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Name	Norepinephrine hydrochloride	EINECS	N/A
CAS No.	329-56-6	Density	1.397g/cm³
PSA	86.71000	LogP	1.59220
Solubility	N/A	Melting Point	~150 °C (dec.)
Formula	C8H11 N O3 . Cl H	Boiling Point	442.6°Cat760mmHg
Molecular Weight	205.641	Flash Point	221.5°C
Transport Information	N/A	Appearance	N/A
Safety	Poison by ingestion, subcutaneous, and intraduodenal routes. When heated to decomposition it emits very toxic fumes of HCl and NO_x. See also l-NOREPINEPHRINE.	Risk Codes	25
Molecular Structure		Hazard Symbols
Synonyms	1,2-Benzenediol,4-(2-amino-1-hydroxyethyl)-, hydrochloride, (R)-; 1,2-Benzenediol,4-[(1R)-2-amino-1-hydroxyethyl]-, hydrochloride (9CI); Benzyl alcohol, a-(aminomethyl)-3,4-dihydroxy-,hydrochloride, (-)- (8CI); (-)-Noradrenaline hydrochloride; (-)-Norepinephrinehydrochloride; Arterenol hydrochloride; Aterenol; Noradrenaline hydrochloride;Norepinephrine hydrochloride; R-(-)-Noradrenaline hydrochloride;R-(-)-Norepinephrine monohydrochloride; l-Arterenol hydrochloride;l-Noradrenaline hydrochloride; l-Norepinephrine hydrochloride	Article Data	2

Norepinephrine hydrochloride Synthetic route

: C44H36N4O12P2(2-)*C8H11NO3*H(1+)

A: 329-56-6
norepinephrine hydrochloride

B: C44H36N4O12P2(2-)

Conditions

Conditions	Yield
In d(4)-methanol; water-d2 Equilibrium constant;

: 1031721-23-9
N-{{7-[bis(carboxymethyl)amino]coumarin-4-yl}methyloxycarbonyl}-L-norepinephrine

A: 876275-37-5
7-[bis(carboxymethyl)amino]-4-(hydroxymethyl)coumarin

B: 124-38-9
carbon dioxide

C: 329-56-6
norepinephrine hydrochloride

Conditions

Conditions	Yield
With potassium hydroxide; HEPES buffer In acetonitrile pH=7.2; Quantum yield; UV-irradiation;

: 329-56-6
norepinephrine hydrochloride

: 79539-35-8
4-amino-3,6-disulfo-1,8-naphthaldehyde anhydride dipotassium salt

: C20H14N2O11S2(2-)*2K(1+)

Conditions

Conditions	Yield
In water Heating; pH 5, Li(1+)/H(1+) acetate buffer;

: 52-90-4
L-Cysteine

: 329-56-6
norepinephrine hydrochloride

A: 175482-45-8
7-(1-Hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid

B: (R)-8-((R)-2-Amino-1-hydroxy-ethyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

C: (R)-6-((R)-2-Amino-2-carboxy-ethylsulfanyl)-7-((R)-2-amino-1-hydroxy-ethyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

D: (R)-2-Amino-3-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-6-((R)-2-amino-1-hydroxy-ethyl)-2,3-dihydroxy-phenylsulfanyl]-propionic acid

Conditions

Conditions	Yield
With phosphate buffer for 0.5h; electro-oxidation reaction; Further byproducts given;

...Expand

: 52-90-4
L-Cysteine

: 329-56-6
norepinephrine hydrochloride

A: 175482-45-8
7-(1-Hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid

B: (R)-8-((R)-2-Amino-1-hydroxy-ethyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

C: (R)-2-Amino-3-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-6-((R)-2-amino-1-hydroxy-ethyl)-2,3-dihydroxy-phenylsulfanyl]-propionic acid

D: (R)-6-((R)-2-Amino-2-carboxy-ethylsulfanyl)-8-((R)-2-amino-1-hydroxy-ethyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

Conditions

Conditions	Yield
With phosphate buffer for 0.5h; electro-oxidation reaction; Further byproducts given;

