Doxepin hydrochloride
Doxepin hydrochloride
Doxepin hydrochloride
Thermo Scientific Chemicals

Doxepin hydrochloride

Potent H1-histamine receptor antagonist and a 5-HT receptor antagonist | CAS: 1229-29-4 | C19H22ClNO | 315.841 g/mol
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Catalog number J62579.03
also known as J62579-03
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Chemical Identifiers
CAS1229-29-4
IUPAC Namehydrogen dimethyl({3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene]propyl})amine chloride
Molecular FormulaC19H22ClNO
InChI KeyMHNSPTUQQIYJOT-SJDTYFKWSA-N
SMILES[H+].[Cl-].CN(C)CC\C=C1/C2=CC=CC=C2COC2=CC=CC=C12
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SpecificationsSpecification SheetSpecification Sheet
Loss on Drying0.5% max.
Assay (unspecified)98.0% min.
Assay (unspecified)Z-isomer: 13-18.5%
Melting Point185-191?C
Sulfated Ash0.2% max.
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It is a highly potent H1 histamine receptor antagonist (Kd = 310 pM) and tricyclic antidepressant that inhibits the reuptake of serotonin and norepinephrine and acts as an antagonist at histamine, serotonin, adrenergic, and muscarinic receptors with Ki values in the nanomolar range. Also binds to the H4 histamine receptor (pKi = 6.79). Used clinically to treat anxiety and depression.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Solubility
Soluble in water (100 mM), chloroform (1:2), alcohol (1:1), methanol, and DMSO.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

General References:

  1. Tran VT, et al. [3H]doxepin interactions with histamine H1-receptors and other sites in guinea pig and rat brain homogenates.Eur J Pharmacol.,1981,70(4), 501-9.
  2. Luchins DJ. Review of clinical and animal studies comparing the cardiovascular effects of doxepin and other tricyclic antidepressants.Am J Psychiatry.,1983,140(8), 1006-9.