847. Aspidinol

Nomenclature

CAS number: 519-40-4
1-(2,6-Dihydroxy-4-methoxy-3-methylphenyl)-1-butanone; 2′,6′-dihydroxy-4′-methoxy-3′-methyl-1-butyrophenone; 4-butyryl-2-methylphloroglucinol 1-methyl ether; 4-butyryl-3,5-dihydroxy-1-methoxy-2-methylbenzene.
C12H16O4; mol wt 224.25.
C 64.27%, H 7.19%, O 28.54%.

Description and references

Occurs in extracts of male fern: Boehm, Ann. 318, 247 (1901); Hausmann, Arch. Pharm. 237, 559 (1899). Isoln from Dryopteris austriaca (Jacq.) Woynar, Polypodiaceae: Aebi et al., Helv. Chim. Acta 40, 266 (1957). Synthesis from 2-methylphloroglucinol 1-methyl ether: Karrer, Widmer, Helv. Chim. Acta 3, 392 (1920); Riedl, Mittledorf, Ber. 89, 2589 (1956).

Chemical structure

Properties

Needles or prisms from benzene. mp 156-161°. Freely sol in alc, ether, chloroform, acetone; sparingly sol in water, benzene. Less soluble in ligroin than pseudoaspidinol, mp 116.5°. Sol in NaOH solns. Practically insol in Na2CO3 solns.

Therapeutic Category

Anthelmintic (Cestodes).

Keywords

Anthelmintic (Cestodes)