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51-41-2

Basic Information
CAS No.: 51-41-2
Name: 1,2-Benzenediol,4-[(1R)-2-amino-1-hydroxyethyl]-
Molecular Structure:
Molecular Structure of 51-41-2 (1,2-Benzenediol,4-[(1R)-2-amino-1-hydroxyethyl]-)
Formula: C8H11NO3
Molecular Weight: 169.18
Synonyms: 1,2-Benzenediol,4-(2-amino-1-hydroxyethyl)-, (R)-;Arterenol, l- (6CI);Benzyl alcohol, a-(aminomethyl)-3,4-dihydroxy-,(-)- (8CI);(-)-Arterenol;(-)-Noradrenaline;(-)-Norepinephrine;(-)-a-(Aminomethyl)protocatechuylalcohol;(R)-(-)-Norepinephrine;(R)-Noradrenaline;(R)-Norepinephrine;4-((1R)-2-Amino-1-hydroxyethyl)-1,2-benzenediol;Adrenor;Aktamin;Arterenol;Levoarterenol;Levonor;Levonorepinephrine;Levophed;Nor-Epirenan;Norartrinal;Sympathin E;l-1-(3,4-Dihydroxyphenyl)-2-aminoethanol;l-2-Amino-1-(3,4-dihydroxyphenyl)ethanol;l-3,4-Dihydroxyphenylethanolamine;l-Arterenol;
EINECS: 200-096-6
Density: 1.397 g/cm3
Melting Point: 220-230 °C
Boiling Point: 442.6 °C at 760 mmHg
Flash Point: 221.5 °C
Solubility: Soluble in alkali and dilute hydrochloric acid. Slightly soluble in water, ethanol and diethyl ether.
Appearance: Off-white to tan solid
Hazard Symbols: VeryT+,CorrosiveC,FlammableF
Risk Codes: 26/27/28-34-11
Safety: 28-36/37-45-36/37/39-26-16
Transport Information: UN 2811 6.1/PG 2
PSA: 86.71000
LogP: 0.79020
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Specification

The l-Norepinephrine with CAS registry number of 51-41-2 is also known as Noradrenalina. The IUPAC name is 4-[(1R)-2-Amino-1-hydroxyethyl]benzene-1,2-diol. It belongs to product categories of Chiral. Its EINECS registry number is 200-096-6. In addition, the formula is C8H11NO3 and the molecular weight is 169.18. This chemical is a off-white to tan solid and should be stored in sealed containers with protection of argon and away from light at the temperature of 4 °C.

Physical properties about l-Norepinephrine are: (1)ACD/LogP: -0.88; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 4; (4)#H bond donors: 5; (5)#Freely Rotating Bonds: 6; (6)Index of Refraction: 1.659; (7)Molar Refractivity: 44.63 cm3; (8)Molar Volume: 121 cm3; (9)Surface Tension: 76.7 dyne/cm; (10)Density: 1.397 g/cm3; (11)Flash Point: 221.5 °C; (12)Enthalpy of Vaporization: 73.79 kJ/mol; (13)Boiling Point: 442.6 °C at 760 mmHg; (14)Vapour Pressure: 1.3E-08 mmHg at 25 °C.

Preparation of l-Norepinephrine. The reaction has two steps. Firstly, collar hydroquinone is mixed with chloroacetyl chloride to generate 3,4-dihydroxy-2-chloro acetophenone. Secondly, the reactant reacts with Ammonia or methenamine to obtain the product.

Uses of l-Norepinephrine: it is used to produce 1,2,3,4-tetrahydro-4,6,7-isoquinolinetriol hydrochloride by reaction with formaldehyde. The reaction occurs with reagent 1M HCl at 24 °C for 24 hours. The yield is about 92%. What's more, it is used to as vasoactive drug of anti-shock.

l-Norepinephrine is used to produce 1,2,3,4-tetrahydro-4,6,7-isoquinolinetriol hydrochloride by reaction with formaldehyde.

When you are using this chemical, please be cautious about it. As a chemical, it is very toxic by inhalation, in contact with skin and if swallowed. What's more, it is highly flammable that may cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with skin and eyes. Keep away from sources of ignition. After contact with skin, wash immediately. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=C(C=C1C(CN)O)O)O
2. Isomeric SMILES: C1=CC(=C(C=C1[C@H](CN)O)O)O
3. InChI: InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
4. InChIKey: SFLSHLFXELFNJZ-QMMMGPOBSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 6mg/kg (6mg/kg)   Drugs in Japan Vol. 6, Pg. 567, 1982.
mouse LD50 intravenous 550ug/kg (0.55mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 226, Pg. 493, 1955.
mouse LD50 oral 20mg/kg (20mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 49, 1972.
mouse LD50 subcutaneous 5mg/kg (5mg/kg)   Naturwissenschaften. Vol. 56, Pg. 615, 1969.
rabbit LDLo intravenous 250ug/kg (0.25mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 41, Pg. 365, 1931.
rat LD50 intravenous 100ug/kg (0.1mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 502, 1949.