CHEBI:3647 - chlorpromazine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name chlorpromazine
ChEBI ID CHEBI:3647
Definition A substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C17H19ClN2S
Net Charge 0
Average Mass 318.86400
Monoisotopic Mass 318.096
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
InChIKey ZPEIMTDSQAKGNT-UHFFFAOYSA-N
SMILES CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc12
Roles Classification
Biological Role(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
Application(s): antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
phenothiazine antipsychotic drug

View more via ChEBI Ontology
ChEBI Ontology
Outgoing chlorpromazine (CHEBI:3647) has role antiemetic (CHEBI:50919)
chlorpromazine (CHEBI:3647) has role dopaminergic antagonist (CHEBI:48561)
chlorpromazine (CHEBI:3647) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
chlorpromazine (CHEBI:3647) has role phenothiazine antipsychotic drug (CHEBI:37930)
chlorpromazine (CHEBI:3647) is a organochlorine compound (CHEBI:36683)
chlorpromazine (CHEBI:3647) is a phenothiazines (CHEBI:38093)
chlorpromazine (CHEBI:3647) is a tertiary amine (CHEBI:32876)
Incoming chlorpromazine N-oxide (CHEBI:3648) has functional parent chlorpromazine (CHEBI:3647)
chlorpromazine hydrochloride (CHEBI:3649) has part chlorpromazine (CHEBI:3647)
IUPAC Name
3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine
INNs Sources
chlorpromazine ChemIDplus
chlorpromazinum ChemIDplus
clorpromazina ChemIDplus
Synonyms Sources
3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamine NIST Chemistry WebBook
3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine IUPHAR
Chlorpromazine KEGG COMPOUND
CPZ ChemIDplus
N-(3-dimethylaminopropyl)-3-chlorophenothiazine ChemIDplus
Brand Names Sources
Aminazine ChemIDplus
Chlorderazin ChemIDplus
Chloropromazine IUPHAR
Chlorpromados ChemIDplus
Contomin ChemIDplus
Largactil IUPHAR
Thorazine IUPHAR
Database Links Databases
621 DrugCentral
C06906 KEGG COMPOUND
Chlorpromazine Wikipedia
D00270 KEGG DRUG
DB00477 DrugBank
HMDB0014620 HMDB
LSM-4017 LINCS
US2645640 Patent
Z80 PDBeChem
View more database links
Registry Numbers Types Sources
289793 Reaxys Registry Number Reaxys
289793 Beilstein Registry Number Beilstein
50-53-3 CAS Registry Number NIST Chemistry WebBook
50-53-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14354584 PubMed citation Europe PMC
14404586 PubMed citation Europe PMC
15170372 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
16653219 PubMed citation Europe PMC
20825390 PubMed citation Europe PMC
2427628 PubMed citation Europe PMC
7192992 PubMed citation Europe PMC
Last Modified
22 February 2017