38 THE ALUMNI JOURNAL, 



as possible, the matter has been consider- explains the intensity ot the action of 



able abridged. p-aniido-phenol by the simultaneous pres- 

 ence of the OH and NH, groups. The 



THE AMIDO GROUP. activity of p-amido-phenol is lessened 



This group is found in a large number through the introduction of esters, still 



of remedies, either intact or serving to more so by alkyl or carbamic esters (ure- 



form the basis of new bodies. The fol- thanes). 



lowing division into antipyretics and The most important substitution pro- 

 hypnotics is that of Thoms*. duct among the different anilides, is acet- 



analid CeHsNH— CO— CH, the antifebrile 



ANTIPYRETICS. effects of which are well known. The 



ANimNE-AMiDO-BENZENE GROUP introduction of the benzoyl group in 



C H NH. analin gave benzanilid 



Those compoundsy arising from the CbHsNH LO LeHs 



introduction of acid radicals in amido- a body having a similar action, but far 



, /^ ^^ /OH \ ^ less potent than acetanilid hence adapted 



phenol ( C6H4<<T.^TT ) are more energet- j • • . .• ^ uu ^x. 



r y ^JNHa/ for admmistration to children, the same 



ic than the alkylated aniido-phenol deriv- can be said of formanilid — CgHsNH — 



atives, since the acid g];oup is more easily COH— and salicylanilid CeHsNH— CgH^ 



split up in the organism than the alcohol ~(0H) CO. In order to avoid the un- 



group. Through the introduction of an pleasant after effect (collapse) produced 



acid radical in the amido group of p-ami- by acetanilid, has led to the introduction 



dophenol, its toxic effects are lessened, of various groups calculated to nullify 



still further, through the simultaneous this action. 



entrance of an acid radical in both the From this table it will be seen that the 



amido and hydroxyl groups. If instead introduction of an alkyl or oxy-alkyl 



of the acid rest in the hydroxyl group, an group in the para position of the benzine 



Solubility. Dose. 



CeHs.NH— CO— CH3 Acetanilid i — 194 0.25—0.5 



p.u.^OC,H5 (i) ^Phenacetin i— 1100 o ■; — i o 



'-6-ti*<-NH— CO— CH3 (4) ^ p-acetphenetidin ^^""^ ^'^ ' 



r^^^OZYl, (i) ^Methacetip 01—02 



^«-^*^Nh— CO— CH3 (4) ^ p-oxy-methyl-acetanilid ' ^^ ' ' 



P TT M^^^3 ^Exalgin . , o a — o 8 



^«^^^<C0CH3 ^ methyl-acetanilid "'^°^- ""^ °^ 



^^^^<^NH— CO— CH3 (3) P-acettoluid i — 1800 0.5—1.0 



P ^ ^OCJis ^Phenocoll tt , ^ . _. q 



^«^^^NH— CO— CHoNHo ^ p-amido-acet-phenitidin ^ ^^ "^ -^ 



alcohol radical be substituted (phenace- nucleus, the 7iature and the energetic 

 tin) a compound results which is milder action of acetanilid is altered, for exam- 

 than either of the above. Von Mering pie, phenacetin, in this an oxy -ethyl 

 group is introduced in the p-position to 



*Phar. Centh. '91 — 712. . - , , 



tj. vou Mering-Therapeut. Monatsh ■93-7-577- the acetly group, its houiologue mctha- 



