CHEBI:51235 - carfenazine

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ChEBI Name carfenazine
ChEBI ID CHEBI:51235
Definition A member of the class of phenothiazines that is 10H-phenothiazine which carries a propanoyl group at position 2 and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at position N-10. It is an antipsychotic drug that is used for the treatment of chronic schizophrenia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB21373008, eMolecules:1934883, ZINC000000056538
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Wikipedia License
Trifluoperazine, marketed under the brand name Stelazine among others, is a typical antipsychotic primarily used to treat schizophrenia. It may also be used short term in those with generalized anxiety disorder but is less preferred to benzodiazepines. It is of the phenothiazine chemical class. It was approved for medical use in the United States in 1959.
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Formula C24H31N3O2S
Net Charge 0
Average Mass 411.56138
Monoisotopic Mass 411.19805
InChI InChI=1S/C24H31N3O2S/c1-2-22(29)19-8-9-24-21(18-19)27(20-6-3-4-7-23(20)30-24)11-5-10-25-12-14-26(15-13-25)16-17-28/h3-4,6-9,18,28H,2,5,10-17H2,1H3
InChIKey XZSMZRXAEFNJCU-UHFFFAOYSA-N
SMILES CCC(=O)C1=CC2=C(SC3=C(C=CC=C3)N2CCCN2CCN(CCO)CC2)C=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
Application(s): 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.
phenothiazine antipsychotic drug

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ChEBI Ontology
Outgoing carfenazine (CHEBI:51235) has role antiemetic (CHEBI:50919)
carfenazine (CHEBI:51235) has role dopaminergic antagonist (CHEBI:48561)
carfenazine (CHEBI:51235) has role phenothiazine antipsychotic drug (CHEBI:37930)
carfenazine (CHEBI:51235) is a N-(2-hydroxyethyl)piperazine (CHEBI:46851)
carfenazine (CHEBI:51235) is a N-alkylpiperazine (CHEBI:46845)
carfenazine (CHEBI:51235) is a aromatic ketone (CHEBI:76224)
carfenazine (CHEBI:51235) is a phenothiazines (CHEBI:38093)
Incoming carphenazine maleate (CHEBI:51241) has part carfenazine (CHEBI:51235)
IUPAC Name
1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)propan-1-one
INNs Sources
carfenazina WHO MedNet
carfénazine WHO MedNet
carfenazine WHO MedNet
carfenazinum WHO MedNet
Synonyms Sources
1-(10-(3-(4-(2-hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-yl)-1-propanone ChemIDplus
carphenazine ChemIDplus
Manual Xrefs Databases
21865853 ChemSpider
516 DrugCentral
Carphenazine Wikipedia
DB01038 DrugBank
HMDB0015172 HMDB
US2985654 Patent
US3023146 Patent
View more database links
Registry Numbers Types Sources
2622-30-2 CAS Registry Number ChemIDplus
2622-30-2 CAS Registry Number NIST Chemistry WebBook
901640 Beilstein Registry Number Beilstein
Citations
Last Modified
19 March 2021