CA2452541A1

CA2452541A1 - (pyridinyl and pyrimidyl) trienoic acid derivatives as retinoid x receptor modulators

(pyridinyl and pyrimidyl) trienoic acid derivatives as retinoid x receptor modulators Download PDF

Info

Publication number: CA2452541A1
Authority: CA; Canada
Prior art keywords: optionally substituted; alkyl; independently; pyridin; diisopropyl
Prior art date: 2001-07-20
Legal status : Abandoned

Application number

CA002452541A

Other languages

English (en)

French (fr)

Inventor

Timothy Alan Grese

Kevin M. Gardinier

Marcus F. Boehm

Current Assignee

Ligand Pharmaceuticals Inc

Eli Lilly and Co

Original Assignee

Individual

Priority date

2001-07-20

Filing date

2002-07-18

Publication date

2003-01-30

2002-07-18 Application filed by Individual filed Critical Individual

2003-01-30 Publication of CA2452541A1 publication Critical patent/CA2452541A1/en

Status Abandoned legal-status Critical Current

Links

102000034527 Retinoid X Receptors Human genes 0.000 title claims abstract description 141
108010038912 Retinoid X Receptors Proteins 0.000 title claims abstract description 141
239000002253 acid Substances 0.000 title claims description 90
125000004076 pyridyl group Chemical group 0.000 title description 3
125000000714 pyrimidinyl group Chemical group 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims abstract description 222
238000000034 method Methods 0.000 claims abstract description 95
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239000008194 pharmaceutical composition Substances 0.000 claims abstract description 23
125000003118 aryl group Chemical group 0.000 claims description 64
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 60
150000003839 salts Chemical class 0.000 claims description 58
239000000833 heterodimer Substances 0.000 claims description 54
125000003710 aryl alkyl group Chemical group 0.000 claims description 47
-1 aliphatic halide Chemical class 0.000 claims description 40
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150000004677 hydrates Chemical class 0.000 claims description 35
229910052757 nitrogen Inorganic materials 0.000 claims description 33
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NKLCNNUWBJBICK-UHFFFAOYSA-N dess–martin periodinane Chemical compound C1=CC=C2I(OC(=O)C)(OC(C)=O)(OC(C)=O)OC(=O)C2=C1 NKLCNNUWBJBICK-UHFFFAOYSA-N 0.000 claims description 21
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QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 14
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238000003818 flash chromatography Methods 0.000 description 27
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 26
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