CHEBI:3647 - chlorpromazine

ChEBI IDCHEBI:3647
ChEBI Namechlorpromazine
Stars
DefinitionA substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety.
Last Modified23 April 2020
DownloadsMolfile
FormulaC17H19ClN2S
Net Charge0
Average Mass318.873
Monoisotopic Mass318.09575
SMILESCN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc21
InChIInChI=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
InChIKeyZPEIMTDSQAKGNT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
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).
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Applications:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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.
ChEBI Ontology
Outgoing Relation(s)
chlorpromazine (CHEBI:3647) has role anticoronaviral agent (CHEBI:149553)
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 Relation(s)
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  Source
chlorpromazinumChemIDplus
chlorpromazineChemIDplus
clorpromazinaChemIDplus
Synonyms  Source
ChlorpromazineKEGG COMPOUND
3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamineNIST Chemistry WebBook
N-(3-dimethylaminopropyl)-3-chlorophenothiazineChemIDplus
3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amineIUPHAR
CPZChemIDplus
Brand Names  Source
AminazineChemIDplus
ChlorderazinChemIDplus
ContominChemIDplus
ChlorpromadosChemIDplus
ChloropromazineIUPHAR
LargactilIUPHAR
Manual XrefsDatabases
C06906KEGG COMPOUND
DB00477DrugBank
US2645640Patent
D00270KEGG DRUG
ChlorpromazineWikipedia
Z80PDBeChem
HMDB0014620HMDB
LSM-4017LINCS
621DrugCentral
Registry NumbersSources
Reaxys:289793Reaxys
CAS:50-53-3KEGG COMPOUND
CAS:50-53-3NIST Chemistry WebBook
CAS:50-53-3ChemIDplus
Citations