | NEW PROCESS FOR THE PREPARATION OF PRODUCTS DERIVED FROM 7-AMINO-THIAZOLYL ACETAMIDO CEPHALOSPORANIC ACID |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES484639A1 true ES484639A1 (en) | 1980-06-16 |
Family
ID=9214034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES484639A Expired ES484639A1 (en) | 1978-10-23 | 1979-10-02 | Process for the Preparation of 7-aminothiazolylacetamido- cephalosporanic Acid Derivatives |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS5557593A (en) |
| AT (1) | AT370418B (en) |
| CA (1) | CA1124232A (en) |
| CH (1) | CH643847A5 (en) |
| DE (1) | DE2942797A1 (en) |
| DK (1) | DK160312C (en) |
| ES (1) | ES484639A1 (en) |
| FR (1) | FR2439785A1 (en) |
| GB (1) | GB2033390B (en) |
| HU (1) | HU182572B (en) |
| IT (1) | IT1188860B (en) |
| NL (1) | NL7907789A (en) |
| PT (1) | PT70316A (en) |
| SE (1) | SE438679B (en) |
Families Citing this family (7)
| 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 |
| FR2462439A1 (en) * | 1979-07-26 | 1981-02-13 | Roussel Uclaf | NOVEL PROCESS FOR THE PREPARATION OF PRODUCTS DERIVED FROM 7 - / (2-ARYL) 2-HYDROXYIMINO ACETAMIDO / CEPHALOSPORANIC ACID |
| US4252802A (en) * | 1980-03-13 | 1981-02-24 | E. R. Squibb & Sons, Inc. | Hydroxamic acid derivatives of 7-[(2-amino-4-thiazolyl)-oximino] cephalosporins |
| IL92810A (en) * | 1988-12-27 | 1994-12-29 | Lilly Co Eli | Acylation process of cephem derivatives, and intermediate for this preparation |
| KR950013578B1 (en) * | 1993-04-10 | 1995-11-09 | 주식회사럭키 | Novel reactive thiophosphate derivatives of thia(dia)zole acetic acid and process for preparing the same |
| TW369530B (en) * | 1993-06-10 | 1999-09-11 | Lucky Ltd | Process for preparing cephalosporin compounds from reactive organic acid derivatives |
| US5883247A (en) * | 1996-06-10 | 1999-03-16 | Hoffmann-La Roche Inc. | Preparation of cephem and isooxacephem derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5175091A (en) * | 1974-12-24 | 1976-06-29 | Teikoku Hormone Mfg Co Ltd | Sefuarosuhorinkei koseibutsushitsunoseizoho |
-
1978
- 1978-10-23 FR FR7830053A patent/FR2439785A1/en active Granted
-
1979
- 1979-08-06 SE SE7906605A patent/SE438679B/en not_active IP Right Cessation
- 1979-10-02 ES ES484639A patent/ES484639A1/en not_active Expired
- 1979-10-15 PT PT70316A patent/PT70316A/en unknown
- 1979-10-15 IT IT50568/79A patent/IT1188860B/en active
- 1979-10-16 GB GB7935808A patent/GB2033390B/en not_active Expired
- 1979-10-22 DK DK443879A patent/DK160312C/en not_active IP Right Cessation
- 1979-10-22 HU HU79RO1038A patent/HU182572B/en not_active IP Right Cessation
- 1979-10-22 CA CA338,145A patent/CA1124232A/en not_active Expired
- 1979-10-22 CH CH946579A patent/CH643847A5/en not_active IP Right Cessation
- 1979-10-22 AT AT0687879A patent/AT370418B/en not_active IP Right Cessation
- 1979-10-23 DE DE19792942797 patent/DE2942797A1/en not_active Withdrawn
- 1979-10-23 JP JP13600879A patent/JPS5557593A/en active Pending
- 1979-10-23 NL NL7907789A patent/NL7907789A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2942797A1 (en) | 1980-04-30 |
| GB2033390B (en) | 1982-12-08 |
| PT70316A (en) | 1979-11-01 |
| DK443879A (en) | 1980-04-24 |
| DK160312C (en) | 1991-07-29 |
| FR2439785A1 (en) | 1980-05-23 |
