14019-66-0 Usage
Description
An Uncaria alkaloid, this base forms a colourless, non-crystallizable glass. The
specific rotation is [α]D + 84° (CHCI3 ). It is stereoisomeric with the other
alkaloids of this species just described.
References
Hart, Johns, Lamberton., Chem. Commun., 87 (1967)
Hemingway, Phillipson., J. Pharm. Pharmacol., 24, 169P (1972)
Circular dichroism:
Beecham et al., Tetrahedron Lett., 991 (1967)
Check Digit Verification of cas no
The CAS Registry Mumber 14019-66-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,0,1 and 9 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14019-66:
(7*1)+(6*4)+(5*0)+(4*1)+(3*9)+(2*6)+(1*6)=80
80 % 10 = 0
So 14019-66-0 is a valid CAS Registry Number.
InChI:InChI=1/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13+,14-,18-,21-/m1/s1
14019-66-0Relevant articles and documents
Analysis of the kinetics of isomerization of spiro oxindole alkaloids
Laus, Gerhard,Broessner, Dagmar,Senn, Gilbert,Wurst, Klaus
, p. 1931 - 1936 (1996)
The isomerization of the spiro oxindole alkaloids mitraphylline, isomitraphylline, pteropodine, isopteropodine, speciophylline and uncarine F in water has been studied at several temperatures and the rate coefficients have been determined. The effect of pH on the rate of reaction and the equilibrium composition has been investigated. The rate coefficients in water and in organic solvents correlate satisfactorily with the Dimroth-Reichardt solvent polarity parameter. The present results support the existence of a zwitterionic intermediate stabilized by polar solvents and show that protonation of the alkaloids inhibits the isomerization. The crystal structure of pteropodine has been determined.