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US5346900A Expired / Lapsed US ⏱️ 0.0 years remaining

5-alkyl-6-[[amino]methyl]pyrido[2,3-D]pyrimidine derivatives and methods of using these derivatives

Assignee: Duquesne University of the Holy Spirit
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Filing: 1992-09-23
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Granted: 1994-09-13
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Expires: 2012-09-23
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Abstract

Abstract This invention discloses a compound and pharmaceutically acceptable salts having the formula: <IMAGE> wherein X and Y are the same or different and are selected from the group consisting of OH and NH2; wherein R1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and an aldehyde; and wherein R2 is selected from the group consisting of a second lower alkyl group which is the same as or different than the first lower alkyl group, an aryl group, an alkylaryl group, a substituted aryl group and a substituted alkylaryl group, and each substituent of the substituted aryl group or the substituted alkylaryl group is the same or different and is selected from the group consisting of a third lower alkyl group which is the same as or different than the first lower alkyl group or the second lower alkyl group, an alkoxy group, a substituted alkoxyaryloxy group and a halogen; and wherein R3 is a fourth lower alkyl group which is the same as or different than said first lower alkyl group, said second lower alkyl group or said third lower alkyl group. Methods of preparing and using these compounds are disclosed.

Inventors

  • 👤 Aleem Gangjee

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 11:56
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; C07D239/00; C07D239/70; C07D239/72; C07D239/95; C07D487/00; C07D487/02; C07D487/04

