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ChemicalBook >> CAS DataBase List >>Benzamidine hydrochloride

Benzamidine hydrochloride

CAS No.
1670-14-0
Chemical Name:
Benzamidine hydrochloride
Synonyms
BenziMidaMide hydrochloride;BENZAMIDINE HCL;BENZENECARBOXIMIDAMIDE HYDROCHLORIDE;benzamidine hydroxychloride;s-dimethylester;BENZAMIDE HCL H2O;Benzamidine hydrochl;benzamidiniumchloride;enzamidine hydrochloride;Benzamidin Hydrochloride
CBNumber:
CB6100733
Molecular Formula:
C7H9ClN2
Molecular Weight:
156.61
MDL Number:
MFCD00013025
MOL File:
1670-14-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41
Product description Number Pack Size Price
Benzamidine hydrochloride 1 M solution 63226 1mL $84.1
Benzamidine, Hydrochloride - CAS 1670-14-0 - Calbiochem Inhibitor of trypsin and trypsin-like enzymes. 199001-M 25g $137
Benzamidine, Hydrochloride Inhibitor of trypsin and trypsin-like enzymes. 199001-M 1 unit $127
Benzamidine, Hydrochloride Inhibitor of trypsin and trypsin-like enzymes. 199001-M 5gm-m $55.7
Benzamidine, Hydrochloride - CAS 1670-14-0 - Calbiochem Inhibitor of trypsin and trypsin-like enzymes. 199001-M 5G $55.7
More product size

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
InChI InChI=1S/C7H8N2.ClH/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H3,8,9);1H
InChIKey LZCZIHQBSCVGRD-UHFFFAOYSA-N
SMILES C1(C(=N)N)=CC=CC=C1.Cl
CAS DataBase Reference 1670-14-0(CAS DataBase Reference)
FDA UNII 0G112W4L27
EPA Substance Registry System Benzenecarboximidamide, monohydrochloride (1670-14-0)
UNSPSC Code 12352202
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
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
TSCA  TSCA listed
HS Code  29252900
Storage Class 11 - Combustible Solids
REACH Registrations Active
NFPA 704
0
2 0

Benzamidine hydrochloride price More Price(122)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 63226 Benzamidine hydrochloride 1 M solution 1670-14-0 1mL $84.1 2026-04-30 Buy
Sigma-Aldrich 199001-M Benzamidine, Hydrochloride - CAS 1670-14-0 - Calbiochem Inhibitor of trypsin and trypsin-like enzymes. 1670-14-0 25g $137 2026-04-30 Buy
Sigma-Aldrich 199001-M Benzamidine, Hydrochloride Inhibitor of trypsin and trypsin-like enzymes. 1670-14-0 1 unit $127 2025-07-31 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 $84.1 Buy
199001-M 25g $137 Buy
199001-M 1 unit $127 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-.

Synthesis

BENZAMIDOXIME HYDROCHLORIDE

613-92-3

Benzamidine hydrochloride

1670-14-0

The general procedure for the synthesis of benzylcarbamidine hydrochloride from benzamidoxime was as follows: benzamidoxime (272 g, 2.0 mol, 1.0 eq.), methanol (500 mL), and Raney Ni catalyst (15 g) were added to a 1 L autoclave. A small amount of liquid ammonia was then added and the air in the kettle was displaced three times with nitrogen. Then hydrogen was introduced, the pressure in the kettle was maintained at 2-3 MPa, and the reaction temperature was controlled at 50°C. The reaction was continued until no more hydrogen was absorbed. Upon completion of the reaction, thermal filtration was performed and the filtrate was concentrated to dryness. The residue was cooled to 5 °C, a solid precipitate was precipitated and filtered to obtain gray crude benzylidine hydrochloride. Subsequently, the crude product was dissolved in ethanol (700 mL), heated until completely dissolved, and decolorized by adding activated charcoal and refluxing for 30 minutes. After performing thermal filtration, the filtrate was cooled to 0 °C, filtered to collect the white solid, and finally dried under vacuum at 50 °C to obtain 325 g of white solid benzylcarbamidine hydrochloride in 94.1% yield and 99.6% HPLC purity.

in vitro

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

References

[1] F. MARKWARDT  P. W  H Landmann. Comparative Studies on the Inhibition of Trypsin, Plasmin, and Thrombin by Derivatives of Benzylamine and Benzamidine[J]. The FEBS journal, 1968, 6 4: 502-506. DOI:10.1111/j.1432-1033.1968.tb00473.x
[2] DEUTSCHER M P. Maintaining protein stability.[J]. Methods in enzymology, 2009, 463: 121-127. DOI:10.1016/s0076-6879(09)63010-x
[3] JAZWINSKI S M. Preparation of extracts from yeast.[J]. Methods in enzymology, 1990, 182: 154-174. DOI:10.1016/0076-6879(90)82015-t
[4] J W ENSINCK. Use of benzamidine as a proteolytic inhibitor in the radioimmunoassay of glucagon in plasma.[J]. Journal of Clinical Endocrinology & Metabolism, 1972, 35 3: 463-467. DOI:10.1210/jcem-35-3-463
[5] S L JEFFCOATE  N W. Use of benzamidine to prevent the destruction of thyrotropin-releasing hormone (TRH) by blood.[J]. Journal of Clinical Endocrinology & Metabolism, 1974, 38 1: 155-157. DOI:10.1210/jcem-38-1-155

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 2026-07-27 Benzamidine hydrochloride
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Benzimidamide hydrochloride pictures 2026-05-18 Benzimidamide hydrochloride
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1kg 98% Hefei Lbao Physical & Chemical Science Co.,Ltd
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1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
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