CA2527934A1

CA2527934A1 - Tetrazol benzofurancarboxamides with p13k activity as therapeutic agents

Tetrazol benzofurancarboxamides with p13k activity as therapeutic agents Download PDF

Info

Publication number: CA2527934A1
Authority: CA; Canada
Prior art keywords: benzofuran; methoxy; carboxylic acid; tetrazol; amide
Prior art date: 2003-06-05
Legal status : Abandoned

Application number

CA002527934A

Other languages

English (en)

French (fr)

Inventor

Rocco Dean Gogliotti

Helen Tsenwhei Lee

Karen Elaine Sexton

Melean Visnick

Current Assignee

Warner Lambert Co LLC

Original Assignee

Individual

Priority date

2003-06-05

Filing date

2004-05-24

Publication date

2004-12-16

2004-05-24 Application filed by Individual filed Critical Individual

2004-12-16 Publication of CA2527934A1 publication Critical patent/CA2527934A1/en

Status Abandoned legal-status Critical Current

Links

-1 Tetrazol benzofurancarboxamides Chemical class 0.000 title description 64
230000000694 effects Effects 0.000 title description 11
239000003814 drug Substances 0.000 title description 6
229940124597 therapeutic agent Drugs 0.000 title description 3
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208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 45
150000003839 salts Chemical class 0.000 claims abstract description 32
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208000027866 inflammatory disease Diseases 0.000 claims abstract description 7
208000024172 Cardiovascular disease Diseases 0.000 claims abstract description 5
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230000001404 mediated effect Effects 0.000 claims description 23
125000000592 heterocycloalkyl group Chemical group 0.000 claims description 19
238000000034 method Methods 0.000 claims description 19
ULRPISSMEBPJLN-UHFFFAOYSA-N 2h-tetrazol-5-amine Chemical compound NC1=NN=NN1 ULRPISSMEBPJLN-UHFFFAOYSA-N 0.000 claims description 11
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
125000003342 alkenyl group Chemical group 0.000 claims description 8
239000003937 drug carrier Substances 0.000 claims description 8
206010028980 Neoplasm Diseases 0.000 claims description 7
239000003146 anticoagulant agent Substances 0.000 claims description 7
PXRZSMGDFZECNZ-UHFFFAOYSA-N 3-(3,5-dimethylcyclohexyl)oxy-5-methoxy-n-(2h-tetrazol-5-yl)-1-benzofuran-2-carboxamide Chemical compound C1C(C)CC(C)CC1OC=1C2=CC(OC)=CC=C2OC=1C(=O)NC1=NN=NN1 PXRZSMGDFZECNZ-UHFFFAOYSA-N 0.000 claims description 6
HWOTVTQCPQQSLS-UHFFFAOYSA-N 5-methoxy-3-(2-methylcyclohexyl)oxy-n-(2h-tetrazol-5-yl)-1-benzofuran-2-carboxamide Chemical compound C1CCCC(C)C1OC=1C2=CC(OC)=CC=C2OC=1C(=O)NC1=NN=NN1 HWOTVTQCPQQSLS-UHFFFAOYSA-N 0.000 claims description 6
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125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
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BVCRERJDOOBZOH-UHFFFAOYSA-N bicyclo[2.2.1]heptanyl Chemical group C1C[C+]2CC[C-]1C2 BVCRERJDOOBZOH-UHFFFAOYSA-N 0.000 claims description 5
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IQEKYGVGOXPUPF-UHFFFAOYSA-N 3-(1-cyclohexylpropoxy)-5-methoxy-n-(2h-tetrazol-5-yl)-1-benzofuran-2-carboxamide Chemical compound C1CCCCC1C(CC)OC(C1=CC(OC)=CC=C1O1)=C1C(=O)NC1=NN=NN1 IQEKYGVGOXPUPF-UHFFFAOYSA-N 0.000 claims description 3
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JYUFFIRWYYUWSD-UHFFFAOYSA-N 3-(2,4-dimethylcyclopentyl)oxy-5-methoxy-n-(2h-tetrazol-5-yl)-1-benzofuran-2-carboxamide Chemical compound C1C(C)CC(C)C1OC=1C2=CC(OC)=CC=C2OC=1C(=O)NC1=NN=NN1 JYUFFIRWYYUWSD-UHFFFAOYSA-N 0.000 claims description 3
NBUCDPHPYWNPSI-UHFFFAOYSA-N 3-(cyclobutylmethoxy)-5-methoxy-n-(2h-tetrazol-5-yl)-1-benzofuran-2-carboxamide Chemical compound C1CCC1COC=1C2=CC(OC)=CC=C2OC=1C(=O)NC1=NN=NN1 NBUCDPHPYWNPSI-UHFFFAOYSA-N 0.000 claims description 3
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