GB1461323A - Alpha-aminoacyl-3-halo-cephalosporins - Google Patents
Alpha-aminoacyl-3-halo-cephalosporinsInfo
- Publication number
- GB1461323A GB1461323A GB809774A GB809774A GB1461323A GB 1461323 A GB1461323 A GB 1461323A GB 809774 A GB809774 A GB 809774A GB 809774 A GB809774 A GB 809774A GB 1461323 A GB1461323 A GB 1461323A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- mono
- protecting
- hydrogen
- amino
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
-
- 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
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/02—Preparation
- C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/59—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3 with hetero atoms directly attached in position 3
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1461323 Silylated x-aminoacyl-3-halo-cephalosporins ELI LILLY & CO 22 Feb 1974 [23 Feb 1973] 8097/74 Heading C3P [Also in Division C2] Novel compounds of the Formula I wherein R is phenyl,mono- or dihydroxy phenyl, mono or dihalophenyl, mono or dimethylphenyl, mono- or dimethoxyphenyl, 2- or 3-thienyl or 2- furyl; R 1 is hydrogen, benzyl, p-methoxybenzyl, p-nitrobenzyl, diphenylmethyl, 2,2,2- trichloroethyl, trimethylsilyl or t-butyl; R 2 is hydrogen or an amino-protecting group; X is fluoro, chloro or bromo and pharmaceutically acceptable salts thereof when R 1 or R 2 is hydrogen, may be prepared by (i) halogenating and acylating in either order a compound of the Formula II wherein R 3 is a carboxylic acid protecting ester forming group optionally followed by removal of the carboxylic acid protecting ester forming group and or the amino-protecting group or (ii) fluorinating a 3-alkyl or aryl sulphonate of a compound II (R 1 #H) having a protected amino group, followed by acylation. In the above process (i) when halogenation is effected as the first step a protecting acyl group may be introduced on the 7-amino group prior to halogenation and thereafter removed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33538173A | 1973-02-23 | 1973-02-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1461323A true GB1461323A (en) | 1977-01-13 |
Family
ID=23311540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB809774A Expired GB1461323A (en) | 1973-02-23 | 1974-02-22 | Alpha-aminoacyl-3-halo-cephalosporins |
Country Status (37)
| Country | Link |
|---|---|
| JP (4) | JPS6139313B2 (en) |
| AR (1) | AR199510A1 (en) |
| AT (1) | AT333953B (en) |
| BE (1) | BE811495A (en) |
| BR (1) | BR7401384D0 (en) |
| CA (1) | CA1016537A (en) |
| CH (1) | CH593988A5 (en) |
| CS (1) | CS187409B2 (en) |
| CY (1) | CY1043A (en) |
| DD (1) | DD110278A5 (en) |
| DE (1) | DE2408698C2 (en) |
| DK (1) | DK153157C (en) |
| EG (1) | EG11104A (en) |
| ES (1) | ES423531A1 (en) |
| FI (1) | FI63035C (en) |
| FR (1) | FR2218877B1 (en) |
| GB (1) | GB1461323A (en) |
| GT (1) | GT197432133A (en) |
| HK (1) | HK20080A (en) |
| HU (1) | HU166849B (en) |
| IE (1) | IE39046B1 (en) |
