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Details

Stereochemistry RACEMIC
Molecular Formula C18H30NO3S.Br
Molecular Weight 420.405
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENTHIENATE BROMIDE

SMILES

[Br-].CC[N+](C)(CC)CCOC(=O)C(O)(C1CCCC1)C2=CC=CS2

InChI

InChIKey=VWGJUXTWIWCQGL-UHFFFAOYSA-M
InChI=1S/C18H30NO3S.BrH/c1-4-19(3,5-2)12-13-22-17(20)18(21,15-9-6-7-10-15)16-11-8-14-23-16;/h8,11,14-15,21H,4-7,9-10,12-13H2,1-3H3;1H/q+1;/p-1

HIDE SMILES / InChI
Molecular Formula C18H29NO3S
Molecular Weight 339.493
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

PENTHIENATE, a synthetic anticholinergic, depresses the motility and secretion of the stomach and reduces the motor activity of the intestine by blocking vagal stimulation. It is used in the treatment of peptic ulcer and dyspepsia.

Approval Year

1954
119
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
Monodral

Approved Use

Antispasmodic

Launch Date

1954
Doses

Doses

DosePopulationAdverse events​
5 mg 3 times / day multiple, oral
Dose: 5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 5 mg, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/8937366
unhealthy, 63.5 years (range: 36-85 years)
Health Status: unhealthy
Age Group: 63.5 years (range: 36-85 years)
Sex: M+F
Sources:
https://pubmed.ncbi.nlm.nih.gov/8937366
Disc. AE: Swallowing difficult...
AEs leading to
discontinuation/dose reduction:
Swallowing difficult (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/8937366
AEs

AEs

AESignificanceDosePopulation
Swallowing difficult 1 patient
Disc. AE
5 mg 3 times / day multiple, oral
Dose: 5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 5 mg, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/8937366
unhealthy, 63.5 years (range: 36-85 years)
Health Status: unhealthy
Age Group: 63.5 years (range: 36-85 years)
Sex: M+F
Sources:
https://pubmed.ncbi.nlm.nih.gov/8937366
Sourcing

Sourcing

Vendor/AggregatorIDURL
AAA Chemistry
AR-1I7286
ABI Chem
AC1L1LQC
ABI Chem
AC1Q65RI
Compound Cloud
6066
Compound Cloud
6067
eMolecules
260195275
eMolecules
76753665
NCI Plated 2007
61814
NovoSeek
6067
ZINC
ZINC000001690860
http://zinc15.docking.org/substances/ZINC000001690860
ZINC
ZINC000002041344
http://zinc15.docking.org/substances/ZINC000002041344
PubMed

PubMed

TitleDatePubMed
Urinary urge incontinence: randomised crossover trials of penthienate versus placebo and propantheline.
1996-11-04
Anticholinergic medication for the unstable bladder: prospective trials of imipramine/propantheline versus penthienate and oxybutynin versus penthienate.
1996
Value of penthienate methobromide in lienteric diarrhoea and encopresis in childhood.
1958-12-06
Mydriatic action of penthienate bromide; a possible substitute for atropine.
1957-03-23
A comparative study of three anticholinergic drugs monodral, pamine and pro-banthine.
1956-05-01
Effects on gastric secretion of WIN 4369 (monodral), a synthetic anticholinergic.
1954-04-15
Patents

Patents

20100190771
2
6680047
81
WO2005070887A1
2
WO2007011290A1
2
WO2007114881A1
2
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:29:46 GMT 2025
Edited
by admin
on Mon Mar 31 18:29:46 GMT 2025
Record UNII
MA4DVZ926O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MONODRAL BROMIDE
Preferred Name English
PENTHIENATE BROMIDE
MART.   MI   WHO-DD  
Common Name English
2-(2-Cyclopentyl-2-hydroxy-2-(thiophen-2-yl)acetoxy)-N,N-diethyl-N-methylethanaminium bromide
Systematic Name English
NSC-61814
Code English
Penthienate bromide [WHO-DD]
Common Name English
PENTHIENATE BROMIDE [MI]
Common Name English
PENTHIENATE BROMIDE [MART.]
Common Name English
Code System Code Type Description
MERCK INDEX
m873
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL2110700
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
SMS_ID
100000079758
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
FDA UNII
MA4DVZ926O
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
EVMPD
SUB14798MIG
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
MESH
C102258
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-478-2
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
PUBCHEM
6066
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
CAS
60-44-6
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID60875110
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
NSC
61814
Created by admin on Mon Mar 31 18:29:46 GMT 2025 , Edited by admin on Mon Mar 31 18:29:46 GMT 2025
PRIMARY
Related Record Type Details
Structure of PENTHIENATE
ACTIVE MOIETY
NIH
NCATS
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