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Merck
CN

SML1710

Talniflumate

≥98% (HPLC)

Synonym(s):

2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic acid 1,3-dihydro-3-oxo-1-isobenzofuranyl ester

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About This Item

Empirical Formula (Hill Notation):
C21H13F3N2O4
CAS Number:
66898-62-2
Molecular Weight:
414.33
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Talniflumate, ≥98% (HPLC)

SMILES string

FC(F)(F)c1cc(ccc1)Nc2ncccc2C(=O)OC3OC(=O)c4c3cccc4

InChI

1S/C21H13F3N2O4/c22-21(23,24)12-5-3-6-13(11-12)26-17-16(9-4-10-25-17)19(28)30-20-15-8-2-1-7-14(15)18(27)29-20/h1-11,20H,(H,25,26)

InChI key

ANMLJLFWUCQGKZ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

room temp

Quality Level

100

Related Categories

Biochem/physiol Actions

Talniflumate is a phthalidyl ester of niflumic acid. It acts as an anti-inflammatory molecule and a mucoregulator. Talniflumate is used as a potent therapeutic for cystic fibrosis, chronic obstructive pulmonary disease and asthma. Talniflumate also inhibits the calcium-activated chloride channel hCLCA function, which is involved in mucus overproduction.
Talniflumate is an orally available, potent and selective inhibitor of core mucin-synthesizing enzyme GCNT3 (core 2 b-1,6 N-acetylglucosaminyltransferase). Talniflumate decreases GCNT3 expression and production of mucins in vivo and in vitro. Talniflumate improves responsiveness of pancreatic tumors to gefitinib. Talniflumate is a potent calcium-activated chloride channel (CaCC) blocker.
Talniflumate is an orally available, potent and selective inhibitor of core mucin-synthesizing enzyme GCNT3.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000463184
0000463181
0000463181
0000463184
0000373050

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Nancy M Walker et al.
The Journal of pharmacology and experimental therapeutics, 317(1), 275-283 (2005-12-16)
Intestinal disease in cystic fibrosis (CF) mice closely mirrors aspects of obstructive syndromes in CF patients. The pathogenesis involves accumulation of mucoid debris in the crypts that fuse with intestinal content to form obstructing mucofeculant impactions. Treatment involves modalities that
Talniflumate (Genaera).
Knight D.
Current Opinion in Investigational Drugs, 5(5), 557-562 (2004)
Hayley Pearson et al.
Thorax, 76(1), 64-72 (2020-10-29)
Human respiratory syncytial virus (HRSV) is a common cause of respiratory tract infections (RTIs) globally and is one of the most fatal infectious diseases for infants in developing countries. Of those infected, 25%-40% aged ≤1 year develop severe lower RTIs leading to

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