Ciusa, Walter’s team published research in Gazzetta Chimica Italiana in 90 | CAS: 530-40-5

Gazzetta Chimica Italiana published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Product Details of C10H14N2O.

Ciusa, Walter published the artcile1-Alkyl derivatives of isonicotinic acid diethylamide, Product Details of C10H14N2O, the publication is Gazzetta Chimica Italiana (1960), 147-154, database is CAplus.

cf. CA 52, 2850c. A series of quaternary ammonium salts, 4-Et2NCOC5H4N.RX (R = CnH2n+1 (n = 1-18), X = I, Br, Cl) (I), was prepared and the chem. and pharmacol. properties were investigated and compared with those of the analogous derivatives of 3-Et2NCOC5H4N (II). I were prepared by refluxing 0.2 mole 3-Et2NCOC52 hrs. in 100-200 ml. xylene with 0.4 mole RX. I (X = Cl) were prepared from 0.1 mole I (X = Br, I) in 100-300 ml. H2O by stirring 1 hr. with 0.2 mole freshly prepared AgCl. The following I were prepared [RX, % yield, and m.p. (alc.Et2O) given]: MeI, 78, 137°; EtI, 84, 104°; Me2CHI, 60, 78°; BuI, 75, 160°; C5H11I, 95, 140°; C12H25I, 52, 60°; C6H13Br, 70, -; C8H17Br, 70, -; C10H21Br, 70, 43°; C14H29Br, 90, 55°; C16H33Br, 75, 53°; C18H37Br, 86, 101°. Yields indicated that ease of alkylation was practically the same in both series of amides. The following I (X = Cl) were prepared (R and m.p. given): Me, 188°; Et, 145°; Me2CH, 175°; Bu, 132°; C5H11, 67°; C6H13, -(yellow wax); C8H17, -(yellow wax); C10H21, 51°; C12H25, 59°; C14H29, 74°; C16H33, 66°; C18H37, 83°. The stability of the pyridine ring in I was shown by lack of coloration on boiling with increasing concentrations of aqueous NaOH for prolonged periods. The values of surface tension of members of the series (I) coincided practically with those of corresponding members of the normal series. The antibacterial activity as tested on Staphylococcus aureus showed maximum activity with n = 16 and 18, and was parallel to that noted in the normal series. In tests on the isolated frog heart, arrested beat occurred in 1 min. with 10-8 mole I (n < 6) and II, and with 10-6 mole I (n > 8) and tetradecylbenzyldimethylammonium chloride. Compounds in the normal series acted similarly.

Gazzetta Chimica Italiana published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Product Details of C10H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics