CHEBI:31448 - cyclothiazide

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ChEBI Name cyclothiazide
ChEBI ID CHEBI:31448
Definition 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide substituted at positions 3, 5 and 6 by a 2-norbornen-5-yl group, chlorine, and a sulfonamide group, respectively. A thiazide diuretic, it has been used in the management of hypertension and oedema.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47361, CHEBI:598653
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Formulae C14H16ClN3O4S2
C14H16ClN3O4S2
Net Charge 0
Average Mass 389.87800
Monoisotopic Mass 389.02708
InChI InChI=1S/C14H16ClN3O4S2/c15-10-5-11-13(6-12(10)23(16,19)20)24(21,22)18-14(17-11)9-4-7-1-2-8(9)3-7/h1-2,5-9,14,17-18H,3-4H2,(H2,16,19,20)
InChIKey BOCUKUHCLICSIY-UHFFFAOYSA-N
SMILES NS(=O)(=O)c1cc2c(NC(NS2(=O)=O)C2CC3CC2C=C3)cc1Cl
Roles Classification
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cyclothiazide (CHEBI:31448) has role antihypertensive agent (CHEBI:35674)
cyclothiazide (CHEBI:31448) has role diuretic (CHEBI:35498)
cyclothiazide (CHEBI:31448) is a benzothiadiazine (CHEBI:50265)
IUPAC Name
3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
INNs Sources
ciclotiazida ChemIDplus
cyclothiazide ChemIDplus
cyclothiazidum ChemIDplus
Synonyms Sources
6-chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide ChemIDplus
6-chloro-3,4-dihydro-3-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide ChemIDplus
6-chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide ChemIDplus
6-chloro-3-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide ChemIDplus
Cyclothiazide KEGG COMPOUND
Manual Xrefs Databases
761 DrugCentral
C12685 KEGG COMPOUND
Cyclothiazide Wikipedia
CYZ PDBeChem
D01256 KEGG DRUG
DB00606 DrugBank
LSM-4421 LINCS
US3275625 Patent
View more database links
Registry Numbers Types Sources
2259-96-3 CAS Registry Number KEGG COMPOUND
2259-96-3 CAS Registry Number NIST Chemistry WebBook
2259-96-3 CAS Registry Number ChemIDplus
722843 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
19338354 PubMed citation ChEMBL
Last Modified
22 February 2017