← Back to Patent Explorer
US5158953A Expired / Lapsed US ⏱️ 0.0 years remaining

2-substituted methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-ones (thiones), the preparation and use thereof

Assignee: National Science and Technology Council
•
Filing: 1991-08-13
•
Granted: 1992-10-27
•
Expires: 2011-08-13
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention provides a novel series of 2-substituted methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-ones (-thiones) compounds. These compounds are found useful as an active ingredient for the prophylaxis and treatment of hypertension.

Inventors

  • 👤 Ji-Wang Chern
  • 👤 Chia-Yang Shiau
  • 👤 Mao-Hsiung Yen
  • 👤 Guan-Yu Lu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 17:54
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 255 words
An imidazo[1,2-c]quinazoline compound having the formula ##STR29## which comprises racemic mixture of optically active compounds or optically pure R and S stereoisomers, wherein: X is O or S; R 1 is hydrogen, lower alkyl, phenyl or phenyl (lower alkyl); R 2 is hydrogen, lower alkyl, phenyl or phenyl (lower alkyl); or R 1 and R 2 together represent alkylene of 4 to 10 carbon atoms or ##STR30## wherein R 5 represents (a) 2-(2-hydroxyethoxy)ethyl; (b) pyrimidinyl; (c) a 2-, 3- or 4-pyridinyl optionally substituted by one or two substituents each independently selected from the group consisting of C 1 -C 4 alkyl; and (d) benzoyl, benzyl, phenyl and diphenylmethyl optionally substituted by one or two substituents selected from the group consisting of halogen atom, methoxy, trifluoromethyl, C 1 -C 4 alkyl, nitro, acetyl, and cyano; and (i) R 6 and R 7 together represent alkylene of 4 to 6 carbon atoms or (ii) ##STR31## or (iii) when R 6 represents hydrogen atom or hydroxy, R 7 represents (a) pyrimidinyl; (b) a 2-, 3- or 4-pyridinyl optionally substituted by one or two substituents each independently selected from the group consisting of C 1 -C 4 alkyl; and (c) benzoyl, benzyl, phenyl and diphenylmethyl optionally substituted by one or two substituents selected from the group consisting of halogen atom, methoxy, trifluoromethyl, C 1 -C 4 alkyl, nitro, acetyl, and cyano; R 3 is halogen, hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; and R 4 is halogen, hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; or pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim 255 words
An imidazo[1,2-c]quinazoline compound having the formula ##STR29## which comprises racemic mixture of optically active compounds or optically pure R and S stereoisomers, wherein: X is O or S; R 1 is hydrogen, lower alkyl, phenyl or phenyl (lower alkyl); R 2 is hydrogen, lower alkyl, phenyl or phenyl (lower alkyl); or R 1 and R 2 together represent alkylene of 4 to 10 carbon atoms or ##STR30## wherein R 5 represents (a) 2-(2-hydroxyethoxy)ethyl; (b) pyrimidinyl; (c) a 2-, 3- or 4-pyridinyl optionally substituted by one or two substituents each independently selected from the group consisting of C 1 -C 4 alkyl; and (d) benzoyl, benzyl, phenyl and diphenylmethyl optionally substituted by one or two substituents selected from the group consisting of halogen atom, methoxy, trifluoromethyl, C 1 -C 4 alkyl, nitro, acetyl, and cyano; and (i) R 6 and R 7 together represent alkylene of 4 to 6 carbon atoms or (ii) ##STR31## or (iii) when R 6 represents hydrogen atom or hydroxy, R 7 represents (a) pyrimidinyl; (b) a 2-, 3- or 4-pyridinyl optionally substituted by one or two substituents each independently selected from the group consisting of C 1 -C 4 alkyl; and (c) benzoyl, benzyl, phenyl and diphenylmethyl optionally substituted by one or two substituents selected from the group consisting of halogen atom, methoxy, trifluoromethyl, C 1 -C 4 alkyl, nitro, acetyl, and cyano; R 3 is halogen, hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; and R 4 is halogen, hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; or pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim 50 words
A pharmaceutical composition for the treatment of hypertension, which comprises a therapeutically effective amount of an imidazo[1,2-c]quinazoline compound of the formula (I) as defined in claim 1 or a pharmaceutically acceptable salt thereof, as an active ingredient, in combination with a pharmaceutically acceptable carrier or diluent for the active ingredient.
Claim 4
Dependent Claim 34 words
A method for and treatment of hypertension comprising administrating to a mammal in need of such treatment a therapeutically effective amount of an imidazo[1,2-c]quinazoline compound of the formula (I) as defined in claim 1.
Claim 5
Dependent Claim 11 words
The compound according to claim 1, wherein said compound is 2-(4-phenyl-1-piperazinyl)-methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-one.
Claim 6
Dependent Claim 13 words
The pharmaceutical composition according to claim 2, wherein the imidazo[1,2-c]quinazoline compound is 2-(4-phenyl-1-piperazinyl)-methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-one.
Claim 7
Dependent Claim 12 words
The method according to claim 3 wherein the imidazo[1,2-c]quinazoline compound is 2-(4-phenyl-1-piperazinyl)-methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-one.
Claim 8
Dependent Claim 11 words
The compound according to claim 1, wherein said compound is 2-(4-phenyl-1-piperazinyl)-methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-thione.
Claim 9
Dependent Claim 13 words
The pharmaceutical composition according to claim 2, wherein the imidazo[1,2-c]quinazoline compound is 2-(4-phenyl-1-piperazinyl)-methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-thione.
Claim 10
Dependent Claim 12 words
The method according to claim 3 wherein the imidazo[1,2-c]quinazoline compound is 2-(4-phenyl-1-piperazinyl)-methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-thione.
Claim 11
Dependent Claim 11 words
The compound according to claim 1, wherein said compound is 2-(4-phenyl-1-piperazinyl)-methyl-8,9-dimethoxy-2,3-dihydro-imidazo[1,2-c]quinazolin-5(6H)-one.
Claim 12
Dependent Claim 13 words
The pharmaceutical composition according to claim 2, wherein the imidazo[1,2-c]quinazoline compound is 2-(4-phenyl-1-piperazinyl)-methyl-8,9-dimethoxy-2,3-dihydro-imidazo[1,2-c]quinazolin-5(6H)-one.
Claim 13
Dependent Claim 12 words
The method according to claim 3, wherein the imidazo[1,2-c]quinazoline compound is 2-(4-phenyl-1-piperazinyl)-methyl-8,9-dimethoxy-2,3-dihydro-imidazo[1,2-c]quinazolin-5(6H)-one.

References Cited (Backward Citations)

US3511836A Cited
US4335127A Cited
US4585772A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-10-27 1996-04-27 1996-10-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-10-27 2000-04-27 2000-10-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-10-27 2004-04-27 2004-10-27 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag