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Merck

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:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Product Name

Tienilic Acid, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

shipped in

wet ice

storage temp.

−20°C

SMILES string

OC(=O)COc1ccc(c(Cl)c1Cl)C(=O)c2cccs2

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)

InChI key

AGHANLSBXUWXTB-UHFFFAOYSA-N

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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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
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



Global Trade Item Number

SKUGTIN
SML0505-25MG04061832931401
SML0505-5MG04061832931418