FLUMETHIAZIDE

US Previously Marketed

First approved in 1959

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 Search

SMILES

NS(=O)(=O)C1=C(C=C2N=CNS(=O)(=O)C2=C1)C(F)(F)F

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13644607 | https://pubchem.ncbi.nlm.nih.gov/compound/8992

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

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
hypertension 5 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13644607	Palliative		Approved 8429	Ademol Approved Use Unknown

Doses

Dose	Population	Adverse 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 Page: p.870	unhealthy, 42 - 68 n = 10 Health Status: unhealthy Condition: Congestive heart failure Age Group: 42 - 68 Sex: M+F Population Size: 10 Sources: https://pubmed.ncbi.nlm.nih.gov/13825522 Page: p.870	Sources: https://pubmed.ncbi.nlm.nih.gov/13825522 Page: p.870
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 Page: p.870	unhealthy, 42 - 68 n = 13 Health Status: unhealthy Condition: Congestive heart failure Age Group: 42 - 68 Sex: M+F Population Size: 13 Sources: https://pubmed.ncbi.nlm.nih.gov/13825522 Page: p.870	Sources: https://pubmed.ncbi.nlm.nih.gov/13825522 Page: p.870
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 Page: p.485	unhealthy n = 5 Health Status: unhealthy Condition: Hypertension Sex: M Population Size: 5 Sources: https://pubmed.ncbi.nlm.nih.gov/13626810 Page: p.485	Sources: https://pubmed.ncbi.nlm.nih.gov/13626810 Page: p.485
2000 g single, oral Studied dose Dose: 2000 g Route: oral Route: single Dose: 2000 g Sources: https://pubmed.ncbi.nlm.nih.gov/13801925 Page: p.468	unhealthy n = 2 Health Status: unhealthy Condition: Hypertension Population Size: 2 Sources: https://pubmed.ncbi.nlm.nih.gov/13801925 Page: p.468	Disc. AE: Nausea, Discomfort epigastric... AEs leading to discontinuation/dose reduction: Nausea Discomfort epigastric Sources: https://pubmed.ncbi.nlm.nih.gov/13801925 Page: p.468

AEs

AE	Significance	Dose	Population
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 Page: p.468	unhealthy n = 2 Health Status: unhealthy Condition: Hypertension Population Size: 2 Sources: https://pubmed.ncbi.nlm.nih.gov/13801925 Page: p.468
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 Page: p.468	unhealthy n = 2 Health Status: unhealthy Condition: Hypertension Population Size: 2 Sources: https://pubmed.ncbi.nlm.nih.gov/13801925 Page: p.468

Sourcing

Vendor/Aggregator	ID	URL
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
ChemTik	CTK4C5844
Chemieliva Pharmaceutical Co., Ltd	PBCM1192699
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

Title	Date	PubMed
Use of flumethiazide as an adjunct to the therapy of hypertension.	1959 Apr 23	13644607
A new antihypertensive agent. Clinical evaluation of a Rauwolfia-flumethiazide combination (rautrax).	1960 Jul	14426568
Clinical experience with Rauwolfia-flumethiazide (Rautrax) in the treatment of arterial hypertension.	1961 Apr	13700111

Name

Type

Language

FLUMETHIAZIDE

Official 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

NSC-44626

Code

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