Originator
Emivan,U.S.V.,US,1961
Uses
Vanillic acid diethylamide is a central nervous system and respiratory stimulant.
Uses
antihypertensive, vasoconstrictor
Definition
ChEBI: Etamivan is phenol substituted at C-2 and C-4 by a methoxy group and an N,N-diethylaminocarbonyl group respectively. A respiratory stimulant drug related to nikethamide, it has now fallen largely into disuse. It is a member of phenols and a member of methoxybenzenes.
Manufacturing Process
4 g of vanillinic acid are mixed with 3.6 g of diethylamine, after cooling 2.2 g
of phosphorus pentoxide and the same amount of glass powder are added,
and then reacted with xylene until a thin paste has been formed. The latter is
boiled for some hours in the reflux cooler, moisture being excluded.
Decantation follows, and the residue is dissolved by means of a warm solution
of potassium carbonate until only glass powder or small amount of impurities
remain undissolved, and then the xylene solution is shaken up therewith, The
xylene solution is then separated, the aqueous layer is again extracted with
ether, and the ether extract is combined with the xylene solution. The mixture
is then distilled under the lowest possible pressure, collecting the fraction
between 170°C and 250°C (referred to 10 Torr), and purifying it by further
fractionation. In this way a slightly yellowish oil is obtained, which crystallizes
after some time. By dissolving in ligroin and crystallizing, pure vanillinic acid
diethylamide is obtained in the form of white needles; MP 95°C to 95.5°C.
brand name
Vandid (3M Pharmaceuticals).
Therapeutic Function
Central and respiratory stimulant
World Health Organization (WHO)
Etamivan is a central and respiratory stimulant.
