51387-91-8Relevant academic research and scientific papers
Synthesis and in vitro evaluation of novel non-oximes for the reactivation of nerve agent inhibited human acetylcholinesterase
Horn, Gabriele,Worek, Franz,de Koning, Martijn C.,van Grol, Marco
, (2020/06/04)
Since several decades oximes have been used as part of treatment of nerve agent intoxication with the aim to restore the biological function of the enzyme acetylcholinesterase after its covalent inhibition by organophosphorus compounds such as pesticides and nerve agents. Recent findings have illustrated that, besides oximes, certain Mannich phenols can reactivate the inhibited enzyme very effectively, and may therefore represent an attractive complementary class of reactivators. In this paper we further probe the effect of structural variation on the in vitro efficacy of Mannich phenol based reactivators. Thus, we present the synthesis of 14 compounds that are close variants of the previously reported 4-amino-2-(1-pyrrolidinylmethyl)-phenol, a very effective non-oxime reactivator, and 3 dimeric Mannich phenols. All compounds were assessed for their ability to reactivate human acetylcholinesterase inhibited by the nerve agents VX, tabun, sarin, cyclosarin and paraoxon in vitro. It was confirmed that the potency of the compounds is highly sensitive to small structural changes, leading to diminished reactivation potency in many cases. However, the presence of 4-substituted alkylamine substituents (as exemplified with the 4-benzylamine-variant) was tolerated. More surprisingly, the dimeric compounds demonstrated non-typical behavior and displayed some reactivation potency as well. Both findings may open up new avenues for designing more effective non-oxime reactivators.
Microwave-induced Mannich reaction - Synthesis of some Mannich derivatives of p-aminophenol
Mahesh,Perumal, R. Venkatesha
, p. 1012 - 1014 (2007/10/03)
Mono and bis substituted dialkylamino alkyl-p-aminophenol 3 are prepared by treating paracetamol 1 with formaldehyde and appropriate secondary amines followed by deacetylation using 6 M HCI in unmodified domestic microwave oven in unsealed borosil vessels
Synthesis of new arylaminoquinoxalines and their antimalarial activity in mice
Rangisetty,Gupta,Prasad,Srinivas,Sridhar,Parimoo,Veeranjaneyulu
, p. 1409 - 1413 (2007/10/03)
2-Arylaminoquinoxalines were prepared by the condensation of 2-chloroquinoxaline with the appropriate Mannich bases in the presence of HCI. To synthesize the Mannich bases, 4-acetamidophenol was reacted with formaldehyde and dialkylamine to yield 3-[(dial
Potential Antimalarials. XVII. Di- and Mono-Mannich Bases of 2(and 4)-phenol
Barlin, Gordon B.,Nguyen, Trang M. T.,Kotecka, Barbara,Rieckmann, Karl H.
, p. 21 - 29 (2007/10/02)
Di- and mono-Mannich base derivatives of 2(and 4)-phenols have been prepared for comparison with the 7-trifluoromethyl isomers in tests for antimalarial activity.The order of activity in in vitro tests against t
