Aryl sulfonamides and sulfamide derivatives and uses thereof
AssigneeSynaptic Pharmaceutical Corporation
InventorsImadul Islam, Daljit S. Dhanoa, John M. Finn, Ping Du, Charles Gluchowski, Yoon T. Jeon
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Abstract
This invention is directed to novel aryl sulfonamide and sulfamide compounds which bind selectively to and inhibit the activity of the human Y5 receptor. This invention is also related to uses of these compounds for the treatment of feeding disorders such as obesity, anorexia nervosa, bulimia nervosa, and abnormal conditions such as sexual/reproductive disorders, depression, epileptic seizure, hypertension, cerebral hemorrhage, congestive heart failure or sleep disturbances and for the treatment of any disease in which antagonism of a Y5 receptor may be useful.
Claims11
A compound having the structure:
- wherein Ar is
- wherein p is an integer from 0 to 2;
- wherein X is a single bond;
- wherein each R2 is independently H;
- F;
- Cl;
- Br;
- I;
- NO2;
- OH;
- C1-C4 alkyl;
- C2-C4 alkenyl;
- C1-C4 alkoxy;
- C1-C4 hydroxyalkyl;
- C1-C4 methoxyalkyl;
- C1-C4 monohaloalkyl;
- C1-C4 polyhaloalkyl;
- N(R5)2;
- NHCOR5;
- N(COR5)2;
- NHCO2R5;
- NHCONHR5;
- NHSO2R5;
- N(SO2R5)2;
- CO2R5;
- CON(R5)2;
- SO2N(R5)2;
- phenoxy;
- phenyl;
- or naphthyl;
- and wherein the phenoxy, phenyl, or naphthyl is substituted with H, F, Cl, Br, I, CF3, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio, or NO2;
- wherein each R3 is independently H;
- F;
- Cl;
- Br;
- I;
- NO2;
- OH;
- C1-C4 alkyl;
- C2-C4 alkenyl;
- C1-C4 aIkoxy;
- C1-C4 hydroxyalkyl;
- C1-C4 methoxyalkyl;
- C1-C4 monohaloalkyl;
- C1-C4 polyhaloalkyl;
- N(R5)2;
- NHCOR5;
- N(COR5)2;
- NHCO2R5;
- NHCONHR5;
- NHSO2R5;
- N(SO2R5)2;
- CO2R5;
- CON(R5)2;
- or SO2N(R5)2;
- or R2 and R3 present on adjacent carbon atoms can constitute C5-C7 cycloalkyl;
- wherein each R4 is independently H;
- F;
- Cl;
- Br;
- I;
- NO2;
- OH;
- C1-C4 alkyl;
- C1-C4 alkoxy;
- C1-C4 hydroxyalkyl;
- C1-C4 methoxyalkyl;
- C1-C4 monohaloalkyl;
- C1-C4 polyhaloalkyl;
- N(R5)2;
- NHCOR5;
- N (COR5)2;
- NHCO2R5;
- NHCONHR5;
- NHSO2R5;
- N(SO2R5)2;
- CO2R5;
- CON(R5)2;
- or SO2N(R5)2;
- wherein each R5 is independently H;
- C1-C3 alkyl;
- C1-C3 monohaloalkyl;
- or C1-C3 polyhaloalkyl;
- wherein L′ is —NR1—L—;
- wherein L is
- wherein R1 is H;
- or C1-C3 straight chained alkyl;
- wherein one dashed line is a double bond and the other dashed line is a single bond;
- wherein each R6 is independently H;
- CN;
- OR5;
- C1-C5 alkyl;
- CH2OR5;
- CON(R5)2;
- CO2R5;
- phenyl;
- or naphthyl;
- wherein the phenyl, or naphthyl is substituted with H, F, Cl, Br, I, CF3, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio, or NO2;
- wherein i is an integer from 1 to 4;
- wherein n is an integer from 0 to 3;
- wherein m is an integer from 0 to 3;
- wherein K is —CH2—NR10—CHR7—(CH2)1—;
- wherein j is an integer from 0 to 3;
- wherein R7 is H;
- C1-C6 alkyl;
- CH2OR5;
- (CH2)pNHCO2R5;
- (CH2)pNHSO2R5;
- CH2N(R11)2;
- phenyl;
- or naphthyl;
- wherein W is
- wherein R8 is independently H;
- F;
- Cl;
- Br;
- I;
- NO2;
- OH;
- ═O;
- C1-C4 alkyl;
- C1-C4 alkoxy;
- C1-C4 hydroxyalkyl;
- C1-C4 methoxyalkyl;
- C1-C4 monohaloalkyl;
- C1-C4 polyhaloalkyl;
- N(R5)2;
- NHCOR5;
- N(COR5)2;
- NHCO2R5;
- NHCONHR5;
- NHSO2R5;
- N(SO2R5)2;
- CO2R5;
- CON(R5)2;
- or SO2N(R5)2;
- wherein R10 is H;
- or C1-C6 alkyl;
- wherein R11 is H;
- COR5;
- COR5;
- SO2R5;
- or SO2R12;
- and
- wherein R12 is phenoxy;
- phenyl, or naphthyl;
- wherein the phenoxy, phenyl, or naphthyl is substituted with H, F, Cl, Br, I, CF3, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio, NO2, or phenyl;
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.