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Details

Stereochemistry ACHIRAL
Molecular Formula C20H24N
Molecular Weight 278.412
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of DIPHEMANIL

SMILES

C[N+]1(C)CCC(=C(c2ccccc2)c3ccccc3)CC1

InChI

InChIKey=LCTZPQRFOZKZNK-UHFFFAOYSA-N
InChI=1S/C20H24N/c1-21(2)15-13-19(14-16-21)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18/h3-12H,13-16H2,1-2H3/q+1

HIDE SMILES / InChI
Diphemanil methylsulfate (Prantal), a quarternary amine, is a highly specific parasympathetic blocking agent.

Originator

Curator's Comment:: reference retrieved from http://www.drugfuture.com/chemdata/diphemanil-methylsulfate.html

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PRANTAL

Approved Use

Diphemanil Methylsulfate is used for Peptic ulcer, Gastric hyperacidity, Hypermotility in gastritis, Pylorospasm, Hyperhidrosis and other conditions.
Primary
PRANTAL

Approved Use

Diphemanil Methylsulfate is used for Peptic ulcer, Gastric hyperacidity, Hypermotility in gastritis, Pylorospasm, Hyperhidrosis and other conditions.
Primary
PRANTAL

Approved Use

Diphemanil Methylsulfate is used for Peptic ulcer, Gastric hyperacidity, Hypermotility in gastritis, Pylorospasm, Hyperhidrosis and other conditions.
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
8.35 h
unknown, oral
DIPHEMANIL unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
8.6 h
3 mg/kg single, oral
dose: 3 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
DIPHEMANIL plasma
Homo sapiens
population: UNHEALTHY
age: NEWBORN
sex: UNKNOWN
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
2 mg single, respiratory
Highest studied dose
Dose: 2 mg
Route: respiratory
Route: single
Dose: 2 mg
Sources:
unhealthy, 25 years (range: 19-40 years)
Health Status: unhealthy
Age Group: 25 years (range: 19-40 years)
Sources:
2 % single, topical
Highest studied dose
Dose: 2 %
Route: topical
Route: single
Dose: 2 %
Sources:
unhealthy, 27-66 years
Health Status: unhealthy
Age Group: 27-66 years
Sex: M+F
Sources:
Other AEs: Dry mouth...
Other AEs:
Dry mouth (2 patients)
Sources:
250 mg single, oral
Dose: 250 mg
Route: oral
Route: single
Dose: 250 mg
Sources:
healthy, 30.8 years (range: 26 -42 years)
Health Status: healthy
Age Group: 30.8 years (range: 26 -42 years)
Sex: M
Sources:
Other AEs: Dry mouth, Headache...
Other AEs:
Dry mouth (1 patient)
Headache (1 patient)
Sources:
AEs

AEs

AESignificanceDosePopulation
Dry mouth 2 patients
2 % single, topical
Highest studied dose
Dose: 2 %
Route: topical
Route: single
Dose: 2 %
Sources:
unhealthy, 27-66 years
Health Status: unhealthy
Age Group: 27-66 years
Sex: M+F
Sources:
Dry mouth 1 patient
250 mg single, oral
Dose: 250 mg
Route: oral
Route: single
Dose: 250 mg
Sources:
healthy, 30.8 years (range: 26 -42 years)
Health Status: healthy
Age Group: 30.8 years (range: 26 -42 years)
Sex: M
Sources:
Headache 1 patient
250 mg single, oral
Dose: 250 mg
Route: oral
Route: single
Dose: 250 mg
Sources:
healthy, 30.8 years (range: 26 -42 years)
Health Status: healthy
Age Group: 30.8 years (range: 26 -42 years)
Sex: M
Sources:
PubMed

PubMed

TitleDatePubMed
Prantal in the treatment of hyperhidrosis.
1951 Oct
Prantal in dermatology.
1952 May
Effect of inhaled diphemanil methylsulfate, a parasympatholytic agent, on histamine induced bronchoconstriction in asymptomatic asthmatics.
1984 Jan
Treatment of Frey's syndrome with topical 2% diphemanil methylsulfate (Prantal): a double-blind evaluation of 15 patients.
1990 Jun
Patents

Sample Use Guides

Diphenylmethane methylsulfate was prescribed for the treatment of hyperhidrosis in a divided daily dosage of 200—400 mg.
Route of Administration: Other
Name Type Language
DIPHEMANIL
WHO-DD  
Common Name English
DIPHEMANIL ION
Common Name English
PIPERIDINIUM, 4-(DIPHENYLMETHYLENE)-1,1-DIMETHYL-
Systematic Name English
4-(DIPHENYLMETHYLENE)-1,1-DIMETHYLPIPERIDINIUM
Systematic Name English
DIPHEMANIL [WHO-DD]
Common Name English
DIPHEMANIL CATION
Common Name English
Classification Tree Code System Code
WHO-VATC QA03CA08
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
NCI_THESAURUS C29704
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
WHO-VATC QA03AB15
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
WHO-ATC A03CA08
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
WHO-ATC A03AB15
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
Code System Code Type Description
WIKIPEDIA
Diphemanil
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
CAS
15394-62-4
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
NCI_THESAURUS
C78071
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
DRUG BANK
DB13720
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
DRUG CENTRAL
915
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
RXCUI
89782
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY RxNorm
EPA CompTox
15394-62-4
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
PUBCHEM
6127
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
EVMPD
SUB07208MIG
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY
FDA UNII
Q26TX1UD0W
Created by admin on Sat Jun 26 09:06:42 UTC 2021 , Edited by admin on Sat Jun 26 09:06:42 UTC 2021
PRIMARY