Tosylphenylalanyl chloromethyl ketone

Base Information

• Chemical Name: Tosylphenylalanyl chloromethyl ketone
• CAS No.: 402-71-1
• Deprecated CAS: 130021-38-4
• Molecular Formula: C17H18ClNO3S
• Molecular Weight: 351.87
• Hs Code.: 29350090
• European Community (EC) Number: 206-954-6
• NSC Number: 727365
• UNII: P598716LJT
• DSSTox Substance ID: DTXSID60883376
• Nikkaji Number: J59.695G
• Wikipedia: Tosyl_phenylalanyl_chloromethyl_ketone
• Wikidata: Q7827912
• Metabolomics Workbench ID: 53488
• ChEMBL ID: CHEMBL60718
• Mol file: 402-71-1.mol

Synonyms:Chloromethane, Tosylphenylalanyl;Chloromethyl Ketone, Tosylphenylalanyl;Chlorophenyltosylamidobutanone;Ketone, Tosylphenylalanyl Chloromethyl;Tosylphenylalanyl Chloromethane;Tosylphenylalanyl Chloromethyl Ketone;TPCK

Chemical Property of Tosylphenylalanyl chloromethyl ketone

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.63E-10mmHg at 25°C
• Melting Point: 106-108 °C(lit.)
• Refractive Index: 1.582
• Boiling Point: 509.9 °C at 760 mmHg
• PKA: 8.71±0.50(Predicted)
• Flash Point: 262.2 °C
• PSA: 71.62000
• Density: 1.278 g/cm³
• LogP: 4.16420
• Storage Temp.: ?20°C
• Solubility.: DMSO: >10?mg/mL stable for several months at 4°C.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 351.0695923
• Heavy Atom Count: 23
• Complexity: 475

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Tosyl-L-phenylalanine chloromethyl ketone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(CC2=CC=CC=C2)C(=O)CCl
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CC2=CC=CC=C2)C(=O)CCl
• Description: TPCK (402-71-1) is an irreversible inhibitor of the serine protease chymotrypsin.1 It also inhibits certain cysteine proteases (bromelain, ficin, papain).1 TPCK inhibited (IC50 = 5 μM) the mitogen-induced activation of pp70s6k, a mitogen-regulated serine/threonine kinase involved in the G1 to S phase transition of the cell cycle.2
• Uses: N-α-Tosyl-L-phenylalanylchloromethane is a proteinase inhibitors with apoptotic function. Studies have shown that it induces caspase-dependent apoptosis in Epstein-Barr virus (EBV)-transformed human B cell lines with release of pro-apoptotic proteins from mitochondria. It also results in down-regulation of the anti-apoptotic proteins and caspase-dependent cleavage of two anti-apoptotic proteins. I t promotes dephosphorylation of p53 on serine residues. N-α-Tosyl-L-phenylalanylchloromethane is a proteinase inhibitors with apoptotic function. Studies have shown that it induces caspase-dependent apoptosis in Epstein-Barr virus (EBV)-transformed human B cell lines with release of pro-apoptotic proteins from mitochondria. It also results in down-regulation of the anti-apoptotic proteins and caspase-dependent cleavage of two anti-apoptotic proteins. It promotes dephosphorylation of p53 on serine residues.