T7580
TN-16
≥98% (HPLC)
Synonym(s):
3-[1-(Phenylamino)ethylidene]-5-(phenylmethyl)-2,4-pyrrolidinedione, NSC 239274
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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
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.
hcodes
signalword
Warning
Hazard Classifications
Aquatic Acute 1 - Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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T Arai
FEBS letters, 155(2), 273-276 (1983-05-08)
An antitumor drug, 3-(1-anilinoethylidene)-5-benzylpyrrolidine-2,4-dione (TN-16) inhibited the assembly of porcine brain microtubules in vitro. The assembly induced by taxol was also suppressed by the drug. However, the latter required much higher concentration of TN-16 than the former. Binding studies by
M Nakamura et al.
Cancer letters, 69(2), 85-91 (1993-04-30)
A study was conducted on the effect of vinblastine (VBL), an anti-mitotic drug that is commonly employed in the treatment of human renal cell carcinoma. When VBL was added to serum-free cultures of the ACHN and NT cell lines (both
Nobuaki Shono et al.
Journal of cell science, 128(24), 4572-4587 (2015-11-04)
Although it is generally accepted that chromatin containing the histone H3 variant CENP-A is an epigenetic mark maintaining centromere identity, the pathways leading to the formation and maintenance of centromere chromatin remain unclear. We previously generated human artificial chromosomes (HACs)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T7580-5MG | 04061833226926 |
| T7580-25MG | 04061833428856 |