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Benzamidine hydrochloride

CAS No.
1670-14-0
Chemical Name:
Benzamidine hydrochloride
Synonyms
BenziMidaMide hydrochloride;BENZAMIDINE HCL;benzamidine hydroxychloride;s-dimethylester;BENZAMIDE HCL H2O;Benzamidine hydrochl;benzamidiniumchloride;Benzamidin Hydrochloride;BENZAMIDINE HYDROCHLORIDE;amidinobenzenehydrochloride
CBNumber:
CB6100733
Molecular Formula:
C7H9ClN2
Molecular Weight:
156.61
MDL Number:
MFCD00013025
MOL File:
1670-14-0.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:48

Benzamidine hydrochloride Properties

Melting point 86-88 °C(lit.)
storage temp. 2-8°C
solubility DMF: 25 mg/ml
DMSO: 25 mg/ml
Ethanol: 10 mg/ml
PBS (pH 7.2): 3 mg/ml
form Powder
color White to off-white
PH 4.0 to 6.5(50g/L, 25 ℃)
Water Solubility soluble
BRN 3594959
Stability Stable for 2 years from date of purchase as supplied. Solutions are not stable and must be prepared fresh daily
InChIKey LZCZIHQBSCVGRD-UHFFFAOYSA-N
CAS DataBase Reference 1670-14-0(CAS DataBase Reference)
FDA UNII 0G112W4L27
EPA Substance Registry System Benzenecarboximidamide, monohydrochloride (1670-14-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39-36
WGK Germany  3
RTECS  CV6260000
3-21
HS Code  29252900
NFPA 704
0
2 0

Benzamidine hydrochloride price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 63226 Benzamidine hydrochloride 1 M solution 1670-14-0 1mL $73.5 2024-03-01 Buy
Sigma-Aldrich 199001-M Benzamidine, Hydrochloride Inhibitor of trypsin and trypsin-like enzymes. 1670-14-0 25gm-m $101 2021-12-16 Buy
Sigma-Aldrich 199001-M Benzamidine, Hydrochloride - CAS 1670-14-0 - Calbiochem Inhibitor of trypsin and trypsin-like enzymes. 1670-14-0 25g $101 2021-12-16 Buy
Sigma-Aldrich 199001-M Benzamidine, Hydrochloride Inhibitor of trypsin and trypsin-like enzymes. 1670-14-0 5gm-m $55.7 2021-12-16 Buy
Sigma-Aldrich 199001-M Benzamidine, Hydrochloride - CAS 1670-14-0 - Calbiochem Inhibitor of trypsin and trypsin-like enzymes. 1670-14-0 5G $55.7 2021-12-16 Buy
Product number Packaging Price Buy
63226 1mL $73.5 Buy
199001-M 25gm-m $101 Buy
199001-M 25g $101 Buy
199001-M 5gm-m $55.7 Buy
199001-M 5G $55.7 Buy

Benzamidine hydrochloride Chemical Properties,Uses,Production

Description

Benzamidine hydrochloride 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.

Chemical Properties

white to off-white powder

Uses

Benzamidine is a reversible inhibitor of serine proteases, including trypsin, plasmin, and thrombin (Kis = 35, 350, and 220 μM, respectively). In addition to its use as a general serine protease inhibitor, benzamidine is used, when immobilized, to purify novel proteases.

Preparation

To a stainless steel rocking autoclave equipped with a stirrer is added 103.0 gm (1.0 mole) of benzonitrile, 214.0 gm (4.0 mole) of ammonium chloride, and 306.0 gm (18.0 mole) of ammonia is introduced by means of a transfer bomb. The reaction mixture is heated at 150°C for 18 hr (pressure: 1300-6500 psig), cooled, and, with appropriate precautions for the safe control of the excess ammonia, is vented to atmospheric pressure. The reaction mixture is extracted with ether to remove approximately 5% unreacted benzonitrile, and then extracted with hot acetonitrile or ethanol to separate the amidine hydrochloride from the unreacted ammonium chloride. Concentration of the latter affords 120.5 gm (77%) of benzamidine hydrochloride, m.p. 161-163°C.
Preparation of Benzamidine Hydrochloride

Biological Activity

Benzamidine hydrochloride is an reversible competitive inhibitor of trypsin-like serine proteases, with Kis of 97 μM, 21 μM, 20 μM and 110 μM for uPA, trypsin, tryptase and factor Xa, respectively.

Safety Profile

Moderately toxic byintraperitoneal route. When heated to decomposition itemits toxic vapors of NOx, HCl, and Cl-.

in vitro

Benzamidine hydrochloride has weak inhibition for tPA and thrombin, with Kis of 750 μM and 320 μM, respectively.

References

1) Markwardt?et al. (1968)?Comparative studies on the inhibition of trypsin, plasmin, and thrombin by derivatives of benzylamine and benzamide; Eur. J. Biochem.,?6?502 2) Deutscher?et al.?(1990),?Maintaining protein stability; Methods Enzymol.,?182?83 3) Jaswinski?et al.?(1990),?Preparations of extracts from yeast; Methods Enzymol.,?182?154 4) Ensinck?et al.?(1972),?Use of Benzamidine as a proteolytic inhibitor in the radioimmunoassay of glucagon in plasma; J. Clin. Endocrinol. Metab.,?35?463 5) Jeffcoate?et al. (1974),?Use of benzamidine to prevent the destruction of thyrotropin-releasing hormone (TRH) by blood; Endocrinol. Metab,?38?155

613-92-3
1670-14-0
Synthesis of Benzamidine hydrochloride from BENZAMIDOXIME HYDROCHLORIDE
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View Lastest Price from Benzamidine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Benzamidine hydrochloride pictures 2022-09-17 Benzamidine hydrochloride
1670-14-0
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
Benzamidine hydrochloride pictures 2021-07-13 Benzamidine hydrochloride
1670-14-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Benzamidine hydrochloride pictures 2021-07-10 Benzamidine hydrochloride
1670-14-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
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