74938-88-8

Basic information

• Product Name: 4-Amidinophenylmethanesulfonyl fluoride hydrochloride
• Synonyms: P-APMSF;P-APMSF, HYDROCHLORIDE;(P-AMIDINOPHENYL)METHANESULFONYL FLUORIDE HYDROCHLORIDE;P-AMIDINOPHENYLMETHYLSULFONYLFLUORIDE, HCL;P-AMIDINOPHENYLMETHYL-SULFONYLFLUORIDE HYDROCHLORIDE;4-APMSF;4-AMIDINOBENZYLSULFONYL FLUORIDE HYDROCHLORIDE;(4-AMIDINOPHENYL)METHANESULFONYL FLUORIDE
• CAS NO: 74938-88-8
• Molecular Formula: C8H10ClFN2O2S
• Molecular Weight: 252.69
• Product Categories: inhibitor
• Mol File: 74938-88-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: ~205 °C (dec.)
• Boiling Point: 405.2 °C at 760 mmHg
• Flash Point: 198.8 °C
• Appearance: /
• Vapor Pressure: 5.85E-07mmHg at 25°C
• Storage Temp.: −20°C
• Solubility: H2O: 50 mM Stable when aliquoted at −20°C. Hal
• BRN: 9083148
• CAS DataBase Reference: 4-Amidinophenylmethanesulfonyl fluoride hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amidinophenylmethanesulfonyl fluoride hydrochloride(74938-88-8)
• EPA Substance Registry System: 4-Amidinophenylmethanesulfonyl fluoride hydrochloride(74938-88-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 74938-88-8(Hazardous Substances Data)

Usage

Description

4-Amidinophenylmethanesulfonyl fluoride hydrochloride (p-APMSF) is a potent and selective irreversible inhibitor of serine proteases, which are a class of enzymes that play a crucial role in various biological processes. It is characterized by its high affinity and specificity for serine proteases, with Ki values of 1.02, 1.18, 1.5, and 1.54 μM for bovine trypsin, human thrombin, bovine plasmin, and bovine Factor Xa, respectively. p-APMSF is particularly selective for these proteases over bovine chymotrypsin and acetylcholinesterase.

Uses

Used in Research and Development:
4-Amidinophenylmethanesulfonyl fluoride hydrochloride is used as a research tool for studying the function and regulation of serine proteases. Its high specificity and potency make it an invaluable compound for investigating the roles of these enzymes in various biological processes and diseases.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, p-APMSF is used as a lead compound for the development of novel therapeutic agents targeting serine proteases. Its ability to selectively inhibit these enzymes makes it a promising starting point for the design of drugs that can modulate the activity of serine proteases for the treatment of various diseases.
Used in Diagnostic Applications:
4-Amidinophenylmethanesulfonyl fluoride hydrochloride is also used in the development of diagnostic tools for the detection and quantification of serine proteases in biological samples. Its high affinity for these enzymes allows for the sensitive and specific detection of serine protease activity, which can be useful in the diagnosis and monitoring of diseases associated with dysregulated protease activity.
Used in Enzyme Inhibition Studies:
In the field of enzyme inhibition, p-APMSF is used as a reference compound for comparing the potency and selectivity of newly synthesized inhibitors targeting serine proteases. Its well-characterized inhibition profile provides a benchmark for evaluating the effectiveness of new inhibitors and guiding the optimization of their chemical structures.

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.

InChI:InChI=1/C8H9FN2O2S.ClH/c9-14(12,13)5-6-1-3-7(4-2-6)8(10)11;/h1-4H,5H2,(H3,10,11);1H

Downstream Products

• 1456610-68-6 C₂₇H₄₀N₁₀O₄S 

Relevant articles and documents

Amidinophenylmethylsulfonylfluoride

A new compound amidinophenylmethylsulfonylfluoride is formed and preferably used in the para isomer form as an irreversible inactivator of selected serine proteases.