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US 2003/0158202 A1Published application
New compounds
AssigneeBiovitrum AB
InventorsPatrizia Caldirola, Gary Johansson, Andrew Mott, Katarina Beierlien, Markus Thor, Lars Tedenborg, Ulf Bremberg, Annika Jenmalm Jensen
Life of this patent
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Abstract
The present invention relates to substituted sulfonamide compounds of the general formula (I), wherein P is sulfonamide or amide-substituted sulfonic acid, which compounds are potentially useful for the prophylaxis and treatment of medical conditions relating to obesity, type II diabetes and/or disorders of the central nervous system. 1
Claims20
A compound of the formula I
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- or a pharmaceutically acceptable salt thereof, wherein:
- ring B is
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- in which D is a five-membered heterocyclic or heteroaryl ring, said ring comprising one or two atoms selected from the group consisting of nitrogen, sulfur and oxygen, with the proviso that when D contains an oxygen atom, D is heteroaryl;
- W is N or —(CH)—, provided that not more than three groups W are N in both rings A and B together;
- P is
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- P and R3 are bound to the same ring and are disposed in meta- or para-positions relative to each other;
- R1 is
- (a) C1-6 alkyl,
- (b) C1-6 alkoxyalkyl,
- (c) straight or branched C1-6 hydroxyalkyl,
- (d) straight or branched C1-6 alkylhalides;
- or
- (e) a group Ar;
- Ar is
- (a) phenyl,
- (b) 1-naphthyl,
- (c) 2-naphthyl,
- (d) benzyl,
- (e) cinnamoyl,
- (f) a 5 to 7-membered, optionally aromatic, partially saturated or completely saturated, heterocyclic ring containing 1 to 4 heteroatoms, selected from oxygen, nitrogen and sulfur, or
- (g) a bicyclic ring system comprising at least one heterocyclic ring according to (f).
- wherein the group Ar is substituted in one or more positions with
- (a) H, X or Y, or
- (b) a 5 to 7-membered, optionally aromatic, partially saturated or completely saturated, heterocyclic ring each containing 1 to 4 heteroatoms selected from oxygen, nitrogen or sulfur;
- R2 is
- (a) H,
- (b) C1-6 alkyl,
- (c) C1-6 alkoxy,
- (d) straight or branched Cl6 hydroxyalkyl, or
- (e) straight or branched C1-6 alkylhalides;
- or R1 and R2 are linked to form a group (CH2)4O;
- One of R3 is a group
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- X and Y are independently
- (a) H,
- (b) halogen,
- (c) C1-6 alkyl,
- (d) —CF3,
- (e) hydroxy,
- (f) C1-6 alkoxy,
- (g) C1-4 alkenyl;
- (h) phenyl;
- (i) phenoxy,
- (j) benzyloxy,
- (k) benzoyl,
- (l) —OCF3,
- (m) —CN,
- (n) straight or branched C1-6 hydroxyalkyl,
- (o) straight or branched C1-6 alkylhalides,
- (p) —NH2,
- (q) —NHR4,
- (r) —NR4R5,
- (s) —NO2,
- (t) —CONR4R5,
- (u) —NHSO2R4,
- (v) —NR4COR5,
- (x) —SO2NR4R5,
- (z) —C(═O)R4,
- (aa) —CO2R4, or
- (ab) —S(O)nR4;
- wherein n is 0, 1, 2 or 3;
- (ac) —S—(C1-6)alkyl
- (ad) —SCF3
- R4 and R5 are independently
- (a) H,
- (b) C1-6 alkyl,
- (c) C3-7 cycloalkyl, or
- (d) Ar, as defined above for R1;
- alternatively, R4 and R5 are linked to form a group (CH2)2O, (CH2)4O or (CH2)3-5;
- and
- R6 is
- (a) H, or
- (b) straight of branched C1-6 alkyl.
73 more elements
Dependencies are inferred from the claim text.