http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1097338-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_97a285d8ecd0184a7e5d89a1e4e07997 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D499-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D499-00 |
| filingDate | 1965-03-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0a6117b5e5ab681d690b5c075609167d http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_84d1ab8b911d42f9fa67d7c5150552c4 |
| publicationDate | 1968-01-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1097338-A |
| titleOfInvention | Penicillanyl aldehydes |
| abstract | Antibacterial 6-substituted penicillanyl aldehydes have the Formula I: <FORM:1097338/C2/1> wherein R1 is amino, acylamino, benzyloxycarbonylamino, phthalimido or tritylamino. The penicillin aldehydes are prepared by (A) oxidizing the corresponding penicillanyl alcohols by excess of a carbodiimide, e.g. dicyclohexylcarbodiimide or diisopropylcarbodiimide, in an inert solvent, e.g. dry dimethyl sulphoxide or tetramethylene sulphoxide, in the presence of a catalyst which is anhydrous H3PO4, phosphorus acid, cyanoacetic, acid, pyridinium phosphate, pyridinium trifluoroacetate, pyridinium hydrochloride or pyridinium sulphate; or (B) hydrogenolysis by Raney nickel of a thiopenicillin, or a salt or an ester thereof, in an inert solvent at 0 DEG C. to 50 DEG C. In method (B), an anhydrous solvent and a catalytic amount of a weak anhydrous acid such as glacial acetic acid may be present. It is preferred, in method (B), that the reaction be carried out in the presence of reagents capable of condensing with the aldehyde to prevent decomposition of the -CHO during hydrogenolysis, e.g. N,N1-disubstituted ethylene diamine or 1,3-disubstituted propylene diamine. The aldehyde is regenerated by treatment with p-toluenesulphonic acid monohydrate in acetone ether. Penicillin aldehydes are prepared according to copending Specification 1,093,113. Penicillin thioacids and 6-amino thiopenicillanic acid are the subject of copending Specifications 1,078,077, 1,078,078 and 1,079,741. The 6-substituted penicillanyl aldehydes are illustrated with reference to a wide range of general structural formulae as well as specific examples thereof. A pharmaceutical composition having anti-bacterial properties comprises a 6-substituted penicillanyl aldehyde of Formula I and a carrier. |
| priorityDate | 1964-03-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 46.