6 alpha-Fluor-16-beta-methyl-4-pregnene und -1,4-pregnadiene und Verfahren zu ihrer Herstellung

The invention comprises compounds having the formula wherein X is chlorine, fluorine or hydrogen and Y is b -hydroxymethylene or carbonyl and processes for the preparation thereof by treating a compound having the formula wherein the dotted line represents a single or double bond linkage and R is...

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Hauptverfasser:	BASIL SPERO,GEORGE, PAUL SCHNEIDER,WILLIAM, HARRIS LINCOLN,FRANK
Format:	Patent
Sprache:	ger
Schlagworte:	CHEMISTRY HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES STEROIDS
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creator	BASIL SPERO,GEORGE PAUL SCHNEIDER,WILLIAM HARRIS LINCOLN,FRANK
description	The invention comprises compounds having the formula wherein X is chlorine, fluorine or hydrogen and Y is b -hydroxymethylene or carbonyl and processes for the preparation thereof by treating a compound having the formula wherein the dotted line represents a single or double bond linkage and R is an aryl or alkyl sulphonyl radical, with sodium iodide in acetone solution and subjecting the 21-iodo compound so produced to reduction. The reduction may be effected with sodium thiosulphate, sodium bisulphite, or potassium bisulphite in an aqueous organic solvent mixture. Illustrative products of the invention are 6a -fluoro-11b ,17a -dihydroxy-16b - methyl - 1, 4 - pregnadiene - 3, 20 - dione, 6a - fluoro - 11b , 17a - dihydroxy - 16b - methyl - 4-pregnene-3,20-dione and the corresponding 9a -fluoro compounds.ALSO:Anti-inflammatory compositions comprise a compound having the formula wherein X is hydrogen, fluorine or chlorine, Y is b -hydroxymethylene or carbonyl and the dotted line represents a single or double bond linkage, and a pharmaceutical diluent. They are employed as ointments, tablets and suspensions, with or without coacting antibiotics e.g. penicillins, neomycin, tetracycline, chloramphenicol and novobiocin.
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The reduction may be effected with sodium thiosulphate, sodium bisulphite, or potassium bisulphite in an aqueous organic solvent mixture. Illustrative products of the invention are 6a -fluoro-11b ,17a -dihydroxy-16b - methyl - 1, 4 - pregnadiene - 3, 20 - dione, 6a - fluoro - 11b , 17a - dihydroxy - 16b - methyl - 4-pregnene-3,20-dione and the corresponding 9a -fluoro compounds.ALSO:Anti-inflammatory compositions comprise a compound having the formula <FORM:0898294/VI/1> wherein X is hydrogen, fluorine or chlorine, Y is b -hydroxymethylene or carbonyl and the dotted line represents a single or double bond linkage, and a pharmaceutical diluent. They are employed as ointments, tablets and suspensions, with or without coacting antibiotics e.g. penicillins, neomycin, tetracycline, chloramphenicol and novobiocin.</description><language>ger</language><subject>CHEMISTRY ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; STEROIDS</subject><creationdate>1968</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19681219&DB=EPODOC&CC=DE&NR=1443176A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76289</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19681219&DB=EPODOC&CC=DE&NR=1443176A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>BASIL SPERO,GEORGE</creatorcontrib><creatorcontrib>PAUL SCHNEIDER,WILLIAM</creatorcontrib><creatorcontrib>HARRIS LINCOLN,FRANK</creatorcontrib><title>6 alpha-Fluor-16-beta-methyl-4-pregnene und -1,4-pregnadiene und Verfahren zu ihrer Herstellung</title><description>The invention comprises compounds having the formula <FORM:0898294/IV (b)/1> wherein X is chlorine, fluorine or hydrogen and Y is b -hydroxymethylene or carbonyl and processes for the preparation thereof by treating a compound having the formula <FORM:0898294/IV (b)/2> wherein the dotted line represents a single or double bond linkage and R is an aryl or alkyl sulphonyl radical, with sodium iodide in acetone solution and subjecting the 21-iodo compound so produced to reduction. The reduction may be effected with sodium thiosulphate, sodium bisulphite, or potassium bisulphite in an aqueous organic solvent mixture. Illustrative products of the invention are 6a -fluoro-11b ,17a -dihydroxy-16b - methyl - 1, 4 - pregnadiene - 3, 20 - dione, 6a - fluoro - 11b , 17a - dihydroxy - 16b - methyl - 4-pregnene-3,20-dione and the corresponding 9a -fluoro compounds.ALSO:Anti-inflammatory compositions comprise a compound having the formula <FORM:0898294/VI/1> wherein X is hydrogen, fluorine or chlorine, Y is b -hydroxymethylene or carbonyl and the dotted line represents a single or double bond linkage, and a pharmaceutical diluent. 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The reduction may be effected with sodium thiosulphate, sodium bisulphite, or potassium bisulphite in an aqueous organic solvent mixture. Illustrative products of the invention are 6a -fluoro-11b ,17a -dihydroxy-16b - methyl - 1, 4 - pregnadiene - 3, 20 - dione, 6a - fluoro - 11b , 17a - dihydroxy - 16b - methyl - 4-pregnene-3,20-dione and the corresponding 9a -fluoro compounds.ALSO:Anti-inflammatory compositions comprise a compound having the formula <FORM:0898294/VI/1> wherein X is hydrogen, fluorine or chlorine, Y is b -hydroxymethylene or carbonyl and the dotted line represents a single or double bond linkage, and a pharmaceutical diluent. They are employed as ointments, tablets and suspensions, with or without coacting antibiotics e.g. penicillins, neomycin, tetracycline, chloramphenicol and novobiocin.</abstract><oa>free_for_read</oa></addata></record>
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subjects	CHEMISTRY HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES STEROIDS
title	6 alpha-Fluor-16-beta-methyl-4-pregnene und -1,4-pregnadiene und Verfahren zu ihrer Herstellung
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