Back to results
US 7,582,632 B2Granted
Tri(cyclo) substituted amide compounds
AssigneeProsidion Limited
InventorsMatthew Colin Thor Fyfe, Lisa Sarah Gardner, Maseo Nawano, Martin James Procter, Chrystelle Marie Rasamison, Karen Lesley Schofield, Vilasben Kanji Shah, Kosuke Yasuda
Life of this patent
Estimating the term…
Abstract
Compounds of Formula (I): or pharmaceutically acceptable salts thereof, are useful in the prophylactic and therapeutic treatment of hyperglycemia and diabetes.
Claims22
A compound of Formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- Q is an aryl, a 5- or 6-membered heteroaryl, or a 4-8-membered heterocyclic ring;
- T together with the —N═C— to which it is attached forms a heteroaryl ring, or a heterocyclic ring where the N═C bond is the only site of unsaturation;
- R1 and R2 each independently are hydrogen, hydroxy, halogen, cyano, nitro, vinyl, ethynyl, methoxy, OCFnH3-n, —N(C0-4alkyl)(C0-4alkyl)-, CHO, or C1-2alkyl optionally substituted with 1-5 independent halogen, hydroxy, cyano, methoxy, —N(C0-2alkyl)(C0-2alkyl), SOCH3, or SO2CH3 substituents;
- or R1 and R2 together form a carbocyclic or heterocyclic ring;
- or R1 and R2 may be taken together to represent an oxygen atom attached to the ring via a double bond;
- R1 and R4 each independently are hydrogen, halogen, OCFnH3-n, methoxy, CO2R77, cyano, nitro, CHO, CONR99R100, CON(OCH3)CH3, or C1-2alkyl, heteroaryl, or C3-7cycloalkyl optionally substituted with 1-5 independent halogen, hydroxy, cyano, methoxy, —NHCO2CH3, or —N(C0-2alkyl)(C0-2alkyl) substituents;
- or R3 and R4 together form a 5-8-membered aromatic, heteroaromatic, carbocyclic, or heterocyclic ring;
- R5 is SO2C3-4cycloalkyl;
- R6 is hydrogen, hydroxy, halogen, cyano, nitro, CO2R7, CHO, COR8, C(OH)R7R8, C(═NOR7)R8, CONR9R10, SR7, SOR8, SO2R8, SO2NR9R10, CH2NR9R10, NR9R10, N(C0-4alkyl)SO2R8, NHCOR7, or C1-4alkyl group, C2-4alkenyl group, C2-4alkynyl group, C1-4alkoxy group, aryl group, or heteroaryl group, wherein any group optionally is substituted with 1-6 independent halogen, cyano, nitro, hydroxy, C1-2alkoxy, —N(C0-2alkyl)(C0-2alkyl), C1-2alkyl, CFnH3-n, aryl, heteroaryl, —COC1-2alkyl, —CON(C0-2alkyl)(C0-2alkyl), SCH3, SOCH3, SO2CH3, or —SO2N(C0-2alkyl)(C0-2alkyl) substituents;
- R7 and R77 each independently are hydrogen, or C1-4alkyl group, C2-4alkenyl group, C2-4alkynyl group, C3-7cycloalkyl group, aryl group, heteroaryl group, or 4-7-membered heterocyclic group, wherein any group optionally is substituted with 1-6 independent halogen, cyano, nitro, hydroxy, C1-2alkoxy, —N(C0-2alkyl)(C0-2alkyl), C1-2alkyl, C3-7cycloalkyl, 4-7-membered heterocyclic ring, CFnH3-n, aryl, heteroaryl, CO2H, —COC1-2alkyl, —CON(C0-2alkyl)(C0-2alkyl), SOCH3, SO2CH3, or —SO2N(C0-2alkyl-)(C0-2alkyl) substituents;
- R8 is C1-4alkyl group, C2-4alkenyl group, C2-4alkynyl group, C3-7cycloalkyl group, aryl group, heteroaryl group, or 4-7-membered heterocyclic group, wherein any group optionally is substituted with 1-6 independent halogen, cyano, nitro, hydroxy, C1-2alkoxy, —N(C0-2alkyl)(C0-2alkyl), C1-2alkyl, C3-7cycloalkyl, 4-7-membered heterocyclic ring, CFnH3-n, aryl, heteroaryl, CO2H, COC1-2alkyl, —CON(C0-2alkyl)(C0-2alkyl), SOCH3, SO2CH3, or —SO2N(C0-2alkyl)(C0-2alkyl) substituents;
- R9, R10, R99, and R100 each independently are hydrogen, or C1-4alkyl group, C3-7cycloalkyl group, aryl group, heteroaryl group, or 4-7-membered heterocyclic group, wherein any group optionally is substituted with 1-6 independent halogen, cyano, nitro, hydroxy, C1-2alkoxy, —N(C0-2alkyl)(C0-2alkyl), C1-2alkyl, C3-7cycloalkyl, 4-7-membered heterocyclic ring, CFnH3-n, aryl, heteroaryl, COC1-2alkyl, —CON(C0-2alkyl)(C0-2alkyl)-, SOCH3, SO2CH3, or —SO2N(C0-2alkyl)(C0-2alkyl) substituents;
- or R9 and R10 or R99 and R100 together form a 6-8-membered heterobicyclic ring system or a 4-8-membered heterocyclic ring which optionally is substituted with 1-2 independent C1-2alkyl, CH2OCH3, COC0-2alkyl, hydroxy, or SO2CH3 substituents;
- n is 1, 2 or 3;
- m is 0 or 1;
- and
- the dotted line together with the solid line forms an optional double bond, and A indicates that the double bond has the (L)-configuration;
- provided that when Q is 4-tetrahydropyranyl and the dotted line together with the solid line forms a single bond, then T together with the —N═C— to which it is attached is not 2-pyrazinyl or 2-thiazolyl wherein R3 and R4 are each independently hydrogen or fluoro.
16 more elements
Dependencies are inferred from the claim text.