4712. 4-Hexylresorcinol

Nomenclature

CAS number: 136-77-6
4-Hexyl-1,3-benzenediol; 4-hexyl-1,3-dihydroxybenzene; ST-37; Ascaryl (Wander); Caprokol (Merck & Co.); Crystoids (Merck & Co.); Gelovermin; Sucrets (SKB); Worm-Agen (Merz).
C12H18O2; mol wt 194.27.
C 74.19%, H 9.34%, O 16.47%.

Description and references

Prepd by reduction of hexanoylresorcinol with zinc amalgam + dil HCl: Dohme et al., J. Am. Chem. Soc. 48, 1688 (1926); Twiss, ibid. 2206; DE 488419 and DE 489117 (both 1929 to Sharp & Dohme). Toxicity: Lamson et al., J. Pharmacol. Exp. Ther. 53, 198 (1935).

Chemical structure

Properties

Pale yellow, heavy liquid becoming solid on standing at room temp. Needles from benzene or petr ether, mp 67.5-69°. bp6-7 178-180°; bp13-14 198-200°; bp760 333-335°. Pungent odor; sharp astringent taste. Sol in ether, chloroform, acetone, alcohol, vegetable oils; slightly sol in petr ether; sol in about 2000 parts water. LD50 orally in rats: 550 mg/kg (Lamson).

Caution

Concd solns can cause irritation of skin, mucous membranes: Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 190.

Therapeutic Category

Anthelmintic (Nematodes). Antiseptic (topical).

Therapeutic Category (Veterinary)

Anthelmintic.

Keywords

Anthelmintic (Nematodes)