CHEBI:47499 - imipramine

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ChEBI Name imipramine
ChEBI ID CHEBI:47499
Definition A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47498, CHEBI:5881
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Formula C19H24N2
Net Charge 0
Average Mass 280.40734
Monoisotopic Mass 280.194
InChI InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3
InChIKey BCGWQEUPMDMJNV-UHFFFAOYSA-N
SMILES CN(C)CCCN1c2ccccc2CCc2ccccc12
Roles Classification
Biological Role(s): adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
Application(s): adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing imipramine (CHEBI:47499) has parent hydride 5H-dibenzo[b,f]azepine (CHEBI:47802)
imipramine (CHEBI:47499) has role adrenergic uptake inhibitor (CHEBI:35640)
imipramine (CHEBI:47499) has role antidepressant (CHEBI:35469)
imipramine (CHEBI:47499) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
imipramine (CHEBI:47499) is a dibenzoazepine (CHEBI:47804)
Incoming clomipramine (CHEBI:47780) has functional parent imipramine (CHEBI:47499)
trimipramine (CHEBI:9738) has functional parent imipramine (CHEBI:47499)
imipramine hydrochloride (CHEBI:5882) has part imipramine (CHEBI:47499)
IUPAC Name
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
INNs Sources
imipramine ChemIDplus
imipraminum ChemIDplus
Synonyms Sources
10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine NIST Chemistry WebBook
3-(5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE PDBeChem
5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine NIST Chemistry WebBook
Imipramin ChEBI
Imipramine KEGG COMPOUND
imizine NIST Chemistry WebBook
N-(γ-dimethylaminopropyl)iminodibenzyl NIST Chemistry WebBook
Brand Names Sources
Antideprin DrugBank
Irmin ChemIDplus
Melipramine ChemIDplus
Database Links Databases
C07049 KEGG COMPOUND
D08070 KEGG DRUG
DB00458 DrugBank
HMDB01848 HMDB
Imipramine Wikipedia
IXX PDBeChem
LSM-2852 LINCS
US2554736 Patent
View more database links
Registry Numbers Types Sources
1572523 Gmelin Registry Number Gmelin
256892 Beilstein Registry Number Beilstein
256892 Reaxys Registry Number Reaxys
50-49-7 CAS Registry Number NIST Chemistry WebBook
50-49-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
20825390 PubMed citation Europe PMC
Last Modified
25 February 2016