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A8404 Sigma

Amitriptyline hydrochloride

≥98% (TLC), powder

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Description

Application

Amitriptyline hydrochloride is a tricyclic antidepressant drug. Amitriptyline hydrochloride inhibits the norepinephrine and serotonin transporters but has a high affinity for α1-adrenergic, serotonin and muscarinic acetylcholine receptors.

Biochem/physiol Actions

Tricyclic antidepressant; inhibits the norepinephrine and serotonin transporters with Kis of 100 nM and 14.7 nM, respectively; high in vitro affinity for α1-adrenoceptors, serotonin and muscarinic acetylcholine receptors.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®,1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



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Amitriptyline hydrochloride

United States Pharmacopeia (USP) Reference Standard

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pharmaceutical secondary standard; traceable to USP, PhEur and BP

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
HO9450000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Peer-Reviewed Papers

References

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Antagonism of the five cloned human muscarinic cholinergic receptors expressed in CHO-K1 cells by antidepressants and antihistaminics. Stanton, T., et al. Biochem. Pharmacol. 45, 2352-2354, (1993)

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Sympatholytic effect of tricyclic antidepressants: site and mechanism of action in anesthetized rats. Huangfu, D., et al. Am. J. Physiol. 268, R1429-R1441, (1995)

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Inhibition of the current of heterologously expressed HERG potassium channels by imipramine and amitriptyline. Teschemacher, et al. Br. J. Pharmacol. 128, 479-485, (1999)

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Micellization and clouding phenomenon of amphiphilic antidepressant drug amitriptyline hydrochloride: effect of KCl Alam, M.S., et al. Colloids Surf., B 92, 203-8, (2012)

Formulation of amphiphilic drug amitriptyline hydrochloride by polyoxyethylene sorbitan esters in aqueous electrolytic solution Kabir-ud-Din, Y. Colloids Surf., B 93, 208-14, (2012)

Plasma membrane monoamine transporters: structure, regulation and function. Torres, G.E., et al. Nat. Rev. Neurosci. 4, 13-25, (2003)

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Self-association Behavior Of Amitriptyline Hydrochloride As A Function Of Temperature And Additive (inorganic Salts And Ureas) Concentration. Kabir-ud-Din, , et al. Colloids Surf., B 82, 87-94, (2011)

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Comparison of the effects of antidepressants and their metabolites on reuptake of biogenic amines and on receptor binding. Sanchez, C., and Hyttel, J. Cell. Mol. Neurobiol. 19, 467, (1999)

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Removal of amitriptyline from simulated gastric and intestinal fluids using activated carbons Valente Nabais, J.M., et al. J. Pharm. Sci. 100, 5096-9, (2011)

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Chemical genetics reveals a complex functional ground state of neural stem cells Diamandis, P., et. al. Nat. Chem. Biol. 3(5), 268-273, (2007)

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Characteristics of post-traumatic headaches in children following mild traumatic brain injury and their response to treatment: a prospective cohort. Kuczynski A, Crawford S, Bodell L, et al. Dev. Med. Child Neurol. 55(7), 636-41, (2013)

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An assessment of the in vivo effects of intravenous lipid emulsion on blood drug concentration and haemodynamics following oro-gastric amitriptyline overdose. Perichon D, Turfus S, Gerostamoulos D, et al. Clin. Toxicol. (Phila.) 51(4), 208-15, (2013)

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[Sweating under polypharmacy with tramadol, amitriptyline and duloxetine?]. Picksak G, Stichtenoth DO, and May M Med. Monatsschr. Pharm. 36(5), 195-6, (2013)

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Efficacy of amitriptyline, pizotifen and propranolol in the prevention of migraine. Israil A, Ahmed S, Rahman KM, et al. Mymensingh Med. J. 22(1), 93-100, (2013)

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Ekboms syndrome (restless legs syndrome): 2 case report and literature review. Nwosu PU Niger. J. Med. 21(2), 252-5, (2012)

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[Antidepressants in cardiology]. Kotov AM, Stotsky AD, and Kolesnikov DB Klin. Med. (Mosk.) 90(10), 11-6, (2012)

