Dibenamine hydrochloride

Names

[ CAS No. ]:
55-43-6

[ Name ]:
Dibenamine hydrochloride

[Synonym ]:
N,N-dibenzyl-2-chloroethanamine,hydrochloride
MFCD00012518
EINECS 200-234-5

Biological Activity

[Description]:

Dibenamine hydrochloride is a competitive and irreversible adrenergic blocking agent and is known to modify the pharmacological effects of epinephrine. Dibenamine hydrochloride cause a significant increase in the rate of destruction of I-epinephrine in the mouse[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Metabolic Disease

[Target]

IC50: Adrenergic receptor[1]

[In Vitro]

Dibenamine (100 nM-10 μM) attenuates the degree of cocaine-induced increase in sensitivity to acetylcholine without any effect on acetylcholine-contraction in isolated vas deferens of guinea pig. Additionally, the degree of dibenamine-induced inhibition dependent on the concentration of dibenamine and inversely related to the concentration of cocaine[3].

[In Vivo]

Dibenamine hydrochloride (subcutaneous injection; 25 mg/kg; 48 and 24 hr before the administration of CCl4) decreases the CHCl3, levels at 2 and 6 hr by 30-50 percent, but did not appreciably affect the half-life of CHCl3, in the liver.Pretreatment with Dibenamine apparently slows the conversion of Ccl4 to CHCL3[1].

[References]

[1]. R W SCHAYER, et al. Effect of dibenamine (N-(2-chloroethyl) dibenzylamine) on the metabolism of radioactive epinephrine.J Biol Chem. 1953 May;202(1):39-43.

[2]. H M Maling,et al. Nature of the protection against carbon tetrachloride-induced hepatotoxicity produced by pretreatment with dibenamine (N-(2-chloroethyl)dibenzylamine). Biochem Pharmacol. 1974 May 15;23(10):1479-91.

[3]. K Araki, et al. Pharmacological studies on supersensitization. VII. Inhibitory effect of dibenamine on cocaine-induced supersensitivity of isolated vas deferens of guinea pig. J Pharmacobiodyn. 1982 Oct;5(10):789-95.

Chemical & Physical Properties

[ Density]:
1.107g/cm3

[ Boiling Point ]:
320ºC at 760mmHg

[ Melting Point ]:
190-193 °C(lit.)

[ Molecular Formula ]:
C₁₆H₁₉Cl₂N

[ Molecular Weight ]:
296.23500

[ Flash Point ]:
147.3ºC

[ Exact Mass ]:
295.08900

[ PSA ]:
3.24000

[ LogP ]:
4.72960

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HQ6825000

CHEMICAL NAME :: Dibenzylamine, N-(2-chloroethyl)-, hydrochloride

CAS REGISTRY NUMBER :: 55-43-6

LAST UPDATED :: 199706

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C16-H18-Cl-N.Cl-H

MOLECULAR WEIGHT :: 296.26

WISWESSER LINE NOTATION :: G2N1R&1R &GH

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 :: 75 mg/kg

TOXIC EFFECTS :: Gastrointestinal - ulceration or bleeding from small intestine

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 89,167,1947

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Gastrointestinal - ulceration or bleeding from small intestine

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 89,167,1947

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 89,167,1947

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 35 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 89,167,1947

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

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

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
HQ6825000

[ HS Code ]:
2921499090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2921499090

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Nature of the protection against carbon tetrachloride-induced hepatotoxicity produced by pretreatment with dibenamine (N-(2-chloroethyl)dibenzylamine).

Biochem. Pharmacol. 23(10) , 1479-91, (1974)

Effect of dibenamine (N-(2-chloroethyl) dibenzylamine) on the metabolism of radioactive epinephrine.

J. Biol. Chem. 202(1) , 39-43, (1953)

Related Compounds

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