CA2565803A1

CA2565803A1 - Benzo-urees a activite antidiabetique

Benzo-urees a activite antidiabetique Download PDF

Info

Publication number: CA2565803A1
Authority: CA; Canada
Prior art keywords: compound; alkyl; group; compounds; pharmaceutically acceptable
Prior art date: 2004-05-28
Legal status : Abandoned

Application number

CA002565803A

Other languages

English (en)

Inventor

Weiguo Liu

Harold B. Wood

Fiona Wai-Yu Lau-Phua

Current Assignee

Merck and Co Inc

Original Assignee

Individual

Priority date

2004-05-28

Filing date

2005-05-26

Publication date

2006-03-02

2005-05-26 Application filed by Individual filed Critical Individual

2006-03-02 Publication of CA2565803A1 publication Critical patent/CA2565803A1/fr

Status Abandoned legal-status Critical Current

Links

230000003178 anti-diabetic effect Effects 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims abstract description 157
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238000011282 treatment Methods 0.000 claims abstract description 38
239000000556 agonist Substances 0.000 claims abstract description 29
201000001421 hyperglycemia Diseases 0.000 claims abstract description 14
239000004031 partial agonist Substances 0.000 claims abstract description 14
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208000006575 hypertriglyceridemia Diseases 0.000 claims abstract description 12
235000020824 obesity Nutrition 0.000 claims abstract description 12
208000035150 Hypercholesterolemia Diseases 0.000 claims abstract description 10
108010016731 PPAR gamma Proteins 0.000 claims abstract description 10
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208000032928 Dyslipidaemia Diseases 0.000 claims abstract description 7
208000017170 Lipid metabolism disease Diseases 0.000 claims abstract description 7
NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 57
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
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238000000034 method Methods 0.000 claims description 23
125000003118 aryl group Chemical group 0.000 claims description 22
201000010099 disease Diseases 0.000 claims description 21
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WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 17
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PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 5
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125000003342 alkenyl group Chemical group 0.000 claims description 4
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229940096701 plain lipid modifying drug hmg coa reductase inhibitors Drugs 0.000 claims description 4
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125000001424 substituent group Chemical group 0.000 claims description 4
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208000004611 Abdominal Obesity Diseases 0.000 claims description 3
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125000004603 benzisoxazolyl group Chemical group O1N=C(C2=C1C=CC=C2)* 0.000 claims description 3
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 3
229920000080 bile acid sequestrant Polymers 0.000 claims description 3
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230000001906 cholesterol absorption Effects 0.000 claims description 3
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125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
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239000011664 nicotinic acid Substances 0.000 claims description 3
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239000000018 receptor agonist Substances 0.000 claims description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 2
MVQVNTPHUGQQHK-UHFFFAOYSA-N 3-pyridinemethanol Chemical compound OCC1=CC=CN=C1 MVQVNTPHUGQQHK-UHFFFAOYSA-N 0.000 claims description 2
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