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Intravenous lipid emulsion entraps amitriptyline into plasma and can lower its brain concentration--an experimental intoxication study in pigs. Heinonen JA, Litonius E, Backman JT, et al. Basic Clin Pharmacol Toxicol. 113(3), 193-200, (2013)

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Displaced dual-mode imaging with desorption electrospray ionization for simultaneous mass spectrometry imaging in both polarities and with several scan modes. Janfelt C, Wellner N, Hansen HS, et al. J. Mass Spectrom. 48(3), 361-6, (2013)

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Electromembrane surrounded solid phase microextraction: a novel approach for efficient extraction from complicated matrices. Rezazadeh M, Yamini Y, Seidi S, et al. J. Chromatogr. A 1280, 16-22, (2013)

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Elucidating the regulon of multidrug resistance regulator RarA in Klebsiella pneumoniae. De Majumdar S, Veleba M, Finn S, et al. Antimicrob. Agents Chemother. 57(4), 1603-9, (2013)

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A Randomized Controlled Trial comparing the efficacy of low-dose amitriptyline, amitriptyline with pindolol and surrogate placebo in the treatment of chronic tension-type facial pain. Agius AM, Jones NS, and Muscat R Rhinology 51(2), 143-53, (2013)

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A phase III randomized, placebo-controlled study of topical amitriptyline and ketamine for chemotherapy-induced peripheral neuropathy (CIPN): a University of Rochester CCOP study of 462 cancer survivors. Gewandter JS, Mohile SG, Heckler CE, et al. Support Care Cancer 22(7), 1807-14, (2014)

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Developing structure-activity relationships for the prediction of hepatotoxicity. Nigel Greene et al Chem. Res. Toxicol. 23, 1215-22, (2010)

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Cognitive behavioral therapy plus amitriptyline for chronic migraine in children and adolescents: a randomized clinical trial. Powers SW, Kashikar-Zuck SM, Allen JR, et al. JAMA 310(24), 2622-30, (2013)

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Growth inhibition and coordinated physiological regulation of zebrafish (Danio rerio) embryos upon sublethal exposure to antidepressant amitriptyline. Yang M, Qiu W, Chen J, et al. Aquat. Toxicol. 151, 68-76, (2014)

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Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Jing Yuan et al Nat. Chem. Biol. 5, 765-71, (2009)

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Serial blood serotonin levels in a randomized controlled trial comparing the efficacy of low-dose amitriptyline, amitriptyline with pindolol and surrogate placebo in patients with chronic tension-type facial pain. Agius AM, Jones NS, and Muscat R Rhinology 51(3), 236-42, (2013)

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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, et al. Reg. Anesth. Pain Med. 38(2), 124-30, (2013)

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Overloading study of basic compounds with a positively charged C18 column in liquid chromatography. Wang C, Guo Z, Long Z, et al. J. Chromatogr. A 1281, 60-6, (2013)

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Use of specific neuromodulators in the treatment of chronic, idiopathic cough: a systematic review. Cohen SM and Misono S Otolaryngol. Head Neck Surg. 148(3), 374-82, (2013)

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An observational descriptive study of the epidemiology and treatment of neuropathic pain in a UK general population. Hall GC, Morant SV, Carroll D, et al. BMC Fam. Pract. 14, 28, (2013)

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Medications as a potential source of exposure to phthalates among women of childbearing age. Hernández-Díaz S, Su YC, Mitchell AA, et al. Reprod. Toxicol. 37, 1-5, (2013)

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A predictive ligand-based Bayesian model for human drug-induced liver injury. Sean Ekins et al Drug Metab. Dispos. 38, 2302-8, (2010)

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Chronic idiopathic nausea of childhood. Kovacic K, Miranda A, Chelimsky G, et al. J. Pediatr. 164(5), 1104-9, (2014)

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Evaluation of thermodynamic parameters of some amphiphilic drugs in presence of sugars at the cloud point. Alam MS, Kabir-ud-Din, and Mandal AB Colloids Surf. B Biointerfaces 105, 236-45, (2013)

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Ceramide mediates lung fibrosis in cystic fibrosis. Ziobro R, Henry B, Edwards MJ, et al. Biochem. Biophys. Res. Commun. 434(4), 705-9, (2013)

