3089. Dictamnine

Nomenclature

CAS number: 484-29-7
4-Methoxyfuro[2,3-b]quinoline; dictamine.
C12H9NO2; mol wt 199.21.
C 72.35%, H 4.55%, N 7.03%, O 16.06%.

Description and references

Alkaloid from root of Dictamnus albus Linn., Skimmia repens Nakai, Aegle marmelos Correa, Zanthoxylum alatum Roxb., Rutaceae: Thoms, Ber. 33, 68 (1923); Asahina et al., ibid. 63, 2045 (1930); Chatterjee, Roy, J. Indian Chem. Soc. 36, 267 (1959); Deb et al., ibid. 39, 493 (1962). Structure: M. F. Brundon, N. J. McCorkindale, Chem. Ind. (London) 1956, 1091. Synthesis: Tuppy, Bohm, Angew. Chem. 68, 388 (1956); M. Sato et al., Chem. Pharm. Bull. 35, 1319 (1987).

Chemical structure

Properties

Prisms from alcohol, ethyl acetate, benzene + ethyl acetate, mp 133°. Sol in hot alcohol, chloroform; slightly sol in ether. Practically insol in water.

Derivative

Hydrochloride.
C12H9NO2.HCl; mol wt 235.67.
C 61.16%, H 4.28%, N 5.94%, O 13.58%, Cl 15.04%.

Properties

Needles from alcohol, dec 170°.