40639-68-7Relevant academic research and scientific papers
Improved Halogenation of Methyl Aromatics and Methyl Heteroaromatics: Unexpected Reactivity of Tetrahalogeno-diphenylglycolurils
Moretti, Florian,Poisson, Guillaume,Marsura, Alain
, p. 173 - 183 (2016/05/19)
1,3,4,6-Tetrachloro (TCDGU) and 1,3,4,6-tetrabromo-3α,6α-diphenylglycolurils smooth halogen oxidizers have been exploited in a new direction as reagents for free radical substitution toward some N-halosuccinimide nonreactive bis-heterocycles. An unexpected selectivity and reactivity were observed with methyl benzenes, methyl heterocycles, and methyl-bis-heterocycles of interest. A chemometric study has been performed to optimize five independent factors of the chlorination reaction with TCDGU. The predictive model was established either for the halogenation conversion and the ratio of monochlorination.
Pyridazinoquinolinetriones as NMDA glycine-site antagonists with oral antinociceptive activity in a model of neuropathic pain
Bare, Thomas M.,Brown, Dean G.,Horchler, Carey L.,Murphy, Megan,Urbanek, Rebecca A.,Alford, Vernon,Barlaam, Christine,Dyroff, Martin C.,Empfield, James B.,Forst, Janet M.,Herzog, Keith J.,Keith, Richard A.,Kirschner, Alan S.,Lee, Chi-Ming C.,Lewis, Joseph,McLaren, Frances M.,Neilson, Kathy L.,Steelman, Gary B.,Trivedi, Shephali,Vacek, Edward P.,Xiao, Wenhua
, p. 3113 - 3131 (2008/02/06)
A series of 7-chloro-2,3-dihydro-2-[1-(pyridinyi)alkyl]-pyridazino[4,5-b] quinoline-1,4,10(5H)-triones were synthesized and found to have potent activity at the glycine site of the NMDA receptor. In some cases, these compounds possessed poor aqueous solubility that may have contributed to poor rat oral bioavailability. Subsequently, compounds have been identified with improved aqueous solubility and oral bioavailability. Several of these compounds were examined in a rat chronic constrictive injury (CCI) model of neuropathic pain and found to have potent activity when dosed orally.
FREE RADICAL CHLORINATION OF METHYL DERIVATIVES OF PYRIDINE, PYRAZINE, AND THIAZOLE BY N-CHLOROSUCCINIMDE
Rubina, K. I.,Iovel', I. G.,Gol'dberg, Yu. Sh.,Shimanskaya, F. V.
, p. 454 - 457 (2007/10/02)
When methylazines (2-, 3-, and 4-methylpyridines, methylpyrazine) are treated with N-chlorosuccinimide they undergo successive chlorination of the methyl group to give 2-chloromethylpyridine, 2-dichloromethylpyridine, and dichloromethylpyrazine in preparative yields. 3-Dichloromethylpyridine was synthesized from pyridine-3-aldehyde and PCl5.The primary chlorination products of 4-methylthiazole are 4-methyl-5-chlorothiazole and 5-chloro-4-chloromethylthiazole.
N-heterocyclic compounds as radioprotectors. 1. 2-Pyridinemethanethiol, 2-pyrazinemethanethiol and related compounds
Barnes,Fatome,Esslemont,Jones
, p. 515 - 519 (2007/10/02)
2-Pyridinemethanethiol 1, which is structurally related to cysteamine, showed good radioprotective potency in mice, but 2-pyrazinemethanethiol 9 was inactive. Certain derivatives of 1 and 9 that were synthesized were radioprotective. The 3 isomeric mercaptopyridines showed activity. Further study of N-heteroaromatic compounds as radioprotectors is indicated. An improved method for the preparation of 9 is described.
