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L-Epinephrine hydrochloride

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Name

L-Epinephrine hydrochloride

EINECS 200-230-3
CAS No. 55-31-2 Density N/A
PSA 72.72000 LogP 1.54350
Solubility N/A Melting Point 157 °C
Formula C9H14ClNO3 Boiling Point 413.1 °C at 760 mmHg
Molecular Weight 219.668 Flash Point 207.9 °C
Transport Information N/A Appearance crystals
Safety Risk Codes R24/25; R36/37/38
Molecular Structure Molecular Structure of 55-31-2 (Epinephrine Hydrochloride) Hazard Symbols N/A
Synonyms

1,2-Benzenediol,4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-, hydrochloride (9CI);1,2-Benzenediol,4-[1-hydroxy-2-(methylamino)ethyl]-, hydrochloride, (R)-;Benzyl alcohol,3,4-dihydroxy-a-[(methylamino)methyl]-,hydrochloride, (-)- (8CI);(-)-Adrenaline hydrochloride;(-)-Epinephrinehydrochloride;Adrenalin chloride;Adrenalin hydrochloride;Adrenalinechlorhydrate;Adrenaline chloride;Adrenaline hydrochloride;Epinephrinechloride;Epinephrine hydrochloride;Gelatin-Epinephrine;Glaucon;SupranephrinSolution;Suprarenin hydrochloride;Tonogen;l-Adrenaline chloride;l-Adrenalinehydrochloride;l-Epinephrine chloride;l-Methylaminoethanolcatechol hydrochloride;

Article Data 1

L-Epinephrine hydrochloride Synthetic route

C44H36N4O12P2(2-)*C9H13NO3*H(1+)

A

55-31-2

epinephrine hydrochloride

B

C44H36N4O12P2(2-)

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

L-Epinephrine hydrochloride Chemical Properties

IUPAC Name: 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diol hydrochloride
Synonyms of L-Epinephrine hydrochloride (CAS NO.55-31-2): (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol hydrochloride ; 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol hydrochloride ; Adrenalin chloride ; Epinephrine chloride ; l-Methylaminoethanolcathechol hydrochloride
CAS NO: 55-31-2
Molecular Formula: C9H14ClNO3
Molecular Weight: 219.67
Molecular Structure:
EINECS: 200-230-3
H bond acceptors: 4
H bond donors: 4
Freely Rotating Bonds: 6
Polar Surface Area: 30.93 Å2
Flash Point: 207.9 °C
Melting Poin: 157°C
Boiling Point: 413.1 °C at 760 mmHg 
Enthalpy of Vaporization: 70.21 kJ/mol 
Vapour Pressure: 1.45E-07 mmHg at 25°C 
Appearance: crystals
SMILES: Cl.Oc1ccc(cc1O)[C@@H](O)CNC
InChI: InChI=1/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H/t9-;/m0./s1
InChIKey: ATADHKWKHYVBTJ-FVGYRXGTBN
Std. InChI: InChI=1S/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H/t9-;/m0./s1
Std. InChIKey: ATADHKWKHYVBTJ-FVGYRXGTSA-N

L-Epinephrine hydrochloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 200ug/kg (0.2mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 51, 1963.
guinea pig LDLo subcutaneous 2mg/kg (2mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 51, 1963.
mouse LD50 intraperitoneal 4664ug/kg (4.664mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 110, 1947.
mouse LD50 intravenous 140ug/kg (0.14mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
European Journal of Pharmacology. Vol. 9, Pg. 289, 1970.
mouse LD50 subcutaneous 1980ug/kg (1.98mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 214, 1946.
mouse LDLo oral 50mg/kg (50mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 51, 1963.
rat LD50 intraduodenal 35mg/kg (35mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 oral 24mg/kg (24mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 subcutaneous 5mg/kg (5mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LDLo intravenous 50ug/kg (0.05mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Journal of Pharmacology and Experimental Therapeutics. Vol. 24, Pg. 101, 1925.

L-Epinephrine hydrochloride Consensus Reports

Reported in NTP Carcinogenesis Studies (Inhalation); Inadequate Study: rat, mouse NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-380 ,1990. .

L-Epinephrine hydrochloride Safety Profile

Poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits very toxic fumes of Cl and NOx. See also VASOTONIN and other adrenalin compounds.
Safety Information aboout L-Epinephrine hydrochloride (CAS NO.55-31-2):
RIDADR: 3249
HazardClass: 6.1(a)
PackingGroup: II

L-Epinephrine hydrochloride Specification

Health Hazard of L-Epinephrine hydrochloride (CAS NO.55-31-2): Adverse reactions include restlessness; anxiety; headache; tremor; weakness; dizziness; pallor; respiratory difficulties; palpitation; nausea and vomiting.

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