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US4299832A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted theophylline compounds

Assignee: Fisons Ltd
•
Filing: 1979-10-30
•
Granted: 1981-11-10
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Expires: 1999-10-30
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Abstract

Abstract The substituted theophyllines of the formula: ##STR1## (wherein R 1 , R 2 and R 3 , which may be the same or different, each represent alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, phenyl or phenylalkyl of 7 to 10 carbon atoms, each of which may be unsubstituted or substituted by one or more hydroxy groups, alkoxy or alkylthio groups of 1 to 4 carbon atoms, halogen atoms, cyano groups, nitro groups, carboxy groups, alkoxycarbonyl groups of 2 to 5 carbon atoms, amino groups, alkylamino groups of 1 to 4 carbon atoms or dialkylamino groups of 2 to 8 carbon atoms, or when the group is phenyl or phenylalkyl, by one or more alkyl groups of 1 to 4 carbon atoms; or R 2 and R 3 together represent a hydrocarbon chain of 3 to 6 carbon atoms optionally interrupted by a heteroatom; and n represents an integer of from 1 to 6) and the acid additional salts thereof, are novel compounds which are useful in the treatment of cardiac disorders. Processes for their preparation and pharmaceutical compositions containing them are also described.

Inventors

  • 👤 Roger C. Brown
  • 👤 Rodney A. Brown
  • 👤 Stephen E. O'Connor

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 06:10
CPC Classifications
C; C07; C07D; C07D473/00; C07D473/02; C07D473/04; C07D473/06; C07D473/08

