CHEBI:32221 - tiaprofenic acid

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ChEBI Name tiaprofenic acid
ChEBI ID CHEBI:32221
Definition An aromatic ketone that is thiophene substituted at C-2 by benzoyl and at C-4 by a 1-carboxyethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:417367
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Formula C14H12O3S
Net Charge 0
Average Mass 260.30800
Monoisotopic Mass 260.051
InChI InChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)
InChIKey GUHPRPJDBZHYCJ-UHFFFAOYSA-N
SMILES CC(C(O)=O)c1ccc(s1)C(=O)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
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ChEBI Ontology
Outgoing tiaprofenic acid (CHEBI:32221) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
tiaprofenic acid (CHEBI:32221) is a aromatic ketone (CHEBI:76224)
tiaprofenic acid (CHEBI:32221) is a monocarboxylic acid (CHEBI:25384)
tiaprofenic acid (CHEBI:32221) is a thiophenes (CHEBI:26961)
IUPAC Name
2-(5-benzoylthiophen-2-yl)propanoic acid
INNs Sources
acide tiaprofenique ChemIDplus
acido tiaprofenico ChemIDplus
acidum tiaprofenicum ChemIDplus
tiaprofenic acid ChemIDplus
Synonyms Sources
2-(5-Benzoyl-thiophen-2-yl)-propionic acid ChEMBL
2-(5-Benzyl-2-thienyl)propionsäure ChemIDplus
5-benzoyl-α-methyl-2-thiopheneacetic acid ChEBI
5-benzoyl-α-methylthiophene-2-acetic acid ChemIDplus
α-methyl-5-benzoyl-2-thienylacetic acid ChEBI
Tiaprofensäure ChemIDplus
Manual Xrefs Databases
2652 DrugCentral
D01325 KEGG DRUG
DB01600 DrugBank
DE2055264 Patent
FR2112111 Patent
LSM-1769 LINCS
Tiaprofenic_acid Wikipedia
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Registry Numbers Types Sources
1380662 Reaxys Registry Number Reaxys
1380662 Beilstein Registry Number Beilstein
33005-95-7 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
11169173 PubMed citation Europe PMC
19753743 PubMed citation Europe PMC
19821426 PubMed citation Europe PMC
21116781 PubMed citation Europe PMC
2248025 PubMed citation Europe PMC
23231046 PubMed citation Europe PMC
9799928 PubMed citation Europe PMC
Last Modified
13 March 2017