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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Mahendra Ramesh Shiradkar et al.
Bioorganic & medicinal chemistry, 15(19), 6397-6406 (2007-07-24)
Based on the earlier results of our in-house database and compound library, a series of novel clubbed thienyl triazoles was designed which may emerge as potential cdk5/p25 inhibitors, for the treatment of Alzheimer's disease. A benign synthesis was planned so
Takayoshi Nishiya et al.
Toxicology letters, 183(1-3), 81-89 (2008-11-11)
Tienilic acid is reported to be converted into electrophilic metabolites by cytochrome P450 (CYP) in vitro. In vivo, however, the metabolites have not been detected and their effect on liver function is unknown. We previously demonstrated that tienilic acid decreased
M Pilar López-García et al.
Biochemical pharmacology, 70(12), 1870-1882 (2005-11-01)
Drug-induced autoimmune hepatitis is among the most severe hepatic idiosyncratic adverse drug reactions. Considered multifactorial, the disease combines immunological and metabolic aspects, the latter being to date much better known. As for many other model drugs, studies on tienilic acid
S Poli-Scaife et al.
Biochemistry, 36(42), 12672-12682 (1997-10-23)
Purified recombinant human liver cytochrome P450 2C9 was produced, from expression of the corresponding cDNA in yeast, in quantities large enough for UV-visible and 1H NMR experiments. Its interaction with several substrates (tienilic acid and two derivatives, lauric acid and
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
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