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Details

Stereochemistry UNKNOWN
Molecular Formula C17H36N2.2CH3O4S
Molecular Weight 490.675
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMETHIDINIUM METHOSULFATE

SMILES

COS([O-])(=O)=O.COS([O-])(=O)=O.CC1(C)C2CCC1(C)C[N+](C)(CCC[N+](C)(C)C)C2

InChI

InChIKey=ZOSQTCOGKFRDET-UHFFFAOYSA-L
InChI=1S/C17H36N2.2CH4O4S/c1-16(2)15-9-10-17(16,3)14-19(7,13-15)12-8-11-18(4,5)6;2*1-5-6(2,3)4/h15H,8-14H2,1-7H3;2*1H3,(H,2,3,4)/q+2;;/p-2

HIDE SMILES / InChI

Molecular Formula C17H36N2
Molecular Weight 268.4811
Charge 2
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula CH3O4S
Molecular Weight 111.097
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Trimethidinium is a bisquaternary amine ganglion blocking agent with antihypertensive actions. Administration of the drug results in a decrease in blood pressure in the systemic and pulmonary arteries and the right atrium. Associated with these decreased pressures, the stroke volume decreased, but there was sufficient increase in cardiac rate so that cardiac output did not change significantly. Both right and left ventricular work decreased significantly while left ventricular myocardial oxygen consumption was unchanged and calculated cardiac efficiency decreased. Associated side effects on the gastrointestinal tract are reported to be mild and easily controlled when compared with those of pentapyrrolidinium and mecamylamine.

Approval Year

Doses

Doses

DosePopulationAdverse events​
300 mg 1 times / day steady, oral
Studied dose
Dose: 300 mg, 1 times / day
Route: oral
Route: steady
Dose: 300 mg, 1 times / day
Sources:
unhealthy, 19-61 years
n = 19
Health Status: unhealthy
Condition: hypertension
Age Group: 19-61 years
Sex: M+F
Population Size: 19
Sources:
Other AEs: Paralytic ileus, Constipation...
Other AEs:
Paralytic ileus (1 patient)
Constipation (mild, 1 patient)
Sources:
AEs

AEs

AESignificanceDosePopulation
Paralytic ileus 1 patient
300 mg 1 times / day steady, oral
Studied dose
Dose: 300 mg, 1 times / day
Route: oral
Route: steady
Dose: 300 mg, 1 times / day
Sources:
unhealthy, 19-61 years
n = 19
Health Status: unhealthy
Condition: hypertension
Age Group: 19-61 years
Sex: M+F
Population Size: 19
Sources:
Constipation mild, 1 patient
300 mg 1 times / day steady, oral
Studied dose
Dose: 300 mg, 1 times / day
Route: oral
Route: steady
Dose: 300 mg, 1 times / day
Sources:
unhealthy, 19-61 years
n = 19
Health Status: unhealthy
Condition: hypertension
Age Group: 19-61 years
Sex: M+F
Population Size: 19
Sources:
PubMed

PubMed

TitleDatePubMed
A controlled clinical comparison of guanethidine and trimethidinium methosulfate.
1962 Feb
Acute systemic and coronary hemodynamic effects of trimethidinium methosulfate.
1962 May
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:51:10 GMT 2023
Edited
by admin
on Fri Dec 15 18:51:10 GMT 2023
Record UNII
C1O32IJ4HS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMETHIDINIUM METHOSULFATE
INN   MI  
INN  
Official Name English
TRIMETHIDINIUM METHOSULPHATE
Common Name English
trimethidinium methosulfate [INN]
Common Name English
TRIMETHIDINIUM METHOSULFATE [JAN]
Common Name English
1,3,8,8-TETRAMETHYL-3-(3-(TRIMETHYLAMMONIO)PROPYL)-3-AZONIABICYCLO(3.2.1)OCTANE BIS(METHYL SULFATE)
Common Name English
TRIMETHIDINIUM METHOSULFATE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C270
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
Code System Code Type Description
MERCK INDEX
m506
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY Merck Index
INN
808
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
ChEMBL
CHEMBL1708232
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
EVMPD
SUB11308MIG
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
SMS_ID
100000076943
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
PUBCHEM
26483
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID8046115
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
CAS
14149-43-0
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
ECHA (EC/EINECS)
237-994-2
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
NCI_THESAURUS
C152747
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
FDA UNII
C1O32IJ4HS
Created by admin on Fri Dec 15 18:51:10 GMT 2023 , Edited by admin on Fri Dec 15 18:51:10 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY