Canonica, Luigi published the artcileSynthetic analeptics. I. Hydroxybenzoic acid diethylamides, Category: amides-buliding-blocks, the publication is Annali di Chimica (Rome, Italy) (1955), 205-15, database is CAplus.
Of the dialkylamides studied, the best analeptic activity was present in the diethylamides of vanillic acid. Analogs prepared and studied for pharmacol activity were the following benzoic acid diethylamides (substituent given): 4-acetoxy, m. 80-1°; 3-methoxy, b1.7 132-4°; 2-hydroxy-4-methoxy, m. 121-2°; 2,4-dimethoxy; 2-hydroxy-5-methoxy, m. 103-4°; 3-chloro-4-hydroxy (I); 3-bromo-4-hydroxy (II), m. 158-9°; 3-nitro-4-hydroxy, m. 123-4° (decomposition); 3-chloro-4-acetoxy, m. 89° (crystallized from dilute MeOH); 3-hydroxy, m. 83°; 2-acetoxy, b10 178-80°; 2-hyhydroxy, m. 104-5°; 3-methoxy-4-hydroxy (III); 3-methoxy-4-acetoxy (IV); 3-ethoxy-4-hydroxy (V), m. 92-3°; 3-ethoxy-4-acetoxy (VI); 4-hydroxy, m. 121.5°; 4-methoxy, m. 42°; 2-acetoxy-4-methoxy, m. 120-1°; 3-bromo-4-acetoxy, m. 94-5° (crystallized from C6H6-petr. ether); 3,4,5-trimethoxy, m. 54°, b5 203-4°. Piperonylic acid diethylamide, m. 64-5° (from H2O), and isonicotinic acid diethylamide, b15 162-4°, were also prepared In general, the acids were converted to acid chlorides with PCl5 in CS2 and then to the diethylamide with Et2NH in C6H6. Analeptic activity is given relative to cyclopentamethylenetetrazole. Most active compounds were I to VI in decreasing consecutive order. The presence of a single OH group or OAc increased activity but not significantly. Compounds with a 3-OR group where R = Me or Et were highly active.
Annali di Chimica (Rome, Italy) 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, Category: amides-buliding-blocks.
Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics