Cinchonine

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Names

[ CAS No. ]:
118-10-5

[ Name ]:
Cinchonine

[Synonym ]:
(1S)-Quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
homoquinidine
MFCD00064372
EINECS 204-234-6
cinchonidine
chinchonine
Cinchonine
Cinchonan-9-ol, (8α,9S)-
D-CINCHONINE
Cinchonin
(8α,9S)-Cinchonan-9-ol

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
464.5±30.0 °C at 760 mmHg

[ Melting Point ]:
260-263 °C

[ Molecular Formula ]:
C19H22N2O

[ Molecular Weight ]:
294.39

[ Flash Point ]:
234.7±24.6 °C

[ Exact Mass ]:
294.173218

[ PSA ]:
36.36000

[ LogP ]:
3.35

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.652

[ Water Solubility ]:
Insoluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GD3500000
CHEMICAL NAME :
Cinchonine
CAS REGISTRY NUMBER :
118-10-5
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C19-H22-N2-O
MOLECULAR WEIGHT :
294.43
WISWESSER LINE NOTATION :
T66 BNJ EYQ- DT66 A B CNTJ A1U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
152 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - changes in motor activity (specific assay)
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 4,265,1948
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Cardiac - other changes Lungs, Thorax, or Respiration - respiratory depression Blood - other hemolysis with or without anemia
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 205,129,1948
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Blood - other hemolysis with or without anemia
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 205,129,1948

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H332

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S26-S36-S36/37

[ RIDADR ]:
1544

[ WGK Germany ]:
3

[ RTECS ]:
GD3500000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933990090

Synthetic Route

Precursor & DownStream

Precursor

  • methanesulfonic acid (quinolin-4-yl)(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methyl ester
  • O-tosylcinchonine
  • Cinchonine
  • pentanol

DownStream

  • (2S)-2-Bromopropanoic acid
  • (R)-(+)-2-BROMOPROPIONIC ACID
  • 3-Ethylpyridine
  • (1S)-quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol (S)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate
  • R-Clopidogrel Carboxylic Acid
  • Cinchomeronic acid
  • Hydrocinchonine
  • TETRACAINE
  • Cinchonine
  • Cinchonidine

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Related Compounds

  • (+)-cinchonine
  • 9-epi-Cinchonine
  • cinchonine sulfate
  • Acetyloxycinchonine
  • Cinchonine ethiodide
  • Cinchonine methiodide
  • 6,8-Dibromo-3-methyl-2H-chromen-2-one
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide