ChemicalBook--->CAS DataBase List--->53501-41-0

53501-41-0

53501-41-0 Structure

53501-41-0 Structure
IdentificationBack Directory
[Name]

N-[[(3-Chloro-2-hydroxy-5-nitrophenyl)amino]thioxomethyl]benzamide
[CAS]

53501-41-0
[Synonyms]

PIT 1
N-[[(3-Chloro-2-hydroxy-5-nitrophenyl)amino]thioxomethyl]benzamide
Benzamide, N-[[(3-chloro-2-hydroxy-5-nitrophenyl)amino]thioxomethyl]-
[Molecular Formula]

C14H10ClN3O4S
[MDL Number]

MFCD00761149
[MOL File]

53501-41-0.mol
[Molecular Weight]

351.76
Chemical PropertiesBack Directory
[density ]

1.592
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: ≥14mg/mL
[form ]

powder
[pka]

4.44±0.50(Predicted)
[color ]

white to tan
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
[InChI]

1S/C14H10ClN3O4S/c15-10-6-9(18(21)22)7-11(12(10)19)16-14(23)17-13(20)8-4-2-1-3-5-8/h1-7,19H,(H2,16,17,20,23)
[InChIKey]

RIGXBXPAOGDDIG-UHFFFAOYSA-N
[SMILES]

S=C(Nc2c(c(cc(c2)[N+](=O)[O-])Cl)O)NC(=O)c1ccccc1
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Hazard InformationBack Directory
[Description]

PtdIns-(3,4,5)-P3 (PIP3) serves as an anchor for the binding of signal transduction proteins bearing pleckstrin homology (PH) domains such as phosphatidylinositol 3-kinase (PI3K) or PTEN. Protein binding to PIP3 is important for cytoskeletal rearrangement and membrane trafficking and initiates an intricate signaling cascade that has been implicated in cancer. PIT-1 is a selective nonphosphoinositide inhibitor that specifically disrupts PIP3/Akt PH domain binding with an IC50 value of 31 μM. PIT-1 suppresses PI3K-PDK1-Akt-dependent phosphorylation, which has been shown to reduce cell viability and induce apoptosis in PTEN-deficient U87MG glioblastoma cells (IC50 = 37 μM).
[Uses]

PIT 1 is an apoptosis inducing selective PIP3 antagonist.
[References]

1) Maio?et al.?(2010),?Small molecule inhibition of phosphatidylinositol-3,4,5-triphosphate (PI3) binding to pleckstrin homology domains; Proc. Natl. Acad. Sci. USA,?107?20126 2) McNamare and Degterev?(2011),?Small-molecule inhibitor of the PI3K signaling network; Future Med. Chem.,?3?549
Spectrum DetailBack Directory
[Spectrum Detail]

N-[[(3-Chloro-2-hydroxy-5-nitrophenyl)amino]thioxomethyl]benzamide(53501-41-0)1HNMR
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