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Details

Stereochemistry RACEMIC
Molecular Formula C22H28NO3
Molecular Weight 354.4626
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of BENZILONIUM

SMILES

CC[N+]1(CC)CCC(C1)OC(=O)C(O)(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=ZKCWITXZGWUJAV-UHFFFAOYSA-N
InChI=1S/C22H28NO3/c1-3-23(4-2)16-15-20(17-23)26-21(24)22(25,18-11-7-5-8-12-18)19-13-9-6-10-14-19/h5-14,20,25H,3-4,15-17H2,1-2H3/q+1

HIDE SMILES / InChI

Description

Benzilonium is an antispasmodic and antimuscarinic drug. Benzilonium bromide is a quarternary antimuscarinic agent with minimal passage of the blood-brain barrier.

CNS Activity

CNS Active
4002
Curator's Comment: Benzilonium, is an anticholinergic with minimal central nervous effects

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2849
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
Ulcoban

Approved Use

https://www.ncbi.nlm.nih.gov/pubmed/396650
Doses

Doses

DosePopulationAdverse events​
30 mg single, intravenous
Highest studied dose
Dose: 30 mg
Route: intravenous
Route: single
Dose: 30 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7423681/
https://pubmed.ncbi.nlm.nih.gov/4708167/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/7423681/
https://pubmed.ncbi.nlm.nih.gov/4708167/
Other AEs: Shock...
Other AEs:
Shock (grade 2, 13%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/7423681/
https://pubmed.ncbi.nlm.nih.gov/4708167/
35 mg 2 times / day multiple, oral
Highest studied dose
Dose: 35 mg, 2 times / day
Route: oral
Route: multiple
Dose: 35 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/3841410/
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3841410/
Sources:
https://pubmed.ncbi.nlm.nih.gov/3841410/
AEs

AEs

AESignificanceDosePopulation
Shock grade 2, 13%
30 mg single, intravenous
Highest studied dose
Dose: 30 mg
Route: intravenous
Route: single
Dose: 30 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7423681/
https://pubmed.ncbi.nlm.nih.gov/4708167/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/7423681/
https://pubmed.ncbi.nlm.nih.gov/4708167/
PubMed

PubMed

TitleDatePubMed
Effect of fundic distension on gastric bicarbonate secretion in man.
1987-06
Do enkephalins participate in vagal activation of gastric acid secretion in man?
1987-01
Studies on gastric bicarbonate secretion in man.
1987
Effect of selective and non-selective antimuscarinics on rectosigmoid motility and gastrointestinal transit.
1985-11
Intragastric bacteria and nitrite after short-term treatment with different doses of antimuscarinic drugs.
1984-01
Patents

Patents

20050002865
228

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Benzilonium has also being used orally: https://www.ncbi.nlm.nih.gov/pubmed/7257013
Intravenous injection of benzilonium bromide in a dose close to 70 ug/kg, and atropine in the low dose of 30 ug/kg inhibited the acid response to sham feeding by about 65%.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Name Type Language
BENZILONIUM
WHO-DD  
Common Name English
BENZILONE
Preferred Name English
Benzilonium [WHO-DD]
Common Name English
BENZILONIUM ION
Common Name English
PYRROLIDINIUM, 1,1-DIETHYL-3-((HYDROXYDIPHENYLACETYL)OXY)
Common Name English
BENZILONIUM CATION
Common Name English
3-BENZILOYLOXY-1,1-DIETHYLPYRROLIDINIUM
Systematic Name English
1,1-DIETHYL-3-HYDROXYPYRROLIDINIUM BENZILATE
Systematic Name English
PYRROLIDINIUM, 1,1-DIETHYL-3-((2-HYDROXY-2,2-DIPHENYLACETYL)OXY)-
Systematic Name English
Classification Tree Code System Code
WHO-ATC A03AB01
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
WHO-VATC QA03AB01
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
NCI_THESAURUS C29704
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
Code System Code Type Description
DRUG CENTRAL
320
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
FDA UNII
GY56LQX77B
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
NCI_THESAURUS
C87444
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
CAS
16175-92-1
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
EPA CompTox
DTXSID40859574
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
SMS_ID
100000085018
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
WIKIPEDIA
BENZILONE
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
DRUG BANK
DB13369
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
EVMPD
SUB00722MIG
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
PUBCHEM
66248
Created by admin on Mon Mar 31 18:44:19 GMT 2025 , Edited by admin on Mon Mar 31 18:44:19 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of BENZILONIUM
SALT/SOLVATE (PARENT)
Structure of BENZILONIUM BROMIDE
NIH
NCATS
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