ContaminantDB: Diphemanil methylsulfate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:40:04 UTC

Update Date

2026-04-04 18:31:28 UTC

Accession Number

CHEM016674

Identification

Common Name

Diphemanil methylsulfate

Class

Small Molecule

Description

The alkene resulting from the formal Wittig olefination of benzophenone and 1,1-dimethyl-4-bromopiperidinium methylsulfate. A quaternary ammonium anticholinergic, it binds muscarinic acetycholine receptors and thereby decreases secretory excretion of stomach acids, saliva and sweat, It is used topically in the treatment of hyperhidorsis (excessive sweating).

Contaminant Sources

HMDB Contaminants - Urine
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-(Diphenylmethylene)-1,1-dimethylpiperidinium methyl sulfate	ChEBI
Diphemanil methosulfate	ChEBI
Diphemanil metilsulfate	ChEBI
Diphemanili metilsulfas	ChEBI
Metilsulfate de diphemanil	ChEBI
Metilsulfato de difemanilo	ChEBI
N,N-Dimethyl-4-piperidylidene-1,1-diphenylmethane methylsulfate	ChEBI
p-(alpha-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulfate	ChEBI
Prantal	Kegg
4-(Diphenylmethylene)-1,1-dimethylpiperidinium methyl sulfuric acid	Generator
4-(Diphenylmethylene)-1,1-dimethylpiperidinium methyl sulphate	Generator
4-(Diphenylmethylene)-1,1-dimethylpiperidinium methyl sulphuric acid	Generator
Diphemanil methosulfuric acid	Generator
Diphemanil methosulphate	Generator
Diphemanil methosulphuric acid	Generator
Diphemanil metilsulfuric acid	Generator
Diphemanil metilsulphate	Generator
Diphemanil metilsulphuric acid	Generator
Diphemanili metilsulphas	Generator
Metilsulfuric acid de diphemanil	Generator
Metilsulphate de diphemanil	Generator
Metilsulphuric acid de diphemanil	Generator
Metilsulphato de difemanilo	Generator
N,N-Dimethyl-4-piperidylidene-1,1-diphenylmethane methylsulfuric acid	Generator
N,N-Dimethyl-4-piperidylidene-1,1-diphenylmethane methylsulphate	Generator
N,N-Dimethyl-4-piperidylidene-1,1-diphenylmethane methylsulphuric acid	Generator
p-(a-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulfate	Generator
p-(a-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulfuric acid	Generator
p-(a-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulphate	Generator
p-(a-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulphuric acid	Generator
p-(alpha-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulfuric acid	Generator
p-(alpha-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulphate	Generator
p-(alpha-Phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulphuric acid	Generator
p-(Α-phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulfate	Generator
p-(Α-phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulfuric acid	Generator
p-(Α-phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulphate	Generator
p-(Α-phenylbenzylidene)-1,1-dimethylpiperidinium methyl sulphuric acid	Generator
Diphemanil methylsulfuric acid	Generator
Diphemanil methylsulphate	Generator
Diphemanil methylsulphuric acid	Generator

Chemical Formula

C₂₁H₂₇NO₄S

Average Molecular Mass

389.508 g/mol

Monoisotopic Mass

389.166 g/mol

CAS Registry Number

62-97-5

IUPAC Name

4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium methyl sulfate

Traditional Name

4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium methyl sulfate(1-)

SMILES

COS([O-])(=O)=O.C[N+]1(C)CCC(CC1)=C(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H24N.CH4O4S/c1-21(2)15-13-19(14-16-21)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18;1-5-6(2,3)4/h3-12H,13-16H2,1-2H3;1H3,(H,2,3,4)/q+1;/p-1

InChI Key

BREMLQBSKCSNNH-UHFFFAOYSA-M

Chemical Taxonomy

Description

belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Piperidine
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Quaternary ammonium salt
Tetraalkylammonium salt
Azacycle
Organoheterocyclic compound
Amine
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

piperidines (CHEBI:59782 )
quaternary ammonium salt (CHEBI:59782 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0002 g/L	ALOGPS
logP	1.12	ALOGPS
logP	-0.15	ChemAxon
logS	-6.3	ALOGPS
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.69 m³·mol⁻¹	ChemAxon
Polarizability	33.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00729

HMDB ID

HMDB0014867

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Diphemanil

Chemspider ID

Not Available

ChEBI ID

59782

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Diphemanil methylsulfate (CHEM016674)

Structure for CHEM016674: Diphemanil methylsulfate