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Substance Name: Cinchonidine
RN: 485-71-2
UNII: 1U622LRA8Z
InChIKey: KMPWYEUPVWOPIM-KODHJQJWSA-N

Note

  • Has antimalarial activity; diastereoisomer of cinchonine with distinct physiochemical properties.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C19-H22-N2-O

Molecular Weight

  • 294.3958
 
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Names and Synonyms

Name of Substance

  • Cinchonidine

Synonyms

  • (-)-Cinchonidine
  • (8-alpha,9R)-Cinchonan-9-ol
  • (8alpha,9R)Cinchonan-9-ol
  • (8S,9R)-Cinchonidine
  • 2-Quinuclidinemethanol, alpha-4-quinolyl-5-vinyl-
  • AI3-15317
  • alpha-Quinidine
  • Cinchovatine
  • EINECS 207-622-3
  • NSC 5364
  • UNII-1U622LRA8Z

Systematic Names

  • Cinchonan-9-ol, (8-alpha,9R)- (9CI)
  • Cinchonan-9-ol, (8a alpha,9R)-
  • Cinchonan-9-ol, (8alpha,9R)-
  • Cinchonidine

Registry Numbers

CAS Registry Number

  • 485-71-2

FDA UNII

  • 1U622LRA8Z

Other Registry Numbers

  • 1195256-80-4
  • 1236363-09-9
  • 185122-81-0
  • 402846-41-7
  • 727732-19-6
  • 834885-39-1
  • 849150-57-8
  • 887770-94-7
  • 898814-12-5
  • 900786-79-0
  • 900786-82-5
  • 911480-48-3
  • 925701-86-6

System Generated Number

  • 0000485712

Structure Descriptors

InChI

1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1

InChIKey

KMPWYEUPVWOPIM-KODHJQJWSA-N

Smiles

O[C@@H]([C@@H]1C[C@@H]2CCN1C[C@@H]2C=C)c3ccnc4ccccc34

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
quail LD50 oral > 316mg/kg (316mg/kg)   Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.
rat LD50 intraperitoneal 206mg/kg (206mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)		 Acta Pharmacologica et Toxicologica. Vol. 4, Pg. 265, 1948.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 210.5 deg C   EXP
log P (octanol-water) 2.82 (none)   EXP
Water Solubility 200 mg/L 25 EXP
Vapor Pressure 9.04E-10 mm Hg 25 EST
Henry's Law Constant 1.45E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.33E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.