GB948879A - Androstanol and androstenol derivatives - Google Patents

Androstanol and androstenol derivatives

Info

Publication number
GB948879A
GB948879A GB1167262A GB1167262A GB948879A GB 948879 A GB948879 A GB 948879A GB 1167262 A GB1167262 A GB 1167262A GB 1167262 A GB1167262 A GB 1167262A GB 948879 A GB948879 A GB 948879A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
amino
compound
reacting
radical containing
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1167262A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GD Searle LLC
Original Assignee
GD Searle LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by GD Searle LLC filed Critical GD Searle LLC
Publication of GB948879A publication Critical patent/GB948879A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0948879/C2/1> and non toxic and quaternary salts thereof wherein A is a hydrogen atom or an alkanoyl radical containing 1 to 6 carbon atoms, R is a hydrogen atom or an alkyl radical containing 1 to 6 carbon atoms; Alk is an alkylene radical containing 2 to 5 carbon atoms which separates the R-N and Z functions by at least two carbon atoms; the dotted line indicates the optional presence of a double bonded linkage between carbon atoms 5 and 6; and Z is a radical of the general formula: -NR1R11 or the general formula <FORM:0948879/C2/2> wherein R1 and R11 are each a hydrogen atom or, an alkyl radical containing 1 to 6 carbon atoms; L is methylene, epoxy or methylimino and n is O or 1. Such compounds may be prepared (a) by treating a 17-ketone with an amino-alkylamine and reducing the resultant imino compound (b) reacting a 17-ketone with an amino-alkylamine and formic acid and hydrolysing or reducing the resultant 17b -[N-(amino-alkyl) formamido] derivative; (c) alkylating a 17-ketone with a formamide of the formula H-CO-NH-R, hydrolysing the formamido compound thus formed, reacting the resultant amino compound with an a ,b -olefinic nitrile to obtain the corresponding N-(b -cyanoalkyl) amino derivatives which are reduced; (d) reacting a 17-amino compound with a haloalkanoyl halide to obtain a 17-haloalkyl-mido 3-haloalkyl ester, and reacting this compound with a primary amine to obtain a monoalkylaminoalkylamido compound which is reduced.
GB1167262A 1961-03-28 1962-03-27 Androstanol and androstenol derivatives Expired GB948879A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US9874561A 1961-03-28 1961-03-28

Publications (1)

Publication Number Publication Date
GB948879A true GB948879A (en) 1964-02-05

Family

ID=22270710

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1167262A Expired GB948879A (en) 1961-03-28 1962-03-27 Androstanol and androstenol derivatives

Country Status (5)

Country Link
BE (1) BE615634A (en)
BR (1) BR6237536D0 (en)
DE (1) DE1187236B (en)
FR (1) FR1789M (en)
GB (1) GB948879A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8609644B2 (en) 2006-04-13 2013-12-17 Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. Amino derivatives of androstanes and androstenes as medicaments for cardiovascular disorders

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5145874A (en) * 1985-10-18 1992-09-08 The Upjohn Company Cyclic hydrocarbons with an aminoalkyl sidechain
US4917826A (en) * 1985-10-18 1990-04-17 The Upjohn Company Cyclic hydrocarbons with an aminoalkyl sidechain

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8609644B2 (en) 2006-04-13 2013-12-17 Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. Amino derivatives of androstanes and androstenes as medicaments for cardiovascular disorders

Also Published As

Publication number Publication date
DE1187236B (en) 1965-02-18
BE615634A (en) 1962-09-27
FR1789M (en) 1963-04-22
BR6237536D0 (en) 1973-05-17

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