clomipramine (CHEBI:47780)

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ChEBI Name	clomipramine

ChEBI ID	CHEBI:47780

Definition	A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine which is substituted by chlorine at position 3 and in which the hydrogen attached to the nitrogen is replaced by a 3-(dimethylamino)propyl group. One of the more sedating tricyclic antidepressants, it is used as the hydrochloride salt for the treatment of depression as well as obsessive-compulsive disorder and phobias.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:47359, CHEBI:3754

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Formula

C19H23ClN2

Net Charge

Average Mass

314.85210

Monoisotopic Mass

314.15498

InChI

InChI=1S/C19H23ClN2/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

InChIKey

GDLIGKIOYRNHDA-UHFFFAOYSA-N

SMILES

CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc12

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. anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. serotonergic drug EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12).

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. 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

ChEBI Ontology
Outgoing	clomipramine (CHEBI:47780) has functional parent imipramine (CHEBI:47499) clomipramine (CHEBI:47780) has role anticoronaviral agent (CHEBI:149553) clomipramine (CHEBI:47780) has role antidepressant (CHEBI:35469) clomipramine (CHEBI:47780) has role EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor (CHEBI:77402) clomipramine (CHEBI:47780) has role serotonergic antagonist (CHEBI:48279) clomipramine (CHEBI:47780) has role serotonergic drug (CHEBI:48278) clomipramine (CHEBI:47780) has role serotonin uptake inhibitor (CHEBI:50949) clomipramine (CHEBI:47780) is a dibenzoazepine (CHEBI:47804) clomipramine (CHEBI:47780) is conjugate base of clomipramine(1+) (CHEBI:64209)

Incoming	clomipramine(1+) (CHEBI:64209) is conjugate acid of clomipramine (CHEBI:47780)

IUPAC Name

3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine

Synonyms	Sources
3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine	NIST Chemistry WebBook
3-(3-CHLORO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE	PDBeChem
3-chloroimipramine	ChemIDplus
chlorimipramine	NIST Chemistry WebBook
Clomipramine	KEGG COMPOUND
G 34586	NIST Chemistry WebBook
monochlorimipramine	NIST Chemistry WebBook

Last Modified

23 April 2020