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ChemicalBook >> CAS DataBase List >>TPCK

TPCK

CAS No.
402-71-1
Chemical Name:
TPCK
Synonyms
TPCK;L-TPCK;TOS-PHE-CMK;Tos-L-Phe-CMK;TPCK USP/EP/BP;(-)-p-toluenesulfonamid;Tos-L-Phe-Chloromethane;TOS-PHE-CHLOROMETHYLKETONE;N-TOSYL-PHE-CHLOROMETHYLKETONE;Tosylphenylalanylchloromethane
CBNumber:
CB0354828
Molecular Formula:
C17H18ClNO3S
Molecular Weight:
351.85
MDL Number:
MFCD00000935
MOL File:
402-71-1.mol
MSDS File:
SDS
Last updated:2024-10-30 20:13:01

TPCK Properties

Melting point 106-108 °C(lit.)
Boiling point 509.9±60.0 °C(Predicted)
Density 1.1350 (rough estimate)
refractive index 1.6100 (estimate)
storage temp. -20°C
solubility DMSO: >10 mg/mL stable for several months at 4°C.
form powder
pka 8.71±0.50(Predicted)
color white
BRN 2895215
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
CAS DataBase Reference 402-71-1
FDA UNII P598716LJT
EPA Substance Registry System Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- (402-71-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H315-H318-H335
Precautionary statements  P280-P302+P352-P305+P351+P338+P310
Hazard Codes  Xi
Risk Statements  37/38-41
Safety Statements  26-36
RIDADR  UN 3335
WGK Germany  3
RTECS  XT5613500
10-19-21
TSCA  Yes
HS Code  29350090
NFPA 704
0
3 0

TPCK price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T4376 N-p-Tosyl-L-phenylalanine chloromethyl ketone ≥97% (TLC), powder 402-71-1 1g $249 2024-03-01 Buy
Sigma-Aldrich 616387 N-p-Tosyl-L-phenylalanine chloromethyl ketone Irreversible inhibitor of chymotrypsin. 402-71-1 250mg $85.2 2024-03-01 Buy
TCI Chemical T2810 N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone >95.0%(HPLC)(T) 402-71-1 1g $212 2021-12-16 Buy
TCI Chemical T2810 N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone >95.0%(HPLC)(T) 402-71-1 200mg $72 2021-12-16 Buy
Alfa Aesar J60639 N-(p-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone 402-71-1 5g $619 2021-12-16 Buy
Product number Packaging Price Buy
T4376 1g $249 Buy
616387 250mg $85.2 Buy
T2810 1g $212 Buy
T2810 200mg $72 Buy
J60639 5g $619 Buy

TPCK Chemical Properties,Uses,Production

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

Chemical Properties

white crystalline powder

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. It promotes dephosphorylation of p53 on serine residues.

Definition

ChEBI: The N-tosyl derivative of L-phenylalanyl chloromethyl ketone.

Biochem/physiol Actions

Blocks the LPS- or cytokine-induced activation of nuclear factor κB (NFκB), which, in turn, blocks the induction of iNOS and COX-2 transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli. Also blocks apoptosis initiated by Taxol (in MCF-7 human breast carcinoma cells).

Safety Profile

Experimental reproductive effects. A flammable liquid. When heated to decomposition it emits toxic fumes of NOx, SOx, and Cl-.

References

1) Bond and Butler, (1987) Intracellular proteases; Annu. Rev. Biochem., 56 333 2) Grammer and Blenis (1996) The serine protease inhibitors, tosylphenylalanine chloromethylketone and tosyllysine chloromethylketone, potently inhibit pp70s6k activation; J. Biol. Chem., 271 23650

TPCK Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 138)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29885 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32063 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 23225 58
BOC Sciences
16314854226; +16314854226 inquiry@bocsci.com United States 19741 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com China 52849 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19908 58
Hebei Weibang Biotechnology Co., Ltd
+8617732866630 bess@weibangbio.com China 18166 58
TargetMol Chemicals Inc.
support@targetmol.com United States 38463 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49979 58