...Expand

: 52-90-4
L-Cysteine

: 329-56-6
norepinephrine hydrochloride

A: 175482-45-8
7-(1-Hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid

B: (R)-8-((R)-2-Amino-1-hydroxy-ethyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

C: (R)-2-Amino-3-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-6-((R)-2-amino-1-hydroxy-ethyl)-2,3-dihydroxy-phenylsulfanyl]-propionic acid

D: (R)-6,7-Bis-((R)-2-amino-2-carboxy-ethylsulfanyl)-8-((R)-2-amino-1-hydroxy-ethyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

Conditions

Conditions	Yield
With phosphate buffer for 0.5h; electro-oxidation reaction; Further byproducts given;

...Expand

: 329-56-6
norepinephrine hydrochloride

: 4-((R)-2-Amino-1-hydroxy-ethyl)-[1,2]benzoquinone; hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride for 0.5h; electrochemical oxidation;

: 52-90-4
L-Cysteine

: 329-56-6
norepinephrine hydrochloride

A: (R)-6,8-Bis-((R)-2-amino-2-carboxy-ethylsulfanyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

B: (R)-6,7,8-Tris-((R)-2-amino-2-carboxy-ethylsulfanyl)-5-hydroxy-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid

C: 196309-90-7
(R)-7-[(R)-2-((R)-2-Amino-2-carboxy-ethyldisulfanyl)-1-carboxy-ethylamino]-10-((R)-2-amino-2-carboxy-ethylsulfanyl)-9-hydroxy-1,2,3,6-tetrahydro-4,5-dithia-1,8-diaza-phenanthrene-2-carboxylic acid

Conditions

Conditions	Yield
pH 7.4;

: 329-56-6
norepinephrine hydrochloride

: C44H36N4O12P2(2-)

: C44H36N4O12P2(2-)*C8H11NO3*H(1+)

Conditions

Conditions	Yield
In d(4)-methanol; water-d2 Equilibrium constant; Thermodynamic data;

: 329-56-6
norepinephrine hydrochloride

: 2-S-Cysteinylepinephrine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 0.1M aq. HCl / 0.5 h / electrochemical oxidation 2: 0.1N HCl View Scheme

Norepinephrine hydrochloride Chemical Properties

IUPAC Name: [2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]azanium chloride
Synonyms: 1,2-Benzenediol, 4-[(1R)-2-amino-1-hydroxyethyl]-, hydrochloride (1:1) ; 4-[(1R)-2-Amino-1-hydroxyethyl]benzene-1,2-diol hydrochloride (1:1) ; Aktamin hydrochloride ; Levophed hydrochloride
CAS NO:329-56-6
Molecular Formula of Norepinephrine hydrochloride (CAS NO.329-56-6) :C₈H₁₂ClNO₃
Molecular Weight of Norepinephrine hydrochloride (CAS NO.329-56-6) :205.64
Molecular Structure of Norepinephrine hydrochloride (CAS NO.329-56-6) :
EINECS: 222-395-0
Flash Point: 221.5 °C
Enthalpy of Vaporization: 73.79 kJ/mol
Boiling Point: 442.6 °C at 760 mmHg
Vapour Pressure: 1.3E-08 mmHg at 25°C
Melting point: ~150 °C (dec.)
Storage temp: 2-8°C

Norepinephrine hydrochloride Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intravenous	5mg/kg (5mg/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 99, Pg. 45, 1950.
rat	LD50	intraduodenal	26mg/kg (26mg/kg)	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat	LD50	oral	132mg/kg (132mg/kg)	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat	LD50	subcutaneous	29mg/kg (29mg/kg)	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.

Norepinephrine hydrochloride Safety Profile

Poison by ingestion, subcutaneous, and intraduodenal routes. When heated to decomposition it emits very toxic fumes of HCl and NO_x. See also l-NOREPINEPHRINE.
Hazard Codes Toxic T, Corrosive C,F
Risk Statements 25-34-11
R11:Highly flammable.
R25 :Toxic if swallowed.
R34:Causes burns.
Safety Statements 45-36/37/39-26-16
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS DN6475000
F 3-8-10-23
HazardClass 6.1(b)
PackingGroup III

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