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B2004 Sigma-Aldrich

Benzamidine hydrochloride hydrate

97%

Synonym: Amidinobenzene hydrochloride, Benzamidinium chloride, Benzenecarboximidamide hydrochloride

  • CAS Number 206752-36-5

  • Linear Formula C6H5C(=NH)NH2 · HCl · xH2O

  • Molecular Weight 156.61 (anhydrous basis)

  •  Beilstein/REAXYS Number 3594959

  •  EC Number 216-795-4

  •  MDL number MFCD00066285

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Properties

assay   97%
mp   86-88 °C (lit.)
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

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.

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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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Description

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B6506 Benzamidine hydrochloride hydrate, ≥99%

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