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 157 words
The substituted theophyllines of the formula: ##STR10## wherein R 1 , R 2 and R 3 , which may be the same or different, each represent alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, or phenyl each of which may be unsubstituted or substituted by one or more hydroxy groups, alkoxy or alkylthio groups of 1 to 4 carbon atoms, halogen atoms, cyano groups, nitro groups, carboxy groups, alkoxycarbonyl groups of 2 to 5 carbon atoms, amino groups, alkylamino groups of 1 to 4 carbon atoms or dialkylamino groups of 2 to 8 carbon atoms, or when the group is phenyl, by one or more alkyl groups of 1 to 4 carbon atoms; or R 2 and R 3 together represent a hydrocarbon chain or 3 to 6 carbon atoms optionally interrupted by a heteroatom; and n represents an integer of from 1 to 6, and the acid addition salts thereof.
Claim 2
Dependent Claim 157 words
The substituted theophyllines of the formula: ##STR10## wherein R 1 , R 2 and R 3 , which may be the same or different, each represent alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, or phenyl each of which may be unsubstituted or substituted by one or more hydroxy groups, alkoxy or alkylthio groups of 1 to 4 carbon atoms, halogen atoms, cyano groups, nitro groups, carboxy groups, alkoxycarbonyl groups of 2 to 5 carbon atoms, amino groups, alkylamino groups of 1 to 4 carbon atoms or dialkylamino groups of 2 to 8 carbon atoms, or when the group is phenyl, by one or more alkyl groups of 1 to 4 carbon atoms; or R 2 and R 3 together represent a hydrocarbon chain or 3 to 6 carbon atoms optionally interrupted by a heteroatom; and n represents an integer of from 1 to 6, and the acid addition salts thereof.
Claim 3
Dependent Claim 83 words
A compound according to claim 1 wherein R 1 , R 2 and R 3 each represent alkyl of 1 to 4 carbon atoms, cycloalkyl of 5 or 6 carbon atoms, or phenyl, each of which is unsubstituted or substituted by one or more hydroxy, methoxy, ethoxy, methylthio, ethylthio, cyano, nitro, carboxy, methoxycarbonyl, ethoxycarbonyl, amino, methylamino or dimethylamino groups, or by one or more fluorine, chlorine or bromine atoms, or when the group is phenyl, by one or more methyl or ethyl groups.
Claim 4
Dependent Claim 23 words
A compound according to claim 1 or claim 2 wherein R 1 represents an unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl or t-butyl group.
Claim 5
Dependent Claim 14 words
A compound according to claim 1 wherein R 2 and R 3 are identical.
Claim 6
Dependent Claim 21 words
A compound according to claim 1 wherein R 2 and R 3 each represent methyl, ethyl, n-propyl, isopropyl, n-butyl or t-butyl.
Claim 7
Dependent Claim 46 words
A compound according to claim 1 which is: 8-methyl-7-(2-N,N-diethylaminoethyl)theophylline; 8-methyl-7-(2-N,N-dimethylaminoethyl)theophylline; 8-methyl-7-(2-N,N-di-isopropylaminoethyl)theophylline; 8-ethyl-7-(2-N,N-dimethylaminoethyl)theophylline; 8-ethyl-7-(2-N,N-diethylaminoethyl)theophylline; 8-ethyl-7-(3-N,N-di-n-butylaminopropyl)theophylline; 8-methyl-7-(3-N,N-dimethylaminopropyl)theophylline; 8-methyl-7-(4-N,N-dimethylaminobutyl)theophylline; 8-ethyl-7-(3-N,N-dimethylaminopropyl)theophylline; 8-ethyl-7-(4-N,N-dimethylaminobutyl)theophylline; 8-methyl-7-(3-N,N-diethylaminopropyl)theophylline; 8-methyl-7-(4,N,N-diethylaminobutyl)theophylline; 8-ethyl-7-(3-N,N-diethylaminopropyl)theophylline; 8-methyl-7-(2-N,N-dipropylaminoethyl)theophylline; 8-methyl-7-(3-N,N-dipropylaminopropyl)theophylline; 8-methyl-7-(4-N,N-dipropylaminobutyl)theophylline; 8-ethyl-7-(3-N,N-dipropylaminopropyl)theophylline; 8-ethyl-7-(4-N,N-dipropylaminobutyl)theophylline; 8-methyl-7-(3-N,N-di-isopropylaminopropyl)theophylline; 8-ethyl-7-(3-N,N-di-isopropylaminopropyl)theophylline; 8-ethyl-7-(4-N,N-di-isopropylaminobutyl)theophylline; 8-methyl-7-(3-N,N-dibutylaminopropyl)theophylline; 8-methyl-7-(4-N,N-dibutylaminobutyl)theophylline; 8-ethyl-7-(4-N,N-dibutylaminobutyl)theophylline; 8-(4-chlorophenyl)-7-(2-N,N-diethylaminoethyl)theophylline; 8-phenyl-7-(2-N,N-diethylaminoethyl)theophylline; 8-(4-methylphenyl)-7-(2-N,N-diethylaminoethyl)theophylline; 8-(4-methoxyphenyl)-7-(2-N,N-diethylaminoethyl)theophylline; 8-(3,4-dichlorophenyl)-7-(2-N,N-diethylaminoethyl)theophylline; 8-trifluoromethyl-7-(2-N,N-diethylaminoethyl)theophylline; 8-methyl-7-[2-(1-piperidino)ethyl]theophylline; 8-n-pentyl-7-(2-N,N-diethylaminoethyl)theophylline; or an acid addition salt thereof.
Claim 8
Dependent Claim 26 words
A compound according to claim 1 in the form of an acid addition salt formed with hydriodic, hydrochloric, hydrobromic, sulphuric, nitric, citric, tartaric or p-toluenesulphonic acid.
Claim 9
Dependent Claim 36 words
A pharmaceutical composition useful in the treatment of cardiac disorders which comprises an effective amount of one or more substituted theophyllines according to claim 1, in association with a suitable pharmaceutically acceptable adjuvant, diluent or carrier.

References Cited (Backward Citations)

US3317533A Cited
US3632742A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-11-09 1985-05-11 1985-11-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-11-09 1989-05-11 1989-11-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-11-09 1993-05-11 1993-11-10 $7700.00 Window Closed / Lapsed

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