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Basic information

  • Name:
  • Quinine dihydrochloride

  • CAS No.:
  • 60-93-5

  • Molecular Structure:
  • Formula:
  • C20H26Cl2N2O2
  • Molecular Weight:
  • 397.34
  • Synonyms:
  • Cinchonan-9-ol,6'-methoxy-, dihydrochloride, (8a,9R)- (9CI);Quinine, dihydrochloride (8CI);(-)-Quinine dihydrochloride;Acid quinine hydrochloride;Quinine bimuriate;Cinchonan-9-ol,6'-methoxy-, hydrochloride (1:2), (8a,9R)-;
  • EINECS:
  • 200-493-4
  • Boiling Point:
  • 495.9 °C at 760 mmHg
  • Flash Point:
  • 253.7 °C
  • Appearance:
  • white solid
  • Hazard Symbols:
  • IrritantXi
  • Risk Codes:
  • 36/37/38
  • Safety Description:
  • 26-36 Details

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Chemistry

Molecular structure of Quinine dihydrochloride (CAS NO.60-93-5) is:

Molecular Weight: 397.33864 [g/mol]
Molecular Formula: C20H26Cl2N2O2
Product Name: Quinine dihydrochloride
CAS Registry Number: 60-93-5
IUPAC Name: (R)-[(4S,5R,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol dihydrochloride
H-Bond Donor: 3
H-Bond Acceptor: 4 
EINECS: 200-493-4
Melting Point: 238-2400 °C
Flash Point: 253.7 °C
Enthalpy of Vaporization: 80.41 kJ/mol
Boiling Point: 495.9 °C at 760 mmHg
Vapour Pressure: 1.19E-10 mmHg at 25°C 
Stability: Stable, but may be light sensitive. Efflorescent. Incompatible with strong oxidizing agents. 
Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals

Uses

  Quinine dihydrochloride (CAS NO.60-93-5) is an alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo intravenous 630mg/kg/1W-I (630mg/kg) SENSE ORGANS AND SPECIAL SENSES: "RETINAL CHANGES (PIGMENTARY DEPOSITIONS, RETINITIS, OTHER): EYE"

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

GASTROINTESTINAL: NAUSEA OR VOMITING
Japanese Journal of Ophthalmology. Vol. 28, Pg. 409, 1984.
guinea pig LD50 intravenous 57mg/kg (57mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 157, 1947.
guinea pig LDLo subcutaneous 199mg/kg (199mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 32, Pg. 595, 1935.
mouse LD50 intravenous 86mg/kg (86mg/kg)   Biochemical Journal. Vol. 28, Pg. 426, 1934.
mouse LD50 oral 660mg/kg (660mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 157, 1947.
rabbit LD50 intravenous 35mg/kg (35mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 157, 1947.
rabbit LD50 oral 641mg/kg (641mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 157, 1947.
rat LD50 intravenous 78mg/kg (78mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 157, 1947.
rat LD50 oral 1392mg/kg (1392mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 157, 1947.

Safety Profile

Poison by intravenous and subcutaneous routes. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and HCl. Safety Information of Quinine dihydrochloride (CAS NO.60-93-5) is:
Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 36: Wear suitable protective clothing   
RIDADR: 1544
HazardClass: 6.1(b)
PackingGroup: III

Specification

 Quinine dihydrochloride  , its cas register number is 60-93-5. It also can be called (-)-Quinine dihydrochloride ; Acid quinine hydrochloride ; Chinindihydrochlorid ; Quinine HCl ; Cinchonan-9-ol, 6'-methoxy-, dihydrochloride, (8-alpha,9R) (9CI) ; (6-Methoxy-4-quinolyl)(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methanol dihydrochloride .It is a white solid.

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