Doxepin (hydrochloride)

Doxepin is a tricyclic antidepressant that binds to the serotonin (5-HT) transporter (SERT) and norepinephrine transporter (NET, Kds = 68 and 29.5 nM, respectively). It is a histamine H1 receptor antagonist (Ki = 1.23 nM). Doxepin selectively binds to SERT and NET over the dopamine transporter (DAT, Kd = 12,100 nM) and inhibits histamine H1 over H2, H3, and H4 receptors (Kis = 170, 39,810, and 15,135 nM, respectively). It also binds to the 5-HT2 receptor, as well as to muscarinic acetylcholine and alpha1-adrenergic receptors (alpha1-ARs, Kds = 27, 23, and 23.5 nM, respectively). Doxepin (10 mg/kg, i.p.) decreases allodynia and hyperalgesia in a mouse model of chronic constriction injury-induced neuropathic pain. It increases the distance traveled in the center of the open field test and reduces immobility time in the forced swim test in a mouse model of depression induced by chronic stress when administered orally at a dose of 15 mg/kg. Formulations containing doxepin have been used in the treatment of depression and insomnia.Formal Name: 3-(dibenz[b,e]oxepin-11(6H)-ylidene)-N,N-dimethyl-1-propanamine, monohydrochloride. CAS Number: 1229-29-4. Molecular Formula: C19H21NO . HCl. Formula Weight: 315.8. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 25 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 296 nm. SMILES: CN(C)CC/C=C1C2=C(C=CC=C2)COC3=C/1C=CC=C3.Cl. InChi Code: InChI=1S/C19H21NO.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19,/h3-6,8-12H,7,13-14H2,1-2H3,1H/b17-11-,. InChi Key: MHNSPTUQQIYJOT-CULRIWENSA-N.