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06837

Benzamidine hydrochloride hydrate

Synonym(s):

Benzamidine hydrochloride hydrate, Amidinobenzene hydrochloride, Benzamidinium chloride, Benzenecarboximidamide hydrochloride

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About This Item

Linear Formula:
C6H5C(=NH)NH2 · HCl · xH2O
CAS Number:
206752-36-5
Molecular Weight:
156.61 (anhydrous basis)
EC Number:
216-795-4
UNSPSC Code:
12352200
NACRES:
NA.21
Beilstein/REAXYS Number:
3594959
MDL number:
MFCD00066285
Assay:
≥99.0% (HPLC)
Form:
powder or crystals
Solubility:
H2O: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
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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

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP8961
BCBQ5891V
BCBQ5890V
BCBQ5528V

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Valeriy V Pak et al.
Cell metabolism, 31(3), 642-653 (2020-03-05)
Hydrogen peroxide (H2O2) is a key redox intermediate generated within cells. Existing probes for H2O2 have not solved the problem of detection of the ultra-low concentrations of the oxidant: these reporters are not sensitive enough, or pH-dependent, or insufficiently bright

Global Trade Item Number

SKUGTIN
06837-25G04061832607504
06837-100G04061832607498