06837

Benzamidine hydrochloride hydrate

• Synonym(s): Benzamidine hydrochloride hydrate, Amidinobenzene hydrochloride, Benzamidinium chloride, Benzenecarboximidamide hydrochloride
• Linear Formula: C₆H₅C(=NH)NH₂ · HCl · xH₂O
• CAS Number: 206752-36-5
• Molecular Weight: 156.61 (anhydrous basis)
• Beilstein/REAXYS Number: 3594959
• EC Number: 216-795-4
• MDL number: MFCD00066285
• UNSPSC Code: 12352200
• NACRES: NA.21

Properties

• assay: ≥99.0% (HPLC)
• form: powder or crystals
• concentration: 98.0-102.0 % (w/w) (anhydrous basis, AT); 98.0-102.0 % (w/w) (anhydrous basis, NT)
• impurities: ≤20 mg/kg heavy metals; ≤3000 mg/kg residual solvent (methanol) (GLC-HS); ≤5000 mg/kg residual solvents (2-propanol, acetone) (GLC-HS) (each); 8-19% water
• mp: 86-88 °C (lit.)
• solubility: H₂O: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• storage temp.: 2-8°C
• SMILES string: Cl[H].[H]O[H].NC(=N)c1ccccc1
• InChI: 1S/C7H8N2.ClH.H2O/c8-7(9)6-4-2-1-3-5-6;;/h1-5H,(H3,8,9);1H;1H2
• InChI key: BQVJCMMLDJPBFZ-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Benzamidine HCl is a reversible inhibitor of trypsin, trypsin-like enzymes, and serine proteases. A concentration of approximately 1 mM is used for general protease inhibition. To inhibit proteases from yeast, a range of 0.5 to 4.0 mM is used and it is for the most part interchangeable with pepstatin A.

In addition to being a strong competitive inhibitor of trypsin, benzamidine HCl has been also shown to be a strong competitive inhibitor of thrombin and plasmin. It was also found to be as effective as aprotinin in the prevention of glucagon degradation in human plasma.

Peptidase inhibitor.

Preparation Note

Benzamidine HCl is soluble in water and alcohol. Solubility testing in water at a concentration of 50 mg/ml yields a clear solution with heating. Benzamidine HCl is sensitive to oxidation. It is recommended to prepare solutions fresh each time in degassed water prior to use. However, frozen aliquots stored under inert gas, to exclude air, may be stable for a short time. Insufficient information is available to assess the shelf-life of a frozen solution.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable