8561. Skimmianine

Nomenclature

CAS number: 83-95-4
4,7,8-Trimethoxyfuro[2,3-b]quinoline; β-fagarine; 7,8-dimethoxydictamnine.
C14H13NO4; mol wt 259.26.
C 64.86%, H 5.05%, N 5.40%, O 24.68%.

Description and references

In Skimmia japonica Thunb., Fagara spp., Glycosmis pentaphylla Corr., Ruta graveolens L., Rutaceae: Honda, Arch. Exp. Pathol. Pharmakol. 52, 83 (1904); Paris, Moyse-Mignon, Ann. Pharm. Fr. 5, 410 (1947), C.A. 42, 3909h (1948); Chatterjee, Majumdar, J. Am. Chem. Soc. 76, 2459 (1954); Schneider, Arzneim.-Forsch. 14, 435 (1964). Identity with β-fagarine: Deulofeu et al., J. Am. Chem. Soc. 64, 2326 (1942). Structure: Asahina, Inubuse, Ber. 63, 2052 (1930).

Chemical structure

Properties

Pyramids, octahedral rods from alcohol. mp 178°. uv max (ethanol): 212, 251, 321, 331 nm (log ε 4.10, 4.91, 3.89, 3.91). Neutral to litmus. Sol in alcohol, chloroform; slightly in ether, amyl alcohol and carbon disulfide; practically insol in water and petr ether.