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Details

Stereochemistry ACHIRAL
Molecular Formula C18H21N3O.ClH
Molecular Weight 331.84
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIBENZEPIN HYDROCHLORIDE

SMILES

Cl.CN(C)CCN1C2=CC=CC=C2N(C)C3=CC=CC=C3C1=O

InChI

InChIKey=RJPZIQRLRMWPRF-UHFFFAOYSA-N
InChI=1S/C18H21N3O.ClH/c1-19(2)12-13-21-17-11-7-6-10-16(17)20(3)15-9-5-4-8-14(15)18(21)22;/h4-11H,12-13H2,1-3H3;1H

HIDE SMILES / InChI
Molecular Formula C18H21N3O
Molecular Weight 295.3788
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://mentalhealthdaily.com/2014/08/18/tricyclic-antidepressants-list-tcas/

Dibenzepin is a tricyclic antidepressant of the dibenzo-epine group. It is a selective noradrenaline uptake inhibitor, which exhibits in vitro and in vivo imipramine-like effects. It binds strongly to histamine H1 receptors in the brain and, to a lesser extent, to cholinergic receptors. The pharmacological profile of dibenzepin corresponds widely to its biochemical properties: histamine antagonism, tetrabenazine antagonism, potentiation of various noradrenergic effects and anticholinergic effects. Dibenzepin is only available in European countries for the treatment of depression.

CNS Activity

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2849
Inhibitor
8504
Antagonist
2849
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
NOVERIL

Approved Use

Noveril (dibenzepin) is indicated for the treatment of depression
Doses

Doses

DosePopulationAdverse events​
14.4 g single, oral
Overdose
Dose: 14.4 g
Route: oral
Route: single
Dose: 14.4 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/6138296/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6138296/
Other AEs: Seizures...
Other AEs:
Seizures
Sources:
https://pubmed.ncbi.nlm.nih.gov/6138296/
2160 mg single, oral
Overdose
Dose: 2160 mg
Route: oral
Route: single
Dose: 2160 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/8826563/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/8826563/
Other AEs: Pulmonary edema...
Other AEs:
Pulmonary edema
Sources:
https://pubmed.ncbi.nlm.nih.gov/8826563/
AEs

AEs

AESignificanceDosePopulation
Seizures
14.4 g single, oral
Overdose
Dose: 14.4 g
Route: oral
Route: single
Dose: 14.4 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/6138296/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6138296/
Pulmonary edema
2160 mg single, oral
Overdose
Dose: 2160 mg
Route: oral
Route: single
Dose: 2160 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/8826563/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/8826563/
PubMed

PubMed

TitleDatePubMed
Tricyclic antidepressants and headaches: systematic review and meta-analysis.
2010-10-20
Inhibition of the cardiac L-type calcium channel current by antidepressant drugs.
2008-03
Comparison of trazodone, diazepame and dibenzepine influences on rat brain beta-endorphins content.
2007-08
Therapeutic drug monitoring of 13 antidepressant and five neuroleptic drugs in serum with liquid chromatography-electrospray ionization mass spectrometry.
2003-12
Precise gas chromatography with retention time locking in comprehensive toxicological screening for drugs in blood.
2003-05-25
Simultaneous determination of seven tricyclic antidepressant drugs in human plasma by direct-injection HPLC-APCI-MS-MS with an ion trap detector.
2002-08
Discrimination in 5-HT(3) receptor binding in murine brain and cultured cell preparations.
2002-02
Direct-injection high performance liquid chromatography ion trap mass spectrometry for the quantitative determination of olanzapine, clozapine and N-desmethylclozapine in human plasma.
2002
Drug-induced rapid cycling: possible outcomes and management.
1982-07
Dibenzepin and amitriptyline in the treatment of depression.
1971-05
Patents

Patents

GB961106
2
US3312689
2
US3419547
2

Sample Use Guides

In Vivo Use Guide
In adult patients, treatment should begin with Noveril (dibenzepin) 240 mg tablets, the daily dose being given as a single dose or in 2 divided dose.
Route of Administration: Oral
In Vitro Use Guide
Dibenzepin blocked calcium current in enzymatically isolated rat ventricular myocytes with IC(50) values of 364 uM.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:49:40 GMT 2025
Edited
by admin
on Mon Mar 31 17:49:40 GMT 2025
Record UNII
JLN0273S4Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HF 1927
Preferred Name English
DIBENZEPIN HYDROCHLORIDE
JAN   MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
DIBENZEPIN HYDROCHLORIDE [USAN]
Common Name English
DIBENZEPIN HYDROCHLORIDE [MART.]
Common Name English
DIBENZEPIN HYDROCHLORIDE [MI]
Common Name English
DIBENZEPIN HCL
Common Name English
HF-1927
Code English
Dibenzepin hydrochloride [WHO-DD]
Common Name English
10-[2-(Dimethylamino)ethyl]-5,10-dihydro-5-methyl-11-H-dibenzo[b,e][1,4]diazepin-11-one monohydrochloride
Common Name English
11H-DIBENZO(B,E)(1,4)-DIAZEPIN-11-ONE, 10-(2-(DIMETHYLAMINO)ETHYL)-5,10-DIHYDRO-5-METHYL-, MONOHYDROCHLORIDE
Common Name English
DIBENZEPIN HYDROCHLORIDE [JAN]
Common Name English
NSC-169412
Code English
Code System Code Type Description
SMS_ID
100000087922
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
ChEMBL
CHEMBL1442422
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
NSC
169412
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
FDA UNII
JLN0273S4Z
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
MESH
C084605
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID5048421
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
EVMPD
SUB01659MIG
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
MERCK INDEX
m4282
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
206-255-6
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
PUBCHEM
9418
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
CAS
315-80-0
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
NCI_THESAURUS
C169906
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY
RXCUI
236807
Created by admin on Mon Mar 31 17:49:40 GMT 2025 , Edited by admin on Mon Mar 31 17:49:40 GMT 2025
PRIMARY RxNorm
Related Record Type Details
Structure of DIBENZEPIN
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of DIBENZEPIN
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