Catharanthine

Suppliers

Names

[ CAS No. ]:
2468-21-5

[ Name ]:
Catharanthine

[Synonym ]:
Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2α,5β,18β)-
Methyl (2α,5β,18β)-3,4-didehydroibogamine-18-carboxylate
Catharanthine Sulphate
catharintine
CatharanthineSulfateBase
catharantine
(2α,5β,6α,18β)-3,4-Didehydroibogamine-18-carboxylic acid methyl ester
Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2a,5b,6a,18b)-
(+)-3,4-Didehydrocoronaridine
Catharanthine
catharanthin
UNII-WT0YJV846J
catharinthine
MFCD01753356
Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2α,5β,6α,18β)-

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
491.5±45.0 °C at 760 mmHg

[ Melting Point ]:
138-140ºC

[ Molecular Formula ]:
C21H24N2O2

[ Molecular Weight ]:
336.427

[ Flash Point ]:
251.1±28.7 °C

[ Exact Mass ]:
336.183777

[ PSA ]:
45.33000

[ LogP ]:
4.05

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

[ Index of Refraction ]:
1.663

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NH6732500
CHEMICAL NAME :
Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2-alpha,5-beta,6-alpha,18-beta)-
CAS REGISTRY NUMBER :
2468-21-5
LAST UPDATED :
199512
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H24-N2-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 26,1213,1977

Safety Information

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (+/-)-5-oxo-catharanthine
  • 3-Indoleacetic acid
  • (-)-2-(1-[2-(indol-3-yl)-1-oxo-ethyl])-6-ethyl-7-exo-chloro-2-azabicyclo[2.2.2]oct-5-ene-7-endo-carboxylic acid methyl ester

DownStream

  • Vincaleukoblastine, 3',4'-didehydro-4'-deoxy-
  • vinleurosine
  • Catharanthinic Acid

Articles

Catharanthine dilates small mesenteric arteries and decreases heart rate and cardiac contractility by inhibition of voltage-operated calcium channels on vascular smooth muscle cells and cardiomyocytes.

J. Pharmacol. Exp. Ther. 345(3) , 383-92, (2013)

Catharanthine is a constituent of anticancer vinca alkaloids. Its cardiovascular effects have not been investigated. This study compares the in vivo hemodynamic as well as in vitro effects of catharan...

The leaf epidermome of Catharanthus roseus reveals its biochemical specialization.

Plant Cell 20(3) , 524-42, (2008)

Catharanthus roseus is the sole commercial source of the monoterpenoid indole alkaloids (MIAs), vindoline and catharanthine, components of the commercially important anticancer dimers, vinblastine and...

Simultaneous determination of vinblastine and its monomeric precursors vindoline and catharanthine in Catharanthus roseus by capillary electrophoresis-mass spectrometry.

J. Sep. Sci. 34 , 2885-2892, (2011)

Catharanthus roseus is an important dicotyledonous medicinal plant that contains various anticancer components, such as vinblastine (VLB) and its monomeric precursors (vindoline and catharanthine). A ...


More Articles

Related Compounds

  • catharanthine
  • Catharanthine-d3
  • nor-5 catharanthine
  • Catharanthine Sulfate
  • Catharanthine Sulfate
  • Catharanthine Tartrate
  • (2E)-3-(2H-1,3-benzodioxol-5-yl)-N-{[2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl]methyl}prop-2-enamide
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 3-(2,4-dimethylpentan-3-yl)-1-methyl-1H-pyrazol-5-amine
  • 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
  • Methyl 2-amino-6-cyano-3-pyridinecarboxylate
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde