T7580
TN-16
≥98% (HPLC)
别名:
3-[1-(Phenylamino)ethylidene]-5-(phenylmethyl)-2,4-pyrrolidinedione, NSC 239274
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关于此项目
经验公式（希尔记法）:
C19H18N2O2
化学文摘社编号:
分子量:
306.36
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
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
assay
≥98% (HPLC)
form
powder
color
white to tan
solubility
DMSO: ≥17 mg/mL
storage temp.
2-8°C
Quality Level
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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)
Koichiro Otake et al.
Journal of cell science, 133(15) (2020-07-15)
CENP-B binds to CENP-B boxes on centromeric satellite DNAs (known as alphoid DNA in humans). CENP-B maintains kinetochore function through interactions with CENP-A nucleosomes and CENP-C. CENP-B binding to transfected alphoid DNA can induce de novo CENP-A assembly, functional centromere
Yuko Kojima et al.
Biochemical and biophysical research communications, 296(2), 328-336 (2002-08-07)
Fas ligand (FasL) has been implicated in cytotoxic T lymphocyte (CTL)- and natural killer (NK) cell-mediated cytotoxicity. In the present study, we investigated the localization of FasL in murine CTL and NK cells. Immunocytochemical staining showed that FasL was stored
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