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Merck
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About This Item

Empirical Formula (Hill Notation):
C19H18N2O2
CAS Number:
Molecular Weight:
306.36
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥17 mg/mL

storage temp.

2-8°C

SMILES string

C\C(Nc1ccccc1)=C2\C(=O)NC(Cc3ccccc3)C2=O

InChI

1S/C19H18N2O2/c1-13(20-15-10-6-3-7-11-15)17-18(22)16(21-19(17)23)12-14-8-4-2-5-9-14/h2-11,16,20H,12H2,1H3,(H,21,23)/b17-13-

InChI key

KWSXUGYAGMSUTN-LGMDPLHJSA-N

Application

TN-16 has been used as a microtubule disrupting agent to study its effect on autophagic process in human and mouse mammary carcinoma cell lines .

Biochem/physiol Actions

3-(l-anilinoethylidene)-5-benzylpyrrolidine-2,4-dione (TN-16), a tenuazonic acid derivative, is a synthetic antitumor agent which arrests mitosis of tumor cells at metaphase. It is a colchicine site binding agent and a powerful autophagy flux inhibitor that could be used as a conventional autophagy inhibitor with anti-cancer potential in pre-clinical trials.
Inhibitor of microtubule assembly
TN-16 is a synthetic compound that blocks the assembly, and promotes the dissociation of microtubules. It can prevent the b-TrCP-mediated degradation of the transcription factor Gli2, leading to the up-regulation of BMP-2 and supporting a role for microtubule formation in the regulation of bone formation.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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