T7580

Sigma-Aldrich

TN-16

≥98% (HPLC)

Synonym(s):
3-[1-(Phenylamino)ethylidene]-5-(phenylmethyl)-2,4-pyrrolidinedione, NSC 239274
Empirical Formula (Hill Notation):
C19H18N2O2
CAS Number:
Molecular Weight:
306.36
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

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

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.
Inhibitor of microtubule assembly

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)...
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...
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...
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...

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