5434-06-0

Basic information

• Product Name: 4-METHANESULFONYL-BENZAMIDINE HCL
• Synonyms: 4-(methylsulfonyl)-benzenecarboximidamidmonohydrochloride;p-(methylsulfonyl)-benzamidinhydrochloride;p-methylsulphonylbenzamidinehydrochloride;4-METHANESULFONYL-BENZAMIDINE HCL;4-METHANESULFONYL-BENZAMIDINE HYDROCHLORIDE;4-(Methylsulfonyl)benzamidine hydrochloride
• CAS NO: 5434-06-0
• Molecular Formula: C₈H₁₀N₂O₂S*ClH
• Molecular Weight: 234.7
• EINECS: 604-604-1
• Mol File: 5434-06-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 386.3 °C at 760 mmHg
• Flash Point: 187.5 °C
• Appearance: /
• Vapor Pressure: 3.57E-06mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-METHANESULFONYL-BENZAMIDINE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHANESULFONYL-BENZAMIDINE HCL(5434-06-0)
• EPA Substance Registry System: 4-METHANESULFONYL-BENZAMIDINE HCL(5434-06-0)

Safety Data

• Hazardous Substances Data: 5434-06-0(Hazardous Substances Data)

Usage

General Description

4-Methanesulfonyl-benzamidine hydrochloride, also known as MSB, is a chemical compound that is commonly used as a protease inhibitor in biochemical research. It belongs to the class of benzamidine compounds and is often employed in studies of blood coagulation and fibrinolysis. MSB is a potent inhibitor of trypsin and related proteases and is widely used in laboratories for the purification and characterization of proteases and their inhibitors. It is also utilized in the development of new therapeutic drugs for various diseases, particularly those related to coagulation disorders and inflammatory conditions. The compound is typically supplied in the form of a white powder and should be handled and stored with caution due to its potential irritant and toxic properties.

InChI:InChI=1/C8H10N2O2S.ClH/c1-13(11,12)7-4-2-6(3-5-7)8(9)10;/h2-5H,1H3,(H3,9,10);1H

Upstream product

• 619-72-7 4-nitrobenzonitrile 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 22821-76-7 4-(methylsulfonyl)benzonitrile 

Downstream Products

• 150296-22-3 (p-(methylsulfonyl)phenyl)chlorodiazirine 
• 875233-71-9 2-(4-methanesulfonyl-phenyl)-6-methyl-3H-pyrimidin-4-one 

Relevant articles and documents

Reaction of arylhalodiazirines with thiophenoxide: A redox process

Phenylbromodiazirine reacts with thiophenoxide ion in methanol to give benzonitrile, benzamidine, ammonia, and diphenyl disulfide. The reaction is general for arylhalodiazirines, with electron-withdrawing groups on the aromatic ring exerting a small rate-enhancing effect. Three potential mechanisms are suggested for this redox process. These mechanisms include an N-sulfenylated diazirine, a diazirinyl radical, and a diazirinyl anion. Ring opening of these intermediates and subsequent transformations would lead to benzonitriles, benzamidine, and ammonia. A key intermediate in these transformations is PhSNH2, 32. This intermediate has been independently generated and found to rapidly convert to ammonia and diphenyl disulfide under the reaction conditions. Another proposed intermediate, N-(phenylthio)benzamidine, 38, has also been independently generated and subjected to the reaction conditions, where benzamidine and more diphenyl disulfide result. Theoretical calculations suggest the existence of isomeric diazirinyl anions. In addition to a diazirinyl ion with charge essentially on carbon, there is also an allylic-type ion with charge on the two nitrogen atoms. Single-electron reduction of a diazirinyl radical necessarily leads to a nitrogen-centered diazirinyl anion. Conversion of this anion to the carbon-centered diazirinyl anion is a forbidden process. These theoretical studies suggest that the diazirinyl anion may be a viable intermediate in solution.