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| Names | |
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| Preferred IUPAC name Benzenecarboximidamide | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| ECHA InfoCard | 100.009.589 |
| KEGG |
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| UNII | |
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| Properties | |
| C7H8N2 | |
| Molar mass | 120.155 g·mol−1 |
| Appearance | White solid |
| Density | 1.22 g/cm3 |
| Melting point | 64–66 °C (147–151 °F; 337–339 K)[1] |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Benzamidine is anorganic compound with the formula C6H5C(NH)NH2. It is the simplestarylamidine. The compound is a white solid that is slightly soluble in water. It is usually handled as the hydrochloride salt, a white, water-soluble solid.[2]
Benzamidine has one short C=NH bond and one longer C-NH2 bond, which are respectively 129 and 135 pm in length, respectively.[3]
The triangular diamine group gives it a distinctive shape which shows up indifference density maps.
Benzamidine is a reversiblecompetitive inhibitor oftrypsin, trypsin-like enzymes, andserine proteases.[4]
It is often used as aligand inprotein crystallography to preventproteases from degrading a protein of interest. The benzamidine moiety is also found in some pharmaceuticals, such asdabigatran.
Condensation with varioushaloketones provides a synthetic route to 2,4-disubstitutedimidazoles.[2]