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Topical amitriptyline combined with ketamine for the treatment of erythromelalgia: a retrospective study of 36 patients at Mayo Clinic. Poterucha TJ, Weiss WT, Warndahl RA, et al. Journal. of. Drugs in. Dermatology. 12(3), 308-10, (2013)

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Novel small molecule activators of the Trk family of receptor tyrosine kinases. Obianyo O and Ye K Biochim. Biophys. Acta 1834(10), 2213-8, (2013)

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Indemonstrable axial spondyloarthritis: does it exist? Slobodin G and Rosner I Isr. Med. Assoc. J. 15(12), 780-1, (2013)

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[Chronic migraine: treatment]. Pascual J Rev. Neurol. 54 Suppl 2, S31-8, (2012)

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The antidepressant amitriptyline shows potent therapeutic activity against multiple myeloma. Zhang Z, Du X, Zhao C, et al. Anticancer Drugs 24(8), 792-8, (2013)

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Amitriptyline for symptomatic treatment of idiopathic chronic laryngeal irritability. Stein DJ and Noordzij JP Ann. Otol. Rhinol. Laryngol. 122(1), 20-4, (2013)

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The stability of amitriptyline N-oxide and clozapine N-oxide on treated and untreated dry blood spot cards. Temesi D, Swales J, Keene W, et al. J. Pharm. Biomed. Anal. 76, 164-8, (2013)

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A meta-analysis of the therapeutic effects of amitriptyline for treating irritable bowel syndrome. Chao GQ and Zhang S Intern. Med. 52(4), 419-24, (2013)

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Red scrotum syndrome: idiopathic neurovascular phenomenon or steroid addiction? Narang T, Kumaran MS, Dogra S, et al. Sex. Health 10(5), 452-5, (2013)

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Caution with interpreting laboratory results after lipid rescue therapy. Punja M, Neill SG, and Wong S Am. J. Emerg. Med. 31(10), 1536.e1-2, (2013)

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Influence of combined therapy with rosuvastatin and amitriptyline on the oxidation-reduction status in rats. Herbet M, Gawrońska-Grzywacz M, Graca A, et al. Acta Pol. Pharm. 70(5), 913-7, (2013)

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[Intraosseous blocks in the treatment of symmetrical distal diabetic polyneuropathy]. Sokov EL, Kornilova LE, and Artiukov OP Ter. Arkh. 85(4), 61-5, (2013)

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[The combined therapy with valdoxan and amitriptyline of treatment resistant somatized depression]. Sobennikov VS and Prokop'eva ML Zh. Nevrol. Psikhiatr. Im. S. S. Korsakova 113(2), 20-4, (2013)

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Treatment of epidermolysis bullosa pruriginosa using systemic and topical agents. Mangold AR, Cole CM, DiCaudo DJ, et al. J. Am. Acad. Dermatol. 70(6), e136-7, (2014)

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Patient education and self-care for the management of jaw pain upon awakening: a randomized controlled clinical trial comparing the effectiveness of adding pharmacologic treatment with cyclobenzaprine or tizanidine. Alencar FG, Viana PG, Zamperini C, et al. J. Oral Facial Pain Headache 28(2), 119-27, (2014)

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Cognitive behavioral therapy for treatment of pediatric chronic migraine. Connelly M JAMA 310(24), 2617-8, (2013)

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Cerebellitis developing after tricyclic antidepressant poisoning. Tatli O, Karaca Y, Gunaydin M, et al. Am. J. Emerg. Med. 31(9), 1419.e3-5, (2013)

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Monosymptomatic Hypochondriacal Psychosis (somatic delusional disorder): a report of two cases. Ajiboye PO and Yusuf AD Afr. J. Psychiatry (Johannesbg.) 16(2), 87, 89, (2013)

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Recreational amitriptyline toxicity mimicking basilar artery stroke. Birns J, Henderson K, and Bhalla A Eur. J. Emerg. Med. 20(2), 139-40, (2013)

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Topical amitriptyline-ketamine for the treatment of brachioradial pruritus. Poterucha TJ, Murphy SL, Davis MD, et al. JAMA Dermatol. 149(2), 148-50, (2013)

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Merck 14,487

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