CHEBI:9655 - trazodone hydrochloride

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ChEBI Name trazodone hydrochloride
ChEBI ID CHEBI:9655
Definition A hydrochloride salt prepared from equimolar amounts of trazodone and hydrogen chloride.
Stars This entity has been manually annotated by the ChEBI Team.
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Formulae C19H22ClN5O.HCl
C19H23Cl2N5O
Net Charge 0
Average Mass 408.32500
Monoisotopic Mass 407.12797
InChI InChI=1S/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
InChIKey OHHDIOKRWWOXMT-UHFFFAOYSA-N
SMILES Cl.Clc1cccc(c1)N1CCN(CCCn2nc3ccccn3c2=O)CC1
Roles Classification
Biological Role(s): serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
adrenergic antagonist
An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
Application(s): serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
adrenergic antagonist
An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing trazodone hydrochloride (CHEBI:9655) has part trazodone (CHEBI:9654)
trazodone hydrochloride (CHEBI:9655) has role adrenergic antagonist (CHEBI:37887)
trazodone hydrochloride (CHEBI:9655) has role antidepressant (CHEBI:35469)
trazodone hydrochloride (CHEBI:9655) has role H1-receptor antagonist (CHEBI:37955)
trazodone hydrochloride (CHEBI:9655) has role sedative (CHEBI:35717)
trazodone hydrochloride (CHEBI:9655) has role serotonin uptake inhibitor (CHEBI:50949)
trazodone hydrochloride (CHEBI:9655) is a hydrochloride (CHEBI:36807)
IUPAC Name
2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one hydrochloride
Synonyms Sources
2-(3-(4-(m-Chlorophenyl)-1-piperazinyl)propyl)-s-triazolo(4,3-a)pyridin-3(2H)-one monohydrochloride ChemIDplus
Trazodone HCl ChemIDplus
Brand Name Source
Desyrel KEGG DRUG
Manual Xrefs Databases
D00820 KEGG DRUG
DB00656 DrugBank
View more database links
Registry Numbers Types Sources
25332-39-2 CAS Registry Number ChemIDplus
5688374 Reaxys Registry Number Reaxys
5688374 Beilstein Registry Number Beilstein
Last Modified
08 May 2013
General Comment
2011-01-11 Trazodone hydrochloride is a serotonin uptake inhibitor that is used as an antidepressive agent. It does not have very significant antimuscarinic properties, but has a marked sedative action. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety.