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Benzamidine hydrochloride

Product Name
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;BENZAMIDINE HYDROCHLORIDE;Benzamidin Hydrochloride;amidinobenzenehydrochloride
CBNumber
CB6100733
Molecular Formula
C7H9ClN2
Formula Weight
156.61
MOL File
1670-14-0.mol
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Benzamidine hydrochloride Property

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)
EPA Substance Registry System
Benzenecarboximidamide, monohydrochloride (1670-14-0)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
RTECS 
CV6260000
3-21
HS Code 
29252900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

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

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

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Benzamidine hydrochloride Suppliers

Ring Specialty Chemicals Inc.
Tel
+1 416 493 6870
Fax
+1 416 499 9759
Email
info@ringchemicals.com
Country
Canada
ProdList
468
Advantage
58
Caledon Laboratories Ltd.
Tel
--
Fax
--
Email
tech@caledonlabs.com
Country
Canada
ProdList
1149
Advantage
68
General Intermediates of Canada, Inc.
Tel
--
Fax
--
Email
info@generalintermediates.com
Country
Canada
ProdList
640
Advantage
38
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View Lastest Price from Benzamidine hydrochloride manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
Benzamidine hydrochloride 1670-14-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-16
Zhuozhou Wenxi import and Export Co., Ltd
Product
Benzamidine hydrochloride 1670-14-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Benzamidine hydrochloride 1670-14-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

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