CHEBI:47781 - desipramine

ChEBI IDCHEBI:47781
ChEBI Namedesipramine
Stars
DefinitionA dibenzoazepine consisting of 10,11-dihydro-5H-dibenzo[b,f]azepine substituted on nitrogen with a 3-(methylamino)propyl group.
Secondary ChEBI IDsCHEBI:4448, CHEBI:47393
Last Modified22 February 2017
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC18H22N2
Net Charge0
Average Mass266.388
Monoisotopic Mass266.17830
SMILESCNCCCN1c2ccccc2CCc2ccccc21
InChIInChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3
InChIKeyHCYAFALTSJYZDH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
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 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor  An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor that interferes with the action of sphingomyelin phosphodiesterase (EC 3.1.4.12).
drug allergen  Any drug which causes the onset of an allergic reaction.
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
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).
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.
Applications:
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.
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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.
ChEBI Ontology
Outgoing Relation(s)
desipramine (CHEBI:47781) has role adrenergic uptake inhibitor (CHEBI:35640)
desipramine (CHEBI:47781) has role antidepressant (CHEBI:35469)
desipramine (CHEBI:47781) has role cholinergic antagonist (CHEBI:48873)
desipramine (CHEBI:47781) has role drug allergen (CHEBI:88188)
desipramine (CHEBI:47781) has role EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor (CHEBI:76811)
desipramine (CHEBI:47781) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
desipramine (CHEBI:47781) has role H1-receptor antagonist (CHEBI:37955)
desipramine (CHEBI:47781) has role serotonin uptake inhibitor (CHEBI:50949)
desipramine (CHEBI:47781) has role α-adrenergic antagonist (CHEBI:37890)
desipramine (CHEBI:47781) is a dibenzoazepine (CHEBI:47804)
desipramine (CHEBI:47781) is a secondary amino compound (CHEBI:50995)
Incoming Relation(s)
desipramine hydrochloride (CHEBI:4449) has part desipramine (CHEBI:47781)
IUPAC Name 
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
INNs  Source
desipraminaChEBI
desipramineChEBI
désipramineChEBI
desipraminumChEBI
Synonyms  Source
3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N-METHYLPROPAN-1-AMINEPDBeChem
5-(γ-methylaminopropyl)iminodibenzylChemIDplus
demethylimipramineChemIDplus
DesipraminChemIDplus
DesipramineKEGG COMPOUND
desmethylimipramineNIST Chemistry WebBook
Manual XrefsDatabases
812DrugCentral
C06943KEGG COMPOUND
D07791KEGG DRUG
DB01151DrugBank
DesipramineWikipedia
DSMPDBeChem
HMDB0015282HMDB
LSM-3351LINCS
Registry NumbersSources
Reaxys:1432747Reaxys
CAS:50-47-5ChemIDplus
CAS:50-47-5NIST Chemistry WebBook
CAS:50-47-5KEGG COMPOUND
Citations