CHEBI:3755 - clomipramine hydrochloride

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ChEBI Name clomipramine hydrochloride
ChEBI ID CHEBI:3755
Definition A hydrochloride resulting from the reaction of equimolar amounts of clomipramine and hydrogen chloride. One of the more sedating tricyclic antidepressants, it is used for the treatment of depression as well as obsessive-compulsive disorder and phobias.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H24Cl2N2
Net Charge 0
Average Mass 351.31300
Monoisotopic Mass 350.13165
InChI InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
InChIKey WIMWMKZEIBHDTH-UHFFFAOYSA-N
SMILES Cl.CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc12
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
serotonergic drug

Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
serotonergic drug

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ChEBI Ontology
Outgoing clomipramine hydrochloride (CHEBI:3755) has part clomipramine(1+) (CHEBI:64209)
clomipramine hydrochloride (CHEBI:3755) has role antidepressant (CHEBI:35469)
clomipramine hydrochloride (CHEBI:3755) has role serotonergic antagonist (CHEBI:48279)
clomipramine hydrochloride (CHEBI:3755) has role serotonergic drug (CHEBI:48278)
clomipramine hydrochloride (CHEBI:3755) is a hydrochloride (CHEBI:36807)
IUPAC Name
3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine hydrochloride
Synonyms Sources
3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-aminium chloride IUPAC
3-chloroimipramine hydrochloride ChemIDplus
chloroimipramine monohydrochloride ChemIDplus
clomipramine HCl ChemIDplus
clomipramine monohydrochloride ChEBI
Brand Name Source
Anafranil KEGG DRUG
Manual Xrefs Databases
1812 VSDB
D00811 KEGG DRUG
DB01242 DrugBank
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Registry Numbers Types Sources
17321-77-6 CAS Registry Number ChemIDplus
17321-77-6 CAS Registry Number KEGG DRUG
4168494 Reaxys Registry Number Reaxys
Last Modified
16 March 2012