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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_9f9afcd0369d6402247555a4656c0917
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J1-0074
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filingDate 1974-03-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1975-10-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1410294-A
titleOfInvention 7-alkyl-delata3,5-steroids
abstract 1410294 7-Alkyl-#<SP>3,5</SP>-steroids RICHARDSON-MERRELL Inc 20 March 1974 [26 March 1973] 12368/74 Heading C2U The invention comprises compounds of formula wherein R 1 , R 3 , F 4 and R 10 are each H or Me; R 2 is H, Cl, Br, C 1-4 alkyl, phenyl, tolyl, monohalophenyl, monohydroxyphenyl or monomethoxyphenyl; R 5 ix C 1-3 alkyl; R 6 is CH 2 , CHOH or CO; R 7 is H, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 4-6 alkenynyl or C 4-6 alkadiynyl; R 8 is H, C 2-12 carboxylic acyl, 2-tetrahydropyranyl, trimethyl silyl, C 5-8 -(1-cycloalkenyl) or 1-(methoxy or ethoxy)-C 5-8 -cycloalkyl; or R 7 and OR 8 together represent free or cyclo-acetalized oxo; and R 9 is H, Me or Et; with the proviso that when R 9 = R 10 = H then R 1 , R 2 , R 3 and R 4 cannot all simultaneously be H. Compounds I with R<SP>3</SP> = Cl or Br are prepared from the corresponding 4-en-3-ones by reaction with, e.g. POCl 3 , PCl 5 , PBr 3 , oxalyl chloride or oxalyl bromide, preferably with an acid catalyst. Other compounds are prepared from the corresponding 3-R<SP>2</SP>-3-OH-#<SP>4</SP> or #<SP>5</SP> compounds by dehydration, several techniques for which are described. Compounds I may be subjected to conventional interconversion reactions at position 17. 3# - Hydroxy - 3# - (H, Me, Bu or Ph) - 7- methyl - 17# - (hydroxy or acetoxy) - estr - 4- enes, -androt - 4 - enes and -13# - ethylgon - 4- enes (optionally also bearing 1α-Me, 4-Me or 11#-OH) are prepared from the corresponding 17# - hydroxy - 4 - en - 3 - ones by reaction with LiAlH 4 , MeLi, BuLi or PhMgCl, followed when required by 17-acetylation. Contraceptive compositions for oral, parenteral, topical, rectal and vaginal administration comprise a carrier and a compound of the invention. The invention additionally comprises a number of specific antifertility treatments for female mammals (including humans) comprising administration of compounds of Formula I including those wherein R 1 = R 2 = R 3 = R 4 = R 9 = R 10 =H.
priorityDate 1973-03-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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Total number of triples: 36.