Cebera ,Bouchara ,France ,1981
An amide analog of Eugenol, and is used therapeutically as an antispasmodic.
Alibendol is an antispasmodic,choleretic, and cholekinetic.
ChEBI: Alibendol is a member of salicylamides.
36 g of ethyl ester of 2-hydroxy-3-methoxy-5-allyl-benzoic acid [obtained by
the process described by Pearl, et al., J. Amer. Chem. Soc., Vol. 71, 1067-
1068 (1949)] and 61 g of ethanolamine were admixed and left to stand for 1
hour at ambient temperature after which it was heated for 1 hour at 120°C.
The mixture was extracted with chloroform and the organic phases were
washed with half diluted hydrochloric acid, then with water, and the
chloroform evaporated off. The residue, after recrystallization from benzene,
was a 78% yield of 2-hydroxy-3-methoxy-5-allyl-N-(β-hydroxyethyl)-
benzamide having a melting point of 95°C. The product appeared in the form
of colorless crystals which were insoluble in water and soluble in dilute sodium
hydroxide.
