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Details

Stereochemistry RACEMIC
Molecular Formula C17H22NOS2
Molecular Weight 320.493
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of TIMEPIDIUM

SMILES

COC1CC(C[N+](C)(C)C1)=C(C2=CC=CS2)C3=CC=CS3

InChI

InChIKey=PDYOTUCJOLELJU-UHFFFAOYSA-N
InChI=1S/C17H22NOS2/c1-18(2)11-13(10-14(12-18)19-3)17(15-6-4-8-20-15)16-7-5-9-21-16/h4-9,14H,10-12H2,1-3H3/q+1

HIDE SMILES / InChI
Molecular Formula C17H22NOS2
Molecular Weight 320.493
Charge 1
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity ( + / - )

Description

Timepidium bromide is a quaternary ammonium antimuscarinic used for the symptomatic treatment of visceral spasms. It is a muscarinic antagonist.

CNS Activity

CNS Non-penetrant
1040
Curator's Comment: Timepidium does not cross the blood–brain barrier

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2849
 34.0 nM [Ki]
Antagonist
2849
 7.7 nM [Ki]
Antagonist
2849
 31.0 nM [Ki]
Antagonist
2849
 18.0 nM [Ki]
Antagonist
2849
 11.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
Sesden

Approved Use

Visceral spasms
Doses

Doses

DosePopulationAdverse events​
15 mg single, intravenous
Highest studied dose
Dose: 15 mg
Route: intravenous
Route: single
Dose: 15 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/3436156/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3436156/
Sources:
https://pubmed.ncbi.nlm.nih.gov/3436156/
30 mg 3 times / day multiple, oral
Recommended
Dose: 30 mg, 3 times / day
Route: oral
Route: multiple
Dose: 30 mg, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12361147/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/12361147/
Disc. AE: Eosinophilic pustular folliculitis...
AEs leading to
discontinuation/dose reduction:
Eosinophilic pustular folliculitis
Sources:
https://pubmed.ncbi.nlm.nih.gov/12361147/
AEs

AEs

AESignificanceDosePopulation
Eosinophilic pustular folliculitis Disc. AE
30 mg 3 times / day multiple, oral
Recommended
Dose: 30 mg, 3 times / day
Route: oral
Route: multiple
Dose: 30 mg, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12361147/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/12361147/
PubMed

PubMed

TitleDatePubMed
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010-12
Multiple granulomatous inflammation in the minor salivary glands: a proposed new entity, allergic granulomatous sialadenitis.
2004-11
Eosinophilic pustular folliculitis induced by allopurinol and timepidium bromide.
2002
Patents

Patents

US20030068365
9
US6638528
14

Sample Use Guides

In Vivo Use Guide
Adult Dosage: 30mg x 3 times a day.
Route of Administration: Oral
In Vitro Use Guide
Timepidium inhibited dose-dependently the contraction of isolated guinea pig gallbladder evoked by stimulation at 5 Hz. The mean dose producing a 50 % decrease in the electrically induced contraction (ID50 value) was 2.4 x 10(-8) g/ml. Timepidium (10(-6) g/ml) also inhibited, for the most part, the contraction induced by stimulation at 30 Hz.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:30:08 GMT 2025
Edited
by admin
on Mon Mar 31 18:30:08 GMT 2025
Record UNII
C1WS2XH3K4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIMEPIDIUM CATION
Preferred Name English
TIMEPIDIUM
WHO-DD  
Common Name English
PIPERIDINIUM, 3-(DI-2-THIENYLMETHYLENE)-5-METHOXY-1,1-DIMETHYL-
Systematic Name English
TIMEPIDIUM ION
Common Name English
3-(DI-2-THIENYLMETHYLENE)-5-METHOXY-1,1-DIMETHYL-PIPERIDINIUM
Systematic Name English
Timepidium [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
Code System Code Type Description
EVMPD
SUB04874MIG
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
PUBCHEM
5476
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
NCI_THESAURUS
C87647
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
CAS
97094-64-9
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
DRUG CENTRAL
2667
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
DRUG BANK
DB13850
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID8048284
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
SMS_ID
100000084627
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
FDA UNII
C1WS2XH3K4
Created by admin on Mon Mar 31 18:30:08 GMT 2025 , Edited by admin on Mon Mar 31 18:30:08 GMT 2025
PRIMARY
Related Record Type Details
Structure of TIMEPIDIUM, (S)-
ENANTIOMER -> RACEMATE
Structure of TIMEPIDIUM BROMIDE
SALT/SOLVATE -> PARENT
Structure of TIMEPIDIUM, (R)-
ENANTIOMER -> RACEMATE
Structure of TIMEPIDIUM CHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of TIMEPIDIUM
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