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1-Hydrocarbyloxyphenyl-1,2-diphenylalkene derivatives

Assignee: Imperial Chemical Industries Ltd
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Filing: 1980-04-29
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Granted: 1981-12-22
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Expires: 2000-04-29
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Abstract

Abstract Triphenylalkene derivatives of the formula: <IMAGE> wherein R1 is alkenyl, cycloalkenyl, cycloalkenylalkyl, halogenoalkenyl, hydroxyalkyl, dihydroxyalkyl, hydroxycycloalkyl, dihydroxycycloalkyl, hydroxycycloalkylalkyl, epoxyalkyl, alkoxyalkyl or alkylthioalkyl each of up to 10 carbon atoms, wherein R2 is alkyl of up to 6 carbon atoms, halogen or nitro and wherein ring A may optionally bear a halogen substituent or an alkoxy substituent of up to 4 carbon atoms. These compounds possess antioestrogenic activity and are useful in the treatment of anovulatory infertility and of breast tumours. Representative of the compounds is 1-p-allyloxyphenyl-trans-1,2-diphenylbut-2-ene. There are also disclosed processes for the manufacture of the compounds and pharmaceutical compositions containing them.

Inventors

  • 👤 Graham C. Crawley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 09:04
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/22; A; A61; A61P; A61P25/00; A61P25/04; C07C; C07C323/00; C07C43/00; C07C43/02; C07C43/18; C07C43/196; C07C43/20; C07C43/215; C07C43/225; C07C43/23

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 56 words
A triphenylalkene derivative of the formula: ##STR8## wherein R 1 is alkenyl, cycloalkenyl, cycloalkenylalkyl, halogenoalkenyl, hydroxyalkyl, dihydroxyalkyl, hydroxycycloalkyl, dihydroxycycloalkyl, hydroxycycloalkylalkyl or epoxyalkyl, wherein R 2 is alkyl of up to 6 carbon atoms, halogen or nitro and wherein ring A may optionally bear a halogen substituent or an alkoxy substituent of up to 4 carbon atoms.
Claim 2
Dependent Claim 56 words
A triphenylalkene derivative of the formula: ##STR8## wherein R 1 is alkenyl, cycloalkenyl, cycloalkenylalkyl, halogenoalkenyl, hydroxyalkyl, dihydroxyalkyl, hydroxycycloalkyl, dihydroxycycloalkyl, hydroxycycloalkylalkyl or epoxyalkyl, wherein R 2 is alkyl of up to 6 carbon atoms, halogen or nitro and wherein ring A may optionally bear a halogen substituent or an alkoxy substituent of up to 4 carbon atoms.
Claim 3
Dependent Claim 46 words
A triphenylalkene derivative as claimed in claim 1 which has the trans-configuration, wherein R 1 is alkenyl, dihydroxyalkyl or epoxyalkyl each of 3 or 4 carbon atoms, wherein R 2 is alkyl of up to 6 carbon atoms and wherein ring A bears no further substituent.
Claim 4
Dependent Claim 13 words
A triphenylalkene derivative as claimd in claim 2 wherein R 2 is ethyl.
Claim 5
Dependent Claim 7 words
The compound 1-p-allyloxyphenyl-trans-1,2-diphenyl-but-1-ene, 1-p-(2,3-dihydroxypropoxy)phenyl-trans-1,2-diphenyl-but-1-ene, 1-p-(2,3-epoxypropoxy)phenyl-trans-1,2-diphenylbut-1-ene or 1-p-(2,3-dihydroxybutoxy)phenyl-trans-1,2-diphenylbut-1ene.
Claim 6
Dependent Claim 7 words
The compound 1-p-allyloxyphenyl-trans-1,2-diphenyl-but-1-ene, 1-p-(2,3-dihydroxypropoxy)phenyl-trans-1,2-diphenyl-but-1-ene, 1-p-(2,3-epoxypropoxy)phenyl-trans-1,2-diphenylbut-1-ene or 1-p-(2,3-dihydroxybutoxy)phenyl-trans-1,2-diphenylbut-1ene.
Claim 7
Dependent Claim 10 words
A compound according to claim 1, said compound being 1-p-allyloxyphenyl-trans-1,2-diphenyl-but-1-ene.
Claim 8
Dependent Claim 22 words
A pharmaceutical composition having antioestrogenic activity which comprises a triphenylalkene derivative, claimed in claim 1, together with a pharmaceutically-acceptable diluent or carrier.
Claim 9
Dependent Claim 28 words
A method for producing an antioestrogenic effect in a warm-blooded animal which comprises administering to said animal an effective amount of a triphenylalkene derivative claimed in claim 1.

References Cited (Backward Citations)

US2301260A Cited
US2346049A Cited
GB567807A Cited
GB586493A Cited
US3320271A Cited
US3875242A Cited
US3712929A Cited
US3947520A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-12-21 1985-06-22 1985-12-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-12-21 1989-06-22 1989-12-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-12-21 1993-06-22 1993-12-22 $7700.00 Window Closed / Lapsed

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