3459-67-4

Usage

Uses

Used in Biochemical Research:
m-aminobenzamidine hydrochloride is used as a reagent for the determination of proteolytic activity, aiding in the analysis of enzyme function and activity levels.
Used in Pharmaceutical Research:
m-aminobenzamidine hydrochloride is used in the preparation of substrates for monitoring enzyme activity, particularly for trypsin and thrombin, which are essential in various physiological processes and disease mechanisms.
Used in Enzyme Activity Monitoring:
m-aminobenzamidine hydrochloride is used as a component in substrates that help in tracking and measuring the activity of specific enzymes, providing insights into their roles in biological systems.
Used in Nucleic Acid Isolation and Purification:
m-aminobenzamidine hydrochloride is utilized in the processes of isolating and purifying nucleic acids, which is crucial for genetic research, diagnostics, and therapeutic development.
Overall, m-aminobenzamidine hydrochloride is an indispensable tool in scientific and medical applications, contributing to the advancement of our understanding of biological systems and the development of new therapeutic strategies.

InChI:InChI=1/C7H9N3.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-4H,8H2,(H3,9,10);1H

Upstream product

• 56406-50-9 3-nitrobenzamidine hydrochloride 
• 3459-67-4 3-aminobenzamidine dihydrochloride 

Downstream Products

• 1032471-11-6 C₂₀H₂₄N₆O₂ 
• 1350030-90-8 C₂₀H₂₄N₆O₂ 
• 1225062-24-7 3-(5-(3-aminophenyl)-4H-1,2,4-triazol-3-yl)-5-bromopyrazin-2-amine 
• 455900-78-4 3-[3-(4-benzylsulfamoyl-phenyl)-thioureido]-benzamidine 

Relevant academic research and scientific papers

Design, Synthesis, and Testing of Potent, Selective Hepsin Inhibitors via Application of an Automated Closed-Loop Optimization Platform

Hepsin is a membrane-anchored serine protease whose role in hepatocyte growth factor (HGF) signaling and epithelial integrity makes it a target of therapeutic interest in carcinogenesis and metastasis. Using an integrated design, synthesis, and screening platform, we were able to rapidly develop potent and selective inhibitors of hepsin. In progressing from the initial hit 7 to compound 53, the IC50 value against hepsin was improved from ～1 μM to 22 nM, and the selectivity over urokinase-type plasminogen activator (uPA) was increased from 30-fold to >6000-fold. Subsequent in vitro ADMET profiling and cellular studies confirmed that the leading compounds are useful tools for interrogating the role of hepsin in breast tumorigenesis.

SUBSTITUENT EFFECTS ON THE pKa VALUES OF META- AND PARA-SUBSTITUTED BENSAMIDINIUM IONS

The pKa values of nine para-substituted derivatives of benzamidine (-NH2, -OH, -OCH3, -CH3, -F, -Cl, -Br, -COOC2H5 and -NO2), as well as four meta-substituted derivatives (-NH2, -CH3, -F, and -NO2), were measured by U.V. difference spectroscopy.The pKa values were interpreted in terms of the resonance structures and a strong correlation between the pKa values and the Hammett ? values of the substituent groups was obtained, with ρ = 1.41 +/- 0.08.The field effects of the substituent groups on the pKa values were calculated using the Kirkwood-Westheimer theory: a very small effect was found in the compounds studied.On the other hand, a strong correlation was observed between the pKa values and the charge densities at the central atom of the substituent groups, as calculated by molecular orbital theory.The analysis of these data suggests that the intramolecular charge transfer is an important factor in the consideration of the mechanism by which the substituent groups affect the pKa values.