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US4029808A Expired / Lapsed US ⏱️ 0.0 years remaining

Thienyl phenyl O-(aminoalkyl)-ketone oxime and furyl phenyl O-(aminoalkyl)-ketone oxime coronary vasodilators

Assignee: Centre Europeen de Recherches Pharmacologiques CERPHA
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Filing: 1974-10-15
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Granted: 1977-06-14
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Expires: 1994-10-15
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Abstract

Abstract The invention relates to novel thienyl phenyl O-(aminoalkyl)-ketone oximes and to novel furyl phenyl O-(aminoalkyl)-ketone oximes.

Inventors

  • 👤 Germaine Thuillier
  • 👤 Jacqueline Laforest
  • 👤 Pierre Bessin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 13:03
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; A; A61; A61K; A61K31/00; A61K31/33; A61K31/38; A61P; A61P9/00; A61P9/08; A61P9/10; A61P9/12; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/46; C07D307/52; C07D307/56; C07D307/70; C07D307/71; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/14; C07D333/20; C07D333/22; C07D333/26; C07D333/28; C07D333/42; C07D333/44

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 121 words
An aromatic compoumd having the formula: ##STR3## in which, A in the heterocyclic group is selected from the group consisting of O and S; R 1 , r 2 , r 3 , and R 4 , which may be identical or different, are selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy and lower alkoxylidene; R 5 is selected from the group consisting of hydrogen, lower alkyl, and nitro; n is an integer from 1 to 3; and R 6 and R 7 which are identical or different lower alkyl groups; and pharmaceutically acceptable acid addition salts of the amino group; said compound being in the form of the cis isomer, the trans isomer or mixtures thereof.
Claim 2
Dependent Claim 121 words
An aromatic compoumd having the formula: ##STR3## in which, A in the heterocyclic group is selected from the group consisting of O and S; R 1 , r 2 , r 3 , and R 4 , which may be identical or different, are selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy and lower alkoxylidene; R 5 is selected from the group consisting of hydrogen, lower alkyl, and nitro; n is an integer from 1 to 3; and R 6 and R 7 which are identical or different lower alkyl groups; and pharmaceutically acceptable acid addition salts of the amino group; said compound being in the form of the cis isomer, the trans isomer or mixtures thereof.
Claim 3
Dependent Claim 14 words
The compound according to claim 1 in which said oxime is the trans isomer.
Claim 4
Dependent Claim 14 words
The compound according to claim 1 in which said oxime is the cis isomer.
Claim 5
Dependent Claim 16 words
The compound according to claim 1 which is a mixture of the cis and trans isomers.
Claim 6
Dependent Claim 44 words
The compound of claim 1 which is selected from the group consisting of (2,3-dichloro-4-methoxy)-phenyl 2-thienyl O-(diethylaminoethyl) ketone oxime, the cis geometric isomer of said compound, the trans geometric isomer of said compound, and an acid addition salt of said compound or its geometric isomers.
Claim 7
Dependent Claim 44 words
The compound of claim 1 which is selected from the group consisting of (2,3-dichloro-4-methoxy)-phenyl 3-thienyl O-(diethylaminoethyl) ketone oxime, the cis geometric isomer of said compound, the trans geometric isomer of said compound, and an acid addition salt of said compound or its geometric isomers.
Claim 8
Dependent Claim 44 words
The compound of claim 1 which is selected from the group consisting of (2,3-dichloro-4-methoxy)-phenyl 2-furyl O-(diethyl-aminoethyl) ketone oxime, the cis geometric isomer of said compound, the trans geometric isomer of said compound, and an acid addition salt of said compound or its geometric isomers.
Claim 9
Dependent Claim 44 words
The compound of claim 1 which is selected from the group consisting of (2,3-dichloro-4-ethoxy)-phenyl 2-furyl O-(diethylaminoethyl) ketone oxime, the cis geometric isomer of said compound, the trans geometric isomer of said compound, and an acid addition salt of said compound or its geometric isomers.
Claim 10
Dependent Claim 44 words
The compound of claim 1 which is selected from the group consisting of (2,3-dichloro-4-methoxy)-phenyl 3-furyl O-(diethylaminoethyl) ketone oxime, the cis geometric isomer of said compound, the trans geometric isomer of said compound, and an acid addition salt of said compound or its geometric isomers.
Claim 11
Dependent Claim 32 words
A method of inducing coronary vasodilatory activity which comprises administering orally or parenterally to a host in need thereof a therapeutically effective amount of at least one compound according to claim 1.
Claim 12
Dependent Claim 27 words
A composition useful for inducing coronary vasodilatory activity which comprises a therapeutically effective amount of a compound according to claim 1 and a physiologically acceptable excipient therefor.

References Cited (Backward Citations)

US3084171A Cited
US3272833A Cited
US3895039A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-13 1980-12-13 1981-06-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-13 1984-12-13 1985-06-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-13 1988-12-13 1989-06-14 $7700.00 Window Closed / Lapsed

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