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CHEBI:64354 - metolazone

Default Structure
ChEBI IDCHEBI:64354
ChEBI Namemetolazone
Stars
DefinitionA quinazoline that consists of 1,2,3,4-tetrahydroquinazolin-4-one bearing additional methyl, 2-tolyl, sulfamyl and chloro substituents at positions 2, 3, 6 and 7 respectively. A quinazoline diuretic, with properties similar to thiazide diuretics.
Secondary ChEBI IDCHEBI:6903
Last Modified22 February 2017
DownloadsMolfile
FormulaC16H16ClN3O3S
Net Charge0
Average Mass365.842
Monoisotopic Mass365.06009
SMILESCc1ccccc1N1C(=O)c2cc(S(N)(=O)=O)c(Cl)cc2NC1C
InChIInChI=1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12(17)15(24(18,22)23)7-11(13)16(20)21/h3-8,10,19H,1-2H3,(H2,18,22,23)
InChIKeyAQCHWTWZEMGIFD-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
ion transport inhibitor  A compound which inhibits the movement of an ion across an energy-transducing cell membrane.
Applications:
diuretic  An agent that promotes the excretion of urine through its effects on kidney function.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
metolazone (CHEBI:64354) has role antihypertensive agent (CHEBI:35674)
metolazone (CHEBI:64354) has role diuretic (CHEBI:35498)
metolazone (CHEBI:64354) has role ion transport inhibitor (CHEBI:50184)
metolazone (CHEBI:64354) is a organochlorine compound (CHEBI:36683)
metolazone (CHEBI:64354) is a quinazolines (CHEBI:38530)
metolazone (CHEBI:64354) is a sulfonamide (CHEBI:35358)
IUPAC Name 
7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide
INNs  Source
metolazonaDrugBank
metolazoneKEGG DRUG
metolazonumDrugBank
Synonyms  Source
2-Methyl-3-o-tolyl-6-sulfamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinoneChemIDplus
7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamideChemIDplus
7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-6-quinazolinesulfonamideChemIDplus
Brand Name  Source
ZaroxolynDrugBank
Manual XrefsDatabases
1783DrugCentral
D00431KEGG DRUG
DB00524DrugBank
LSM-1680LINCS
MetolazoneWikipedia
US2008139593Patent
US3360518Patent
Registry NumbersSources
Reaxys:965506Reaxys
CAS:17560-51-9NIST Chemistry WebBook
CAS:17560-51-9ChemIDplus
Citations