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Benzamidine (CAS 618-39-3)

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Alternate Names:
Benzenecarboximidamide
Application:
Benzamidine is a plasmin inhibitor used in glucagon radioimunoassays
CAS Number:
618-39-3
Purity:
≥95%(titration)
Molecular Weight:
120.15
Molecular Formula:
C7H8N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzamidine, with the chemical formula C7H8N2, is a white, solid, crystalline compound characterized by a pyridine-like odor. It is a non-toxic, non-steroidal, amide-based compound widely utilized in biochemistry, biotechnology, and pharmaceuticals. This versatile compound finds application as a reagent in synthesizing various pharmaceuticals, including antibiotics, antifungals, and antivirals, as well as in peptide and protein synthesis. In the realm of scientific research, benzamidine plays a significant role. It serves as a reagent in peptide and protein synthesis, acts as a protease inhibitor, and facilitates the study of enzyme-catalyzed reactions. Furthermore, it finds utility in enzyme-linked immunosorbent assays (ELISAs) as a substrate. Benzamidine functions as an inhibitor of proteases, enzymes responsible for protein breakdown. By binding to the enzyme′s active site, it obstructs substrate binding and hinders the catalytic activity of the enzyme. This inhibition mechanism enables the investigation of enzyme-catalyzed reactions and aids in exploring the structure and function of enzymes.


Benzamidine (CAS 618-39-3) References

  1. Mechanism of action of anti-influenza benzamidine derivatives.  |  Fujita, H., et al. 1975. Antimicrob Agents Chemother. 7: 426-30. PMID: 1147578
  2. Benzamidine as an inhibitor of proacrosin activation in bull sperm.  |  Zahler, WL. and Polakoski, KL. 1977. Biochim Biophys Acta. 480: 461-8. PMID: 13845
  3. Interactions of thrombin with benzamidine-based inhibitors.  |  Stürzebecher, J., et al. 1992. Biol Chem Hoppe Seyler. 373: 491-6. PMID: 1515080
  4. Synthesis of novel benzamidine- and guanidine-derived polyazamacrocycles: Selective anti-protozoal activity for human African trypanosomiasis.  |  Reid, CM., et al. 2008. Bioorg Med Chem Lett. 18: 5399-401. PMID: 18829314
  5. Synthesis and antileishmanial activity of novel 5-(5-nitrofuran-2-y1)-1,3,4-thiadiazoles with piperazinyl-linked benzamidine substituents.  |  Tahghighi, A., et al. 2011. Eur J Med Chem. 46: 2602-8. PMID: 21501907
  6. Benzamidine derivatives inhibit the virulence of Porphyromonas gingivalis.  |  Fröhlich, E., et al. 2013. Mol Oral Microbiol. 28: 192-203. PMID: 23279840
  7. Comparative study on the inhibition of plasmin and delta-plasmin via benzamidine derivatives.  |  Alves, NJ. and Kline, JA. 2015. Biochem Biophys Res Commun. 457: 358-62. PMID: 25576865
  8. SEEKR: Simulation Enabled Estimation of Kinetic Rates, A Computational Tool to Estimate Molecular Kinetics and Its Application to Trypsin-Benzamidine Binding.  |  Votapka, LW., et al. 2017. J Phys Chem B. 121: 3597-3606. PMID: 28191969
  9. Benzamide and Benzamidine Compounds as New Inhibitors of Urokinasetype Plasminogen Activators.  |  Kuş, C., et al. 2018. Mini Rev Med Chem. 18: 1753-1758. PMID: 30112993
  10. Protease inhibitory, insecticidal and deterrent effects of the trypsin-inhibitor benzamidine on the velvetbean caterpillar in soybean.  |  Pilon, AM., et al. 2018. An Acad Bras Cienc. 90: 3475-3482. PMID: 30365718
  11. Deciphering the canonical blockade of activated Hageman factor (FXIIa) by benzamidine in the coagulation cascade: A thorough dynamical perspective.  |  Salifu, EY., et al. 2019. Chem Biol Drug Des. 94: 1905-1918. PMID: 31148409
  12. Water regulates the residence time of Benzamidine in Trypsin.  |  Ansari, N., et al. 2022. Nat Commun. 13: 5438. PMID: 36114175
  13. Characteristics of the microsomal N-hydroxylation of benzamidine to benzamidoxime.  |  Clement, B. and Zimmermann, M. 1987. Xenobiotica. 17: 659-67. PMID: 3630202
  14. Benzamidine as a spectroscopic probe for the primary specificity subsite of trypsin-like serine proteinases. A case for BPTI binding to bovine beta-trypsin.  |  Ascenzi, P., et al. 1984. Mol Cell Biochem. 64: 139-44. PMID: 6390168
  15. Biotransformation of benzamidine and benzamidoxime in vivo.  |  Clement, B., et al. 1993. Arch Pharm (Weinheim). 326: 807-12. PMID: 8267515

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzamidine, 10 g

sc-233933
10 g
$292.00