JP2005507932A5 - - Google Patents

Info

Publication number

JP2005507932A5

JP2005507932A5 JP2003539676A JP2003539676A JP2005507932A5 JP 2005507932 A5 JP2005507932 A5 JP 2005507932A5 JP 2003539676 A JP2003539676 A JP 2003539676A JP 2003539676 A JP2003539676 A JP 2003539676A JP 2005507932 A5 JP2005507932 A5 JP 2005507932A5

Authority

JP

Japan

Prior art keywords

alkyl

group

represents hydrogen

pharmaceutically acceptable

formula

Prior art date

2002-10-15

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Withdrawn

Links

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• 229910052739 hydrogen Inorganic materials 0.000 claims 65
• 239000001257 hydrogen Substances 0.000 claims 65
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 64
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 63
• 150000002148 esters Chemical class 0.000 claims 39
• 150000003839 salts Chemical class 0.000 claims 39
• 150000001875 compounds Chemical class 0.000 claims 32
• 239000008194 pharmaceutical composition Substances 0.000 claims 25
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 23
• 125000001424 substituent group Chemical group 0.000 claims 21
• 239000003937 drug carrier Substances 0.000 claims 20
• 229910052736 halogen Inorganic materials 0.000 claims 16
• 150000002367 halogens Chemical group 0.000 claims 16
• 229940079593 drug Drugs 0.000 claims 15
• 239000003814 drug Substances 0.000 claims 15
• 125000000623 heterocyclic group Chemical group 0.000 claims 14
• 125000000041 C6-C10 aryl group Chemical group 0.000 claims 12
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 12
• 125000004104 aryloxy group Chemical group 0.000 claims 11
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 11
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
• 229910052717 sulfur Inorganic materials 0.000 claims 11
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 10
• 125000000217 alkyl group Chemical group 0.000 claims 10
• 239000003472 antidiabetic agent Substances 0.000 claims 10
• 125000004093 cyano group Chemical group *C#N 0.000 claims 10
• 229940126904 hypoglycaemic agent Drugs 0.000 claims 10
• 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 10
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 10
• 229910052760 oxygen Inorganic materials 0.000 claims 10
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 9
• 125000004432 carbon atom Chemical group C* 0.000 claims 8
• 125000005842 heteroatom Chemical group 0.000 claims 8
• 229910052757 nitrogen Inorganic materials 0.000 claims 8
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
• 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 6
• 125000003545 alkoxy group Chemical group 0.000 claims 6
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 6
• HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 claims 5
• ZILVNHNSYBNLSZ-UHFFFAOYSA-N 2-(diaminomethylideneamino)guanidine Chemical compound NC(N)=NNC(N)=N ZILVNHNSYBNLSZ-UHFFFAOYSA-N 0.000 claims 5
• ILPUOPPYSQEBNJ-UHFFFAOYSA-N 2-methyl-2-phenoxypropanoic acid Chemical class OC(=O)C(C)(C)OC1=CC=CC=C1 ILPUOPPYSQEBNJ-UHFFFAOYSA-N 0.000 claims 5
• 229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims 5
• 206010020772 Hypertension Diseases 0.000 claims 5
• 102000004877 Insulin Human genes 0.000 claims 5
• 108090001061 Insulin Proteins 0.000 claims 5
• 229940122199 Insulin secretagogue Drugs 0.000 claims 5
• 229940100389 Sulfonylurea Drugs 0.000 claims 5
• 238000010521 absorption reaction Methods 0.000 claims 5
• 239000000048 adrenergic agonist Substances 0.000 claims 5
• 229940126157 adrenergic receptor agonist Drugs 0.000 claims 5
• 239000003613 bile acid Substances 0.000 claims 5
• 239000011230 binding agent Substances 0.000 claims 5
• 239000003795 chemical substances by application Substances 0.000 claims 5
• 229940125753 fibrate Drugs 0.000 claims 5
• 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 claims 5
• 229940125396 insulin Drugs 0.000 claims 5
• 230000008991 intestinal motility Effects 0.000 claims 5
• 230000004130 lipolysis Effects 0.000 claims 5
• 239000000203 mixture Substances 0.000 claims 5
• 230000036186 satiety Effects 0.000 claims 5
• 235000019627 satiety Nutrition 0.000 claims 5
• YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims 5
• 230000035924 thermogenesis Effects 0.000 claims 5
• 239000003316 glycosidase inhibitor Substances 0.000 claims 4
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
• 125000003118 aryl group Chemical group 0.000 claims 2
• 125000004429 atom Chemical group 0.000 claims 2
• 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
• 125000002837 carbocyclic group Chemical group 0.000 claims 2
• 229910052799 carbon Inorganic materials 0.000 claims 2
• 229940077274 Alpha glucosidase inhibitor Drugs 0.000 claims 1
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
• -1 benzyloxycarbonylamino Chemical group 0.000 claims 1
• 150000002431 hydrogen Chemical class 0.000 claims 1
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
• 229910052708 sodium Inorganic materials 0.000 claims 1
• 239000011734 sodium Substances 0.000 claims 1
• 0 C*C(CCC*1)C1C1CC1 Chemical compound C*C(CCC*1)C1C1CC1 0.000 description 4