4-Aminobenzamidine dihydrochloride

Names

[ Name ]:
4-Aminobenzamidine dihydrochloride

[Synonym ]:
4-AMBA dihydrochloride
Benzenecarboximidamide, 4-amino-, hydrochloride (1:2)
4-aminobenzimidamide dihydrochloride
4-aminobenzimidine dihydrochloride
MFCD00013001
4-aminobenzoamidine dihydrochloride
P-AMINOBENZAMIDINE DIHCL
4-AMINOBENZAMIDINE 2HCL
Benzenecarboximidamide,4-amino-,dihydrochloride
4-Aminobenzenecarboximidamide dihydrochloride
p-Aminobenzamidine dihydrochloride
Benzamidine,p-amino-,dihydrochloride
EINECS 219-692-2
4-Aminobenzamidine Dihydrochloride

Biological Activity

[Description]:

4-Aminobenzamidine (p-Aminobenzamidine) dihydrochloride is a strong trypsin inhibitor, also acting as a relatively weak urokinase type plasminogen activator (uPA) inhibitor (Ki=82 μM). 4-Aminobenzamidine can inhibit growth of a human prostate tumor in SCID mice[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Ser/Thr Protease

Research Areas >> Cancer

[Target]

Trypsin[1] Ki: 82 μM (uPA)[1]

[References]

[1]. Nguyen AL, et al. The development and application of a new affinity partitioning system for enzyme isolation and purification. Enzyme Microb Technol. 1990 Sep;12(9):663-8.

[2]. Billström A, et al. The urokinase inhibitor p-aminobenzamidine inhibits growth of a human prostate tumor in SCID mice. Int J Cancer. 1995 May 16;61(4):542-7.

Chemical & Physical Properties

[ Density]:
1.26g/cm3

[ Boiling Point ]:
289.8ºC at 760 mmHg

[ Melting Point ]:
>300 °C(lit.)

[ Molecular Formula ]:
C₇H₁₁Cl₂N₃

[ Molecular Weight ]:
208.088

[ Flash Point ]:
129ºC

[ Exact Mass ]:
207.033005

[ PSA ]:
75.89000

[ LogP ]:
3.53810

[ Vapour Pressure ]:
0.00216mmHg at 25°C

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CV6126500

CHEMICAL NAME :: Benzamidine, p-amino-, dihydrochloride

CAS REGISTRY NUMBER :: 2498-50-2

LAST UPDATED :: 199007

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C7-H9-N3.2Cl-H

MOLECULAR WEIGHT :: 208.11

WISWESSER LINE NOTATION :: ZR DYZUM &GH 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 240 mg/kg

TOXIC EFFECTS :: Brain and Coverings - meningeal changes Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

REFERENCE :: BIREBV Biology of Reproduction. (Soc. for the Study of Reproduction, 309 W. Clark St., Champaign, IL 61820) V.1- 1969- Volume(issue)/page/year: 20,1045,1979

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CV6126500

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Comparative study on the inhibition of plasmin and delta-plasmin via benzamidine derivatives.

Biochem. Biophys. Res. Commun. 457(3) , 358-62, (2015)

The potent fibrinolytic enzyme, plasmin has numerous clinical applications for recannulizing vessels obstructed by thrombus. Despite its diminutive size, 91 kDa, success in the recombinant expression ...

p-Aminobenzamidine as a fluorescent probe for the active site of serine proteases.

J. Biol. Chem. 257 , 3014, (1982)

p-Aminobenzamidine is weakly fluorescent in neutral aqueous buffer, with excitation and emission maxima at 293 and 376 nm, respectively. Binding to trypsin results in a blue shift of the emission peak...

Comparative studies on the inhibition of trypsin, plasmin, and thrombin by derivatives of benzylamine and benzamidine.

Eur. J. Biochem. 6 , 502, (1968)

Related Compounds

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