http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1248938-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/C07J71-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J7-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G12B13-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J5-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-573 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-58 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J71-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J7-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G12B13-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J5-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-573 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A47F5-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 |
| filingDate | 1968-10-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1971-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1248938-A |
| titleOfInvention | Improvements in or relating to gem-difluoro steroids |
| abstract | 1,248,938. 6,6-Difluorosteroids. SYNTEX CORP. 17 Oct., 1968 [18 Oct., 1967; 30 Sept., 1968], No. 49232/68. Heading C2U. The invention comprises: (A) compounds of formula wherein R<SP>1</SP> is F, Cl, OH, acyloxy or tetrahydrofuran-2-yloxy; R<SP>2</SP> is H, OH or acyloxy; R<SP>3</SP> is H, α-Me or #-Me; or R<SP>2</SP> and R<SP>3</SP> together represent the group wherein R<SP>4</SP> and R<SP>6</SP> are each H, (C 1-6 ) alkyl, halo(C 1-6 ) alkyl, monocyclic (C 5-6 ) cycloalkyl, monocyclic (C 5-6 ) cycloalkyl (C 1-6 ) alkyl, phenyl which optionally bears one to three (C 1-6 ) alkyl, (C 1-6 ) alkoxy, OH, F or Cl substituents, phenyl- (C 1-6 ) alkyl which is likewise optionally substituted on the ring, or monocyclic heterocyclyl or monocyclic heterocyclyl (C 1-6 ) alkyl wherein the heterocycle comprises 4 or 5 ring carbon atoms and 1 or 2 O, S or N atoms; or R<SP>4</SP> and R<SP>5</SP> together with the intervening carbon atom is monocyclic cycloalkylidene or monocyclic heterocyclylidene (wherein the heterocycle is as defined above); R<SP>6</SP> is Cl or OH; X is H, Cl or F provided that X is Cl when R<SP>6</SP> is Cl; and Z is a single or double bond; and (B) a process for preparing 3-oxo-6,6-difluoro-#<SP>4</SP>-steroids from 3- alkoxy-6-fluoro-#<SP>3</SP>'<SP>5</SP>-steroids by reaction with perchloryl fluoride. Compounds of Formula I are alternatively prepared from the corresponding 11-unsubstituted compounds by microbial 11-hydroxylation or by introduction of an 11#- chloro substituent. Compounds of Formula I are interconvertible by: (i) #<SP>1</SP>-dehydrogenation, (ii) 17- or 21-esterification, and (iii) hydrolysis of 21-esters. 3 - Ethoxy - 6 -fluoro - 11# - hydroxy - 16α,17α- isopropylidenedioxy - 21 - acetoxypregna - 3,5- dien - 20 - one, 3 - ethoxy - 6,9α - difluoro - 11#, 17α - dihydroxy - 16α - methyl - 21 - chloropregna- 3,5 - dien - 20 - one, and 3 - ethoxy - 6 - -fluoro- 17α-ethynylestra-3,5-dien-17#-ol are prepared from the corresponding A<SP>4</SP>-3-ones by reaction with ethyl orthoformate. 6,6 - Difluoro - 9α,11# - dichloro - 17α,21 - (1- methoxy - 1,1 - pentylidenedioxy) pregna - 1,4- diene-3,20-dione is prepared from the corresponding 17α,21-diol by reaction with methyl orthovalerate. Compounds of Formula I are stated to possess anti-inflammatory and glucocorticoid activities and may be made up with carriers into pharmaceutical compositions for oral, parenteral and topical administration. |
| priorityDate | 1967-10-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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