CHEBI:8491 - propiomazine

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ChEBI Name propiomazine
ChEBI ID CHEBI:8491
Definition A member of the class of phenothiazines that is 10H-phenothiazine substituted by a 2-(dimethylamino)propyl group at nitrogen atom and a propanoyl group at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB7934557, eMolecules:35867570
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Propiomazine, sold under the brand name Propavan among others, is an antihistamine which is used to treat insomnia and to produce sedation and relieve anxiety before or during surgery or other procedures and in combination with analgesics as well as during labor. Propiomazine is a phenothiazine, but is not used therapeutically as a neuroleptic because it does not block dopamine receptors well.
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Formula C20H24N2OS
Net Charge 0
Average Mass 340.48344
Monoisotopic Mass 340.16093
InChI InChI=1S/C20H24N2OS/c1-5-18(23)15-10-11-20-17(12-15)22(13-14(2)21(3)4)16-8-6-7-9-19(16)24-20/h6-12,14H,5,13H2,1-4H3
InChIKey UVOIBTBFPOZKGP-UHFFFAOYSA-N
SMILES CCC(=O)c1ccc2Sc3ccccc3N(CC(C)N(C)C)c2c1
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.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
Application(s): phenothiazine antipsychotic drug

dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing propiomazine (CHEBI:8491) has parent hydride 10H-phenothiazine (CHEBI:37931)
propiomazine (CHEBI:8491) has role dopaminergic antagonist (CHEBI:48561)
propiomazine (CHEBI:8491) has role histamine antagonist (CHEBI:37956)
propiomazine (CHEBI:8491) has role muscarinic antagonist (CHEBI:48876)
propiomazine (CHEBI:8491) has role phenothiazine antipsychotic drug (CHEBI:37930)
propiomazine (CHEBI:8491) has role sedative (CHEBI:35717)
propiomazine (CHEBI:8491) has role serotonergic antagonist (CHEBI:48279)
propiomazine (CHEBI:8491) is a aromatic ketone (CHEBI:76224)
propiomazine (CHEBI:8491) is a phenothiazines (CHEBI:38093)
propiomazine (CHEBI:8491) is a tertiary amino compound (CHEBI:50996)
Incoming propiomazine hydrochloride (CHEBI:8492) has part propiomazine (CHEBI:8491)
IUPAC Name
1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}propan-1-one
INNs Sources
propiomazina ChEBI
propiomazine ChEBI
propiomazinum ChEBI
Synonyms Sources
10-(2-Dimethylaminopropyl)-2-propionylphenothiazine ChemIDplus
2-Propionyl-10-(2-(dimethylamino)propyl)phenothiazine ChemIDplus
3-Propionyl-10-dimethylaminoisopropylphenothiazine ChemIDplus
Manual Xrefs Databases
2298 DrugCentral
C07405 KEGG COMPOUND
D02361 KEGG DRUG
DB00777 DrugBank
FR1176919 Patent
HMDB0014915 HMDB
Propiomazine Wikipedia
View more database links
Registry Numbers Types Sources
362-29-8 CAS Registry Number ChemIDplus
39712 Reaxys Registry Number Reaxys
Last Modified
22 February 2017