A tricyclic antidepressant
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Trimipramine (maleate)

Item No. 15921

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10,11-dihydro-N,N,β-trimethyl-5H-dibenz[b,f]azepine-5-propanamine, (2Z)-2-butenedioate
CAS Number
521-78-8
Molecular Formula
C20H26N2 • C4H4O4
Formula Weight
410.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
211, 248 nm
SMILES
CN(C)CC(C)CN1C2=C(C=CC=C2)CCC3=C1C=CC=C3.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C20H26N2.C4H4O4/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;5-3(6)1-2-4(7)8/h4-11,16H,12-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChi Key
YDGHCKHAXOUQOS-BTJKTKAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    5 g

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    Product Description

    Trimipramine is a tricyclic antidepressant.1,2,3 It selectively binds the serotonin (5-HT) transporter (SERT) over the norepinephrine transporter (NET) and dopamine transporter (DAT; Kds = 149, 2,450, and 3,780 nM, respectively) and acts as a histamine H1 receptor antagonist (Ki = 0.02 µM) that is selective for histamine H1 over H2, H3, and H4 receptors (Kis = 0.04, >100, and 43.6 µM, respectively).1,2 Trimipramine binds to muscarinic acetylcholine and α1- and α2-adrenergic receptors (Kds = 58, 24, and 580 nM, respectively), as well as dopamine D1 and D2 receptors and 5-HT receptor subtypes 5-HT1C and 5-HT2 (Kis = 346.7, 57.5, 537, and 19.5 nM, respectively).1,3 It reduces immobility time in the forced swim test in rats when administered at a dose of 10 mg/kg.4 Formulations containing trimipramine have previously been used in the treatment of depression.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Richelson, E., and Nelson, A. Antagonism by antidepressants of neurotransmitter receptors of normal human brain in vitro. J. Pharmacol. Exp. Ther. 230(1), 94-102 (1984).

    2. Appl, H., Holzammer, T., Dove, S., et al. Interactions of recombinant human histamine H1, H2, H3, and H4 receptors with 34 antidepressants and antipsychotics. Naunyn-Schmiedebergs Arch. Pharmacol. 385(2), 145-170 (2012).

    3. Gross, G., Xin, X., and Gastpar, M. Trimipramine: Pharmacological reevaluation and comparison with clozapine. Neuropharmacology 30(11), 1159-1166 (1991).

    4. Delini-Stula, A., Radeke, E., and van Riezen, H. Enhanced functional responsiveness of the dopaminergic system–the mechanism of anti-immobility effects of antidepressants in the behavioural despair test in the rat. Neuropharmacology 27(9), 943-947 (1988).