(4-carbamimidoylphenyl)methanesulfonyl fluoride hydrochloride

• ChemBase编号: 105884
• 分子式: C8H10ClFN2O2S
• 平均质量: 252.6936032
• 单一同位素质量: 252.01355447
• SMILES: Cl.NC(=N)c1ccc(CS(=O)(=O)F)cc1
• Canonical SMILES: NC(=N)c1ccc(cc1)CS(=O)(=O)F.Cl
• InChI: InChI=1S/C8H9FN2O2S.ClH/c9-14(12,13)5-6-1-3-7(4-2-6)8(10)11;/h1-4H,5H2,(H3,10,11);1H
• InChIKey: KHLLRHIUKOJXLL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-carbamimidoylphenyl)methanesulfonyl fluoride hydrochloride
• IUPAC传统名: (4-carbamimidoylphenyl)methanesulfonyl fluoride hydrochloride
• 别名: 4-Amidinobenzylsulfonyl fluoride hydrochloride; 4-Amidinophenylmethanesulfonyl fluoride hydrochloride; p-APMSF; p-AMIDINOPHENYLMETHYLSULFONYLFLUORIDE HYDROCHLORIDE

登记号

• CAS号: 74938-88-8
• MDL号: MFCD00078902
• Beilstein号: 9083148
• PubChem SID: 24891118; 162092637
• PubChem CID: 16218950

理论计算性质

• Acid pKa: 18.330584
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -2.1007767
• LogD (pH = 7.4): -2.0916345
• Log P: 0.31456432
• 摩尔折射率: 61.8771 cm^3
• 极化性: 19.854534 Å^3
• 极化表面积: 84.01 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: ~205 °C (dec.)

安全信息

• 保存条件: 2-8°C
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: >75%; ≥97.0% (AT)
• Empirical Formula (Hill Notation): C8H9FN2O2S · HCl

详细说明

MP Biomedicals - 02194956

Hydrochloride
Purity: >75%
A stable, non-toxic alternative to DFP or PMSF. Specifically and irreversibly inhibits trypsin-like serine proteases, trypsin, and thrombin. Demonstrates activity on factor Xa, plasmin, C1r and C1s. Activity is 1000 fold greater than PMSF.

Sigma Aldrich - 06566

Other Notes
An irreversible inhibitor of serine proteases4
Application
APMSF was used to study the glucagon-receptor interaction; inhibition of cAMP formation led to the conclusion that there was a previously unexpected serine residue in the active site which may operate on the receptor by a mechanism similar to serine proteases.1
Biochem/physiol Actions
Irreversible inhibitor of serine proteases with lysine or arginine substrate specificities. Effective concentration 10-100 μM. Frequently used to characterize newly discovered proteases.2,3

参考文献

• Cole, T.C., et al., Biochim. Biophys. Acta , 990 : 254, (1989).