Title: Gentianine
CAS Registry Number: 439-89-4
CAS Name: 5-Ethenyl-3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one
Additional Names: 4-(2-hydroxyethyl)-5-vinylnicotinic acid d-lactone; erythricine
Molecular Formula: C10H9NO2
Molecular Weight: 175.18
Percent Composition: C 68.56%, H 5.18%, N 8.00%, O 18.27%
Literature References: From Gentiana kirilowi, Gentianaceae: Proskurnina, J. Gen. Chem. USSR 14, 1148 (1944), C.A. 40, 7213 (1946); from Anthocleista procera Afz. and Fagraea fragrans Roxb., Loganiaceae: Lavie, Taylor-Smith, Chem. Ind. (London) 1963, 781; Wan, Chow, J. Pharm. Pharmacol. 16, 484 (1964). Isoln from Slevogtia orientalis Gris., Gentianaceae, structure and synthesis: Govindachari et al., J. Chem. Soc. 1957, 551, 2725.
Properties: Needles from ether or petr ether, mp 82-83°. uv max: 220 nm (log e 4.38). Sol in alkali.
Melting point: mp 82-83°
Absorption maximum: uv max: 220 nm (log e 4.38)
Derivative Type: Hydrochloride
Molecular Formula: C10H9NO2.HCl
Molecular Weight: 211.64
Percent Composition: C 56.75%, H 4.76%, N 6.62%, O 15.12%, Cl 16.75%
Properties: Needles from alcohol + ether, dec 169-170°.
Derivative Type: Dihydrogentianine
Molecular Formula: C10H11NO2
Molecular Weight: 177.20
Percent Composition: C 67.78%, H 6.26%, N 7.90%, O 18.06%
Properties: Crystals from ether + petr ether, mp 74-76°. uv max: 270 nm (log e 3.4).
Melting point: mp 74-76°
Absorption maximum: uv max: 270 nm (log e 3.4)
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