GB1348918A - Method for producing penicillins - Google Patents
Method for producing penicillinsInfo
- Publication number
- GB1348918A GB1348918A GB2196471A GB2196471A GB1348918A GB 1348918 A GB1348918 A GB 1348918A GB 2196471 A GB2196471 A GB 2196471A GB 2196471 A GB2196471 A GB 2196471A GB 1348918 A GB1348918 A GB 1348918A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- formula
- alkyl
- penicillins
- reacting
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1348918 Preparing penicillins TAKEDA YAKUHIN KOGYO KK 19 April 1971 [21 Feb 1970] 21964/71 Addition to 1289358 Heading C2A Penicillins of general Formula I and salts thereof, wherein each of R 1 and R 2 which may be the same or different is hydrogen, C 1 to C 12 alkyl or cycloalkyl, C 7 to C 10 aralkyl, or a substituted or unsubstituted phenyl, pyridyl, naphthyl or thienyl group, the substituent being one or more of nitro, sulpho, carboxyl, halo, C 1 to C 6 alkyl or C 1 to C 6 alkoxy, or R 1 and R 2 together form a C 4 to C 6 polymethylene group, are prepared by reacting a tin ester of 6-aminopenicillanic acid of Formula II wherein R 3 , R 4 and R 5 are each the same or different hydrocarbon residues, with an acylating agent corresponding to the carboxylic acid of Formula III wherein R 1 and R 2 are as defined above, and hydrolysing the ester group of the product. The tin ester (II) may be prepared by reacting 6-amino-penicillanic acid with a compound of Formula IV wherein R 3 , R 4 and R 5 are hydrocarbon groups (e.g. C 1 to C 4 alkyl or phenyl). The preferred acylating agents are the acid halides, anhydrides or mixed anhydrides, azides, active esters, azolides or condensation products (e.g. with a carbodiimide, a keteimine or an isoxazolium salt) of the acid (III). Pharmaceutical compositions comprise a penicillin of Formula (I) or a normal or acid salt thereof and a pharmaceutical carrier or diluent.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1511870A JPS5017477B1 (en) | 1970-02-21 | 1970-02-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1348918A true GB1348918A (en) | 1974-03-27 |
Family
ID=11879896
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2196471A Expired GB1348918A (en) | 1970-02-21 | 1971-04-19 | Method for producing penicillins |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPS5017477B1 (en) |
CH (1) | CH546792A (en) |
FR (1) | FR2081531B2 (en) |
GB (1) | GB1348918A (en) |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1144191A (en) * | 1966-01-13 | 1969-03-05 | Astra Ab | Esters of 6-aminopenicillanic acid |
AT290728B (en) * | 1968-09-28 | 1971-05-15 | Takeda Chemical Industries Ltd | METHOD FOR MANUFACTURING NEW PENICILLIN |
-
1970
- 1970-02-21 JP JP1511870A patent/JPS5017477B1/ja active Pending
-
1971
- 1971-02-19 FR FR7105806A patent/FR2081531B2/fr not_active Expired
- 1971-02-22 CH CH254571A patent/CH546792A/en not_active IP Right Cessation
- 1971-04-19 GB GB2196471A patent/GB1348918A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS5017477B1 (en) | 1975-06-20 |
CH546792A (en) | 1974-03-15 |
FR2081531B2 (en) | 1975-12-26 |
FR2081531A2 (en) | 1971-12-03 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |