Product Name

  • Name

    L-NORADRENALINE HYDROCHLORIDE

  • EINECS
  • CAS No. 329-56-6
  • Article Data2
  • CAS DataBase
  • Density 1.397g/cm3
  • Solubility
  • 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
  • Appearance
  • Safety Poison by ingestion, subcutaneous, and intraduodenal routes. When heated to decomposition it emits very toxic fumes of HCl and NOx. See also l-NOREPINEPHRINE.
  • Risk Codes 25
  • Molecular Structure Molecular Structure of 329-56-6 (L-NORADRENALINE HYDROCHLORIDE)
  • 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
  • PSA 86.71000
  • LogP 1.59220

Synthetic route

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

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

A

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

B

C44H36N4O12P2(2-)

C44H36N4O12P2(2-)

Conditions
ConditionsYield
In d(4)-methanol; water-d2 Equilibrium constant;
N-{{7-[bis(carboxymethyl)amino]coumarin-4-yl}methyloxycarbonyl}-L-norepinephrine
1031721-23-9

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

A

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

7-[bis(carboxymethyl)amino]-4-(hydroxymethyl)coumarin

B

carbon dioxide
124-38-9

carbon dioxide

C

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

Conditions
ConditionsYield
With potassium hydroxide; HEPES buffer In acetonitrile pH=7.2; Quantum yield; UV-irradiation;
norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

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

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

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

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

Conditions
ConditionsYield
In water Heating; pH 5, Li(1+)/H(1+) acetate buffer;
L-Cysteine
52-90-4

L-Cysteine

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

A

7-(1-Hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid
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

(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

(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

(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
ConditionsYield
With phosphate buffer for 0.5h; electro-oxidation reaction; Further byproducts given;
L-Cysteine
52-90-4

L-Cysteine

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

A

7-(1-Hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid
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

(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

(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

(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
ConditionsYield
With phosphate buffer for 0.5h; electro-oxidation reaction; Further byproducts given;
L-Cysteine
52-90-4

L-Cysteine

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

A

7-(1-Hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid
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

(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

(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

(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
ConditionsYield
With phosphate buffer for 0.5h; electro-oxidation reaction; Further byproducts given;
norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

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

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

Conditions
ConditionsYield
With hydrogenchloride for 0.5h; electrochemical oxidation;
L-Cysteine
52-90-4

L-Cysteine

norepinephrine hydrochloride
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

(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

(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

(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
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
ConditionsYield
pH 7.4;
norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

C44H36N4O12P2(2-)

C44H36N4O12P2(2-)

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

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

Conditions
ConditionsYield
In d(4)-methanol; water-d2 Equilibrium constant; Thermodynamic data;
norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

2-S-Cysteinylepinephrine

2-S-Cysteinylepinephrine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.1M aq. HCl / 0.5 h / electrochemical oxidation
2: 0.1N HCl
View Scheme
norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

5-S-Cysteinylepinephrine
115331-10-7

5-S-Cysteinylepinephrine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.1M aq. HCl / 0.5 h / electrochemical oxidation
2: 0.1N HCl
View Scheme
3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-propanoic acid,4-nitrophenyl ester

3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-propanoic acid,4-nitrophenyl ester

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

AIT-297

AIT-297

Conditions
ConditionsYield
With triethylamine In chloroform; dimethyl sulfoxide110%
C29H32N2O11
937021-61-9

C29H32N2O11

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

N-{{7-[bis(tert-butoxycarbonylmethyl)amino]coumarin-4-yl}methyloxycarbonyl}-L-norepinephrine
1031721-30-8

N-{{7-[bis(tert-butoxycarbonylmethyl)amino]coumarin-4-yl}methyloxycarbonyl}-L-norepinephrine

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide at 20℃; for 3.5h;70 mg
C36H30O18(6-)*6Na(1+)

C36H30O18(6-)*6Na(1+)

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

C8H11NO3*C36H30O18(6-)*ClH*6Na(1+)

C8H11NO3*C36H30O18(6-)*ClH*6Na(1+)

Conditions
ConditionsYield
In water-d2 at 24.84℃; pH=7.1; aq. phosphate buffer;
5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[N-(6′-(2-((2-hydroxypropanoyl)oxy)propanamido)hexyl)carbamoylmethoxy]-2,8,14,20-tetrathiacalix[4]arene

5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[N-(6′-(2-((2-hydroxypropanoyl)oxy)propanamido)hexyl)carbamoylmethoxy]-2,8,14,20-tetrathiacalix[4]arene

norepinephrine hydrochloride
329-56-6

norepinephrine hydrochloride

C8H11NO3*C96H144N8O24S4*H(1+)

C8H11NO3*C96H144N8O24S4*H(1+)

Conditions
ConditionsYield
In methanol

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) Effect 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 NOx. See also l-NOREPINEPHRINE.
Hazard Codes ToxicT,CorrosiveC,FlammableF
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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