Chemical substance record

Chlorpromazine

50-53-3C₁₇H₁₉ClN₂S318.873 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	50-53-3	ChEBI ↗
Molecular formula	C₁₇H₁₉ClN₂S	ChEBI ↗
Molar mass	318.873 g/mol	ChEBI ↗
Monoisotopic mass	318.09575 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:3647	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	318.9 g/mol	PubChem ↗
Exact mass	318.0957475 Da	PubChem ↗
Computed XLogP	5.2	PubChem ↗
Topological polar surface area (Å²)	31.8	PubChem ↗
H-bond donors	0	PubChem ↗
H-bond acceptors	3	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

chlorpromazine

IUPAC name

3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine

InChIKey

ZPEIMTDSQAKGNT-UHFFFAOYSA-N

SMILES

CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc21

InChI

InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3

Names & synonyms

3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amineAminazineChlorderazinChloropromazineChlorpromadoschlorpromazinumclorpromazinaContominLargactilThorazine

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

Classification & relationships

ChEBI ontology

tertiary amineChEBI parent class · 32876 ↗organochlorine compoundChEBI parent class · 36683 ↗phenothiazinesChEBI parent class · 38093 ↗

amine organochlorine compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

anticoronaviral agentantiviral agentantipsychotic agentantineoplastic agentphenothiazine antipsychotic drugdopaminergic antagonistantiemeticEC 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

0.00313604 mol

Uses 318.873 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 · 17 atoms

64.03%

Cl

Chlorine · 1 atom

11.12%

S

Sulfur · 1 atom

10.06%

N

Nitrogen · 2 atoms

8.79%

H

Hydrogen · 19 atoms

6.01%

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

Chlorpromazine, a useful antiemetic in pediatric practice. ↗The Journal of pediatrics · 1955 Mar · PMID 14354584

On the mechanism of action of chlorpromazine. ↗Science (New York, N.Y.) · 1959 Oct 30 · PMID 14404586

US2645640 · 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:3647

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

Additional molecular descriptorsNCBI PubChem · CID 2726 · 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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