EP0145493A2
Expired / Lapsed
EP
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11-Difluoromethyl and 11-fluoromethylene steroids
Assignee: Pharmacia and Upjohn Co
•
Filing: 1984-12-13
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Granted: —
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Expires: 2004-12-13
Abstract
Abstract 11β-Difluoromethyl and (E)- and (Z)-11-fluoromethylene 19-norandrostenediones and 19-nor-13β-ethylandrostene- diones which are useful as contraceptive agents.
Inventors
- 👤 J. Allan Campbell
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-28 23:27
CPC Classifications
C; C07; C07J; C07J1/00; C07J1/0051; C07J1/0081; C07J1/0088; C07J1/0096; C07J1/0059; C07J1/0066; C07J1/007; C07J1/0085; C07J11/00; C07J21/00; C07J21/005; C07J21/008; C07J33/00; C07J33/005; C07J33/007
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
88 words
A 11β-difluoromethyl steroid selected from the group consisting of a 11β-difluoromethyl-17-keto steroid of the formula a C 3 protected 11β-difluoromethyl steroid of the formula and a 3-unsubstituted-17-keto-11β-difluoromethyl steroid of the formula wherein R 3 A is OCH 3 , OC 2 H 5 , 1-pyrrolidinyl, ethylenedioxy or ethylenedithio; either R 6 and R 7 are both hydrogen or one is hydrogen and the other is methyl; and •••• represents a single or double bond, there being no, one or two (Δ 3 and Δ 5 ) double bonds.
Claim 2
Dependent Claim
88 words
A 11β-difluoromethyl steroid selected from the group consisting of a 11β-difluoromethyl-17-keto steroid of the formula a C 3 protected 11β-difluoromethyl steroid of the formula and a 3-unsubstituted-17-keto-11β-difluoromethyl steroid of the formula wherein R 3 A is OCH 3 , OC 2 H 5 , 1-pyrrolidinyl, ethylenedioxy or ethylenedithio; either R 6 and R 7 are both hydrogen or one is hydrogen and the other is methyl; and •••• represents a single or double bond, there being no, one or two (Δ 3 and Δ 5 ) double bonds.
Claim 3
Dependent Claim
142 words
A 11β-difluoromethyl steroid selected from the group consisting of an 11β-difluoromethyl steroid of the formula a Δ 4- 3-keto 11β-difluoromethyl steroid of the formula, a Δ 5(10) -3-keto-11β-difluoromethyl steroid of the formula, and a Δ 4,9 -11β-difluoromethyl steroid of the formula wherein R 6 and R 7 are as defined in claim 1; •••• represents a single or double bond, there being no or one (Δ 3 or Δ 4 ) double bond; R 17 is H, C 1-4 alkyl, -C≡C-R 17A or -CH=CH-R 17B , in which R 17A is H, CH 3 , C 2 H 5 or CH=CH 2 and R 17B is H, CH 3 , C 2 H 5 or CH=CH 2 ; and R 17β ' is H , C 1-4 alkyl or OCO-R 17C in which R 17C is C 1-4 alkyl, cyclopentylethyl or phenyl.
Claim 4
Dependent Claim
46 words
A (E)-11-fluoromethylene steroid selected from the group consisting of a (E)-11-fluoromethylene-17-keto steroid of the formula a C 3 protected (E)-11-fluoromethylene steroid of the formula and a 3-unsubstituted-17-keto-(E)-11-fluoromethylene steroid of the formula wherein R 3 A, R6, R 7 and ••• are as defined in claim 1.
Claim 5
Dependent Claim
66 words
A (E)-11-fluoromethylene steroid selected from the group consisting of a (E)-11-fluorofnethylene steroid of the formula 5 a Δ 4 -3-keto (E)-11-fluoromethylene steroid of the formula, a Δ 5(10) -3-keto-(E)-11-fluoromethylene steroid of the formula, and a Δ 4,9- (E)-11-fluoromethylene steroid of the formula wherein R6 and R7 are as defined in claim 1 , and R 17 and 5 R 17β 'are as defined in claim 2.
Claim 6
Dependent Claim
48 words
A (Z)-11-fluoromethylene steroid selected from the group :onsisting of a (Z)-11-fluoromethylene-17-keto steroid of the formula a C 3 protected (Z)-11-fluoromethylene steroid of the formula and a 3-unsubstituted-17-keto-(Z)-11-fluoromethylene steroid of the formula wherein R 3 A, R 6 , R 7 and •••• are as defined in claim 1.
Claim 7
Dependent Claim
66 words
A (Z)-11-fluoromethylene steroid selected from the group consisting of a (Z)-11-fluoromethylene steroid of the formula a Δ 4 -3-keto (Z)-11-fluoromethylene steroid of the formula, a Δ 5(10) -3-keto-(Z)-11-fluoromethylene steroid of the formula, and a Δ 4,9- (Z)-11-fluoromethylene steroid of the formula wherein R 6 and R 7 are as defined in claim 1, and R 17 and 5 R 17β 'are as defined in claim 2.
Claim 8
Dependent Claim
61 words
A 13p-ethyl steroid selected from the group consisting of 13β-ethyl-11β-difluoromethyl steroid of the formula 13p-ethyl-(E)-11-fluoromethylene steroids of the formula 13β-ethyl-(Z)-11-fluoromethylene steroids of the formula 13β-ethyl-C 3 -protected steroids of the formula and 13β-ethyl-3-unsubstituted-17-keto steroids of the formula wherein R 3 A, R 6 , R 7 and •••• are as defined in claim 1, and R11 is difluoromethyl, (E)-fluoromethylene or (Z)-fluoromethylene.
Claim 9
Dependent Claim
77 words
A 13β-ethyl steroid selected from the group consisting of 13β-ethyl-3-unsubstituted steroid of the formula a 13β-ethyl-Δ 4 -3-keto steroid of the formula a 13β-ethyl-Δ 5 ( 10 )-3-keto steroid of the formula and a 13β-ethyl-Δ 4 , 9 -steroid of the formula wherein R 6 and R 7 are as defined in claim 1, R 17 , R 17 β and •••• are as defined in claim 2, and R 11 is as defined in claim 7.
Claim 10
Dependent Claim
60 words
A steroid selected from the group consisting of 11-substituted estrone of the formula a 3-acyloxy-11-substituted estrone of the formula a 13β-ethyl-11-substituted estrone of the formula and 13β-ethyl-3-acyloxy-11-substituted estrone of the formula wherein R 3 is C 1-5 alkyl or phenyl, R 11 is as defined in claim 7 and R 17 and R 17β' are as defined in claim 2.
Claim 11
Dependent Claim
53 words
A steroid selected from the group consisting of 11-substituted estradiol of the formula a 3β-hydroxy-11-substituted steroid of the formula a 13β-ethyl-11-substituted estradiol of the formula and 13β-ethyl-3β-hydroxy-11-substituted steroid of the formula wherein R 11 is as defined in claim 7 and R 17 and R 17β ' are as defined in claim 2.
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