CHEBI:64354 - metolazone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name metolazone
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
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C16H16ClN3O3S
Net Charge 0
Average Mass 365.83500
Monoisotopic Mass 365.06009
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)
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.
View more via ChEBI Ontology
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)
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
DB00524 DrugBank
Metolazone Wikipedia
US2008139593 Patent
US3360518 Patent
View more database links
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
12671341 PubMed citation Europe PMC
15095363 PubMed citation Europe PMC
1593359 PubMed citation Europe PMC
16189620 PubMed citation Europe PMC
16538931 PubMed citation Europe PMC
16717105 PubMed citation Europe PMC
16908225 PubMed citation Europe PMC
1886511 PubMed citation Europe PMC
1928234 PubMed citation Europe PMC
1946137 PubMed citation Europe PMC
2071258 PubMed citation Europe PMC
21387350 PubMed citation Europe PMC
21886902 PubMed citation Europe PMC
8199745 PubMed citation Europe PMC
8205244 PubMed citation Europe PMC
8870895 PubMed citation Europe PMC
9089428 PubMed citation Europe PMC
Last Modified
22 February 2017