Chemicals and Drugs

Amitriptyline

Tricyclic antidepressant with anticholinergic and sedative properties. It appears to prevent the re-uptake of norepinephrine and serotonin at nerve terminals, thus potentiating the action of these neurotransmitters. Amitriptyline also appears to antagonize cholinergic and alpha-1 adrenergic responses to bioactive amines.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Tricyclic antidepressant with anticholinergic and sedative properties. It appears to prevent the re-uptake of norepinephrine and serotonin at nerve terminals, thus potentiating the action of these neurotransmitters. Amitriptyline also appears to antagonize cholinergic and alpha-1 adrenergic responses to bioactive amines.

Chemical Identity

Chemical Information

Molecular Formula
C20H23N
Molecular Weight
277.4 g/mol
CAS Registry No.
50-48-6
IUPAC Name
N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine
InChIKey
KRMDCWKBEZIMAB-UHFFFAOYSA-N
SMILES
CN(C)CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31
MeSH Unique ID
D000639
Source
PubChem CID 2160

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

28 entry terms
  • Amineurin
  • Amitrip
  • Amitriptylin Beta
  • Amitriptylin Desitin
  • Amitriptylin RPh
  • Amitriptylin-Neuraxpharm
  • Amitriptyline Hydrochloride
  • Amitrol
  • Anapsique
  • Apo-Amitriptyline
  • Damilen
  • Domical
  • Elavil
  • Endep
  • Laroxyl
  • Lentizol
  • Novoprotect
  • Saroten
  • Sarotex
  • Syneudon
  • Triptafen
  • Tryptanol
  • Tryptine
  • Tryptizol
  • Amitriptylin Neuraxpharm
  • Apo Amitriptyline
  • Desitin, Amitriptylin
  • RPh, Amitriptylin

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

64(63)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.426w.559w.847w.181w.384.100w
  2. D04w.615w.181w.384.100w

AMA Style

References

  1. National Library of Medicine. Amitriptyline. Medical Subject Headings (MeSH). 2026. Unique ID D000639. http://id.nlm.nih.gov/mesh/2026/D000639
  2. Amitriptyline. In: Wikipedia. https://en.wikipedia.org/wiki/Amitriptyline
  3. Amitriptyline. In: Wikidata. https://www.wikidata.org/wiki/Q58397
  4. Amitriptyline. In: PubChem Compound. CID 2160. https://pubchem.ncbi.nlm.nih.gov/compound/2160