GB1094808A - Unsaturated des-a steroid compounds, and processes for their preparation - Google Patents

Unsaturated des-a steroid compounds, and processes for their preparation

Info

Publication number
GB1094808A
GB1094808A GB17463/67A GB1746367A GB1094808A GB 1094808 A GB1094808 A GB 1094808A GB 17463/67 A GB17463/67 A GB 17463/67A GB 1746367 A GB1746367 A GB 1746367A GB 1094808 A GB1094808 A GB 1094808A
Authority
GB
United Kingdom
Prior art keywords
des
dinor
pregn
dialkyl
hydroxy
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
GB17463/67A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1094808A publication Critical patent/GB1094808A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J7/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/04Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/16Benz[e]indenes; Hydrogenated benz[e]indenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Novel des-A-steroids having the formulae <FORM:1094808/C2/1> <FORM:1094808/C2/2> <FORM:1094808/C2/3> <FORM:1094808/C2/4> wherein R and R1 are each an alkyl radical containing 1-4 carbon atoms, "Acyl" represents an acyl group and R2 and R3 are each an alkyl group or, together with the nitrogen atom, form a heterocyclic ring system, are obtained by subjecting a 5-methoxy-13b ,17a -alkyl-20-hydroxy - des - A - 18,19 - dinor - pregna-5,7,9-triene to a Birch reduction and to treatment with a weak organic acid or dilute mineral acid so as to form the desired 13b ,17a -dialkyl-20-hydroxy - des - A - 18,19 - dinor - pregn - 8 - en-5-one, reacting the latter with a concentrated mineral acid so as to form the corresponding 13b ,17a - dialkyl - 20 - hydroxy - des - A - 18,19-dinor-pregn -9-en-5-one, acylating the latter so as to form the corresponding 13b ,17a -dialkyl-20 - acyloxy - des - A - 18,19 - dinor - pregn-9-en-5-one and reacting the latter with a secondary amine R2R3NH (wherein R2 and R3 are each an alkyl group or together with the nitrogen atom, form a heterocyclic ring system) so as to form the desired 5-enamino-13b ,17a -dialkyl-20-acyloxy - des - A - 18,19 - nor - pregn - 5(10), 9(11)-diene.
GB17463/67A 1964-11-04 1965-11-04 Unsaturated des-a steroid compounds, and processes for their preparation Expired GB1094808A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR993811A FR1492772A (en) 1964-11-04 1964-11-04 New triene steroid derivatives and method of preparation
FR15549A FR6534M (en) 1964-11-04 1965-05-03

Publications (1)

Publication Number Publication Date
GB1094808A true GB1094808A (en) 1967-12-13

Family

ID=26163557

Family Applications (5)

Application Number Title Priority Date Filing Date
GB17462/67A Expired GB1094807A (en) 1964-11-04 1965-11-04 Unsaturated des-a steroid compounds, and processes for their preparation
GB17463/67A Expired GB1094808A (en) 1964-11-04 1965-11-04 Unsaturated des-a steroid compounds, and processes for their preparation
GB46744/65A Expired GB1094806A (en) 1964-11-04 1965-11-04 Unsaturated steroid compounds and processes for their preparation
GB17465/67A Expired GB1094810A (en) 1964-11-04 1965-11-04 Unsaturated 4,5-seco-steroid compounds, and processes for their preparation
GB17464/67A Expired GB1094809A (en) 1964-11-04 1965-11-04 Unsaturated 4,5-seco-steroid compounds, and processes for their preparation

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB17462/67A Expired GB1094807A (en) 1964-11-04 1965-11-04 Unsaturated des-a steroid compounds, and processes for their preparation

Family Applications After (3)

Application Number Title Priority Date Filing Date
GB46744/65A Expired GB1094806A (en) 1964-11-04 1965-11-04 Unsaturated steroid compounds and processes for their preparation
GB17465/67A Expired GB1094810A (en) 1964-11-04 1965-11-04 Unsaturated 4,5-seco-steroid compounds, and processes for their preparation
GB17464/67A Expired GB1094809A (en) 1964-11-04 1965-11-04 Unsaturated 4,5-seco-steroid compounds, and processes for their preparation

Country Status (10)

Country Link
BE (1) BE671482A (en)
BR (2) BR6574582D0 (en)
CH (2) CH448079A (en)
DE (1) DE1468940A1 (en)
DK (2) DK111891B (en)
FR (2) FR1492772A (en)
GB (5) GB1094807A (en)
IL (4) IL24528A (en)
NL (3) NL6514226A (en)
SE (2) SE309234B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2305099C2 (en) * 2001-12-19 2007-08-27 Орто-Макнейл Фармасьютикал, Инк. Tetracyclic heterocompounds as estrogen receptor modulating agents
US7105679B2 (en) 2001-12-19 2006-09-12 Kanojia Ramesh M Heteroatom containing tetracyclic derivatives as selective estrogen receptor modulators
US7329654B2 (en) 2001-12-19 2008-02-12 Janssen Pharmaceutica N.V. Heteroatom containing tetracyclic derivatives as selective estrogen receptor modulators

Also Published As

Publication number Publication date
BR6574582D0 (en) 1973-09-06
BE671482A (en) 1966-04-27
GB1094806A (en) 1967-12-13
NL6514225A (en) 1966-05-05
BR6574583D0 (en) 1973-09-06
DK112031B (en) 1968-11-04
GB1094810A (en) 1967-12-13
FR1492772A (en) 1967-08-25
DE1468941A1 (en) 1969-03-13
SE323367B (en) 1970-05-04
IL33432A (en) 1970-11-30
SE309234B (en) 1969-03-17
IL24528A (en) 1970-09-17
DE1468940A1 (en) 1969-02-06
CH448078A (en) 1967-12-15
IL33395A (en) 1970-10-30
NL6514226A (en) 1966-05-05
GB1094807A (en) 1967-12-13
NL124481C (en)
IL34614A (en) 1970-11-30
CH448079A (en) 1967-12-15
FR6534M (en) 1968-12-16
DK111891B (en) 1968-10-21
GB1094809A (en) 1967-12-13

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