http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1146991-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c902faf6ae746c51fc8010672fc22894 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-569 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-569 |
| filingDate | 1966-04-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1969-03-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1146991-A |
| titleOfInvention | Improvements in or relating to novel steroids and the manufacture thereof |
| abstract | 1,146,991. Steroids. UPJOHN CO. 6 April, 1966 [7 April, 1965], No. 15372/66. Heading C2U. Novel compounds of the formula wherein Z and Z<SP>1</SP> represent hydrogen, the lower acyl radical of a hydrocarbon carboxylic acid containing from one to twelve carbon atoms, inclusive, or di- or tetrahydropyranyl, Q represents C#CA, R 1 , R 4 and CH 2 CH 2 A wherein A represents hydrogen, lower alkyl of from one to twelve carbon atoms, inclusive, chlorine, bromine, or trifluoromethyl, R 1 and R 2 represent hydrogen or methyl and R 4 is lower alkyl of from one to twelve carbon atoms, inclusive, are prepared by treating in the presence of cuprous chloride catalyst with a methyl magnesium halide, a corresponding compound of the formula wherein R 1 , R 2 and Q have the same meaning as above, followed by the treatment with an anhydride of an organic carboxylic acid containing one to twelve carbon atoms inclusive, to yield the corresponding compound of the formula wherein Ac is the acyl radical of an organic carboxylic acid containing from one to twelve carbon atoms, inclusive, R 1 , R 2 and Q have the same meanings as above; and treating the thus produced compound with sodium borohydride. The 17α-alkynyl compounds may be reduced with hydrogen in the presence of a palladium catalyst to the corresponding saturated compounds. The 3#,17#- 5- androstene 3-dihydropyranyl ethers are obtained by benzoylating a 17#-4-androsten-3-one to obtain a 17-benzoate, enol acylating the latter and reducing with sodium borohydride to obtain a 3#,17# - dihydroxy - 4 - androsten 17 - benzoate, etherifying the latter with dihydropyran and hydrolysing off the 17-benzoate grouping. Conversion of the products to 3-monoacylates and 3,17-diacylates may be effected with an anhydride or acyl chloride of an organic carboxylic acid. Pharmaceutical compositions having anabolic, androgenic, gonadotropin inhibiting, anti-fertility, anti-androgenic and anti-estrogenic activities and containing the above compounds are administered orally or parenterally. |
| priorityDate | 1965-04-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 35.