Benzamidine

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Benzamidine

Benzamidine is an organic compound with the formula C7H8N2. It is a white solid that is soluble in polar organic solvents. Benzamidine is a widely used building block in organic synthesis and an inhibitor of protease enzymes.

Structure and properties

Benzamidine is a simple aromatic amine. It consists of a benzene ring substituted with an amidine functional group. The amidine group confers basicity to the compound, similar to ammonia. The compound is a solid at room temperature and is soluble in polar organic solvents.

Synthesis

Benzamidine can be synthesized from benzonitrile by reaction with ammonia in the presence of a catalyst, typically a transition metal such as palladium.

Applications

Benzamidine is a versatile building block in organic synthesis. It can be used to prepare a wide range of chemical compounds, including pharmaceuticals, dyes, and polymers.

In addition, benzamidine is a well-known inhibitor of protease enzymes. It binds to the active site of the enzyme, preventing it from carrying out its function. This property has led to its use in the development of drugs for the treatment of diseases such as HIV and malaria.

Safety

Like many organic amines, benzamidine is a skin and eye irritant. It should be handled with care, using appropriate personal protective equipment.

See also

• Amidine
• Benzene
• Protease inhibitor