US5736557A
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N,N-bis (quinolin-4-yl)-diamine derivatives, their preparation and their use as antimalarials
Assignee: Hoffmann La Roche Inc
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Filing: 1995-06-03
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Granted: 1998-04-07
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Expires: 2015-06-03
Abstract
Abstract PCT No. PCT/EP95/02123 Sec. 371 Date Dec. 16, 1996 Sec. 102(e) Date Dec. 16, 1996 PCT Filed Jun. 3, 1995 PCT Pub. No. WO95/35287 PCT Pub. Date Dec. 28, 1995Disclosed are N,N'-bis(quinolin-4-yl)diamine derivatives of general formula I wherein R1 signifies halogen or trifluoromethyl, R2 signifies hydrogen or halogen, A signifies cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2, as well as their pharmaceutically acceptable salts. These products are useful as agents for preventing malaria and for treating it, especially where the pathogens are resistant to chloroquine. <IMAGE> I
Inventors
- 👤 Werner Hofheinz
- 👤 Werner Leupin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 14:47
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/38; C07D215/42; C07D215/46; A; A61; A61P; A61P33/00; A61P33/02; C07D215/44; Y; Y02; Y02A; Y02A50/00; Y02A50/30
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
51 words
Compounds of the formula, ##STR4## wherein R 1 is halogen or trifluoromethyl; R 2 is hydrogen or halogen; A is selected from the group consisting of cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3,-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2; and pharmaceutically acceptable acid addition salts.
Claim 2
Dependent Claim
51 words
Compounds of the formula, ##STR4## wherein R 1 is halogen or trifluoromethyl; R 2 is hydrogen or halogen; A is selected from the group consisting of cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3,-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2; and pharmaceutically acceptable acid addition salts.
Claim 3
Dependent Claim
34 words
The compound of claim 1, wherein R 1 is chlorine; A is selected from the group consisting of cyclohexane-1,3-diyl, 2 methyl-cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; and n and m are 1.
Claim 4
Dependent Claim
16 words
The compound of claim 1, wherein R 1 is chlorine and n and m are 1.
Claim 5
Dependent Claim
56 words
A pharmaceutical composition comprising a compound of the formula ##STR5## wherein R 1 is halogen or trifluoromethyl; R 2 is hydrogen or halogen; A is selected from the group consisting of cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2; and pharmaceutically acceptable acid addition salts.
Claim 6
Dependent Claim
56 words
A pharmaceutical composition comprising a compound of the formula ##STR5## wherein R 1 is halogen or trifluoromethyl; R 2 is hydrogen or halogen; A is selected from the group consisting of cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2; and pharmaceutically acceptable acid addition salts.
Claim 7
Dependent Claim
29 words
The pharmaceutical composition of claim 4, further comprising pharmaceutically inert, inorganic or organic carriers, preservatives, solubilizers, stabilizers, wetting agents, emulsifiers, sweeteners, colorants, flavorants, salts, buffers, coating agents and antioxidants.
Claim 8
Independent Claim
68 words
A method for the treatment of malaria comprising administering to a patient an effective amount of a compound of the formula ##STR6## wherein R 1 is halogen or trifluoromethyl; R 2 is hydrogen or halogen; A is selected from the group consisting of cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2; and pharmaceutically acceptable acid addition salts.
Claim 9
Independent Claim
68 words
A method for the treatment of malaria comprising administering to a patient an effective amount of a compound of the formula ##STR6## wherein R 1 is halogen or trifluoromethyl; R 2 is hydrogen or halogen; A is selected from the group consisting of cyclohexane-1,3-diyl, 2-methyl-cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, dicyclohexylmethane-4,4'-diyl, cyclopentane-1,3-diyl, phenylene-1,4, phenylene-1,3 and phenylene-1,2; n is 1 or 2; m is 1 or 2; and pharmaceutically acceptable acid addition salts.
Claim 10
Dependent Claim
20 words
The method of claim 6 wherein the effective amount is from about 10 mg to about 2.5 g per day.
Claim 11
Dependent Claim
10 words
The method of claim 6 wherein the malaria is chloroquine-resistant.
Claim 12
Dependent Claim
10 words
The method of claim 6 wherein the malaria is chloroquine-sensitive.
Claim 13
Dependent Claim
12 words
A compound selected from the group consisting of (7-chloroquinolin-4-yl)-amine, (7-chloroquinolin-4-yl)-amine, (7-chloroquinolin-4-yl)-amine, (7-chloroquinolin-4-yl)-amine.
Claim 14
Dependent Claim
12 words
A compound selected from the group consisting of (7-chloroquinolin-4-yl)-amine, (7-chloroquinolin-4-yl)-amine, (7-chloroquinolin-4-yl)-amine, (7-chloroquinolin-4-yl)-amine.
References Cited (Backward Citations)
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