| US 7,504,398 B2 | ||
| Substituted-4-(pyrrolo pyrimidin-6-yl)benzenesulphonamide derivatives | ||
| Bernat Vidal Juan, Barcelona (Spain); and Cristina Esteve Trias, Barcelona (Spain) | ||
| Assigned to Laboratorios Almirall S.A., Barcelona (Spain) | ||
| Appl. No. 10/509,280 PCT Filed Apr. 01, 2003, PCT No. PCT/EP03/03378 § 371(c)(1), (2), (4) Date May 05, 2005, PCT Pub. No. WO03/082873, PCT Pub. Date Oct. 09, 2003. |
||
| Claims priority of application No. 200200752 (ES), filed on Apr. 01, 2002. | ||
| Prior Publication US 2005/0261248 A1, Nov. 24, 2005 | ||
| Int. Cl. C07D 487/04 (2006.01); A61K 31/519 (2006.01); A61K 31/661 (2006.01); C07F 9/38 (2006.01); C07F 9/40 (2006.01); A61P 35/04 (2006.01); A61P 25/16 (2006.01); A61P 25/28 (2006.01); A61P 11/06 (2006.01) | ||
| U.S. Cl. 514—252.16 [514/265.1; 514/81; 544/280; 544/244] | 14 Claims |
1. A compound of formula (I)
 wherein
R1 and R2 each independently represents:
a) a hydrogen atom;
b) a hydrocarbon chain chosen from an alkyl, alkenyl and alkynyl groups, wherein said hydrocarbon chain is optionally substituted
by one or more substituents chosen from halogen, hydroxy, alkoxy, alkylthio, amino, monoalkylamino, dialkylamino, cyano, oxo,
hydroxycarbonyl, alkoxycarbonyl, acylamino, carbamoyl, alkylcarbamoyl, dihydroxyphosphoryloxy and dialkoxyphosphoryloxy groups;
or
c) a group of formula
—(CH2)n—R6
n is an integer from 0 to 4 and
R6 represents a 3- to 7-membered aromatic or non-aromatic cyclic group containing from 0 to 4 heteroatoms chosen from N, O and
S, wherein said 3- to 7-membered aromatic or non-aromatic cyclic group is optionally bridged and/or fused to another 3- to
7-membered aromatic or non-aromatic cyclic group containing from 0 to 4 heteroatoms chosen from N, O and S; and
wherein each of the cyclic groups in the moiety R6 being is independently optionally substituted by one or more R7 substituents;
R7 represents a group chosen from halogen, alkyl, alkenyl, alkynyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heteroarylalkyl,
heterocyclyl, hydroxy, alkylenedioxy, alkoxy, alkylthio, amino, monoalkylamino, dialkylamino, nitro, cyano, oxo, hydroxycarbonyl,
alkoxycarbonyl, acylamino, carbamoyl, alkylcarbamoyl, dihydroxyphosphoryloxy and dialkoxyphosphoryloxy groups;
wherein each of the hydrocarbon chains and each of the cyclic moieties in R7 is independently optionally substituted by one or more further R8 substituents,
R8 represents a group chosen from halogen, hydroxy, oxo, cyano, alkyl, difluoromethyl, trifluoromethyl, alkoxy, alkylenedioxy,
alkylthio acylamino, carbamoyl, alkylcarbamoyl, dihydroxyphosphoryloxy, dialkoxyphosphoryloxy, hydroxyalkoxy, phenyl, alkoxycarbonyl,
amino, monoalkylamino, dialkylamino and hydroxycarbonyl groups;
R3 represents a hydrogen or halogen atom, or a nitro, alkoxycarbonyl or alkyl group; wherein the alkyl group is optionally substituted
by one or more substituents chosen from hydroxy, alkoxy, alkylthio, amino, monoalkylamino, dialkylamino, hydroxycarbonyl,
alkoxycarbonyl, acylamino, carbamoyl sand alkylcarbamoyl groups;
R4 and R5 are the same or different, each independently representing:
a) hydrogen;
b) a group of formula —(CH2)n—R6;
c) or a hydrocarbon chain chosen from alkyl, alkenyl and alkynyl, wherein said hydrocarbon chain is optionally substituted
by one or more substituents chosen from —(CH2)n—R6, —O—(CH2)n—R6, —S—(CH2)n—R6, —NH—(CH2)n—R6, hydroxy, oxo, halogen, alkoxy, alkylthio, amino, monoalkylamino, and dialkylamino groups; wherein each of the alkyl chains
in the alkoxy, alkylthio, monoalkylamino or dialkylamino substituents is independently optionally substituted by one or more
further substituents chosen from —(CH2)n—R6, hydroxy, oxo, halogen, alkoxy, alkylthio, amino, monoalkylamino and dialkylamino groups; wherein each n is independently
an integer from 0 to 4 and each R6 is independently chosen from each other; or
d) alternatively, R4 and R5, together with the nitrogen atom to which they are attached, form a 3- to 7-membered aromatic or non-aromatic cyclic group
containing from 1 to 4 heteroatoms chosen from N, O and S, wherein said 3- to 7-membered aromatic or non-aromatic cyclic group
is optionally bridged and/or fused to another 3- to 7-membered aromatic or non-aromatic cyclic group containing from 0 to
4 heteroatoms chosen from N, O and S;
wherein each of the cyclic groups is independently optionally substituted by one or more substituents chosen from —(CH2)nR6 and R7; wherein each of the hydrocarbon chains and each of the cyclic moieties of the R7 substituents is independently optionally substituted by one or more further substituents chosen from—(CH2)n—R6 and R8; wherein each of the alkyl chains in the R8 substituents is independently optionally substituted by one or more further substitutents chosen from —(CH2)n—R6, hydroxy, halogen, alkoxy, alkylthio, amino, monoalkylamino and dialkylamino groups; wherein each of the R6 substituents is independently chosen from each other;
or an N-oxide or a pharmaceutically acceptable salt thereof.
|