View Lastest Price from TPCK manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TPCK pictures 2024-11-04 TPCK
402-71-1
US $27.00-55.00 / mg 96.77% 10g TargetMol Chemicals Inc.
Tosyl phenylalanyl chloromethyl ketone pictures 2019-07-06 Tosyl phenylalanyl chloromethyl ketone
402-71-1
US $1.00 / kg 1kg 95%-99% 1000kg Career Henan Chemical Co
  • TPCK pictures
  • TPCK
    402-71-1
  • US $27.00-55.00 / mg
  • 96.77%
  • TargetMol Chemicals Inc.
L-1-TOSYLAMIDE-2-PHENYLETHYL-CHLOROMETHYL KETONE L-1-P-TOSYLAMINO-2-PHENYLETHYL CHLOROMETHYL KETONE L-1-CHLORO-3-(4-TOSYLAMIDO)-4-PHENYL-2-BUTANONE L-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE L-1-4'-TOSYLAMINO-2-PHENYLETHYL CHLOROMETHYL KETONE N-TOSYL-L-PHENYLALANINE CHLOROMETHYL KETONE N-TOSYL-PHE-CHLOROMETHYLKETONE N-TOSYLAMIDE PHENETHYL CHLOROMETHYLKETONE P-TOLUENESULFONYL-L-PHENYLALANINE CHLOROMETHYL KETONE N-ALPHA-TOSYL-PHE CHLOROMETHYL KETONE N-ALPHA-P-TOSYL-L-PHENYLALANINE CHLOROMETHYIKETONE (S)-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE (S)-1-CHLORO-4-PHENYL-3-TOSYLAMIDO-2-BUTANONE TOS-PHE-CHLOROMETHYLKETONE TOS-PHE-CMK TOSYL-L-PHENYLALANINE CHLOROMETHYL KETONE TOSYL-L-PHENYLALANYL-CHLOROMETHANE TPCK (-)-p-toluenesulfonamid l-1-tosylamido-2-phenylethylchloromethylketone N-Tosyl-L-phenylalanine Chloromethyl Ketone(TPCK) L-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE RESEARCH GRADE TPCK (N-TOSYL-L-PHENYLALANINE CHLOROMETH YL KETONE) \ PROTEASE INHIBITOR N-p-Tosyl-L-phenylalanine chloromethyl ketone,(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, TPCK, Tosyl-L-phenylalanyl-chloromethane N-(p-Toluenesulfonyl)-L-phenylalanyl ChloroMethyl Ketone (S)-N-(4-Chloro-3-oxo-1-phenyl-2-butyl)-p-toluenesulfonamide N-Tosyl-L-phenylalanyl Chloromethyl Ketone TPCK N-α-Tosyl-L-phenylalanylchloromethane TPCK (Tosyl Phenylalanyl ChloroMethyl ketone Chloro-3-tosylaMido-4-phenyl-2-butanone research grade N- (p-toluenesulfonyl) -L- phenylalanyl chloride ketone (TPCK) alpha-N-Tosyl-L-phenylalanine chloromethyl ketone N-alpha-Tosyl-L-phenylalanylchloromethane Tosylphenylalanylchloromethane N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK) N-(p-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone L-1-4'-Tosylamino-2-phenylethylechloromethyleketone N-tosyl-L-phenylalanyl chloromethyl ketone Tos-L-Phe-CMK Tosyl-L-Phenylalanine chloromethylketone≥ 98% (TLC) (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, Tosyl-L-phenylalanyl-chloromethane, TPCK N-[(S)-α-(Chloroacetyl)phenethyl]-4-methylbenzenesulfonamide N-p-Tosyl-L-phenylalanyl chloromethane N-p-Tosyl-L-phenylalanyl chloromethyl ketone Tos-L-Phe-Chloromethane L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketoneTPCK l-n-(alpha-(chloroacetyl)phenethyl)-p-toluenesulfonamide tosylphenylalanylchloromethylketone L-chloromethyl (2-phenyl-1-(p-toluenesulphonylamino)ethyl) ketone L-1-P-TOSYLAMINO-2-PHENYLETHYL CHLORO-METHYL KETONE, 99+% L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketone, 99+% Chloro-3-tosylamido-4-phenyl-2-butanone Benzenesulfonamide, N-(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl-4-methyl- n-p-tosyl-l-phenylalanine chloromethyl ketone L-1-4-Tosylamido-2-phenylethyl chloromethyl ketone. L-1-PARA-TOSYLAMINO-2-PHENYLETHYLCHLOROMETHYLKETONE L-1-TOSYLAMIDO-2-PHENYLETHYLCHLOROETHYLKETONE NALPHA-(4-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone TOSYL-L-PHENYLALANINE-CHLOROMETHYL KETONE (TPCK)