Title: Glycosine
CAS Registry Number: 6873-15-0
CAS Name: 1-Methyl-2-(phenylmethyl)-4(1H)-quinazolinone
Additional Names: 2-benzyl-1-methylquinazol-4-one; arborine
Molecular Formula: C16H14N2O
Molecular Weight: 250.30
Percent Composition: C 76.78%, H 5.64%, N 11.19%, O 6.39%
Literature References: Found in the toothbrush plant, Glycosmis pentaphylla (Retz.) Corr., and G. arborea Corr., Rutaceae. Isoln from dried, powdered leaves: Chatterjee, Majumdar, J. Am. Chem. Soc. 76, 2459 (1954). Identity of arborine and glycosine, structure: Chakravarti et al., Tetrahedron 16, 224 (1961). Synthesis: Pakrashi et al., Indian J. Chem. 6, 472 (1968); Ziegler et al., Monatsh. Chem. 100, 948 (1969); T. Kametani et al., Heterocycles 9, 1585 (1978).
Properties: Rhombohedral prisms from chloroform + ethyl acetate, mp 155-156°. uv max (ethanol): 231, 268, 277, 306 nm. Freely sol in chloroform, ethyl acetate, benzene, ethanol. Sparingly sol in ether.
Melting point: mp 155-156°
Absorption maximum: uv max (ethanol): 231, 268, 277, 306 nm
Derivative Type: Hydrochloride
Molecular Formula: C16H14N2O.HCl
Molecular Weight: 286.76
Percent Composition: C 67.01%, H 5.27%, N 9.77%, O 5.58%, Cl 12.36%
Properties: Leaflets from 90% ethanol, dec 209-210°.
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