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Details

Stereochemistry ACHIRAL
Molecular Formula C20H25NO3
Molecular Weight 327.4174
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENACTYZINE

SMILES

CCN(CC)CCOC(=O)C(O)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=IVQOFBKHQCTVQV-UHFFFAOYSA-N
InChI=1S/C20H25NO3/c1-3-21(4-2)15-16-24-19(22)20(23,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,23H,3-4,15-16H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C20H25NO3
Molecular Weight 327.4174
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Benactyzine, an anticholinergic drug, had been used as an antidepressant in the treatment of depression and associated anxiety. It is no longer used in medicine due to its ineffectiveness but is widely used in scientific research. Benactyzine is a muscarinic antagonist which also inhibits the nicotinic acetylcholine receptor.

Approval Year

1957
114
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Nicotinic acetylcholine receptor
10
Target ID: Nicotinic acetylcholine receptor
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Deprol

Approved Use

treatment of depression
Primary
Approved
8429
Anxiolit plus

Approved Use

Anxiety states of tension and excitement change of symptoms discomfort of the gastrointestinal tract, the cardiovascular system and the urinary tract due to psychological causes (psychovegetative complaints)
Doses

Doses

DosePopulationAdverse events​
1300 mg single, oral
Overdose
Dose: 1300 mg
Route: oral
Route: single
Dose: 1300 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
unknown
n = 1
Health Status: unknown
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
Disc. AE: Psychosis...
AEs leading to
discontinuation/dose reduction:
Psychosis
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
healthy
n = 1
Health Status: healthy
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
Disc. AE: Delirium...
AEs leading to
discontinuation/dose reduction:
Delirium (severe)
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
AEs

AEs

AESignificanceDosePopulation
Psychosis Disc. AE
1300 mg single, oral
Overdose
Dose: 1300 mg
Route: oral
Route: single
Dose: 1300 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
unknown
n = 1
Health Status: unknown
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
Delirium severe
Disc. AE
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
healthy
n = 1
Health Status: healthy
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/5699594
Page: p.86
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
MATE1
306
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
MATE1
308
 yes
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY547289
https://www.001chemical.com/chem/302-40-9
Aurora Fine Chemicals LLC
A17.406.394
http://online.aurorafinechemicals.com/info?ID=A17.406.394
Aurora Fine Chemicals LLC
K05.594.650
http://online.aurorafinechemicals.com/info?ID=K05.594.650
ChemBridge
5177085
http://www.hit2lead.com/search.asp?db=SC&ids=5177085
ChemMol
49426858
http://www.chemmol.com/chemmol/49426858.html
ChemMol
99068629
http://www.chemmol.com/chemmol/99068629.html
Chemspace
CSSS00015277072
https://chem-space.com/CSSS00015277072
Molcore
MC547289
https://www.molcore.com/product/302-40-9
OChem
12166
http://www.ocheminc.com/index.php?act=psearch&pid=302B409
Smolecule
S520728
http://www.smolecule.com/products/s520728
THE BioTek
bt-261322
https://www.thebiotek.com/product/inhibitors/bt-261322
Yuhao Chemical
LL0667
http://www.chemyuhao.com/302-40-9.html
mcule
MCULE-2668849266
https://mcule.com/MCULE-2668849266/
PubMed

PubMed

TitleDatePubMed
Meprobamate-benactyzine (Deprol) and placebo in two depressed outpatient populations.
1969 Mar-Apr
[The possible role of presynaptic effects in realizing the protective action of M-cholinolytics in dimethyl dichlorovinyl phosphate poisoning].
1991 Jul-Aug
Effects of advanced candidate anticonvulsants under two rodent models of 'counting'.
2001 Dec
Effects of selected anticholinergics on acoustic startle response in rats.
2001 Dec
The influence of anticholinergic drug and oxime selection on the effectiveness of antidotal treatment against tabun-induced poisoning in mice.
2002
A comparison of the efficacy of pyridostigmine alone and the combination of pyridostigmine with anticholinergic drugs as pharmacological pretreatment of tabun-poisoned rats and mice.
2002 Aug 15
Neuroprotective efficacy of pharmacological pretreatment and antidotal treatment in tabun-poisoned rats.
2003 Mar 14
Protection and inflammatory markers following exposure of guinea pigs to sarin vapour: comparative efficacy of three oximes.
2004 Nov-Dec
Role of cholinergic structures in individual resistance of rat circulatory system to posthemorrhagic hypoxia.
2005 Aug
The influence of oxime and anticholinergic drug selection on the potency of antidotal treatment to counteract acute toxic effects of tabun in mice.
2006 Jan
Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman.
2008 Feb
The present approaches to the development of prophylactic and therapeutic antidotes against nerve agents.
2008 Jun
[The sexual function of mature rat males after prenatal modulation of cholinergic system].
2008 May

Sample Use Guides

In Vivo Use Guide
The patient is receiving benactyzine at a dose starting with 1 mg three times a day rising within five days to 2 mg four times a day, and remaining at that level until the end of the test period
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:59:42 GMT 2023
Edited
by admin
on Fri Dec 15 14:59:42 GMT 2023
Record UNII
595EG71R3F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENACTYZINE
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
BENACTYZINE [HSDB]
Common Name English
2-DIETHYLAMINOETHYL BENZILATE
Systematic Name English
Benactyzine [WHO-DD]
Common Name English
BENACTYZINE [VANDF]
Common Name English
BENACTYZINE [MI]
Common Name English
benactyzine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
Code System Code Type Description
MESH
D001535
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
DRUG CENTRAL
298
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
INN
496
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
HSDB
3292
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
CAS
302-40-9
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
ChEMBL
CHEMBL70352
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID0022644
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
MERCK INDEX
m2301
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY Merck Index
EVMPD
SUB05696MIG
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
NCI_THESAURUS
C81454
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
RXCUI
1361
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
BENACTYZINE
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
SMS_ID
100000086589
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
DRUG BANK
DB09023
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
PUBCHEM
9330
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-123-8
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
FDA UNII
595EG71R3F
Created by admin on Fri Dec 15 14:59:42 GMT 2023 , Edited by admin on Fri Dec 15 14:59:42 GMT 2023
PRIMARY
Related Record Type Details
Structure of BENACTYZINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of BENACTYZINE
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