CHEBI:7640 - nortriptyline

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name nortriptyline
ChEBI ID CHEBI:7640
Definition An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(methylamino)propylidene group at position 5. It is an active metabolite of amitriptyline.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C19H21N
Net Charge 0
Average Mass 263.37678
Monoisotopic Mass 263.167
InChI InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20H,6,12-14H2,1H3
InChIKey PHVGLTMQBUFIQQ-UHFFFAOYSA-N
SMILES CNCCC=C1c2ccccc2CCc2ccccc12
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.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
drug metabolite

Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nortriptyline (CHEBI:7640) has functional parent amitriptyline (CHEBI:2666)
nortriptyline (CHEBI:7640) has parent hydride dibenzo[a,d][7]annulene (CHEBI:35642)
nortriptyline (CHEBI:7640) has role adrenergic uptake inhibitor (CHEBI:35640)
nortriptyline (CHEBI:7640) has role analgesic (CHEBI:35480)
nortriptyline (CHEBI:7640) has role antidepressant (CHEBI:35469)
nortriptyline (CHEBI:7640) has role antineoplastic agent (CHEBI:35610)
nortriptyline (CHEBI:7640) has role apoptosis inducer (CHEBI:68495)
nortriptyline (CHEBI:7640) has role drug metabolite (CHEBI:49103)
nortriptyline (CHEBI:7640) is a organic tricyclic compound (CHEBI:51959)
nortriptyline (CHEBI:7640) is a secondary amine (CHEBI:32863)
IUPAC Name
3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N-methylpropan-1-amine
INNs Sources
nortriptylina WHO MedNet
nortriptyline WHO MedNet
nortriptyline WHO MedNet
nortriptylinum WHO MedNet
Synonyms Sources
10,11-dihydro-N-methyl-5H-dibenzo[a,d]cycloheptene-Δ5,γ-propylamine NIST Chemistry WebBook
3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine NIST Chemistry WebBook
Ateben ChemIDplus
Avantyl ChemIDplus
Aventyl ChemIDplus
demethylamitriptyline ChemIDplus
desmethylamitriptyline ChemIDplus
Noritren ChemIDplus
Nortriptyline KEGG COMPOUND
Psychostyl NIST Chemistry WebBook
Sensaval ChemIDplus
Database Links Databases
1971 DrugCentral
21B PDBeChem
C07274 KEGG COMPOUND
D08288 KEGG DRUG
DB00540 DrugBank
HMDB0014680 HMDB
LSM-4039 LINCS
NL6408512 Patent
Nortriptyline Wikipedia
US3442949 Patent
US3922305 Patent
View more database links
Registry Numbers Types Sources
2216786 Reaxys Registry Number Reaxys
2216786 Beilstein Registry Number ChemIDplus
72-69-5 CAS Registry Number KEGG COMPOUND
72-69-5 CAS Registry Number ChemIDplus
72-69-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10379421 PubMed citation Europe PMC
14561440 PubMed citation Europe PMC
17071817 PubMed citation Europe PMC
23280809 PubMed citation Europe PMC
24037379 PubMed citation Europe PMC
24368464 PubMed citation Europe PMC
25224004 PubMed citation Europe PMC
25480462 PubMed citation Europe PMC
25569864 PubMed citation Europe PMC
25592638 PubMed citation Europe PMC
25683584 PubMed citation Europe PMC
25707462 PubMed citation Europe PMC
25749306 PubMed citation Europe PMC
26086857 PubMed citation Europe PMC
26453560 PubMed citation Europe PMC
Last Modified
22 February 2017