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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
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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Nicotinic acetylcholine receptor
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Deprol

Approved Use

treatment of depression
Primary
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: Page: p.86
unknown
n = 1
Health Status: unknown
Population Size: 1
Sources: Page: p.86
Disc. AE: Psychosis...
AEs leading to
discontinuation/dose reduction:
Psychosis
Sources: Page: p.86
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources: Page: p.86
healthy
n = 1
Health Status: healthy
Population Size: 1
Sources: Page: p.86
Disc. AE: Delirium...
AEs leading to
discontinuation/dose reduction:
Delirium (severe)
Sources: 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: Page: p.86
unknown
n = 1
Health Status: unknown
Population Size: 1
Sources: Page: p.86
Delirium severe
Disc. AE
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources: Page: p.86
healthy
n = 1
Health Status: healthy
Population Size: 1
Sources: Page: p.86
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
PubMed

PubMed

TitleDatePubMed
Meprobamate-benactyzine (Deprol) and placebo in two depressed outpatient populations.
1969 Mar-Apr
[Effect of several neuroleptic, adreno-, sympatho- and cholinolytic substances on the development of experimental cerebral edema induced by nicotine].
1977 May-Jun
[The possible role of presynaptic effects in realizing the protective action of M-cholinolytics in dimethyl dichlorovinyl phosphate poisoning].
1991 Jul-Aug
The influence of anticholinergic drug selection on the effectiveness of oximes against soman-induced supralethal poisoning in mice.
2001
[Effect of diazepam on the effectiveness of antidote therapy in eliminating the acute lethal effects of soman in mice].
2001 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
Inhibition effects of benactyzine and drofenine on human serum butyrylcholinesterase.
2001 Feb 1
[Effect of diazepam on antidote therapy of lethal toxic effects of soman in rats].
2001 Sep
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
Effect of methoxime combined with anticholinergic, anticonvulsant or anti-HCN drugs in tabun-poisoned mice.
2003
A comparison of the neuroprotective efficacy of pharmacological pretreatment and antidotal treatment in soman-poisoned rats.
2003
Neuroprotective efficacy of pharmacological pretreatment and antidotal treatment in tabun-poisoned rats.
2003 Mar 14
Anticholinergic and antiglutamatergic agents protect against soman-induced brain damage and cognitive dysfunction.
2003 Sep
Therapeutic efficacy of different antidotal mixtures against poisoning with GF-agent in mice.
2004
Anticholinergic drugs--functional antidotes for the treatment of tabun intoxication.
2004
Acute experimental tabun-induced intoxication and its therapy in rats.
2004 Mar
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
Therapeutic and neuroprotective efficacy of pharmacological pretreatment and antidotal treatment of acute tabun or soman poisoning with the emphasis on pretreatment drug PANPAL.
2006 Dec
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
Protective effect of reversible cholinesterase inhibitors (tacrine, pyridostigmine) and eqbuche against VX poisoning and brain acetylcholinesterase inhibition in rats.
2008
Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman.
2008 Feb
Efficacy of antidotal treatment against sarin poisoning: the superiority of benactyzine and caramiphen.
2008 Feb 15
The present approaches to the development of prophylactic and therapeutic antidotes against nerve agents.
2008 Jun
Antiparkinson drugs used as prophylactics for nerve agents: studies of cognitive side effects in rats.
2008 Jun
Role of the cholinergic mechanisms of the ventrolateral preoptic area of the hypothalamus in regulating the state of sleep and waking in pigeons.
2008 Mar
[The sexual function of mature rat males after prenatal modulation of cholinergic system].
2008 May
Therapy against organophosphate poisoning: the importance of anticholinergic drugs with antiglutamatergic properties.
2008 Oct 15
Chemical aspects of pharmacological prophylaxis against nerve agent poisoning.
2009
Sexual function in adult male rats after prenatal modulation of the cholinergic system.
2009 Jun
Paraoxon attenuates vascular smooth muscle contraction through inhibiting Ca2+ influx in the rabbit thoracic aorta.
2010
[Tolerance of prostate biopsy with use of local anesthesia and benzodiazepines: a randomized, prospective study].
2010 Jan

Sample Use Guides

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
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 Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
Code System Code Type Description
MESH
D001535
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
DRUG CENTRAL
298
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
INN
496
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
HSDB
3292
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
CAS
302-40-9
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
ChEMBL
CHEMBL70352
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
EPA CompTox
DTXSID0022644
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
MERCK INDEX
M2301
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY Merck Index
EVMPD
SUB05696MIG
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
NCI_THESAURUS
C81454
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
RXCUI
1361
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY RxNorm
WIKIPEDIA
BENACTYZINE
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
SMS_ID
100000086589
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
DRUG BANK
DB09023
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
PUBCHEM
9330
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-123-8
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY
FDA UNII
595EG71R3F
Created by admin on Wed Jul 05 22:31:45 UTC 2023 , Edited by admin on Wed Jul 05 22:31:45 UTC 2023
PRIMARY