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Details

Stereochemistry RACEMIC
Molecular Formula C10H12ClN3O3S
Molecular Weight 289.74
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUINETHAZONE

SMILES

CCC1Nc2cc(c(cc2C(=N1)O)S(=O)(=O)N)Cl

InChI

InChIKey=AGMMTXLNIQSRCG-UHFFFAOYSA-N
InChI=1S/C10H12ClN3O3S/c1-2-9-13-7-4-6(11)8(18(12,16)17)3-5(7)10(15)14-9/h3-4,9,13H,2H2,1H3,(H,14,15)(H2,12,16,17)

HIDE SMILES / InChI

Description
Curator's Comment:: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19636250

Quinethazone (brand name Hydromox) is a thiazide diuretic used to treat hypertension. The antihypertensive mechanism of quinethazone is less well understood. This drug was discovered in a period when only isoform carbonic anhydrases (CAs) II was known and considered physiologically/pharmacologically relevant. Recently was studied that quinethazone considerably inhibit other isozymes known nowadays to be involved in critical physiologic processes. Thiazides like quinethazone also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. Common side effects include dizziness, dry mouth, nausea, and low potassium levels. Thiazides may increase the toxicity of allopurinol, anesthetics, antineoplastic, calcium salts, diazoxide, digitalis, lithium; loop diuretics, methyldopa, nondepolarizing muscle relaxants, vitamin D; amphotericin B and anticholinergics may increase the toxicity of thiazides.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
HYDROMOX

Approved Use

Unknown

Launch Date

-2.12371194E11
PubMed

PubMed

TitleDatePubMed
Diuretics: from classical carbonic anhydrase inhibitors to novel applications of the sulfonamides.
2008
Carbonic anhydrase inhibitors. Sulfonamide diuretics revisited--old leads for new applications?
2008 Jul 21
Patents

Patents

Sample Use Guides

50-100 mg once daily; usual maximum: 200 mg/day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
QUINETHAZONE
HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USP-RS   VANDF   WHO-DD  
INN  
Official Name English
QUINETHAZONE [JAN]
Common Name English
NSC-759904
Code English
QUINETHAZONE [WHO-DD]
Common Name English
6-QUINAZOLINESULFONAMIDE, 7-CHLORO-2-ETHYL-1,2,3,4-TETRAHYDRO-4-OXO-
Systematic Name English
QUINETHAZONE COMPONENT OF HYDROMOX R
Common Name English
HYDROMOX
Brand Name English
QUINETHAZONE [MART.]
Common Name English
QUINETHAZONE [ORANGE BOOK]
Common Name English
7-CHLORO-2-ETHYL-1,2,3,4-TETRAHYDRO-4-OXO-6-QUINAZOLINESULFONAMIDE
Systematic Name English
QUINETHAZONE [VANDF]
Common Name English
QUINETHAZONE [HSDB]
Common Name English
QUINETHAZONE [INN]
Common Name English
HYDROMOX R COMPONENT QUINETHAZONE
Common Name English
QUINETHAZONE [MI]
Common Name English
Classification Tree Code System Code
WHO-ATC C03BA02
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
WHO-VATC QC03BB02
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
WHO-VATC QC03BA02
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
WHO-ATC C03BB02
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
NCI_THESAURUS C49185
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL1532
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
DRUG BANK
DB01325
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
NCI_THESAURUS
C66501
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
MESH
C050700
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
HSDB
3392
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
IUPHAR
7289
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
INN
998
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
EPA CompTox
73-49-4
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
MERCK INDEX
M9442
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY Merck Index
CAS
73-49-4
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
RXCUI
59743
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY RxNorm
EVMPD
SUB10213MIG
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
PUBCHEM
6307
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
FDA UNII
455E0S048W
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
DRUG CENTRAL
2343
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
WIKIPEDIA
QUINETHAZONE
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-801-7
Created by admin on Fri Jun 25 21:48:45 UTC 2021 , Edited by admin on Fri Jun 25 21:48:45 UTC 2021
PRIMARY