BENACTYZINE

US Previously Marketed

First approved in 1957

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 Search

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3683366 | https://www.ncbi.nlm.nih.gov/pubmed/13673692 | https://www.ncbi.nlm.nih.gov/pubmed/13597010

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

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor 160 Target ID: CHEMBL2094109 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3683366	Antagonist 2778
Nicotinic acetylcholine receptor 10 Target ID: Nicotinic acetylcholine receptor Sources: https://www.ncbi.nlm.nih.gov/pubmed/3683366	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Depression 235 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5337279 https://www.ncbi.nlm.nih.gov/pubmed/20894073	Primary		Approved 8429	Deprol Approved Use treatment of depression
Anxiety 267 Sources: https://www.netdoktor.at/medikamente/anxiolit-plus-dragees-273008	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

Dose	Population	Adverse 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

AE	Significance	Dose	Population
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

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
MATE1 306

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
MATE1 308	inhibitor 3277 Sources: https://pubmed.ncbi.nlm.nih.gov/27418674/	yes

Sourcing

Vendor/Aggregator	ID	URL
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

Title	Date	PubMed
[Effect of several neuroleptic, adreno-, sympatho- and cholinolytic substances on the development of experimental cerebral edema induced by nicotine].	1977 May-Jun	20324
Effect of methoxime combined with anticholinergic, anticonvulsant or anti-HCN drugs in tabun-poisoned mice.	2003	14677719
Protection and inflammatory markers following exposure of guinea pigs to sarin vapour: comparative efficacy of three oximes.	2004 Nov-Dec	15558827
Antiparkinson drugs used as prophylactics for nerve agents: studies of cognitive side effects in rats.	2008 Jun	18384867
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	18264771
Therapy against organophosphate poisoning: the importance of anticholinergic drugs with antiglutamatergic properties.	2008 Oct 15	18680758

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 UTC 2023` Edited by `admin` on `Fri Dec 15 14:59:42 UTC 2023`
Record UNII	595EG71R3F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENACTYZINE

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