| IL (1) | IL44262A (en) |
| IN (1) | IN139620B (en) |
| KE (1) | KE3027A (en) |
| MW (1) | MW674A1 (en) |
| MY (1) | MY8100024A (en) |
| NL (1) | NL179057C (en) |
| NO (2) | NO148375C (en) |
| OA (1) | OA04809A (en) |
| PH (1) | PH9616A (en) |
| PL (1) | PL88702B1 (en) |
| RO (1) | RO64663A (en) |
| SE (1) | SE411212B (en) |
| SU (1) | SU676166A3 (en) |
| YU (1) | YU36970B (en) |
| ZA (1) | ZA741191B (en) |
| ZM (1) | ZM3574A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101805357A (en) * | 2010-04-28 | 2010-08-18 | 陶灵刚 | Cefaclor compound and novel preparation method thereof |
| CN103588790A (en) * | 2013-11-29 | 2014-02-19 | 中国科学院长春应用化学研究所 | Preparation method of 7-amino-3-chloro-3-cephem-4-carboxylic acid-p-nitrobenzyl ester |
| CN106632400A (en) * | 2016-12-16 | 2017-05-10 | 石家庄柏奇化工有限公司 | Method for preparing 7-ACCA by removing 4-nitrobenzyl through catalytic hydrogenation of Pd-C |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT342197B (en) * | 1975-02-20 | 1978-03-28 | Ciba Geigy Ag | NEW PROCESS FOR PRODUCING 3-CEPHEM CONNECTIONS |
| CH619233A5 (en) * | 1975-07-31 | 1980-09-15 | Ciba Geigy Ag | |
| CH622802A5 (en) * | 1975-08-20 | 1981-04-30 | Ciba Geigy Ag | |
| IE45158B1 (en) * | 1976-08-16 | 1982-06-30 | Lilly Co Eli | 3-chloro-cephem synthesis |
| DE3508258A1 (en) * | 1985-03-08 | 1986-09-18 | Bayer Ag, 5090 Leverkusen | SS LACTAMANTIBIOTICS, METHOD FOR THE PRODUCTION AND THEIR USE AS AND IN MEDICINAL PRODUCTS |
| DE3509618A1 (en) * | 1985-03-16 | 1986-09-18 | Bayer Ag, 5090 Leverkusen | SS LACTAM ANTIBIOTICS, METHOD FOR THE PRODUCTION AND THEIR USE AS A MEDICINAL PRODUCT |
| JPS6436445U (en) * | 1987-08-28 | 1989-03-06 | ||
| DE3803169A1 (en) | 1988-02-03 | 1989-08-17 | Bayer Ag | SS LACTAM ANTIBIOTICS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS AND IN MEDICINAL PRODUCTS |
| ES2010075A6 (en) * | 1989-01-10 | 1989-10-16 | Antibioticos Sa | Process for the preparation of 3-chloro-cefem compounds. |
| JP2539459Y2 (en) * | 1991-12-18 | 1997-06-25 | 三重ホーロー株式会社 | Assembled garbage incinerator |
| IT1255458B (en) * | 1992-05-11 | 1995-11-02 | Col Marco Da | PROCEDURE FOR THE PREPARATION OF HALOGENATED BETA-LACTAMIC DERIVATIVES |
| ES2079327B1 (en) | 1994-12-13 | 1996-08-01 | Lilly Sa | PHARMACEUTICAL FORMULATIONS OF CEFACLOR. |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3641021A (en) * | 1969-04-18 | 1972-02-08 | Lilly Co Eli | 3 7-(ring-substituted) cephalosporin compounds |
| DE2265798C2 (en) * | 1971-06-24 | 1985-09-26 | Fujisawa Pharmaceutical Co., Ltd., Osaka | Process for the preparation of oxoazetidine derivatives |
| AR206201A1 (en) * | 1972-06-29 | 1976-07-07 | Ciba Geigy Ag | PROCEDURE FOR OBTAINING ACID COMPOUNDS 7BETA-AMINO-3-CEFEM-3-01-4-CARBOXILICO0-SUBSTITUIDOS |
-
1974
- 1974-02-18 YU YU0399/74A patent/YU36970B/en unknown
- 1974-02-21 AT AT142574A patent/AT333953B/en not_active IP Right Cessation
- 1974-02-22 NO NO740606A patent/NO148375C/en unknown
- 1974-02-22 NL NLAANVRAGE7402489,A patent/NL179057C/en not_active IP Right Cessation
