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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P37-06
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filingDate 1974-02-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1978-06-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber IE-38909-B1
titleOfInvention Steroid carbamates and allophanates
abstract 1458372 Steroid carbamates amd allophanates LEO AB 22 Feb 1974 [5 March 1973] 10613/73 Heading C2U The invention comprises compounds of formulae wherein m is 0 or 1; n is 1 or 2; R<SP>1</SP> is #- or γ- halo-C 2-4 -alkyl (where "halo" is Cl, F or Br); R<SP>2</SP> is H, R<SP>1</SP> or C 1-4 alkyl or is a phenyl or C 5-6 cycloalkyl radical optionally bearing 1 or 2 halo, C 1-4 alkyl or C 1-4 alkoxy substituents; and St is an optionally substituted gonane radical containing up to 40 carbon atoms inclusive and 0 to 4 double bonds, and is connected to the carbamate or allophanate group at one or two of positions 3, 11, 16, 17 and 21. Compounds II are disclaimed when St is a 21-yl radical while m is 0. Exemplified compounds are of the androstane, estrane, 13-ethylgonane, pregnane, cholestane and ergostane series. Compounds I are prepared by nitrosating compounds II or reducing compounds III. Compounds III are prepared by nitrating compounds II. Compounds II and subclasses thereof of formulae are prepared from or via compounds of formulae by the following reactions: Compounds II are interconvertible by reduction of 3- or 17-oxo, esterification of 3#-, 17#- or 21-hydroxy, etherification of 17#- hydroxy, and hydrolysis of 17,21-acetonide. Compounds V, VI and VIII are prepared from compounds IV by reaction with an appropriate carbonyl halide or isocyanate. Androstenolone 3 - (N - ethyl - N - nitrosocarbamate) is prepared by nitrosating the corresponding N-ethylcarbamate; and androstenolone 3 - [N - (2 - chloroethyl) - N - methylcarbamate] is prepared from the corresponding 3-chloroformate by reaction with an appropriate amine. Compounds I are credited with anticancer and antitumour activityand possibly also estrogenic, androgenic, anabolic, gestogenic, corticoid, thymolytic and progestational activities, and may be made up with carriers into pharmaceutical compositions for oral, parenteral, topical, vaginal and rectal administration.n[GB1458372A]
priorityDate 1973-03-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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