ChemicalBook--->CAS DataBase List--->1776116-74-5

1776116-74-5

1776116-74-5 Structure

1776116-74-5 Structure
IdentificationBack Directory
[Name]

5-[(4-[1,1'-Biphenyl]-4-yl-1,6-dihydro-6-oxo-2-pyrimidinyl)thio]-N-hydroxypentanamide
[CAS]

1776116-74-5
[Synonyms]

MC 1742
MC1742,MC-1742
5-[(4-[1,1'-Biphenyl]-4-yl-1,6-dihydro-6-oxo-2-pyrimidinyl)thio]-N-hydroxypentanamide
Pentanamide, 5-[(4-[1,1'-biphenyl]-4-yl-1,6-dihydro-6-oxo-2-pyrimidinyl)thio]-N-hydroxy-
[Molecular Formula]

C21H21N3O3S
[MDL Number]

MFCD30290158
[MOL File]

1776116-74-5.mol
[Molecular Weight]

395.47
Chemical PropertiesBack Directory
[density ]

1.29±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: 100 mM
[form ]

A solid
[pka]

7.51±0.50(Predicted)
[color ]

White to off-white
[InChI]

1S/C21H21N3O3S/c25-19(24-27)8-4-5-13-28-21-22-18(14-20(26)23-21)17-11-9-16(10-12-17)15-6-2-1-3-7-15/h1-3,6-7,9-12,14,27H,4-5,8,13H2,(H,24,25)(H,22,23,26)
[InChIKey]

AOFVDNFTELWRHV-UHFFFAOYSA-N
[SMILES]

S(CCCCC(=O)NO)c1[nH][c](cc(n1)c2ccc(cc2)c3ccccc3)=O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

MC 1742 is a novel histone deacetylase inhibitor, which has been shown to induce growth arrest, apoptosis and differentiation in sarcoma cancer stem cells.
[Biological Activity]

MC1742 is a uracil-based hydroxyamide (UBHA) th at acts as a subtype-selective histone deacetylases (HDACs) inhibitor (IC50: class I HDAC1/2/3/8 = 100/110/20/610 nMclass IIB HDAC6/10 = 7/40 nMclass IV HDAC11 = 100 nMclass IIA HDAC4/5/7/9 >50 μM). MC1742 exerts greater antiproliferation potency than SAHA in sarcoma cancer stem cell (CSC) cultures (MC1742/SAHA IC50 in μM = 0.25/1/RD1.12/1.13//MG-631.4/3.92/SK-ES-1 post 72-hr treatment) and effectively reactivates HIV from latency (EC50 = 350 nM; JL at 10.6 cells) by upregulating histone acetylation at the HIV promoter without activating T cells.
[IC 50]

HDAC1: 0.1 μM (IC50); HDAC2: 0.11 μM (IC50); HDAC3: 0.02 μM (IC50); HDAC6: 0.007 μM (IC50); HDAC8: 0.61 μM (IC50); HDAC10: 0.04 μM (IC50); HDAC11: 0.1 μM (IC50)
[storage]

Store at -20°C
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