CHEBI:64354 - metolazone

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ChEBI Name metolazone
ChEBI ID CHEBI:64354
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:6903
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Formula C16H16ClN3O3S
Net Charge 0
Average Mass 365.83500
Monoisotopic Mass 365.060
InChI InChI=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)
InChIKey AQCHWTWZEMGIFD-UHFFFAOYSA-N
SMILES CC1Nc2cc(Cl)c(cc2C(=O)N1c1ccccc1C)S(N)(=O)=O
Roles Classification
Biological Role(s): ion transport inhibitor
A compound which inhibits the movement of an ion across an energy-transducing cell membrane.
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
metolazona DrugBank
metolazone KEGG DRUG
metolazonum DrugBank
Synonyms Sources
2-Methyl-3-o-tolyl-6-sulfamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinone ChemIDplus
7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide ChemIDplus
7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-6-quinazolinesulfonamide ChemIDplus
Brand Name Source
Zaroxolyn DrugBank
Manual Xrefs Databases
1783 DrugCentral
D00431 KEGG DRUG
DB00524 DrugBank
LSM-1680 LINCS
Metolazone Wikipedia
US2008139593 Patent
US3360518 Patent
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Registry Numbers Types Sources
17560-51-9 CAS Registry Number NIST Chemistry WebBook
17560-51-9 CAS Registry Number ChemIDplus
965506 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017