This work is focused on a continued, escalating effort to develop new energetic functional groups which offer enhanced energy, oxygen balance, and density in that order of priority. A continuation of the study of addition of nitrene precursors to N,N-dialkyl nitrosamines is described; the nitrene derived from 1-amino-3,5-dinitro-1 ,2,4-triazole has been approached by oxidation of the parent amine. Initial results were not successful; aminodinitrotriazole in the presence of lead tetra-acetate ...
Synthetic pathways to the nitroazoxyamine, pentazole-N-oxide, and triazanitrate anions have been explored at a fundamental level. The reaction of nitrene equivalents such as organic azides, N-haloamines, N-acyl hydroxylamines N,O-diacyl hydroxylamines, and amides in the presence of lead tetra-acetate or phenyliodine diacetate, acting on N,N dialkylnitrosoamines in an attempt to generate alkylazoxyamines have all been examined. Initial results were not encouraging; in response to this, the N,N-dialkylnitrosoamine was silylated, methylated, and ...
This report summarizes the technical efforts undertaken for the U.S. Army Medical Research and Development Command (MRDC) under Contract DAMD17-90-C- 0019, Prophylaxis Against Organophosphonate Intoxication , and covers progress during the period 15 December 1989 through 14 December 1990. During this period, 24 compounds were synthesized and submitted to the MRDC for in vivo screening. In addition, three previously submitted compounds, two 1-(1-ARYLCYCLOALKYL) METHYLamines and one bis-quaternary bis(pyridinium) alkane, were ...
Our work has focused on the synthesis of compounds having the general structures shown below. Eighty-four compounds were synthesized and submitted to the U.S. Army Medical Research and Development Command (MRDC). In addition, two previously submitted 1((2-phenylmethyl)cycloalkyl)amines were resynthesized at the request of the Contracting Officers Representative (COR) for further in vivo testing. Forty-five 1-((1-arylcycloalkyl)methyl)amines were submitted. Structural variables examined included the phenyl substituent (unsubstituted, 3- OCH3, 3-OH, 3,4-(OCH3)2, 4-CH3, ...
The limited efficacy of available antidotes against the toxic effects of soman (GD; 3,3-dimethyl-2-butyl methylphosphonofluoridate) has stimulated interest in pretreatment drugs that can prevent the irreversible inhibition of acetylcholinesterase (AChE) by GD. To date, most attention has focused on carbamates, which prevent irreversible AChE phosphonylation by virtue of their slowly reversible carbamoylation of the AChE active site serine hydroxyl. However, limitations of the carbamates, including toxicity and unfavorable interaction with ...
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