m 



The Philippine Journal of Science 



1916 



erate doses and gives a blue color with phosphotuftgstic acid 

 and alkali.^* 



SYNTHETIC PRODUCTS 



' The following derivatives of nicotinic acid were prepared and 

 their curative properties tested by feeding to neuritic fowls 

 per OS : 



Table I. — Derivatives of nicotinic acid fed to neuritic fowls. 



Substance. 



Dose. 



No. of 

 fowl. 



Effect. 



Nicotinic acid 



GraTtis. 

 0.05 to 0.2 



0.05 to 0.2 

 0.1 to 0.2 



0.1 to 0.3 



6 



3 

 2 



4 



Little improvement, but 

 some prolonsration of life. 

 Do. 



Marked, but temporary im- 

 provement. 



Approximately the same as 

 nicotinic acid. 



Trigonellin 



Hydrochloride of methyl 



ester of nicotinic acid. 

 P-oxynicotinic acid. 



The nicotinic acid was prepared by oxidizing nicotine with 

 nitric acid ;" trigonellin, by the method of Hantzsch ;^° the methyl 

 ester, by allowing nicotinic acid chloride to react at ordinary 

 temperature with methyl alcohol; and the p-oxynicotinic acid, 

 from methyl coumalat.-^ Oxynicotinic acid gives an intense blue 

 reaction with phosphotungstic acid and alkali." This color 

 reaction given by the vitamine fraction of rice polishings may 

 well be due to oxypyridine derivatives. 



„ The methods used by Fischer were tried for the purpose of 

 condensing nicotinic with p-oxynicotinic acid and the latter with 

 itself. P-oxynicotinic acid was dissolved in aqueous acetone and 

 the theoretical amount of dimethylaniline. To this solution was 

 added finely ground hydrochloride of nicotinic acid chloride, for 

 which no suitable solvent could be found. It decomposed to 

 nicotinic and hydrochloric acids, while the oxynicotinic acid 

 was largely recovered unchanged. As the residue from the 

 reaction mixture did not possess marked curative properties, it 

 .was not further investigated. 



An atteinpt to make the carbomethoxy derivative of p-oxyni- 



"Folin and Macallum, jr., Jpurn. Biol. Chem. .(1912), 11, 265; (1912-13), 

 '13, 363. 



^ "C/iem. CewfraZ6Z. (1898), 1,677. 



" "5er.d. deutsc^. cAew.Ges. (1886), 19, 31. . ; , ./ , , .. 

 ' "Pechmann, WeZsA".Ber., 17J 2390. '.: ' .l.'-V' ■ ' . .. 



»* Folin and Macallum, jr., Journ, Biol. C/ifiw. (1912)', 11, 265; (1912-13)', 

 13, 363. 



