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ChemicalBook--->CAS DataBase List--->380315-80-0

380315-80-0

380315-80-0 Structure

380315-80-0 Structure
IdentificationBack Directory
[Name]

TENOVIN-1
[CAS]

380315-80-0
[Synonyms]

CS-571
TENOVIN-1
Tenovin-1, >=98%
TENOVIN-1;TENOVIN 1
TENOVIN-1 USP/EP/BP
N-[(4-acetaMidophenyl)carbaMothioyl]-4-tert-butylbenzaMide
N-[[[4-(Acetylamino)phenyl]amino]thioxomethyl]-4-(1,1-dimethylethyl)benzamide
Benzamide, N-[[[4-(acetylamino)phenyl]amino]thioxomethyl]-4-(1,1-dimethylethyl)-
N-[[[4-(Acetylamino)phenyl]amino]thioxomethyl]-4-(1,1-dimethylethyl)benzamide Tenovin 1
Tenovin 1 N-[[[4-(Acetylamino)phenyl]amino]thioxomethyl]-4-(1,1-dimethylethyl)benzamide
[EINECS(EC#)]

200-256-5
[Molecular Formula]

C20H23N3O2S
[MDL Number]

MFCD02914760
[MOL File]

380315-80-0.mol
[Molecular Weight]

369.487
Chemical PropertiesBack Directory
[Melting point ]

>180°C (Subl.)
[density ]

1.238±0.06 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[solubility ]

Soluble in DMSO (10 mg/ml with warming)
[form ]

solid
[pka]

9.09±0.70(Predicted)
[color ]

White
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Safety DataBack Directory
[RIDADR ]

3077
[HS Code ]

29242990
Hazard InformationBack Directory
[Description]

Tenovin-1 is a small molecule activator of p53 transcriptional activity. At 10 μM, it elevates p53 expression in MCF-7 cells within two hours of treatment and longer-term exposure significantly decreases the growth of BL2 Burkitt’s lymphoma and ARN8 melanoma cells. Functioning upstream of p53, tenovin-1 acts by inhibiting the deacetylase activity of purified human SIRT1 and SIRT2, members of NAD+-dependent class III histone deacetylases that belong to the sirtuin family. While tenovin-1 demonstrates low genotoxicity, the compound has poor water solubility, which limits its uses in vivo.
[Uses]

Tenovin 1 is a sirtuin inhibitor.
[Definition]

ChEBI: N-[(4-acetamidoanilino)-sulfanylidenemethyl]-4-tert-butylbenzamide is a member of thioureas.
[Biological Activity]

p53 activator that protects against MDM2-mediated p53 degradation. Elevates levels of p53 and p21 CIP/WAF1 and induces expression from an endogenous p53-dependent promoter. Exhibits potent antiproliferative activity in vitro .
[References]

Lain et al. (2008), Discovery, in vivo activity, and mechanism of action of a small-molecule p53 activator; Cancer Cell, 13 454 Sonnemann et al. (2014), p53-dependent and p53-independent anticancer effects of different histone deacetylase inhibitors; Br. J. Cancer 110 656 Nihal et al. (2014), SIRT1 is upregulated in cutaneous T-cell lymphoma, and its inhibition induces growth arrest and apoptosis; Cell Cycle 13 632 Wilking et al. (2014), SIRT1 deacetylase is overexpressed in human melanoma and its small molecule inhibition imparts anti-proliferative response via p53 activation; Arch. Biochem. Biophys. 563 94 Marx et al. (2018), The sirtuin 1/2 inhibitor tenovin-1 induces a nonlinear apoptosis-inducing factor-dependent cell death in a p53 null Ewing’s sarcoma cell line; New Drugs 36 396 Bang et al. (2019), Tenovin-1 Induces Senescence and Decreases Wound-Healing Activity in Cultured Rat Primary Astrocytes; Biomol. Ther. (Seoul) 27 283
Spectrum DetailBack Directory
[Spectrum Detail]

TENOVIN-1(380315-80-0)1HNMR
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