☆ 4.7 Article

A new synthesis of the ORL-1 antagonist 1-1(3R,4R)-1-cyclooctrlmethyl-3-hydroxymethyl-4-piperidinyl]3-ethyl-1,3-dihydro-2H-benzimidazol-2-one (J-113397) and activity in a calcium mobilization assay

BIOORGANIC & MEDICINAL CHEMISTRY (2008)

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BIOORGANIC & MEDICINAL CHEMISTRY

卷 16, 期 2, 页码 822-829

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PERGAMON-ELSEVIER SCIENCE LTD

DOI: 10.1016/j.bmc.2007.10.023

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Biochemistry & Molecular Biology Chemistry, Medicinal Chemistry, Organic

资金

NIDA NIH HHS [R37 DA005477-18, DA09045, R37 DA005477, R37 DA005477-18S1, R37 DA005477-16, R01 DA009045, R01 DA009045-13, DA05477, R01 DA005477, R37 DA005477-17] Funding Source: Medline

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A new chiral synthesis of the ORL-1 antagonist 1-[(3R,4R)-1-cyclooctylmethyl-3-hydroxymethyl-4-piperidinyl]-3-ethyl-1,3-dihydro-2H-benziinidazol-2-one (2, J-113397) was developed. J-113397 has a K-e = 0.85 nM in an ORL-1 calcium mobilization assay and is 89-, 887-, and 227-fold selective for the ORL-1 receptor relative to the p, 6, and K opioid receptors. (c) 2007 Elsevier Ltd. All rights reserved.

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