Chemicals and Drugs

Imipramine

The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.

Chemical Identity

Chemical Information

Molecular Formula
C19H24N2
Molecular Weight
280.4 g/mol
CAS Registry No.
50-49-7
IUPAC Name
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
InChIKey
BCGWQEUPMDMJNV-UHFFFAOYSA-N
SMILES
CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31
MeSH Unique ID
D007099
Source
PubChem CID 3696

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

11 entry terms
  • Imidobenzyle
  • Norchlorimipramine
  • 4,4'-Methylenebis(3-hydroxy-2-naphthoic acid)-3-(10,11-dihydro-5H-dibenzo(b,f)azepin-5-yl)-N,N-dimethyl-1-propanamine (1:2)
  • Imipramine Hydrochloride
  • Imipramine Monohydrochloride
  • Imipramine Pamoate
  • Imizin
  • Janimine
  • Melipramine
  • Pryleugan
  • Tofranil

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 Hierarchy

Tree Number

  1. D03w.633.300.240.485w

MeSH Record

NLM Classification

QV 77.5

AMA Style

References

  1. National Library of Medicine. Imipramine. Medical Subject Headings (MeSH). 2026. Unique ID D007099. http://id.nlm.nih.gov/mesh/2026/D007099
  2. Imipramine. In: Wikipedia. https://en.wikipedia.org/wiki/Imipramine
  3. Imipramine. In: Wikidata. https://www.wikidata.org/wiki/Q58396
  4. Imipramine. In: PubChem Compound. CID 3696. https://pubchem.ncbi.nlm.nih.gov/compound/3696