BENZAMIDINE Chemical Properties

Melting point:

65-70 °C

Boiling point:

208.5±23.0 °C(Predicted)

Density 

1.09±0.1 g/cm3(Predicted)

storage temp. 

-20°C Freezer

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

11.90±0.40(Predicted)

form 

powder or crystals

color 

White to Off-White

BRN 

606020

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

26

WGK Germany 

3

F 

9-23

HS Code 

29299000

MSDS

• Language:English Provider:SigmaAldrich

BENZAMIDINE Usage And Synthesis

Uses

Benzamidine was used in the preparation of heparan sulfate-rich proteoglycan from mouse mammary epithelial cells. It has been used to prevent enzymatic degradation during the purification procedure of bovine factor XII (Hageman factor).

Definition

ChEBI: Benzamidine is a carboxamidine that is benzene carrying an amidino group. It has a role as a serine protease inhibitor. It is a member of benzenes and a carboxamidine. It is functionally related to a benzoic acid. It is a conjugate base of a benzamidine(1+).

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 1255, 1962 DOI: 10.1021/jo01051a033
Tetrahedron Letters, 31, p. 1969, 1990 DOI: 10.1016/S0040-4039(00)88891-7

Biochem/physiol Actions

Benzamidine is an inhibitor of plasmin and has been used in the radioimmunoassay of glucagon in human plasma. It prevents the destruction of Thyrotropin-releasing hormone (TRH) added to whole blood in vitro before radioimmunoassay of TRH.

Purification Methods

It is liberated from its hydrochloride chloride (below) by treatment with 5M NaOH, extracted into diethyl ether, dried (Na2SO4) and sublimed in vacuo.[Beilstein 9 H 280, 9 I 123, 9 II 199, 9 1264, 9 IV 898.]

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