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Amitriptyline Hydrochloride

Amitriptyline Hydrochloride

Product ID A5235
Cas No. 549-18-8
Purity ≥98%
Product Unit SizeCostQuantityStock
10 g $63.20 In stock
25 g $126.50 In stock
100 g $366.20 In stock
Bulk Quote

Quicklinks

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  • Product Info
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  • References
  • Description
  • Product Info
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Description

Amitriptyline exhibits antidepressant, antipsychotic, analgesic, and antinociceptive activities; it acts as an antagonist at 5-HT2A/2C/6/7 receptors, M1-5 muscarinic acetylcholine receptors (mAChRs), H1/4 histamine receptors, α1-adrenergic receptors, and also on the serotonin transporter (SERT) and norepinephrine transporter (NET). Additionally, amitriptyline acts as an agonist at σ1 receptors and TrkA/B receptors. Amitriptyline inhibits shaker-related Kv1.1 (KCNA1), Kv7.2 (KCNQ2), and Kv7.3 (KCNQ3) voltage-gated K+ channels and L-type voltage-gated Ca2+ channels; it inhibits expression of Nav1.1 (SCN1A) and Nav1.2 (SCN2A) voltage-gated Na+ channels and activates ryanodine RyR2 receptors. Amitriptyline also decreases levels of α1-adrenergic receptors in the cortex and cerebellum in vivo. In animal models of chronic constrictive injury and neuropathic pain, amitriptyline decreases thermal hyperanalgesia. In PC12 neurons, this compound exhibits neuroprotective activity, increasing neurite outgrowth and decreasing cell death. Amitriptylene is also a function inhibitor of acid sphingomyelinase (FIASMA).

Product Info

Cas No.

549-18-8

Purity

≥98%

Formula

C20H23N • HCl

Formula Wt.

313.86

IUPAC Name

3-(5,6-dihydrodibenzo[2,1-b:2',1'-f][7]annulen-11-ylidene)-N, N-dimethylpropan-1-amine;hydrochloride

Synonym

3-(10,11-Dihydro-5H-dibenzo[a,d]cycloheptene-5-ylidene)-N,N-dimethyl-1-propanamine hydrochloride

Melting Point

195-197C

Solubility

Soluble in water, ethanol, DMSO

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

A5235 MSDS PDF

Info Sheet

A5235 Info Sheet PDF

References

Effects of chronic administration of amitriptyline, gabapentin and minocycline on spinal brain-derived neurotrophic factor expression and neuropathic pain behavior in a rat chronic constriction injury model.
Vanelderen P, Rouwette T, Kozicz T, Heylen R, Van Zundert J, Roubos EW, Vissers K.
Reg Anesth Pain Med. 2013 Mar-Apr;38(2):124-30. PMID: 23337936.

Ramakrishna D, Subhash MN. Differential modulation of α-1 adrenoceptor subtypes by antidepressants in the rat brain. J Neural Transm. 2010 Dec;117(12):1423-30. PMID: 21136124.

Yan L, Wang Q, Fu Q, et al. Amitriptyline inhibits currents and decreases the mRNA expression of voltage-gated sodium channels in cultured rat cortical neurons. Brain Res. 2010 Jun 8;1336:1-9. PMID: 20398637.

Jang SW, Liu X, Chan CB, et al. Amitriptyline is a TrkA and TrkB receptor agonist that promotes TrkA/TrkB heterodimerization and has potent neurotrophic activity. Chem Biol. 2009 Jun 26;16(6):644-56. PMID: 19549602.

Chopra N, Laver D, Davies SS, et al. Amitriptyline activates cardiac ryanodine channels and causes spontaneous sarcoplasmic reticulum calcium release. Mol Pharmacol. 2009 Jan;75(1):183-95. PMID: 18845675.

Werling LL, Keller A, Frank JG, et al. A comparison of the binding profiles of dextromethorphan, memantine, fluoxetine and amitriptyline: treatment of involuntary emotional expression disorder. Exp Neurol. 2007 Oct;207(2):248-57. PMID: 17689532.

Punke MA, Friederich P. Amitriptyline is a potent blocker of human Kv1.1 and Kv7.2/7.3 channels. Anesth Analg. 2007 May;104(5):1256-64. PMID: 17456683.

Owens MJ, Morgan WN, Plott SJ, et al. Neurotransmitter receptor and transporter binding profile of antidepressants and their metabolites. J Pharmacol Exp Ther. 1997 Dec;283(3):1305-22. PMID: 9400006.

Hamon M, Gozlan H, Bourgoin S, et al. Opioid receptors and neuropeptides in the CNS in rats treated chronically with amoxapine or amitriptyline. Neuropharmacology. 1987 Jun;26(6):531-9. PMID: 3037421.

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