SE324562B - - Google Patents

Info

Publication number
SE324562B
SE324562B SE302764A SE302764A SE324562B SE 324562 B SE324562 B SE 324562B SE 302764 A SE302764 A SE 302764A SE 302764 A SE302764 A SE 302764A SE 324562 B SE324562 B SE 324562B
Authority
SE
Sweden
Prior art keywords
group
carbonyl
compound
trans
hydroxymethylene
Prior art date
Application number
SE302764A
Inventor
G Hughes
H Smith
Original Assignee
H Smith
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 H Smith filed Critical H Smith
Publication of SE324562B publication Critical patent/SE324562B/xx

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J73/00—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms
    • C07J73/001—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom
    • C07J73/003—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom by oxygen as hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The invention comprises compounds of formulae <FORM:1069847/C2/1> <FORM:1069847/C2/2> wherein the 3-ketones have an ethylenic bond terminating at the 5-position, R1 is an alkyl group, Q is a methylene or ethylene group, Y is a carbonyl or hydroxymethylene group or a group -CR2OH- wherein R2 is an alkyl, alkenyl, alkynyl or chloroethynyl group trans to the group R1, RO is an etherified hydroxy group, the hydrogen atoms at the 14, 8 and 9 positions have the trans-anti-trans configuration with respect to the group R1, and the hydrogen atom at the 10-position, when present, is anti to that at the 9-position, and their preparation by subjection of a 3-etherified hydroxy-1,3,5(10)-triene or 1,3,5(10), 9(11)-tetraene to a Birch reduction to obtain a D 2'5(10) compound of the invention, followed, if desired, by one or more of (a) hydrolysis to form a 3-keto-D 4 or 3-keto-D 5(10) compound, (b) acid isomerization of a D 5(10) product to a D 4 product, (c) oxidation of a hydroxymethylene group Y to a carbonyl group, (d) reduction of a carbonyl group Y to a hydroxymethylene group, or (e) reaction of a carbonyl group Y with a Grignard reagent or an alkali metal alkyl or alkynyl compound. The compounds of the invention have progestational activity and may be used in pharmaceutical compositions in combination with a carrier, for example in forms suitable for oral, parenteral or rectal administration.
SE302764A 1964-01-15 1964-03-11 SE324562B (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US33786464A 1964-01-15 1964-01-15
GB962764A GB1069847A (en) 1964-01-15 1964-03-06 6-oxasteroid and d-homo-6-oxasteroid 3-ketones and their enol ethers
BE645391A BE645391A (en) 1964-01-15 1964-03-18
BE645390A BE645390A (en) 1964-01-15 1964-03-18

Publications (1)

Publication Number Publication Date
SE324562B true SE324562B (en) 1970-06-08

Family

ID=27424754

Family Applications (1)

Application Number Title Priority Date Filing Date
SE302764A SE324562B (en) 1964-01-15 1964-03-11

Country Status (7)

Country Link
BE (3) BE645390A (en)
CH (3) CH461525A (en)
DE (1) DE1518297B1 (en)
FR (2) FR1397506A (en)
GB (3) GB1069843A (en)
NL (3) NL6402297A (en)
SE (1) SE324562B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3407214A (en) * 1966-04-08 1968-10-22 American Home Prod 5-hydroxy-6-oxagonan-3-ones
EP0381138A3 (en) * 1989-01-30 1991-11-06 Banyu Pharmaceutical Co., Ltd. Antitumor substance be-12406

Also Published As

Publication number Publication date
FR1397506A (en) 1965-04-30
CH471112A (en) 1969-04-15
BE645390A (en) 1964-07-16
GB1069847A (en) 1967-05-24
BE658257A (en) 1965-07-13
CH472400A (en) 1969-05-15
GB1069842A (en) 1967-05-24
DE1518297B1 (en) 1972-04-27
BE645391A (en) 1964-09-18
NL6402300A (en) 1965-07-16
CH461525A (en) 1968-08-31
FR1431733A (en) 1966-03-18
NL6402297A (en) 1965-07-16
NL6500434A (en) 1965-07-16
GB1069843A (en) 1967-05-24

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