(S)-N-(4-Chloro-3-Oxo-1-Phenylbutan-2-Yl)-4-Methylbenzenesulfonamide (S)-N-(4-氯-3-氧代-1-苯基丁烷-2-基)-4-甲基苯磺酰胺

CAS 402-71-1 MFCD00000935

化学结构图

402-71-1
SMILES: Cc1ccc(S(=O)(=O)N[C@@H](Cc2ccccc2)C(=O)CCl)cc1

化学属性

Mol. FormulaC17H18ClNO3S
Mol. Weight351.85
Melting Point106.0 to 110.0 deg-C

别名和识别编码

Chemical Name(S)-N-(4-Chloro-3-Oxo-1-Phenylbutan-2-Yl)-4-Methylbenzenesulfonamide
Synonym (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone TPCK Tosyl-L-phenylalanyl-chloromethane (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone Benzenesulfonamide, N-(3-chloro-2-oxo-1-(phenylmethyl)propyl)-4-methyl-, TPCK Tosyl-L-phenylalanyl-chloromethane
CAS Number402-71-1
PubChem Substance ID439647
EC Number206-954-6
Beilstein Registry Number2895215
MDL NumberMFCD00000935
Reaxys-RN2895215
Chemical Name Translation(S)-N-(4-氯-3-氧代-1-苯基丁烷-2-基)-4-甲基苯磺酰胺
InChIKeyMQUQNUAYKLCRME-UHFFFAOYSA-N
LabNetwork Molecule IDLN01302231
InChIInChI=1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1
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分类

  • {SNA} A to C, Broad Spectrum Inhibitors of Proteolytic Enzyme Classes, Bromelain, Chymotrypsin, α-, Chymotrypsin, alpha-, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Ficin, Individual Protease Inhibitors, Papain, Peptides and Proteins, Peptides for Cell Biology, Protease Inhibitor Specificity Index, Protease Inhibitors, Serine Protease Inhibitors, 生化试剂, 细胞信号转导和神经科学, 细胞生物学, 酶、抑制剂和底物
  • {SNA} A to C, Bioactive Small Molecules, Biochemicals and Reagents, Broad Spectrum Inhibitors of Proteolytic Enzyme Classes, Bromelain, Cell Signaling and N

产品应用

  • 某些丝氨酸蛋白酶的不可逆抑制剂，用于在制备胰蛋白酶时抑制胰凝乳蛋白酶。

相关文献及参考

  • 1. Huang, Y., et al., Serine protease inhibitor TPCK prevents Taxol-induced cell death and blocks c-Raf-1 and Bcl-2 phosphorylation in human breast carcinoma cells Oncogene 18 , 3431-3439, (1999) 摘要
  • Abate, A., and Schroder, H., Protease inhibitors protect macrophages from lipopolysaccharide-induced cytotoxicity: possible role for NF-κB. Life Sci. 62 , 1081-1088, (1998) 摘要
  • Breithaupt, T.B., et al., The suppression of T cell function and NFκB expression by serine protease inhibitors is blocked by N-acetylcysteine. Cell. Immunol. 173 , 124-130, (1996) 摘要
  • Kengatharan, M., et al., Analysis of the signal transduction in the induction of nitric oxide synthase by lipoteichoic acid in macrophages. Br. J. Pharmacol. 117 , 1163-1170, (1996) 摘要
  • Lo, C.J., et al., Regulation of macrophage eicosanoid generation is dependent on nuclear factor κB. J. Trauma 45 , 19-24, (1998) 摘要
  • Grammer, T.C., , and Blenis, J., The serine protease inhibitors tosylphenylalanine chloromethyl ketone and tosyllysine chloromethyl ketone potently inhibit pp 70s6k activation. J. Biol. Chem. 271 , 23650, (1996) 摘要
  • Jones, R.A., et al., Fas-mediated apoptosis in mouse hepatocytes involves the processing and activation of caspases. Hepatology 27 , 1632-1642, (1998) 摘要
  • Lotem, J., and Sachs, Differential suppression by protease inhibitors and cytokines of apoptosis induced by wild-type p53 and cytotoxic agents. L. Proc. Natl. Acad. Sci. U. S. A. 93 , 12507-12512, (1996) 摘要

安全信息

GHS Symbol
WGK Germany3
Hazard Codes Xi
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H318 Causes serious eye damage 严重伤害眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSXT5613500
Precautionary statements
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P302+P352+P332+P313+P362+P364
  • P332+P313
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P302+P350
  • P337+P313
  • P305+P351+P338+P337+P313
Signal word Danger
Risk Statements
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Storage condition <;0 <0°C 储存温度.-20°C 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intrauterine
SPECIES OBSERVED        : Rodent - mouse
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

其他信息

  • 不可逆的丝氨酸蛋白酶抑制剂,抑制胰蛋白酶样丝氨酸蛋白酶,包括菠萝蛋白酶,糜蛋白酶,无花果蛋白酶及木瓜蛋白酶。工作液稳定期为几个小时,贮存液(10mM甲醇溶液)在4°C下可保持稳定几个月。

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. A to C - Enzyme Inhibitors by Enzyme
  7. Chymotrypsin, alpha- - A to C
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Type - Enzyme Inhibitors
  6. Organic Covalent Modifiers - Enzyme Inhibitors by Type
  1. Enzyme Inhibitors - Peptides for Cell Biology
  2. Chymotrypsin, alpha- - Enzyme Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Protease Inhibitors
  6. Protease Inhibitor Specificity Index
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Proteolytic Enzymes and Substrates
  5. Protease Inhibitors
  6. Protease Inhibitor Specificity Index
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Enzyme Inhibitors
  6. Calpain II
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Peptides for Cell Biology
  6. Cathepsin/Granzyme Inhibitors & Substrates
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Signal Transduction Research Tools
  5. Protease Inhibitors
  6. Protease Inhibitor Specificity Index
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Cholinesterase, butyryl
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Peptides
  4. Peptides for Cell Biology
  5. Enzyme Inhibitors
  6. Calpain II
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Metalloproteinase Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Serine Protease Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Proteolytic Enzymes and Substrates
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Metalloproteinase Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Proteolytic Enzymes and Substrates
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Serine Protease Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Signal Transduction Research Tools
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Metalloproteinase Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Signal Transduction Research Tools
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Serine Protease Inhibitors

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