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Doxepin Hydrochloride

Doxepin Hydrochloride

Product ID D5994
Cas No. 1229-29-4
Purity ≥98%
Product Unit SizeCostQuantityStock
1 g $57.80 In stock
5 g $99.80 In stock
25 g $183.80 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Doxepin hydrochloride is a tricyclic antidepressant that also exhibits anxiolytic, analgesic, anti-ulcerative, and hypnotic activities. This compound displays inhibitory activity at a wide range of receptor subtypes, including 5-HT1/2 receptors, muscarinic acetylcholine receptors (M1-5 mAChRs), α1-adrenergic receptors, and histamine (H1/2) receptors; additionally, doxepin hydrochloride competitively antagonizes the serotonin transporter (SERT) and the norepinephrine transporter (NET). Doxepin hydrochloride is most often prescribed as an orally bioavailable treatment for depression, anxiety, insomnia, or when topically applied, dermatological itch. In addition to its modulation of neurotransmitter levels, doxepin hydrochloride also inhibits the H+/K+ ATPase through K+ antagonism and intravesicular neutralization; like other antidepressants, this compound also regulates HPA axis signaling, decreasing stress-induced corticosterone release, potentially through an endocannabinoid-mediated signaling pathway. Doxepin also acts as a functional inhibitor of acid sphingomyelinase (FIASMA).

Product Info

Cas No.

1229-29-4

Purity

≥98%

Formula

C19H21NO • HCl

Formula Wt.

315.84

IUPAC Name

3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N, N-dimethylpropan-1-amine;hydrochloride

Solubility

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

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

D5994 MSDS PDF

Info Sheet

D5994 Info Sheet PDF

References

Hassanzadeh P, Hassanzadeh A. The Role of the Endocannabinoids in Suppression of the Hypothalamic-pituitary-adrenal Axis Activity by Doxepin. Iran J Basic Med Sci. 2011 Sep;14(5):414-21. PMID: 23493814.

Cheng BC, Chan BR, Chen YW, et al. Doxepin has a potent and long-acting spinal anesthetic effect in rats. Kaohsiung J Med Sci. 2006 Feb;22(2):68-74. PMID: 16568723.

Hajak G, Rodenbeck A, Voderholzer U et al. Doxepin in the treatment of primary insomnia: a placebo-controlled, double-blind, polysomnographic study. J Clin Psychiatry. 2001 Jun;62(6):453–63. PMID: 11465523.

Figueiredo A, Ribeiro CA, Gonçalo M, et al. Mechanism of action of doxepin in the treatment of chronic urticaria. Fundam Clin Pharmacol. 1990;4(2):147-58. PMID: 2141000.

Beil W, Staar U, Schünemann P, et al. Omeprazole, SCH 28080 and doxepin differ in their characteristics to inhibit H+/K+-ATPase driven proton accumulation by parietal cell membrane vesicles. Biochem Pharmacol. 1988 Dec 1;37(23):4487-93. PMID: 2849447.

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