Hydrastinine
Title: Hydrastinine
CAS Registry Number: 6592-85-4
CAS Name: 5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-ol
Additional Names: 1-hydroxy-6,7-methylenedioxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
Molecular Formula: C11H13NO3
Molecular Weight: 207.23
Percent Composition: C 63.75%, H 6.32%, N 6.76%, O 23.16%
Literature References: By oxidation of hydrastine: Freund, Will, Ber. 20, 88 (1887). From berberine: Freund, DE 241136 (1910), C.A. 6, 2145 (1912). From cotarnine: Pyman, Remfry, J. Chem. Soc. 101, 1595 (1912); Topchiev, J. Appl. Chem. USSR 6, 529 (1933). From formylhomopiperonylamine: Decker et al., Ann. 395, 299, 321, 328 (1913); Rosenmund, Ber. Dtsch. Pharm. Ges. 29, 200 (1919). From safrole: Kindler, Peschke, Arch. Pharm. 270, 353 (1932). Structure study: Schneider, Müller, Ann. 615, 34 (1958).
Properties: Needles from petr ether, mp 117°. Freely sol in alcohol, chloroform, ether, dil acids; practically insol in cold, moderately sol in hot water. Solns with water or alcohol are yellow and fluorescent, those with nonpolar organic solvents are colorless. pK 2.62. Absorption spectra: Dobbie, Tinkler, J. Chem. Soc. 85, 1005 (1904).
Melting point: mp 117°
pKa: pK 2.62
Therap-Cat: The hydrochloride as cardiotonic; uterine hemostatic.
Keywords: Cardiotonic.

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