Norepinephrine hydrochloride

Names

[ CAS No. ]:
329-56-6

[ Name ]:
Norepinephrine hydrochloride

[Synonym ]:
[2-(3,4-dihydroxyphenyl)-2-hydroxy-ethyl]ammonium chloride
(-)noradrenaline hydrochloride
L-ARTERENOL HYDROCHLORIDE
1-(3,4-dihydroxyphenyl)-2-aminoethanol hydrochloride
(-)-norepinephrine hydrochloride
(R)-(-)-noradrenaline hydrochloride
[2-(3,4-dihydroxyphenyl)-2-hydroxy-ethyl]azanium chloride
1,2-Benzenediol, 4-[(1R)-2-amino-1-hydroxyethyl]-, hydrochloride (1:1)
Levophed hydrochloride
L-NOREPINEPHRINE HYDROCHLORIDE
(R)-4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol hydrochloride
4-[(1R)-2-Amino-1-hydroxyethyl]benzene-1,2-diol hydrochloride (1:1)
Aktamin hydrochloride
levophedhydrochloride
4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol hydrochloride (1:1)
(-)-ARTERENOL HYDROCHLORIDE
NOREPINEPHRINE HYDROCHLORIDE
aktaminhydrochloride
Norepinephrine (hydrochloride)

Biological Activity

[Description]:

Norepinephrine hydrochloride is a β1-selective adrenergic receptor agonist with EC50 of 5.37 μM.

[Related Catalog]:

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

Signaling Pathways >> Autophagy >> Autophagy

Research Areas >> Cardiovascular Disease

[Target]

EC50: 5.37 μM (β1-selective adrenergic receptor)[1]

[In Vitro]

Norepinephrine (NE) bitartrate monohydrate is generally considered to be a β1-subtype selective adrenergic agonist. Norepinephrine(NE) also has direct activity at the β2-adrenoceptor in higher concentrations[1]. Adipocytes from the inguinal fat pad (iWA) or the interscapular fat pad (BA) are isolated from neonatal wild-type C57BL/6J mice and cultured. To examine the effect of activating AT2 upon β-adrenergic signaling, cAMP production is first assessed in response to Norepinephrine (NE, 10 µM) with or without CGP (10 nM) co-treatment. Norepinephrine (NE) increases cAMP as expected in iWA, and CGP does not alter this effect. Norepinephrine (NE) is also known to induce lipolysis, and liberated fatty acids are required to functionally activate UCP1 protein and to stimulate heat production. CREB phosphorylation at Ser133 is increased after Norepinephrine (NE) treatment and significantly attenuated with CGP co-treatment in mouse iWA[2].

[Cell Assay]

Subcutaneous preadipocytes derived from a 38-year old non-diabetic female donor are immortalized with TERT and HPV E6/E7. For the current studies, a stable diploid clone (referred to as clone B) with consistent differentiation capacity is isolated by ring cloning. Cells are grown in preadipocyte PGM2 media. Once cells are confluent, differentiation is induced by incubation in differentiation media consisting of dexamethasone, IBMX, indomethacin, and additional insulin. Cells are differentiated for 10 days. Prior to treatment, media is replaced with PGM2 media for one day and then switched to serum-free media overnight for treatments. Adipocytes are treated for 6 hours with vehicle, Norepinephrine (NE, 10 μM), CGP (10 nM), or Norepinephrine (NE) and CGP[2].

[References]

[1]. MacGregor DA, et al. Relative efficacy and potency of beta-adrenoceptor agonists for generating cAMP in human lymphocytes. Chest. 1996 Jan;109(1):194-200.

[2]. Littlejohn NK, et al. Suppression of Resting Metabolism by the Angiotensin AT2 Receptor. Cell Rep. 2016 Aug 9;16(6):1548-60.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.397g/cm3

[ Boiling Point ]:
442.6ºC at 760mmHg

[ Melting Point ]:
-150ºC (dec.)

[ Molecular Formula ]:
C₈H₁₂ClNO₃

[ Molecular Weight ]:
205.639

[ Flash Point ]:
221.5ºC

[ Exact Mass ]:
205.050568

[ PSA ]:
86.71000

[ LogP ]:
1.59220

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DN6475000

CHEMICAL NAME :: Benzyl alcohol, alpha-(aminomethyl)-3,4-dihydroxy-, hydrochloride, (-)-

CAS REGISTRY NUMBER :: 329-56-6

LAST UPDATED :: 199109

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C8-H11-N-O3.Cl-H

MOLECULAR WEIGHT :: 205.66

WISWESSER LINE NOTATION :: Z1YQR CQ DQ &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 132 mg/kg

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

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 180,155,1969

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 29 mg/kg

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

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 180,155,1969

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

ROUTE OF EXPOSURE :: Intraduodenal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 26 mg/kg

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

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 180,155,1969

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5 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: 99,45,1950

Safety Information

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R25

[ RIDADR ]:
UN 2811 6.1/PG 3

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%