N-[[(Mercaptoacetyl)amino]benzoyl]glycines as mucolytic agents.
m- and p-aminobenzoic acids were converted to the title compounds by sequential use of ClCH2COCl, SOCl2, glycine methyl or ethyl ester, AcSK, and hydrolysis. The title compounds and a number of salts were compared for mucolytic activity, toxicity, stability, and hygroscopicity. When compared to N-acetyl-L-cysteine (NAC), the compounds exhibit several times the in vitro mucolytic activity of NAC on a molar basis. The most promising candidate appears to be the sodium salt 3.5H2O 2 of the meta series.
D000111:Acetylcysteine / Q000494:pharmacology; D062365:Aminobenzoates / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D004355:Drug Stability; D005100:Expectorants; D005998:Glycine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D006801:Humans; D007536:Isomerism; D007928:Lethal Dose 50; D051379:Mice; D009093:Mucus / Q000187:drug effects; D051381:Rats; D012492:Salts; D013183:Sputum / Q000187:drug effects; D014867:Water
D062365:Aminobenzoates; D005100:Expectorants; D012492:Salts; D014867:Water; D005998:Glycine; D000111:Acetylcysteine