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CHEBI:9590 - tienilic acid

Default Structure
ChEBI IDCHEBI:9590
ChEBI Nametienilic acid
Stars
DefinitionAn aromatic ketone that is 2,3-dichlorophenoxyacetic acid in which the hydrogen at position 4 on the benzene ring is replaced by a thiophenecarbonyl group. A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links with hepatitis.
Last Modified22 February 2017
DownloadsMolfile
FormulaC13H8Cl2O4S
Net Charge0
Average Mass331.176
Monoisotopic Mass329.95204
SMILESO=C(O)COc1ccc(C(=O)c2cccs2)c(Cl)c1Cl
InChIInChI=1S/C13H8Cl2O4S/c14-11-7(13(18)9-2-1-5-20-9)3-4-8(12(11)15)19-6-10(16)17/h1-5H,6H2,(H,16,17)
InChIKeyAGHANLSBXUWXTB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
hepatotoxic agent  A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
Applications:
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
loop diuretic  A diuretic that acts on the ascending loop of Henle in the kidney.
ChEBI Ontology
Outgoing Relation(s)
tienilic acid (CHEBI:9590) has role antihypertensive agent (CHEBI:35674)
tienilic acid (CHEBI:9590) has role cardiovascular drug (CHEBI:35554)
tienilic acid (CHEBI:9590) has role hepatotoxic agent (CHEBI:50908)
tienilic acid (CHEBI:9590) has role loop diuretic (CHEBI:77608)
tienilic acid (CHEBI:9590) is a aromatic ether (CHEBI:35618)
tienilic acid (CHEBI:9590) is a aromatic ketone (CHEBI:76224)
tienilic acid (CHEBI:9590) is a dichlorobenzene (CHEBI:23697)
tienilic acid (CHEBI:9590) is a monocarboxylic acid (CHEBI:25384)
tienilic acid (CHEBI:9590) is a thiophenes (CHEBI:26961)
IUPAC Name 
[2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]acetic acid
INNs  Source
acide tiéniliqueWHO MedNet
ácido tienilicoWHO MedNet
acidum tienilicumDrugBank
tienilic acidKEGG DRUG
Synonyms  Source
(2,3-Dichloro-4-(2-thenoyl)phenoxy)acetic acidDrugBank
(2,3-Dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acidDrugBank
4-(2-Theonyl)-2,3-dichlorphenoxyessigsäureChemIDplus
4-(2-Thienylketo)-2,3-dichlorophenoxyacetic acidDrugBank
SK&F 62698ChEMBL
SK&F-62698ChEMBL
Manual XrefsDatabases
2658DrugCentral
C11702KEGG COMPOUND
D02386KEGG DRUG
DB04831DrugBank
LSM-5478LINCS
Tienilic_acidWikipedia
Registry NumbersSources
Reaxys:1260086Reaxys
CAS:40180-04-9KEGG COMPOUND
CAS:40180-04-9ChemIDplus
Citations