- 1974-02-22 SU SU742000614A patent/SU676166A3/en active
- 1974-02-22 DK DK095274A patent/DK153157C/en not_active IP Right Cessation
- 1974-02-22 ZM ZM35/74A patent/ZM3574A1/en unknown
- 1974-02-22 GT GT197432133A patent/GT197432133A/en unknown
- 1974-02-22 ES ES423531A patent/ES423531A1/en not_active Expired
- 1974-02-22 GB GB809774A patent/GB1461323A/en not_active Expired
- 1974-02-22 IL IL44262A patent/IL44262A/en unknown
- 1974-02-22 BE BE1005741A patent/BE811495A/en not_active IP Right Cessation
- 1974-02-22 IN IN381/CAL/74A patent/IN139620B/en unknown
- 1974-02-22 CA CA193,236A patent/CA1016537A/en not_active Expired
- 1974-02-22 ZA ZA00741191A patent/ZA741191B/en unknown
- 1974-02-22 AR AR252493A patent/AR199510A1/en active
- 1974-02-22 PH PH15540*UA patent/PH9616A/en unknown
- 1974-02-22 FI FI525/74A patent/FI63035C/en active
- 1974-02-22 DD DD176751A patent/DD110278A5/xx unknown
- 1974-02-22 BR BR1384/74A patent/BR7401384D0/en unknown
- 1974-02-22 SE SE7402413A patent/SE411212B/en not_active IP Right Cessation
- 1974-02-22 MW MW6/74*UA patent/MW674A1/en unknown
- 1974-02-22 DE DE2408698A patent/DE2408698C2/en not_active Expired
- 1974-02-22 HU HUEI528A patent/HU166849B/hu unknown
- 1974-02-22 CY CY1043A patent/CY1043A/en unknown
- 1974-02-22 FR FR7406153A patent/FR2218877B1/fr not_active Expired
- 1974-02-22 IE IE00356/74A patent/IE39046B1/en unknown
- 1974-02-23 RO RO7477796A patent/RO64663A/en unknown
- 1974-02-23 EG EG52/74A patent/EG11104A/en active
- 1974-02-23 PL PL1974169035A patent/PL88702B1/pl unknown
- 1974-02-23 JP JP49021870A patent/JPS6139313B2/ja not_active Expired
- 1974-02-23 OA OA55128A patent/OA04809A/en unknown
- 1974-02-25 CH CH265374A patent/CH593988A5/xx not_active IP Right Cessation
- 1974-02-25 CS CS741376A patent/CS187409B2/en unknown
-
1979
- 1979-08-16 NO NO792681A patent/NO148377C/en unknown
-
1980
- 1980-02-27 KE KE3027A patent/KE3027A/en unknown
- 1980-04-17 HK HK200/80A patent/HK20080A/en unknown
-
1981
- 1981-02-20 JP JP2532981A patent/JPS56138191A/en active Granted
- 1981-02-20 JP JP2532881A patent/JPS56138190A/en active Granted
- 1981-02-20 JP JP2533081A patent/JPS56138192A/en active Granted
- 1981-12-30 MY MY24/81A patent/MY8100024A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101805357A (en) * | 2010-04-28 | 2010-08-18 | 陶灵刚 | Cefaclor compound and novel preparation method thereof |
| CN101805357B (en) * | 2010-04-28 | 2012-01-11 | 陶灵刚 | Cefaclor compound and novel preparation method thereof |
| CN103588790A (en) * | 2013-11-29 | 2014-02-19 | 中国科学院长春应用化学研究所 | Preparation method of 7-amino-3-chloro-3-cephem-4-carboxylic acid-p-nitrobenzyl ester |
| CN106632400A (en) * | 2016-12-16 | 2017-05-10 | 石家庄柏奇化工有限公司 | Method for preparing 7-ACCA by removing 4-nitrobenzyl through catalytic hydrogenation of Pd-C |
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 49R | Reference inserted (sect. 9/1949) | ||
| SP | Amendment (slips) printed | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19940221 |