benzenecarboximidamide hydrate hydrochloride

• ChemBase ID: 75239
• Molecular Formular: C7H11ClN2O
• Molecular Mass: 174.62804
• Monoisotopic Mass: 174.05599066
• SMILES: N=C(c1ccccc1)N.Cl.O
• Canonical SMILES: NC(=N)c1ccccc1.O.Cl
• InChI: InChI=1S/C7H8N2.ClH.H2O/c8-7(9)6-4-2-1-3-5-6;;/h1-5H,(H3,8,9);1H;1H2
• InChIKey: BQVJCMMLDJPBFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzenecarboximidamide hydrate hydrochloride
• IUPAC Traditional name: benzamidine hydrate hydrochloride
• Synonyms: Benzenecarboximidamide hydrochloride hydrate; Benzamidine hydrochloride hydrate; Benzenecarboximidamide hydrochloride hydrate; Benzamidine hydrochloride hydrate; Amidinobenzene hydrochloride; Benzamidinium chloride; Benzenecarboximidamide hydrochloride; 盐酸苄脒; 苄脒 盐酸盐; 苯甲脒 盐酸盐 水合物

Database IDs

• CAS Number: 206752-36-5
• EC Number: 216-795-4
• MDL Number: MFCD00066285
• Beilstein Number: 3594959
• PubChem SID: 162040157; 24278275
• PubChem CID: 16219042

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.5216389
• LogD (pH = 7.4): -1.513437
• Log P: 0.8937143
• Molar Refractivity: 47.7305 cm^3
• Polarizability: 14.029147 Å^3
• Polar Surface Area: 49.87 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-90°C; 82-85°C; 86-88 °C(lit.)

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Irritant/Hygroscopic/Store under Argon/Keep Cold
• RTECS: CV6260000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36; S:20-25-26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (calc. based on dry substance, AT); ≥99%; 97%; 98%
• Grade: purum
• Impurities: 15-20% water
• Linear Formula: C6H5C(=NH)NH2 · HCl · xH2O

DETAILS

MP Biomedicals - 02195068

Hydrochloride
Crystalline
Hydrate
Proteolytic inhibitor

Sigma Aldrich - B2004

Application
Used in a "ne-pot"preparation of imidazolines from cyclic sulfates of vicinal diols.1
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.

Sigma Aldrich - 12073

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.
Other Notes
Proteolytic inhibitor.; Prevents the destruction of thyrotropin-releasing hormone by blood1; Inhibitor in the RIA of glucagon in plasma2
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.

Sigma Aldrich - B6506

Biochem/physiol Actions
盐酸苯甲脒为胰蛋白酶、胰蛋白样酶以及丝氨酸蛋白酶的可逆抑制剂。 采用大约 1mM 的浓度可抑制常用蛋白酶。要抑制来自酵母的蛋白酶，所用浓度范围为 0.5 至 4.0mM，并且通常它可与胃蛋白酶抑制剂互换。 除了可用作胰蛋白酶的强效竞争性抑制剂外，盐酸苯甲脒还可作为凝血酶和纤溶酶的强效竞争性抑制剂。而且还发现盐酸苯甲脒在阻止人血浆中的胰高血糖素降解方面与抑肽酶效果相当。
肽酶抑制剂。
包装
5, 25, 100 g in glass bottle
Preparation Note
盐酸苯甲脒可溶于水和乙醇。 在水中进行浓度测试，50mg/ml 时加热可得到澄清溶液。盐酸苯甲脒易于氧化。建议每次使用前在脱气水中配制新鲜溶液。然而，储存在惰性气体中以排除空气的冷冻等分溶液，短时间内可保持稳定。用于评估冷冻溶液保质期的信息不足。

REFERENCES

• J. Clin. Endocr. Metab., 38 : 155, (1974).