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Details

Stereochemistry RACEMIC
Molecular Formula C22H28NO3.Br
Molecular Weight 434.367
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
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 / 1
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
3913
Curator's Comment: Benzilonium, is an anticholinergic with minimal central nervous effects

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Ulcoban

Approved Use

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

PubMed

TitleDatePubMed
Do enkephalins participate in vagal activation of gastric acid secretion in man?
1987 Jan
Effect of fundic distension on gastric bicarbonate secretion in man.
1987 Jun
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 Fri Dec 15 15:29:58 GMT 2023
Edited
by admin
on Fri Dec 15 15:29:58 GMT 2023
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
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
MINELCIN
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
Code System Code Type Description
MERCK INDEX
m581
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PRIMARY Merck Index
NSC
107530
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PRIMARY
CAS
1050-48-2
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PRIMARY
NCI_THESAURUS
C72943
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PRIMARY
SMS_ID
100000086384
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
PUBCHEM
66247
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
FDA UNII
EMB5M4GMHP
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
INN
1156
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
213-885-5
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
EVMPD
SUB05749MIG
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID1057612
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110788
Created by admin on Fri Dec 15 15:29:59 GMT 2023 , Edited by admin on Fri Dec 15 15:29:59 GMT 2023
PRIMARY
MESH
C004460
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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
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