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 202 words
A compound and pharmaceutically acceptable salts having the formula: ##STR4## wherein x and y are the same or different and are selected frown the group consisting of OH and NH 2 ; wherein R 1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and formyl group; wherein R 2 is selected from the group consisting of a second lower alkyl group which is the same as or different than said first lower alkyl group, an aryl group, an alkylaryl group, a substituted aryl group and a substituted alkylaryl group, and each substituent of said substituted aryl group or said substituted alkylaryl group is the same as or different and is selected frown the group consisting of a third lower alkyl group which is the same as or different than said first lower alkyl group or said second lower alkyl group, an alicyclichydrocarbon selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, an alkoxy group, an alkoxyaryloxy group and a halogen; and wherein R 3 is a fourth lower alkyl group which is the same or different than first lower alkyl group, said second lower alkyl group or said third lower alkyl group.
Claim 2
Dependent Claim 202 words
A compound and pharmaceutically acceptable salts having the formula: ##STR4## wherein x and y are the same or different and are selected frown the group consisting of OH and NH 2 ; wherein R 1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and formyl group; wherein R 2 is selected from the group consisting of a second lower alkyl group which is the same as or different than said first lower alkyl group, an aryl group, an alkylaryl group, a substituted aryl group and a substituted alkylaryl group, and each substituent of said substituted aryl group or said substituted alkylaryl group is the same as or different and is selected frown the group consisting of a third lower alkyl group which is the same as or different than said first lower alkyl group or said second lower alkyl group, an alicyclichydrocarbon selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, an alkoxy group, an alkoxyaryloxy group and a halogen; and wherein R 3 is a fourth lower alkyl group which is the same or different than first lower alkyl group, said second lower alkyl group or said third lower alkyl group.
Claim 3
Dependent Claim 147 words
A compound and pharmaceutically acceptable salts of claim 1 wherein said first lower alkyl group has one to about seven carbon atoms; wherein said second lower alkyl group has one to about seven carbon atoms; wherein said third lower alkyl group has one to about seven carbon atoms; wherein said fourth lower alkyl group has one to about seven carbon atoms; wherein said alkylaryl group is selected from the group consisting of an alkylphenyl and alkylbenzyl group; wherein said substituted aryl group is selected from the group consisting of a mono-, di- and tri-substituted aryl group; wherein said substituted alkylaryl group is selected from the group consisting of a mono-, di- and tri-substituted alkylphenyl and alkylbenzyl group; and wherein each substituent is the same or different and is selected from the group consisting of methyl, ethyl, n-propyl, n-butyl, methoxy group, chlorine atom, bromine atom and fluorine atom.
Claim 4
Dependent Claim 33 words
A compound and pharmaceutically acceptable salts of claim 1 wherein X and Y are each NH 2 , R 1 is H, R 2 is 3,4,5-trimethoxyphenyl and R 3 is CH 3 .
Claim 5
Dependent Claim 35 words
A compound and pharmaceutically acceptable salts of claim 1 wherein X and Y are each NH 2 , R 1 is CH 3 , R 2 is 3,4,5-trimethoxyphenyl and R 3 is CH 3 .
Claim 6
Dependent Claim 33 words
A compound and pharmaceutically acceptable salts of claim 1 wherein X and Y are each NH 2 , R 1 is CHO, R 2 is 3,4,5-trimethoxyphenyl and R 3 is CH 3 .
Claim 7
Independent Claim 245 words
A method of therapeutically treating a patient for an illness consisting of employing a compound and a pharmaceutically acceptable salt thereof having the formula: ##STR5## wherein x and y are the same or different and are selected from the group consisting of OH and NH 2 ; wherein R 1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and a formyl group and wherein R 2 is selected from the group consisting of a second lower alkyl group which is the same as or different than said first lower alkyl group, an aryl group, an alkylaryl group, and each substituent of said substituted aryl group or said substituted alkylaryl group is the same as or selected from the group consisting of a third lower alkyl group which is the same as or different than said first lower alkyl group or said second lower alkyl group, an alkoxy group, a substituted alkoxyaryloxy group and a halogen, wherein R 3 is a fourth lower alkyl group which is the same as or different than said first lower alkyl group, said second lower alkyl group or said third lower alkyl group; incorporating said compound in a suitable pharmaceutical carrier, administering a therapeutically effective amount of said compound incorporated in said carrier to a patient; and employing said method in prophylactically treating a patient to provide protection against an illness selected from the group consisting of Pneumocystis carinii and Toxoplasmosis gondii.
Claim 8
Independent Claim 245 words
A method of therapeutically treating a patient for an illness consisting of employing a compound and a pharmaceutically acceptable salt thereof having the formula: ##STR5## wherein x and y are the same or different and are selected from the group consisting of OH and NH 2 ; wherein R 1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and a formyl group and wherein R 2 is selected from the group consisting of a second lower alkyl group which is the same as or different than said first lower alkyl group, an aryl group, an alkylaryl group, and each substituent of said substituted aryl group or said substituted alkylaryl group is the same as or selected from the group consisting of a third lower alkyl group which is the same as or different than said first lower alkyl group or said second lower alkyl group, an alkoxy group, a substituted alkoxyaryloxy group and a halogen, wherein R 3 is a fourth lower alkyl group which is the same as or different than said first lower alkyl group, said second lower alkyl group or said third lower alkyl group; incorporating said compound in a suitable pharmaceutical carrier, administering a therapeutically effective amount of said compound incorporated in said carrier to a patient; and employing said method in prophylactically treating a patient to provide protection against an illness selected from the group consisting of Pneumocystis carinii and Toxoplasmosis gondii.
Claim 9
Dependent Claim 22 words
The method of claim 6 including employing said carrier selected from the group consisting of physiologic saline and 5% dextrose for injection.
Claim 10
Dependent Claim 20 words
The method of claim 6 including administering said compound incorporated in said carrier to a patient by the parenteral route.
Claim 11
Dependent Claim 20 words
The method of claim 6 including administering said compound incorporated in said carrier to a patient by the oral route.
Claim 12
Dependent Claim 17 words
The method of claim 6 including administering said compound incorporated in said carrier to a patient topically.
Claim 13
Independent Claim 246 words
A method consisting of prophylactically administering to a patient a compound and a pharmaceutically acceptable salt thereof having the formula: ##STR6## wherein x and y are the same or different and are selected from the group consisting of OH and HN 2 ; wherein R 1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and a formyl group and wherein R 2 is selected from the group consisting of a second lower alkyl group which is the same as or different than said first lower alkyl group, an aryl group, an alkylaryl group, and each substituent of said substituted aryl group or said substituted alkylaryl group is the same or different and is selected from the group consisting of a third lower alkyl group which is the same as or different than said first lower alkyl group or said second lower alkyl group, an alkoxy group, a substituted alkoxyaryloxy group and a halogen, wherein R 3 is a fourth lower alkyl group which is the same as or different than said first lower alkyl group, said second lower alkyl group or said third lower alkyl group; incorporating said compound in a suitable pharmaceutical carrier, administering a prophylactically effective amount of said compound incorporated in said carrier to a patient who is immunocompromised; and employing said method in prophylactically treating a patient to provide protection against an illness selected from the group consisting of Pneumocystis carinii and Toxoplasmosis gondii.
Claim 14
Independent Claim 246 words
A method consisting of prophylactically administering to a patient a compound and a pharmaceutically acceptable salt thereof having the formula: ##STR6## wherein x and y are the same or different and are selected from the group consisting of OH and HN 2 ; wherein R 1 is selected from the group consisting of hydrogen, a first lower alkyl group, a nitroso group and a formyl group and wherein R 2 is selected from the group consisting of a second lower alkyl group which is the same as or different than said first lower alkyl group, an aryl group, an alkylaryl group, and each substituent of said substituted aryl group or said substituted alkylaryl group is the same or different and is selected from the group consisting of a third lower alkyl group which is the same as or different than said first lower alkyl group or said second lower alkyl group, an alkoxy group, a substituted alkoxyaryloxy group and a halogen, wherein R 3 is a fourth lower alkyl group which is the same as or different than said first lower alkyl group, said second lower alkyl group or said third lower alkyl group; incorporating said compound in a suitable pharmaceutical carrier, administering a prophylactically effective amount of said compound incorporated in said carrier to a patient who is immunocompromised; and employing said method in prophylactically treating a patient to provide protection against an illness selected from the group consisting of Pneumocystis carinii and Toxoplasmosis gondii.
Claim 15
Dependent Claim 22 words
The method of claim 11 including employing said carrier selected from the group consisting of physiologic saline and 5% dextrose for injection.
Claim 16
Dependent Claim 20 words
The method of claim 11 including administering said compound incorporated in said carrier to a patient by the parenteral route.
Claim 17
Dependent Claim 20 words
The method of claim 11 including administering said compound incorporated in said carrier to a patient by the oral route.
Claim 18
Dependent Claim 17 words
The method of claim 11 including administering said compound incorporated in said carrier to a patient topically.

References Cited (Backward Citations)

US3904624A Cited
US4831037A Cited

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