Benzamidine

Benzamidine
Names
	IUPAC name Benzenecarboximidamide
Identifiers
CAS Number	618-39-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:41033 ;
ChEMBL	ChEMBL20936 ;
ChemSpider	2242 ;
ECHA InfoCard	100.009.589
IUPHAR/BPS	7566;
KEGG	C01784 ;
PubChem CID	2332;
	InChI InChI=1S/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9) Key: PXXJHWLDUBFPOL-UHFFFAOYSA-N ; InChI=1/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9) Key: PXXJHWLDUBFPOL-UHFFFAOYAU;
	SMILES [NH]=C(N)c1ccccc1;
Properties
Chemical formula	C7H8N2
Molar mass	120.15 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

^[1]

Benzamidine is a reversible competitive inhibitor of trypsin, trypsin-like enzymes and serine proteases.

It is often used as a ligand in protein crystallography to prevent proteases from degrading a protein of interest; the triangular diamine group at the bottom gives it a very obvious 'stick-man' shape which shows up in difference density maps. The benzamidine moiety is also found in some pharmaceuticals, like dabigatran.

↑ Tanizawa, Kazutaka; Ishii, Shin-ichi; Hamaguchi, Kazo; Kanaoka, Yuichi (1971-05-01). "Proteolytic EnzymesVI. Aromatic Amidines as Competitive Inhibitors of Trypsin". The Journal of Biochemistry. 69 (5): 893–899. doi:10.1093/oxfordjournals.jbchem.a129540. ISSN 0021-924X.

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[1] Tanizawa, Kazutaka; Ishii, Shin-ichi; Hamaguchi, Kazo; Kanaoka, Yuichi (1971-05-01). "Proteolytic EnzymesVI. Aromatic Amidines as Competitive Inhibitors of Trypsin". The Journal of Biochemistry. 69 (5): 893–899. doi:10.1093/oxfordjournals.jbchem.a129540. ISSN 0021-924X.