Chemical substance record

Promazine

58-40-2C₁₇H₂₀N₂S284.428 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A phenothiazine deriative in which the phenothiazine tricycle has a 3-(dimethylaminopropyl) group at the N-10 position. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	58-40-2	ChEBI ↗
Molecular formula	C₁₇H₂₀N₂S	ChEBI ↗
Molar mass	284.428 g/mol	ChEBI ↗
Monoisotopic mass	284.13472 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:8459	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	284.4 g/mol	PubChem ↗
Exact mass	284.13471982 Da	PubChem ↗
Computed XLogP	4.5	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

promazine

IUPAC name

N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-amine

InChIKey

ZGUGWUXLJSTTMA-UHFFFAOYSA-N

SMILES

CN(C)CCCN1c2ccccc2Sc2ccccc21

InChI

InChI=1S/C17H20N2S/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3

Names & synonyms

N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-aminepromazinapromazinum

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 ↗phenothiazinesChEBI parent class · 38093 ↗

amine organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antipsychotic agentphenothiazine antipsychotic drugH1-receptor antagonistserotonergic antagonistdopaminergic antagonistmuscarinic 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

0.00351583 mol

Uses 284.428 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

71.79%

S

Sulfur · 1 atom

11.28%

N

Nitrogen · 2 atoms

9.85%

H

Hydrogen · 20 atoms

7.09%

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

Mechanism of allergic cross-reactions--I. Multispecific binding of ligands to a mouse monoclonal anti-DNP IgE antibody. ↗Molecular immunology · 1991 Jun · PMID 1650428

Is the anti-psychotic, 10-(3-(dimethylamino)propyl)phenothiazine (promazine), a potential drug with which to treat SARS infections? Lack of efficacy of promazine on SARS-CoV replication in a mouse model. ↗Antiviral research · 2008 Aug · PMID 18423639

US2519886 · 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:8459

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

Additional molecular descriptorsNCBI PubChem · CID 4926 · 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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