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309271-94-1

309271-94-1 Structure

309271-94-1 Structure
IdentificationBack Directory
[Name]

Inauhzin
[CAS]

309271-94-1
[Synonyms]

INZ
CS-1439
Inauhzin
Inauhzin(INZ)
Inauhzin, >=98%
10-[1-Oxo-2-(2H-1,2,4-triazino[5,6-b]indol-3-ylthio)butyl]-10H-phenothiazine
2-(9H-[1,2,4]TRIAZINO[6,5-B]INDOL-3-YLTHIO)-1-(10H-PHENOTHIAZIN-10-YL)BUTAN-1-ONE
1-Butanone, 1-(10H-phenothiazin-10-yl)-2-(5H-1,2,4-triazino[5,6-b]indol-3-ylthio)-
2-((5H-[1,2,4]Triazino[5,6-b]indol-3-yl)thio)-1-(10H-phenothiazin-10-yl)butan-1-one
1-Phenothiazin-10-yl-2-(9H-1,3,4,9-tetraaza-fluoren-2-ylsufanyl)-butan-1-one (Inauhzin)

1-(10H-phenothiazin-10-yl)-2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylsulfanyl)b utan-1-one
10-[1-Oxo-2-(2H-1,2,4-triazino[5,6-b]indol-3-ylthio)butyl]-10H-phenothiazine Inauhzin(INZ)
Inauhzin 10-[1-Oxo-2-(2H-1,2,4-triazino[5,6-b]indol-3-ylthio)butyl]-10H-phenothiazine
[Molecular Formula]

C25H19N5OS2
[MDL Number]

MFCD01819836
[MOL File]

309271-94-1.mol
[Molecular Weight]

469.58
Chemical PropertiesBack Directory
[Boiling point ]

773.6±70.0 °C(Predicted)
[density ]

1.50±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

≥23.5 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH
[form ]

solid
[pka]

10.24±0.50(Predicted)
[color ]

Light yellow to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Inauhzin acts as an inhibitor of SIRT1 activity, and also activates p53 resulting in a decrease in tumor growth.
[Biological Activity]

inauhzin is a small-molecule inhibitor of sirt1 with ic50 value of 0.7-2μm [1].inauhzin inhibits sirt1 deacetylation activity and subsequently activates the substrate of sirt1, p53, in a dose-dependent manner. it shows an induction of acetylation of p53 and histone h3 in the k382 and k9 residues, respectively. the inhibition of sirt1 is selective. it has no significant effect on sirt2, sirt3 or hdac8 in the fluor-de-lys fluorimetric assay. since it is an activator of p53, inauhzin inhibits cell growth in different p53-containing human cancer cells including h460, h1299, a549, ht29 and wi38. the ic50 values are 5.4μm, 51.9μm, 3.2μm, 33.9μm and 85.4μm, respectively. furthermore, inauhzin induces cell apoptosis through activating p53. in the xenograft tumours derived from h460 cells, inauhzin also significantly induces p53 activity and p53-dependent apoptosis at 2μm [1].
[in vivo]

Inauhzin (30 mg/kg, i.p.) effectively induces apoptosis and suppresses tumour growth of H460 xenograft harbouring p53[1]. Inauhzin (30 mg/kg, i.p.) reduces the HCT116 tumor volume by appr 70%. Inauhzin (15 mg/kg) in combination with 150 mg/kg of Nutlin-3 demonstrates a significant synergy on p53 induction, apoptosis and tumor suppression of HCT116p53+/+ xenografts[2].

[IC 50]

SIRT1; MDM-2/p53; IMPDH2
[References]

[1] zhang q, zeng sx, zhang y, zhang y, ding d, ye q, meroueh so, lu h. a small molecule inauhzin inhibits sirt1 activity and suppresses tumour growth through activation of p53. embo mol med. 2012 apr;4(4):298-312.
Spectrum DetailBack Directory
[Spectrum Detail]

Inauhzin(309271-94-1)1HNMR
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