(±)-Epibatidine (hydrochloride)

(±)-Epibatidine is an alkaloid that has been found in Ecuadoran poison frog (E. tricolor) skin extracts and an agonist of alpha4beta2 subunit-containing nicotinic acetylcholine receptors (nAChRs, Ki = 43 pM). It is selective for alpha4beta2 subunit-containing nAChRs over alpha7 nAChRs (Ki = 230 nM). (±)-Epibatidine enhances 86Rb+ flux in IMR-32 cells (EC50 = 7 nM) and induces dopamine release from rat striatal slices (EC50 = 0.4 nM), effects that can be reduced by the nAChR antagonist mecamylamine (Cay-14602). In vivo, (±)-epibatidine induces analgesia in the hot plate test and the Straub-tail response in mice (ED50s = 0.005 and 0.02 mg/kg, respectively).Formal Name: (1R,2R,4S)-rel-2-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane, dihydrochloride. CAS Number: 162885-01-0. Molecular Formula: C11H13ClN2 . 2HCl. Formula Weight: 281.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: soluble. lambdamax: 215, 270 nm. SMILES: ClC(C=C1)=NC=C1[C@@H]2C[C@H]3CC[C@@H]2N3.Cl.Cl. InChi Code: InChI=1S/C11H13ClN2.2ClH/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8,,/h1,4,6,8-10,14H,2-3,5H2,2*1H/t8-,9+,10+,,/m1../s1. InChi Key: DGNNWUINALNROG-YDMPKLSESA-N. Origin: Synthetic.