Maprotiline (hydrochloride)

Maprotiline is a tricyclic antidepressant. It binds to the norepinephrine transporter (NET, Kd = 11 nM) and is selective for NET over the serotonin (5-HT) and dopamine transporters (Kds = 5,800 and 1,000 nM, respectively). Maprotiline also binds to the 5-HT receptor subtype 5-HT2A (KI = 51 nM), as well as histamine H1, muscarinic acetylcholine, alpha1-adrenergic, and dopamine D2 receptors (Kds = 2, 570, 90, and 350 nM, respectively). In vivo, maprotiline inhibits norepinephrine reuptake in rat brain and peripheral tissues. It reduces isolation-induced aggressive behavior and inhibits electrical foot-shock stimulation-induced belligerence in mice when administered at doses ranging from 3 to 10 mg/kg. Maprotiline (20 µM) prevents acid sphingomyelinase activation and subsequent ceramide release induced by infection with replication-deficient vesicular stomatitis virus pseudoviral particles (pp-VSV) presenting the severe acute respiratory coronavirus 2 (SARS-CoV-2) spike protein in Vero cells, an effect that can be overcome with exogenous application of C16 ceramide (Cay-10681). Formulations containing maprotiline have been used in the treatment of depression and anxiety. This product is also available as an analytical reference material (Cay-32702, Cay-33077).Formal Name: N-methyl-9,10-ethanoanthracene-9(10H)-propanamine, monohydrochloride. CAS Number: 10347-81-6. Synonyms: Ba 34276. Molecular Formula: C20H23N . HCl. Formula Weight: 313.9. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 30 mg/ml, Ethanol: 15 mg/ml, PBS (pH 7.2): 0.1 mg/ml. lambdamax: 272 nm. SMILES: CNCCCC1(CC2)C3=CC=CC=C3C2C4=C1C=CC=C4.Cl. InChi Code: InChI=1S/C20H23N.ClH/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20,/h2-5,7-10,15,21H,6,11-14H2,1H3,1H. InChi Key: NZDMFGKECODQRY-UHFFFAOYSA-N.