n-methyldopamine hydrochloride

Names

[ CAS No. ]:
62-32-8

[ Name ]:
n-methyldopamine hydrochloride

[Synonym ]:
4-[2-(Methylamino)ethyl]benzene-1,2-diol hydrochloride (1:1)
Pyrocatechol, 4-[2- (methylamino)ethyl]-, hydrochloride
Ephinine hydrochloride
1,2-Benzenediol, 4-[2-(methylamino)ethyl]-, hydrochloride (1:1)
MFCD00035074
1,2-Benzenediol, 4-[2-(methylamino)ethyl]-hydrochloride
1,2-Benzenediol, 4-[2- (methylamino)ethyl]-, hydrochloride
N-Methyldopamine hydrochloride
3,4-Dihydroxyphenylethylmethylamine hydrochloride
EPININE HCl
3,4-dihydroxyphenethylmethylammonium chloride
1,2-Benzenediol, 4-(2-(methylamino)ethyl)-, hydrochloride (9CI)
Methyldopamine hydrochloride
EINECS 200-528-3
4-[2-(Methylamino)ethyl]-1,2-benzenediol hydrochloride (1:1)
Deoxyepinephrine hydrochloride
Epinine hydrochloride

Biological Activity

[Description]:

N-Methyldopamine hydrochloride is a precursor of adrenaline in the adrenal medulla. N-Methyldopamine hydrochloride is a modification of the dopamine (DA), and retains agonist activity at the DA1 receptor. N-Methyldopamine hydrochloride remains capable of universal surface coating and secondary reactions using the surface catechols. N-Methyldopamine hydrochloride can be used for heart failure research[1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

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

Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor

Research Areas >> Neurological Disease

[Target]

D1 Receptor

[In Vitro]

N-Methyldopamine hydrochloride shows highly improved surface coating properties, and exhibits an accelerated coating rate. N-Methyldopamine hydrochloride coating makes solid surface cell adhesion possible, and postfunctionalization of the coating is also possible[1].

[References]

[1]. Kim Y, et al. Effect of N-Methylation on Dopamine Surface Chemistry. Langmuir. 2022 May 24;38(20):6404-6410.

[2]. Laduron P. N-Methyldopamine (epinine), a precursor of adrenaline in the adrenal medulla. Arch Int Pharmacodyn Ther. 1972 Apr;196:Suppl 196:304-.

[3]. Rajfer SI, et al. Effects of long-term therapy with oral ibopamine on resting hemodynamics and exercise capacity in patients with heart failure: relationship to the generation of N-methyldopamine and to plasma norepinephrine levels. Circulation. 1986 Apr;73(4):740-8.

Chemical & Physical Properties

[ Boiling Point ]:
328.6ºC at 760 mmHg

[ Melting Point ]:
174-176ºC

[ Molecular Formula ]:
C₉H₁₄ClNO₂

[ Molecular Weight ]:
203.666

[ Flash Point ]:
154.3ºC

[ Exact Mass ]:
203.071304

[ PSA ]:
52.49000

[ LogP ]:
2.05260

[ Appearance of Characters ]:
solid | white

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
H2O: soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UX1925000

CHEMICAL NAME :: Pyrocatechol, 4-(2-(methylamino)ethyl)-, hydrochloride

CAS REGISTRY NUMBER :: 62-32-8

LAST UPDATED :: 199012

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C9-H13-N-O2.Cl-H

MOLECULAR WEIGHT :: 203.69

WISWESSER LINE NOTATION :: QR BQ D2M1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 160 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 71,62,1941

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 212 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 18,1194,1975 *** REVIEWS *** TOXICOLOGY REVIEW CHREAY Chemical Reviews. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1924- Volume(issue)/page/year: 9,389,1931

Safety Information

[ Hazard Codes ]:
Xi

[ WGK Germany ]:
3

[ RTECS ]:
UX1925000

[ HS Code ]:
2922299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922299090

[ Summary ]:
2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%