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RICININE

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RICININE Basic information

Product Name:
RICININE
Synonyms:
  • RICININE
  • 1,2-dihydro-4-methoxy-1-methyl-2-oxo-3-pyridinecarbonitril
  • 1,2-dihydro-4-methoxy-1-methyl-2-oxo-nicotinonitril
  • 1,2-dihydro-4-methoxy-1-methyl-2-oxonicotinonitrile
  • recinine
  • ricinin
  • NICOTINONITRILE,1,2-DIHYDRO-4-METHYL-2-OXO-
  • 1,2-Dihydro-4-methoxy-1-methyl-2-oxo-3-pyridinecarbonitrile
CAS:
524-40-3
MF:
C8H8N2O2
MW:
164.16
EINECS:
208-359-7
Product Categories:
  • Agro-Products
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Neurochemicals
  • Pharmaceuticals
  • Aromatics
Mol File:
524-40-3.mol
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RICININE Chemical Properties

Melting point:
201.5°
Boiling point:
291.62°C (rough estimate)
Density 
1.2739 (rough estimate)
refractive index 
1.6000 (estimate)
Flash point:
2℃
storage temp. 
-20°C
solubility 
DMSO: slightly soluble,Methanol: slightly soluble
form 
A solid
pka
-4.93±0.62(Predicted)
Water Solubility 
2.7g/L(10 ºC)
CAS DataBase Reference
524-40-3
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Safety Information

Hazard Codes 
T,Xn,F
Risk Statements 
25-36-20/21/22-11
Safety Statements 
45-36/37-16
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
QT3100000
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RICININE Usage And Synthesis

Description

First isolated by Tuson from the seeds of Ricinus communis (castor-oil seed), the alkaloid was subsequently examined by Soave, Schultze and Evans. The base crystallizes from H20 in colourless prisms or leaflets and sublimes at 170-lS0°C/ 20 mm. It is soluble in hot H20 or CHCI3, only sparingly so in EtOH and insoluble in petroleum ether, is neutral in reaction, optically inactive and forms no normal salts although the mercurichloride, m.p. 204°C has been prepared. The alkaloid reduces KMn04 and may be hydrolyzed by alkalies to MeOH and ricininic acid which forms brilliant, slender needles, m.p. 296-8°C (dec.). The structure of ricinine has been confirmed by synthesis from 4-chloroquinoline. Other syntheses have also been achieved. The base is not particularly toxic and the poisonous character of castor-oil seeds has been shown to be due to a more complex substance, ricin, the toxicity of which may be destroyed by heating.

Chemical Properties

White Solid

Uses

An alkaloid extract from the seeds of the castor-oil plant (Ricinus communalis). It is a central nervous system stimulant that could potentially be a cognition-enhancing agent used for the treatment of human amnesias. It also has bactericidal effects on t

Uses

Ricinine is an alkaloid extract from the seeds of the castor-oil plant (Ricinus communalis). Ricinine is a central nervous system stimulant that could potentially be a cognition-enhancing agent used for the treatment of human amnesias. Ricinine also has bactericidal effects on three pests and heptaprotective activity.

Definition

ChEBI: Ricinine is a pyridine alkaloid, a pyridone and a nitrile.

Hazard

Toxic by ingestion.

Safety Profile

A poison by ingestion and subcutaneous route. When heated to decomposition it emits toxic vapors of NOx.

References

Tuson.,J. Chern. Soc., 17,195 (1864)
Soave., Chern. Soc. Abstr., i, 386 (1896)
Schultze., ibid, i, 42 (1898)
Evans., J. Arner. Chern. Soc., 22, 39 (1900)
Maqueen, Philippe., Cornpt. rend., 138, 506 (1904)
Maqueen, Philippe., ibid, 139, 840 (1904)
Winterstein, Keller, Weinhagen., Arch. Pharrn., 255,513 (1917)
Bottcher., Ber., 51,673 (1918)
Spath, Tschelnitz., Monatsh., 42,251 (1921)
Spath, Koller., Ber., 56, 880, 2454 (1923)
Spath, Koller., ibid, 58,2124 (1925)
Schroeter et ai., ibid, 65, 432 (1932)
Reitmann., Chern. Abstr., 29,4359 (1935)

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