ES2356025T3 - 1,5-difenil-3-bencilamino-1,5-dihidropirrolidin-2-onas como moduladores del receptor cb1. - Google Patents

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Publication number

ES2356025T3

ES2356025T3 ES07871197T ES07871197T ES2356025T3 ES 2356025 T3 ES2356025 T3 ES 2356025T3 ES 07871197 T ES07871197 T ES 07871197T ES 07871197 T ES07871197 T ES 07871197T ES 2356025 T3 ES2356025 T3 ES 2356025T3

Authority

ES

Spain

Prior art keywords

phenyl

compound

yield

trifluoromethoxy

methyl

Prior art date

2006-10-23

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.)

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• 150000001875 compounds Chemical class 0.000 claims abstract description 320
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• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 27
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 24
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims abstract description 24
• 125000001424 substituent group Chemical group 0.000 claims abstract description 19
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 17
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 16
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 15
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 11
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 9
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 6
• 229910052799 carbon Inorganic materials 0.000 claims abstract description 4
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 3
• 125000001475 halogen functional group Chemical group 0.000 claims abstract 13
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• 125000006295 amino methylene group Chemical group [H]N(*)C([H])([H])* 0.000 abstract 1
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• 102000009132 CB1 Cannabinoid Receptor Human genes 0.000 description 24
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• 238000003756 stirring Methods 0.000 description 24
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• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 22
• 108010073366 CB1 Cannabinoid Receptor Proteins 0.000 description 21
• 238000000746 purification Methods 0.000 description 21
• AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 20
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• 230000002829 reductive effect Effects 0.000 description 19
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