beta-Funaltrexamine (hydrochloride)

beta-Funaltrexamine is an irreversible µ- and kappa1-opioid receptor antagonist (Kis = 0.3 and 0.2 nM, respectively). It is selective for µ- and kappa1-opioid receptors over the delta-opioid receptor (Ki = 12.8 nM). beta-Funaltrexamine also reversibly inhibits electricity-induced twitches of isolated guinea pig ileal longitudinal muscle strips (IC50 = 48 nM), indicating opioid agonist activity. In vivo, beta-funaltrexamine (0.3 µg/animal, i.c.v.) inhibits conditioned place preference induced by the µ-opioid receptor agonist endomorphin 1 (Cay-23280) in mice. It prevents decreases in urine output induced by the opioid agonists fentanyl, D-propoxyphene, buprenorphine, profadol, or bromadoline in water-loaded rats when administered at a dose of 40 mg/kg. beta-Funaltrexamine also reduces hemokinin 1-induced increases in the latency to withdrawal in the tail-flick test in mice.Formal Name: 4-[[(5alpha,6beta)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]amino]-4-oxo-2-butenoic acid, methyl ester, monohydrochloride. CAS Number: 72786-10-8. Synonyms: beta-FNA, Naltrexone fumarate methyl ester. Molecular Formula: C25H30N2O6 . HCl. Formula Weight: 491.0. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMSO: Sparingly Soluble: 1-10 mg/ml. SMILES: O[C@]12[C@@]34C5=C(C[C@@]2([H])N(CC4)CC6CC6)C=CC(O)=C5O[C@@]3([H])[C@@H](CC1)NC(/C=C/C(OC)=O)=O.Cl. InChi Code: InChI=1S/C25H30N2O6.ClH/c1-32-20(30)7-6-19(29)26-16-8-9-25(31)18-12-15-4-5-17(28)22-21(15)24(25,23(16)33-22)10-11-27(18)13-14-2-3-14,/h4-7,14,16,18,23,28,31H,2-3,8-13H2,1H3,(H,26,29),1H/b7-6+,/t16-,18-,23+,24+,25-,/m1./s1. InChi Key: BIPHUOBUKMPSQR-NQGXHZAGSA-N.