B2004
Benzamidine hydrochloride hydrate
97%
Synonym(s):
Amidinobenzene hydrochloride, Benzamidinium chloride, Benzenecarboximidamide hydrochloride
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About This Item
Linear Formula:
C6H5C(=NH)NH2 · HCl · xH2O
CAS Number:
Molecular Weight:
156.61 (anhydrous basis)
EC Number:
216-795-4
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
3594959
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
SMILES string
Cl[H].[H]O[H].NC(=N)c1ccccc1
assay
97%
mp
86-88 °C (lit.)
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Application
Used in a "ne-pot"preparation of imidazolines from cyclic sulfates of vicinal diols.
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.
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.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Tetrahedron Letters, 32, 999-999 (1991)
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