SML0505
Tienilic Acid
≥98% (HPLC), P450 inhibitor, powder
Synonym(s):
Ticrynafen, Tienylic acid, [2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy]-acetic acid
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About This Item
Empirical Formula (Hill Notation):
C13H8Cl2O4S
CAS Number:
Molecular Weight:
331.17
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
EC Number:
254-826-3
MDL number:
Product Name
Tienilic Acid, ≥98% (HPLC)
InChI key
AGHANLSBXUWXTB-UHFFFAOYSA-N
InChI
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)
SMILES string
OC(=O)COc1ccc(c(Cl)c1Cl)C(=O)c2cccs2
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 5 mg/mL (clear solution)
shipped in
wet ice
storage temp.
−20°C
Quality Level
Related Categories
Biochem/physiol Actions
Tienilic Acid (Ticrynafen) is a P450 inhibitor, a specific suicide substrate for CYP2C9 and CYP2C10. It was once used as a loop diuretic drug with uric acid-lowering (uricosuric) actvity, but was removed from market because of hepatotoxicity.
Tienilic Acid is a P450 inhibitor, a specific suicide substrate for CYP2C9 and CYP2C10.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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L L Koenigs et al.
Biochemistry, 38(8), 2312-2319 (1999-02-25)
A general scheme for the purification of baculovirus-expressed cytochrome P450s (P450s) from the crude insect cell pastes has been designed which renders the P450s suitable for analysis by high-performance liquid chromatography (HPLC) electrospray ionization mass spectrometry (ESI-MS). An HPLC/ESI-MS procedure
E Bonierbale et al.
Chemical research in toxicology, 12(3), 286-296 (1999-03-17)
Tienilic acid (TA) is responsible for an immune-mediated drug-induced hepatitis in humans, while its isomer (TAI) triggers a direct hepatitis in rats. In this study, we describe an immunological approach developed for studying the specificity of the covalent binding of
Hideo Takakusa et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(5), 816-823 (2008-01-30)
The metabolic activation of a drug to an electrophilic reactive metabolite and its covalent binding to cellular macromolecules is considered to be involved in the occurrence of idiosyncratic drug toxicity (IDT). As a cellular defense system against oxidative and electrophilic
Yakov M Koen et al.
Chemical research in toxicology, 25(5), 1145-1154 (2012-04-03)
Tienilic acid (TA) is a uricosuric diuretic that was withdrawn from the market only months after its introduction because of reports of serious incidents of drug-induced liver injury including some fatalities. Its hepatotoxicity is considered to be primarily immunoallergic in
Takayoshi Nishiya et al.
Toxicology and applied pharmacology, 232(2), 280-291 (2008-08-19)
To investigate the hepatotoxic potential of tienilic acid in vivo, we administered a single oral dose of tienilic acid to Sprague-Dawley rats and performed general clinicopathological examinations and hepatic gene expression analysis using Affymetrix microarrays. No change in the serum
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