Asimadoline

Asimadoline is a potent kappa-opioid receptor (KOR) agonist (IC50s = 5.6 and 1.2 nM for guinea pig and human receptors, respectively). It is 501- and 498-fold selective for kappa-opioid over µ- and delta-opioid receptors, respectively. Asimadoline is spasmolytic in isolated rat duodenum (IC50 = 4.2 µM) and inhibits spontaneous contractions of isolated rat uterus (IC50 = 12.7 µM). In vivo, asimadoline reduces joint damage in a rat model of arthritis induced by complete Freund's adjuvant (CFA). Asimadoline (25 mg/kg) also reduces the abdominal withdrawal reflex in a model of visceral pain induced by colonic distension in wild-type, but not KOR-/-, mice.Formal Name: N-[(1S)-2-[(3S)-3-hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-alpha-phenyl-benzeneacetamide. CAS Number: 153205-46-0. Synonyms: EMD 61753. Molecular Formula: C27H30N2O2. Formula Weight: 414.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 103 mg/ml. SMILES: O=C(N([C@H](CN1C[C@@H](O)CC1)C2=CC=CC=C2)C)C(C3=CC=CC=C3)C4=CC=CC=C4. InChi Code: InChI=1S/C27H30N2O2/c1-28(25(21-11-5-2-6-12-21)20-29-18-17-24(30)19-29)27(31)26(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,24-26,30H,17-20H2,1H3/t24-,25+/m0/s1. InChi Key: JHLHNYVMZCADTC-LOSJGSFVSA-N.