| ATA687879A (en) | 1982-08-15 |
| FR2439785B1 (en) | 1981-07-10 |
| NL7907789A (en) | 1980-04-25 |
| IT7950568A0 (en) | 1979-10-15 |
| DK160312B (en) | 1991-02-25 |
| GB2033390A (en) | 1980-05-21 |
| SE438679B (en) | 1985-04-29 |
| CA1124232A (en) | 1982-05-25 |
| CH643847A5 (en) | 1984-06-29 |
| JPS5557593A (en) | 1980-04-28 |
| AT370418B (en) | 1983-03-25 |
| SE7906605L (en) | 1980-04-24 |
| IT1188860B (en) | 1988-01-28 |
| HU182572B (en) | 1984-02-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NL190160C (en) | PIPERAZINE CARBOXAMIDE AND CARBOTHIOAMIDE DERIVATIVES, METHOD FOR PREPARING THE SAME, AND PHARMACEUTICAL PREPARATION INCLUDING SUCH A DERIVATIVE. | |
| FI57110C (en) | PROCEDURE FOR THE PREVENTION OF TRIFLUORMETHYLMERKAPTOACETAMIDOCEFALOSPORINER MED ANTIBAKTERIELL VERKAN | |
| SE7614678L (en) | METHOD OF PREPARING NEW OXIMIDE DERIVATIVES OF 7-AMINOTIAZOLYL-ACETAMIDO-CEPHALOSPORANIC ACID DERIVATIVES | |
| SU1487814A3 (en) | Method of producing 7-amino-3-/3-(4-carbamoyl-1-pyridino)-1-propene-1-yl/-3-cephem-4-carboxylate | |
| ES484639A1 (en) | Process for the Preparation of 7-aminothiazolylacetamido- cephalosporanic Acid Derivatives | |
| ATE6771T1 (en) | METHOD OF SUBSTITUTING AROMATIC ORGANIC DERIVATIVES. | |
| JPS5618983A (en) | Theophylline derivative and its preapration | |
| SE8700597D0 (en) | INTERMEDIATES FOR THE PRODUCTION OF EBURNAMON DERIVATIVES AND PROCEDURE FOR THE PRODUCTION OF THESE INTERMEDIATES | |
| ES457993A1 (en) | Isothiazolo-pyridines | |
| ATE53034T1 (en) | PROCESS FOR THE PREPARATION OF CEPHEM COMPOUNDS. | |
| US2861074A (en) | Substituted hydroxyergolenes | |
| SE8005686L (en) | NEW HALOGEN WINE CAMERA DERIVATIVES JUST SET FOR THEIR PREPARATION | |
| ES8200681A1 (en) | Process for preparing derivatives of 5,11-dihydro-6h-pyrido[2,3-b][1,4]-benzodiazepin-6-one, and the final derivatives and synthesis intermediates obtained thereby | |
| YU45867B (en) | PROCEDURE FOR OBTAINING DERIVATIVES 3,7-DIAZABICYCLO (3,3,1) NONANA | |
| NO151412C (en) | ANALOGUE PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE PHENYLAMINO-IMIDAZOLINE DERIVATIVES | |
| DE3261606D1 (en) | Novel quinolinecarboxylic acid derivative, process for production thereof, and antibacterial agent containing said compound as active ingredient | |
| SE8701192L (en) | NEW 2-AMINOTIAZOLE DERIVATIVES OR SALTS THEREOF FOR PREPARATION OF 2- (2-AMINOTIAZOL-4-YL) -GYOXYLIC ACID DERIVATIVES OR ANY SALT THEREOF AND PROCEDURE FOR PREPARING THESE | |
| SE8005127L (en) | SET TO MAKE 15-HYDROXIIMINO-E-HOMOEBURNAND DERIVATIVES | |
| DE2964850D1 (en) | Thienylbenzoic-acid derivatives, process for their production, and pharmaceutical preparations containing these compounds | |
| SU454739A3 (en) | Method for preparing 5 (6) -acylbenzimidazolyl alkyl carbamates | |
| JPS5527111A (en) | Preparation of cephapirin | |
| JPS5759896A (en) | Production of thiazolineazetidinone derivative | |
| GB2019393A (en) | Process for the preparation of 2- (3-benzoylphenyl)-propionic acid | |
| ES505208A0 (en) | PROCEDURE FOR PREPARING DERIVATIVES OF 7-ACILAMINO-3- (THIO-SUBSTITUTED) METHYL-3-CEFEM-4-CARBOXYLIC ACID 1-OXIDE | |
| JPS5551089A (en) | Triazolopyrimidine derivative |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19970203 |