US4524110A
Expired / Lapsed
US
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Antimicrobial imidazole derivatives
Assignee: Janssen Pharmaceutica NV
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Filing: 1984-09-28
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Granted: 1985-06-18
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Expires: 2004-09-28
Abstract
Abstract The invention is concerned with novel dithioketal derivatives of 1-(2-aryl-2-oxoethyl)-1H-imidazoles and sulfones and sulfoxides derived therefrom, said compounds being useful as antimicrobial agents.
Inventors
- 👤 Jan Heeres
- 👤 Leo J. J. Backx
- 👤 Joseph H. Mostmans
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 10:19
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31971; Y10T428/31989; Y10T428/4935; Y10T428/662
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
167 words
A method of protecting non-living materials from microbial attack which comprises treating said materials with an effective antimicrobial amount of a compound selected from the group consisting of an imidazole derivative having the formula ##STR7## the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof, wherein: R 1 and R 2 are each independently selected from the group consisting of hydrogen, halo and methyl; R 3 and R 4 are each independently selected from the group consisting of C 1 -C 6 -lower alkyl and C 3 -C 4 -lower alkenyl, or R 3 and R 4 form, together with the sulfur atoms to which they are attached and the bridging carbon atom, a 5-, 6- or 7-membered ring which is optionally substituted with 1 to 4 C 1 -C 4 -lower alkyl groups; R 5 is a member selected from the group consisting of hydrogen, C 1 -C 4 -lower alkyl, 2-propenyl and 2-propynyl; and n is 0, 1 or 2.
Claim 2
Independent Claim
167 words
A method of protecting non-living materials from microbial attack which comprises treating said materials with an effective antimicrobial amount of a compound selected from the group consisting of an imidazole derivative having the formula ##STR7## the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof, wherein: R 1 and R 2 are each independently selected from the group consisting of hydrogen, halo and methyl; R 3 and R 4 are each independently selected from the group consisting of C 1 -C 6 -lower alkyl and C 3 -C 4 -lower alkenyl, or R 3 and R 4 form, together with the sulfur atoms to which they are attached and the bridging carbon atom, a 5-, 6- or 7-membered ring which is optionally substituted with 1 to 4 C 1 -C 4 -lower alkyl groups; R 5 is a member selected from the group consisting of hydrogen, C 1 -C 4 -lower alkyl, 2-propenyl and 2-propynyl; and n is 0, 1 or 2.
Claim 3
Dependent Claim
14 words
A method according to claim 1 wherein said non-living materials are wood or coatings.
Claim 4
Dependent Claim
12 words
A method according to claim 1 wherein said non-living materials are textiles.
Claim 5
Dependent Claim
28 words
A method according to claim 1 wherein said compound is a compound according to claim 1 wherein R 1 is hydrogen or chloro and R 2 is chloro.
Claim 6
Dependent Claim
67 words
A method according to claim 1 wherein said compound is a compound according to claim 1 wherein R 1 is hydrogen or chloro, R 2 is chloro and R 3 and R 4 together with the sulfur atoms to which they are attached and the bridging carbon atom form a 5- or 6-membered ring which is optionally substituted with a C 1 -C 3 -lower alkyl radical.
Claim 7
Dependent Claim
78 words
A method according to claim 1 wherein said compound is a compound according to claim 1 wherein R 1 is hydrogen or chloro, R 2 is chloro, R 3 and R 4 together with the sulfur atoms to which they are attached and the bridging carbon atom form a 5- or 6-membered ring which is optionally substituted with a C 1 -C 3 -lower alkyl radical and R 5 is hydrogen or C 1 -C 4 -lower alkyl.
Claim 8
Dependent Claim
71 words
A method according to claim 1 wherein said compound is a compound according to claim 1 wherein R 1 is hydrogen or chloro, R 2 is chloro, R 3 and R 4 together with the sulfur atoms to which they are attached and the bridging carbon atom form a 5- or 6-membered ring which is optionally substituted with a C 1 -C 3 -lower alkyl radical and R 5 is hydrogen.
Claim 9
Dependent Claim
65 words
A method according to claim 1 wherein said compound is a compound according to claim 1 wherein R 1 and R 2 are both chloro, R 3 and R 4 together with the sulfur atoms to which they are attached and the bridging carbon atom form a 5-membered ring which is optionally substituted with a methyl, ethyl or propyl group and R 5 is hydrogen.
Claim 10
Dependent Claim
34 words
A method according to claim 1 wherein said compound is a compound selected from the group consisting of 1-[[2-(2,4-dichlorophenyl)-1,3-dithiolan-2-yl]methyl]-1H-imidazole, the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof.
Claim 11
Dependent Claim
34 words
A method according to claim 1 wherein said compound is a compound selected from the group consisting of 1-[[2-(2,4-dichlorophenyl)-4-methyl-1,3-dithiolan-2-yl]methyl]-1H-imidazole, the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof.
Claim 12
Dependent Claim
34 words
A method according to claim 1 wherein said compound is a compound selected from the group consisting of 1-[[2-(2,4-dichlorophenyl)-4-ethyl-1,3-dithiolan-2-yl]methyl]-1H-imidazole, the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof.
Claim 13
Dependent Claim
34 words
A method according to claim 1 wherein said compound is a compound selected from the group consisting of 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dithiolan-2-yl]methyl]-1H-imidazole, the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof.
Claim 14
Dependent Claim
34 words
A method according to claim 1 wherein said compound is a compound selected from the group consisting of 2-(2,4-dichlorophenyl)-2-[1-(1H-imidazol-1-yl)ethyl]-1,3-dithiolane, the possible stereochemically isomeric forms, the acid addition salts and the metal salt complexes thereof.
References Cited (Backward Citations)
US4458079A
Cited
US4465680A
Cited
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