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329-56-6

329-56-6 Structure

329-56-6 Structure
IdentificationBack Directory
[Name]

L-NORADRENALINE HYDROCHLORIDE
[CAS]

329-56-6
[Synonyms]

aktaminhydrochloride
levophedhydrochloride
L-ARTERENOL HYDROCHLORIDE
(-)-ARTERENOL HYDROCHLORIDE
L-NORADRENALINE HYDROCHLORIDE
L-NOREPINEPHRINE HYDROCHLORIDE
[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]azanium chloride
[2-(3,4-dihydroxyphenyl)-2-hydroxy-ethyl]azanium chloride
[2-(3,4-dihydroxyphenyl)-2-hydroxy-ethyl]ammonium chloride
(R)-4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol hydrochloride
L-alpha-(aminomethyl)-3,4-dihydroxybenzyl alcohol hydrochloride
alpha-(aminomethyl)-3,4-dihydroxy-,hydrochloride,(-)-benzylalcoho
1,2-Benzenediol, 4-[(1R)-2-amino-1-hydroxyethyl]-, hydrochloride (1:1)
Racepinephrine Hydrochloride (30 mg) ((RS)-4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol hydrochloride)
[EINECS(EC#)]

222-395-0
[Molecular Formula]

C8H12ClNO3
[MDL Number]

MFCD00064560
[MOL File]

329-56-6.mol
[Molecular Weight]

205.64
Chemical PropertiesBack Directory
[Appearance]

White or brownish-white, crystalline powder.
[Melting point ]

~150 °C (dec.)
[alpha ]

D25 -40° (c = 6)
[storage temp. ]

2-8°C
[solubility ]

Very soluble in water, slightly soluble in ethanol (96 per cent). It becomes coloured on exposure to air and light.
[form ]

Solid
[color ]

X-form-crystals
[InChI]

InChI=1S/C8H11NO3.ClH/c9-4-8(12)5-1-2-6(10)7(11)3-5;/h1-3,8,10-12H,4,9H2;1H/t8-;/m0./s1
[InChIKey]

FQTFHMSZCSUVEU-QRPNPIFTSA-N
[SMILES]

C1(O)=CC=C([C@@H](O)CN)C=C1O.[H]Cl
[Uses]

Alpha-adrenoceptor agonist.
Hazard InformationBack Directory
[Chemical Properties]

White or brownish-white, crystalline powder.
[Safety Profile]

Poison by ingestion,subcutaneous, and intraduodenal routes. When heated todecomposition it emits very toxic fumes of HCl and NOx.
[in vivo]

Norepinephrine hydrochloride can be used to induce cardiomyopathy[5][6]
Induced Cardiomyopathy Model[5][6]
Background
Norepinephrine hydrochloride is a potent growth factor for cardiomyocytes. Long-term infusion of subhyperbaric doses of Norepinephrine hydrochloride in animals can cause increases in myocardial mass and left ventricular wall thickness. Norepinephrine hydrochloride activates the Raf-1 kinase/MAP kinase cascade through α1- and β-adrenergic stimulation, and signaling pathways from both receptors synergistically induce cardiomyocyte hypertrophy.
Specific Modeling Methods
Rat: Spragues-Dawley rats ? adult (6 months old) ? male Administration: Continuously injected via an osmotic minipump ? 100 μg/kg/h or 200 μg/kg/h (Norepinephrine)
Modeling Indicators
Molecular changes: Left ventricular Dnmt activity ↑; ROS generation ↑; lactate dehydrogenase release ↑; dystrophin expression ↑; FHL2 protein expression ↓
Gene Expression: Expression of Dnmt1, 3a, and 3b ↑; mRNA expression of fetal genes ANP, BNP, and βMHC in left ventricle ↑
Phenotypic observation: Myocardial infarction area ↑; blood pressure continues to rise; left ventricular mass ↑; left ventricular development pressure ↓; cardiac contractility ↓. Cardiac hypertrophy.
Correlated Product(s): /
Opposite Product(s): 5-Aza-2’-deoxycytidine (HY-A0004), Prazosin (HY-B0193), Propranolol (HY-B0573B)

[IC 50]

α1-adrenergic receptor; α2-adrenergic receptor; Beta-1 adrenergic receptor; Microbial Metabolite; Human Endogenous Metabolite
[Purification Methods]

Recrystallise arterenol from isoPrOH and store it in the dark as it is oxidised under light (see preceding entry). [Tullar J Am Chem Soc 70 2067 1948, Beilstein 13 III 2382.]
Safety DataBack Directory
[Hazard Codes ]

T,C,F
[Risk Statements ]

25-34-11
[Safety Statements ]

45-36/37/39-26-16
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

DN6475000
[F ]

3-8-10-23
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 1 Inhalation
Acute Tox. 2 Dermal
Acute Tox. 2 Oral
[Toxicity]

LD50 orl-rat: 132 mg/kg AIPTAK 180,155,69
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