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Details

Stereochemistry RACEMIC
Molecular Formula C22H28NO3.Br
Molecular Weight 434.367
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZILONIUM BROMIDE

SMILES

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

InChI

InChIKey=GGMMWVHTLAENAS-UHFFFAOYSA-M
InChI=1S/C22H28NO3.BrH/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;1H/q+1;/p-1

HIDE SMILES / InChI
Molecular Formula C22H27NO3
Molecular Weight 353.4547
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity ( + / - )
Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:59:11 GMT 2025
Edited
by admin
on Mon Mar 31 17:59:11 GMT 2025
Record UNII
EMB5M4GMHP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZILONIUM BROMIDE
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
MINELCIN
Preferred Name English
BENZILONE BROMIDE
Common Name English
3-BENZILOYLOXY-1,1-DIETHYLPYRROLIDINIUM BROMIDE
Systematic Name English
CN-20,172-3
Code English
BENZILONIUM BROMIDE [MI]
Common Name English
1,1-Diethyl-3-hydroxypyrrolidinium bromide benzilate
Systematic Name English
PU-239
Code English
PIRBENINA
Brand Name English
ORTYN
Brand Name English
MINELCO
Brand Name English
CI-379
Code English
PYRROLIDINIUM, 1,1-DIETHYL-3-((2-HYDROXY-2,2-DIPHENYLACETYL)OXY)-, BROMIDE (1:1)
Systematic Name English
PYRBENINE
Brand Name English
BENZILONIUM BROMIDE [USAN]
Common Name English
PYRROLIDINIUM, 1,1-DIETHYL-3-((HYDROXYDIPHENYLACETYL)OXY)-, BROMIDE
Systematic Name English
Benzilonium bromide [WHO-DD]
Common Name English
PARTYN
Brand Name English
ULCOBAN
Brand Name English
benzilonium bromide [INN]
Common Name English
PORTYN
Brand Name English
BENZILONIUM BROMIDE [MART.]
Common Name English
NSC-107530
Code English
CN-20172-3
Code English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
Code System Code Type Description
MERCK INDEX
m581
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY Merck Index
NSC
107530
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
CAS
1050-48-2
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
NCI_THESAURUS
C72943
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
SMS_ID
100000086384
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
PUBCHEM
66247
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
FDA UNII
EMB5M4GMHP
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
INN
1156
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-885-5
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
EVMPD
SUB05749MIG
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
EPA CompTox
DTXSID1057612
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110788
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
MESH
C004460
Created by admin on Mon Mar 31 17:59:11 GMT 2025 , Edited by admin on Mon Mar 31 17:59:11 GMT 2025
PRIMARY
Related Record Type Details
Structure of BENZILONIUM
PARENT -> SALT/SOLVATE
Structure of BENZILONIUM BROMIDE, (R)-
ENANTIOMER -> RACEMATE
Structure of BENZILONIUM BROMIDE, (S)-
ENANTIOMER -> RACEMATE
Related Record Type Details
Structure of BENZILONIUM
ACTIVE MOIETY
NIH
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