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Details

Stereochemistry ACHIRAL
Molecular Formula C8H6F3N3O4S2
Molecular Weight 329.276
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUMETHIAZIDE

SMILES

NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N=CNS2(=O)=O

InChI

InChIKey=RGUQWGXAYZNLMI-UHFFFAOYSA-N
InChI=1S/C8H6F3N3O4S2/c9-8(10,11)4-1-5-7(2-6(4)19(12,15)16)20(17,18)14-3-13-5/h1-3H,(H,13,14)(H2,12,15,16)

HIDE SMILES / InChI

Description

FLUMETHIAZIDE, a benzothiadiazine, is a diuretic agent used for the treatment of arterial hypertension.

Approval Year

1959
143
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8583
Ademol

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
1000 mg 3 times / day multiple, oral
Highest studied dose
Dose: 1000 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1000 mg, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13825522
unhealthy, 42 - 68
Health Status: unhealthy
Age Group: 42 - 68
Sex: M+F
Sources:
https://pubmed.ncbi.nlm.nih.gov/13825522
Sources:
https://pubmed.ncbi.nlm.nih.gov/13825522
1000 mg 2 times / day multiple, oral
Studied dose
Dose: 1000 mg, 2 times / day
Route: oral
Route: multiple
Dose: 1000 mg, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13825522
unhealthy, 42 - 68
Health Status: unhealthy
Age Group: 42 - 68
Sex: M+F
Sources:
https://pubmed.ncbi.nlm.nih.gov/13825522
Sources:
https://pubmed.ncbi.nlm.nih.gov/13825522
4 g single, oral
Highest studied dose
Dose: 4 g
Route: oral
Route: single
Dose: 4 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/13626810
unhealthy
Health Status: unhealthy
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/13626810
Sources:
https://pubmed.ncbi.nlm.nih.gov/13626810
2000 g single, oral
Studied dose
Dose: 2000 g
Route: oral
Route: single
Dose: 2000 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
unhealthy
Health Status: unhealthy
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
Disc. AE: Nausea, Discomfort epigastric...
AEs leading to
discontinuation/dose reduction:
Nausea
Discomfort epigastric
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
AEs

AEs

AESignificanceDosePopulation
Discomfort epigastric Disc. AE
2000 g single, oral
Studied dose
Dose: 2000 g
Route: oral
Route: single
Dose: 2000 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
unhealthy
Health Status: unhealthy
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
Nausea Disc. AE
2000 g single, oral
Studied dose
Dose: 2000 g
Route: oral
Route: single
Dose: 2000 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
unhealthy
Health Status: unhealthy
Sources:
https://pubmed.ncbi.nlm.nih.gov/13801925
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY525248
https://www.001chemical.com/chem/148-56-1
AAA Chemistry
AR-1H0109
ABI Chem
AC1L1S34
ABI Chem
AC1Q4JYK
Alfa Chemistry
148-56-1
https://www.alfa-chemistry.com/cas_148-56-1.htm
Chemieliva Pharmaceutical Co., Ltd
PBCM1192699
ChemTik
CTK4C5844
Compound Cloud
8992
Molcore
MC525248
https://www.molcore.com/product/148-56-1
NovoSeek
8992
Smolecule
S528136
http://www.smolecule.com/products/s528136
THE BioTek
bt-268301
https://www.thebiotek.com/product/inhibitors/bt-268301
ZINC
ZINC000002040949
http://zinc15.docking.org/substances/ZINC000002040949
PubMed

PubMed

TitleDatePubMed
Clinical experience with Rauwolfia-flumethiazide (Rautrax) in the treatment of arterial hypertension.
1961-04
A new antihypertensive agent. Clinical evaluation of a Rauwolfia-flumethiazide combination (rautrax).
1960-07
Use of flumethiazide as an adjunct to the therapy of hypertension.
1959-04-23
Name Type Language
FLUMETHIAZIDE
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
NSC-44626
Preferred Name English
FLUMETHIAZIDE [VANDF]
Common Name English
TRIFLUOROMETHYL THIAZIDE
Common Name English
2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE, 6-(TRIFLUOROMETHYL)-, 1,1-DIOXIDE
Systematic Name English
Flumethiazide [WHO-DD]
Common Name English
flumethiazide [INN]
Common Name English
TRIFLUOROMETHYLTHIAZIDE
Common Name English
ADEMOL
Brand Name English
FLUMETHIAZIDE [HSDB]
Common Name English
6-(TRIFLUOROMETHYL)-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
Systematic Name English
FLUMETHIAZIDE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29577
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
Code System Code Type Description
DRUG CENTRAL
1199
Created by admin on Mon Mar 31 17:34:55 GMT 2025 , Edited by admin on Mon Mar 31 17:34:55 GMT 2025
PRIMARY
NSC
44626
Created by admin on Mon Mar 31 17:34:55 GMT 2025 , Edited by admin on Mon Mar 31 17:34:55 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105128
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
EVMPD
SUB07699MIG
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
CAS
148-56-1
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
MERCK INDEX
m5440
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY Merck Index
SMS_ID
100000080707
Created by admin on Mon Mar 31 17:34:55 GMT 2025 , Edited by admin on Mon Mar 31 17:34:55 GMT 2025
PRIMARY
PUBCHEM
8992
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
RXCUI
89911
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY RxNorm
EPA CompTox
DTXSID60163862
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
HSDB
2845
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-717-4
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
FDA UNII
3PA0CDS0M5
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
NCI_THESAURUS
C76024
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
INN
843
Created by admin on Mon Mar 31 17:34:54 GMT 2025 , Edited by admin on Mon Mar 31 17:34:54 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of FLUMETHIAZIDE
NIH
NCATS
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