CAS 402-71-1|Tosyl phenylalanyl chloromethyl ketone

Introduction:Basic information about CAS 402-71-1|Tosyl phenylalanyl chloromethyl ketone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTosyl phenylalanyl chloromethyl ketone
CAS Number402-71-1Molecular Weight351.848
Density1.3±0.1 g/cm3Boiling Point509.9±60.0 °C at 760 mmHg
Molecular FormulaC17H18ClNO3SMelting Point106-108ºC(lit.)
MSDSChineseUSAFlash Point262.2±32.9 °C
Symbol
GHS05, GHS07
Signal WordDanger

Names

NameN-tosyl-L-phenylalanyl chloromethyl ketone
SynonymMore Synonyms

Tosyl phenylalanyl chloromethyl ketone BiologicalActivity

DescriptionTPCK (L-1-Tosylamido-2-phenylethyl chloromethyl ketone; L-TPCK) is a potent serine protease inhibitor that reacts with the retinoblastoma protein (RB)-binding core of HPV-18 E7 protein and abolish its RB-binding capability. TPCK is able to modify E7 protein in live keratinocytes following its addition to the culture medium[1].
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>Ser/Thr ProteaseResearch Areas >>CancerResearch Areas >>Inflammation/Immunology
References

[1]. H Stöppler, et al. The serine protease inhibitors TLCK and TPCK react with the RB-binding core of HPV-18 E7 protein and abolish its RB-binding capability. Virology. 1996 Mar 15;217(2):542-53.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point509.9±60.0 °C at 760 mmHg
Melting Point106-108ºC(lit.)
Molecular FormulaC17H18ClNO3S
Molecular Weight351.848
Flash Point262.2±32.9 °C
Exact Mass351.069580
PSA71.62000
LogP3.98
Vapour Pressure0.0±1.3 mmHg at 25°C
Index of Refraction1.583
InChIKeyMQUQNUAYKLCRME-INIZCTEOSA-N
SMILESCc1ccc(S(=O)(=O)NC(Cc2ccccc2)C(=O)CCl)cc1
Storage condition−20°C
Water SolubilityDMSO: >10 mg/mL stable for several months at 4°C.

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XT5613500
CHEMICAL NAME :
p-Toluenesulfonamide, N-(alpha-(chloroacetyl)phenethyl)-, (-)-
CAS REGISTRY NUMBER :
402-71-1
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C17-H18-Cl-N-O3-S
MOLECULAR WEIGHT :
351.87

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intrauterine
DOSE :
160 mg/kg
SEX/DURATION :
female 2 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
REFERENCE :
FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 25,954,1974

Safety Information

Symbol
GHS05, GHS07
Signal WordDanger
Hazard StatementsH315-H318-H335
Precautionary StatementsP261-P280-P305 + P351 + P338
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXi: Irritant;
Risk PhrasesR37/38
Safety Phrases26-36
RIDADRUN 3335
WGK Germany3
RTECSXT5613500

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Synonyms

(S)-N-(4-Chloro-3-oxo-1-phenyl-2-butyl)-p-toluenesulfonamide
MFCD00000935
TPCK
Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl-
N-[(2S)-4-Chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide
Benzenesulfonamide, N-(3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-, (S)-
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone
L-1-4‘-Tosylamino-2-phenylethyl chloromethyl ketone
Tosyl phenylalanyl chloromethyl ketone
EINECS 206-954-6
N-[(2S)-4-Chloro-3-oxo-1-phenyl-2-butanyl]-4-methylbenzenesulfonamide
Tosyl-L-phenylalanyl-chloromethane
N-p-Tosyl-L-phenylalanine chloromethyl ketone
Benzenesulfonamide, N-((1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-
N-Tosyl-L-phenylalanyl Chloromethyl Ketone
L-1-4′-Tosylamino-2-phenylethyl chloromethyl ketone
N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK)
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