ANTIBACTERIAL COMPOSITIONS
Compounds of formula (I) have antibacterial activity wherein: m is O or 1; Q is hydrogen or cyclopropyl; AIk is an optionally substituted, divalent C 1 -C 3 alkylene, C 2 -C 3 alkenylene or C 2 -C 3 alkynylene radical; X is —C(═O)NH— or —C(═O)O—; R 2 and R 3 are as defined in the specification.
1 . A compound of formula (I) or a salt or N-oxide thereof:
wherein:
m is 0 or 1;
Q is hydrogen or cyclopropyl;
Alk is an optionally substituted, divalent C 1 -C 3 alkylene, C 2 -C 3 alkenylene or C 2 -C 3 alkynylene radical;
X is —C(═O)NH— or —C(═O)O—;
R 2 is a group Q 1 -[Alk 1 ] q -Q 2 -, wherein
g is 0 or 1;
Alk 1 is an optionally substituted, divalent, straight chain or branched C 1 -C 6 alkylene, or C 2 -C 6 alkenylene or C 2 -C 6 alkynylene radical which may contain or terminate in an ether (—O—), thioether (—S—) or amino (—NR)— link;
Q 2 is an optionally substituted divalent monocyclic heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic heterocyclic radical having 9 or 10 ring atoms;
Q 1 is hydrogen, an optional substituent, or an optionally substituted heterocyclic radical having 3-7 ring atoms;
R is hydrogen, —CN or C 1 -C 3 alkyl;
R 3 is a group Q 4 -[Alk 2 ] p -Q 3 - other than hydrogen wherein
p is 0 or 1;
Alk 2 is optionally substituted divalent C 1 -C 6 alkylene or C 2 -C 6 alkenylene or C 2 -C s alkynylene radical;
Q 3 is an optionally substituted divalent monocyclic heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic heterocyclic radical having 9 or 10 ring atoms;
Q 4 is hydrogen, an optional substituent, or optionally substituted heterocyclic ring having 3-7 ring atoms.
2 . A compound as claimed in claim 1 wherein, in the substituent R 2 , Q 2 is an optionally substituted pyridine, pyrimidine, pyrazine, pyran-2-one or pyridine-2-one ring.
3 . A compound as claimed in claim 1 wherein, in the substituent R 3 , Q 3 is an optionally substituted pyridine ring, an optionally substituted pyrimidine ring or an optionally substituted pyrazine ring.
4 . A compound as claimed in claim 1 wherein m is 1 and Q is hydrogen.
5 . A compound as claimed in claim 1 wherein X is
—C(O)NH—.
6 . A compound as claimed in claim 1 wherein m is 1, Q is hydrogen, Alk is —CH 2 CH 2 —, and X is —C(O)NH—.
7 . A compound as claimed in claim 1 wherein, in the substituent R 2 , Q 2 is an optionally substituted pyridine-3-yl ring, an optionally substituted pyrimidine-5-yl ring, an optionally substituted pyrazine-2-yl ring, an optionally substituted pyran-2-one-4-yl ring or an optionally substituted pyridine-2-one-4-yl ring.
8 . A compound as claimed in claim 1 wherein, in the substituent R 2 , Alk 1 is present and is an optionally substituted divalent C 1 -C 3 alkylene radical
9 . A compound as claimed in claim 8 wherein, in the substituent R 2 , Q 1 is a group of formula —NR A R B , wherein R A and R B are independently hydrogen or a (C 1 -C 6 )alkyl, hydroxy(C 1 -C 6 )alkyl, or (C 1 -C 3 )alkoxy(C 1 -C 3 )alkyl group.
10 . A compound as claimed in claim 8 wherein, in the substituent R 2 , Q 1 is a group of formula —NR A R B , wherein R A and R B taken together with that nitrogen form a cyclic amino ring.
11 . A compound as claimed in claim 10 wherein the cyclic amino ring is a morpholinyl, piperidinyl, or piperazinyl ring.
12 . A compound as claimed in claim 1 wherein, in the substituent R 3 , p is 1.
13 . A compound as claimed in claim 12 wherein, in the substituent R 3 , Alk 2 is an optionally substituted divalent C 1 -C 3 alkylene radical.
14 . A compound as claimed in claim 1 wherein, in the substituent R 3 , Q 4 is hydrogen and p is 0.
15 . A compound as claimed in claim 1 wherein, in the substituent R 3 , Q 3 is an optionally substituted pyridine-2-yl ring, an optionally substituted pyrimidine-2-yl ring or an optionally substituted pyrazine-2-yl ring.
16 . A compound as claimed in claim 1 selected from the group consisting of:
1-(4,6-di-pyridin-3-yl-thiazolo[5,4-c]pyridin-2-yl)-3-ethyl-urea
1-(4,6-di(pyrazin-2-yl)thiazolo[5,4-c]pyridin-2-yl)-3-ethylurea.
17 . An antibacterial composition comprising a compound as claimed claim 1 , together with one or more pharmaceutically acceptable carriers and/or excipients.
18 . (canceled)
19 . A method of treating or preventing bacterial contamination of a substrate comprising applying to the site of such contamination or potential contamination an amount of a compound (I) as defined in claim 1 , sufficient to inhibit bacterial growth
20 . A method of treatment of a subject suffering a bacterial infection, or preventing bacterial infection in a subject, comprising administering to said subject an antibacterially effective amount of a compound as defined in claim 1 .