http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1145901-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5922cbe7c65a9136f85906fa09e7c967 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-567 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-565 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-566 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J53-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J63-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-568 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-57 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-568 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-567 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-566 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-565 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-57 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J63-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J53-00 |
| filingDate | 1966-03-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1969-03-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1145901-A |
| titleOfInvention | Improvements in or relating to fluoro homo steroid derivatives |
| abstract | 1,145,901. B-homo-steroids. SYNTEX CORP. 28 March, 1966 [31 March, 1965 (2)], No. 13645/66. Heading C2C. Novel compounds of the Formula (I) (wherein R is O or α-H(#-OR<SP>5</SP>) in which R<SP>5</SP> is H, tetrahydropyranyl or acyl; and R<SP>1</SP> is α-R<SP>2</SP>(#-COCH 3 ) in which R<SP>2</SP> is H, OH or O acyl, or R<SP>1</SP> is α-R<SP>4</SP>(#-OR<SP>3</SP>) in which R<SP>4</SP> is H or C 1-8 alkyl, alkenyl or alkynyl, and R<SP>3</SP> is H, tetrahydropyranyl or acyl; the acyl groups being derived from hydrocarbon carboxylic acids of up to 12 carbon atoms which are optionally substituted; and there is a #<SP>4</SP> or #<SP>5(10)</SP> double bond present) are prepared by treating steroids of the Formula (II) (wherein Ac is acyl and R<SP>1'</SP> is O or α-R<SP>2'</SP>(#-COCH 3 ) in which R<SP>2'</SP> is H or acyloxy) with an α-fluorinated amine (wherein X<SP>1</SP> is F or Cl; X<SP>2</SP> is F, Cl or CF 3 ; and A and B are each C 1-6 alkyl or N.A.B. is C 5-7 alkyleneimino) at a temperature of 0‹ C. or below in an inert, non-polar organic solvent to give the required #<SP>5(10)</SP>-3#-acyloxy compounds. A mixture of the 7α- and 7#-fluoro isomers is formed, the latter predominating; they may be separated by conventional means. The 3-arylates on hydrolysis give the 3#-ols and these on oxidation the 3-ones. The #<SP>4</SP>-3- ones are prepared by mild acid isomerization of the #<SP>5(10)</SP>-3-ones or by Oppenauer oxidation of the #<SP>5(10)</SP>-3#-ols. Hydrolysis of the 17α-aryloxy compounds gives the 17α-ols which may in turn be reacylated. The 17α-hydrocarbon -17#-ols are prepared from the 17-ones and hydrocarbon metal derivatives; the 17α- alkynyl compounds may be catalytically hydrogenated to the 17α-alkenyl and 17α-alkyl compounds. The 17#-ols unsubstituted in the 17α- position are prepared by reduction of the 3,17- diones to the 3,17-diols and, when required, back-oxidation with a quinone to the 3-keto- 17#-ols. The 17#-ols may be acylated. Also, the 3-keto compounds of the invention may be backreduced to the 3#-ols, which may be acylated. The tetrahydropyranyl ethers are prepared from the free ols and dihydropyran. The B-homo steroids of the invention have, variously, progestational, anabolic and antiandrogenic properties, and they may be made up into pharmaceutical compositions with suitable carriers. |
| priorityDate | 1965-03-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
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