CHEBI:9738 - trimipramine

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ChEBI Name trimipramine
ChEBI ID CHEBI:9738
Definition A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)-2-methylpropyl group at the nitrogen atom. It is used as an antidepressant.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H26N2
Net Charge 0
Average Mass 294.43392
Monoisotopic Mass 294.20960
InChI InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3
InChIKey ZSCDBOWYZJWBIY-UHFFFAOYSA-N
SMILES CC(CN(C)C)CN1c2ccccc2CCc2ccccc12
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing trimipramine (CHEBI:9738) has functional parent imipramine (CHEBI:47499)
trimipramine (CHEBI:9738) has role antidepressant (CHEBI:35469)
trimipramine (CHEBI:9738) has role environmental contaminant (CHEBI:78298)
trimipramine (CHEBI:9738) has role xenobiotic (CHEBI:35703)
trimipramine (CHEBI:9738) is a dibenzoazepine (CHEBI:47804)
trimipramine (CHEBI:9738) is a tertiary amino compound (CHEBI:50996)
Incoming trimipramine maleate (CHEBI:35030) has part trimipramine (CHEBI:9738)
IUPAC Name
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-amine
Synonyms Sources
10,11-dihydro-N,N,β-trimethyl-5H-dibenz[b,f]azepine-5-propanamine NIST Chemistry WebBook
5-(γ-dimethylamino-β-methylpropyl)-10,11-dihydro-5H-dibenzo[b,f]azepine NIST Chemistry WebBook
5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro-5H-dibenz[b,f]azepine NIST Chemistry WebBook
β-methylimipramine NIST Chemistry WebBook
RP-7162 NIST Chemistry WebBook
Sapilent ChemIDplus
Trimeprimine ChemIDplus
trimeproprimine NIST Chemistry WebBook
Trimipramine ChemIDplus
Manual Xrefs Databases
2758 DrugCentral
CN103893187 Patent
D00394 KEGG DRUG
DB00726 DrugBank
HMDB0014864 HMDB
LSM-1371 LINCS
Trimipramine Wikipedia
View more database links
Registry Numbers Types Sources
1321466 Beilstein Registry Number ChemIDplus
1321466 Reaxys Registry Number Reaxys
739-71-9 CAS Registry Number NIST Chemistry WebBook
739-71-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22642681 PubMed citation Europe PMC
25178259 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag