NZ537304A - Ring-substituted diphenyl azetidinones, method for the production thereof, medicaments containing said compounds, and use thereof - Google Patents

Info

Publication number

NZ537304A

NZ537304A NZ537304A NZ53730403A NZ537304A NZ 537304 A NZ537304 A NZ 537304A NZ 537304 A NZ537304 A NZ 537304A NZ 53730403 A NZ53730403 A NZ 53730403A NZ 537304 A NZ537304 A NZ 537304A

Authority

NZ

New Zealand

Prior art keywords

alkyl

crc6

phenyl

cooh

radical

Prior art date

2002-06-19

Links

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• 150000001875 compounds Chemical class 0.000 title claims abstract description 141
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• 238000000034 method Methods 0.000 title claims description 9
• 238000004519 manufacturing process Methods 0.000 title claims description 5
• VDOXIAUNJCHYRC-UHFFFAOYSA-N 1,3-diphenylazetidin-2-one Chemical class O=C1C(C=2C=CC=CC=2)CN1C1=CC=CC=C1 VDOXIAUNJCHYRC-UHFFFAOYSA-N 0.000 title description 5
• 229910052731 fluorine Inorganic materials 0.000 claims abstract description 57
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 56
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 39
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 35
• 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 26
• 229910052794 bromium Inorganic materials 0.000 claims abstract description 23
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 23
• 229910052740 iodine Inorganic materials 0.000 claims abstract description 22
• 125000000896 monocarboxylic acid group Chemical group 0.000 claims abstract description 22
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims abstract description 21
• 125000003118 aryl group Chemical group 0.000 claims abstract description 13
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract description 11
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 11
• CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract description 11
• 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims abstract description 11
• 239000011737 fluorine Substances 0.000 claims abstract description 11
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract description 9
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• 230000037356 lipid metabolism Effects 0.000 claims abstract description 5
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• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 18
• 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims abstract 3
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• -1 COO(CrC6)-alkyl Chemical group 0.000 claims description 65
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
• 150000002337 glycosamines Chemical class 0.000 claims description 5
• 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 description 4
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• DNDCVAGJPBKION-DOPDSADYSA-N bombesin Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(N)=O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC=1NC2=CC=CC=C2C=1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H]1NC(=O)CC1)C(C)C)C1=CN=CN1 DNDCVAGJPBKION-DOPDSADYSA-N 0.000 claims description 2
• OZVBMTJYIDMWIL-AYFBDAFISA-N bromocriptine Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@]2(C(=O)N3[C@H](C(N4CCC[C@H]4[C@]3(O)O2)=O)CC(C)C)C(C)C)C2)=C3C2=C(Br)NC3=C1 OZVBMTJYIDMWIL-AYFBDAFISA-N 0.000 claims description 2
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