Chemical substance record

Imipramine

50-49-7C₁₉H₂₄N₂280.415 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	50-49-7	ChEBI ↗
Molecular formula	C₁₉H₂₄N₂	ChEBI ↗
Molar mass	280.415 g/mol	ChEBI ↗
Monoisotopic mass	280.19395 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:47499	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	280.4 g/mol	PubChem ↗
Exact mass	280.193948774 Da	PubChem ↗
Computed XLogP	4.8	PubChem ↗
Topological polar surface area (Å²)	6.5	PubChem ↗
H-bond donors	0	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	4	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

imipramine

IUPAC name

3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine

InChIKey

BCGWQEUPMDMJNV-UHFFFAOYSA-N

SMILES

CN(C)CCCN1c2ccccc2CCc2ccccc21

InChI

InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3

Names & synonyms

3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amineAntideprinimipraminumIrminMelipramine

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

dibenzoazepineChEBI parent class · 47804 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antidepressantanxiolytic drugantipsychotic agentanalgesiccardiovascular drugantineoplastic agentadrenergic uptake inhibitorEC 3.4.21.26 (prolyl oligopeptidase) inhibitor

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00356614 mol

Uses 280.415 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 19 atoms

81.38%

N

Nitrogen · 2 atoms

9.99%

H

Hydrogen · 24 atoms

8.63%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Effects of diverse psychopharmacological substances on the activity of brain prolyl oligopeptidase. ↗Basic & clinical pharmacology & toxicology · 2011 Jan · PMID 20825390

US2554736 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:47499

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 3696 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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