79645-01-5Relevant academic research and scientific papers
cGAS ANTAGONIST COMPOUNDS
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Paragraph 0515, (2017/11/06)
Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.
The Nitrosation of NN'-Dialkylthioureas
Meijide, Fransisco,Stedman, Geoffrey
, p. 1087 - 1090 (2007/10/02)
The reaction between nitrous acid and NN'-dimethylthiourea and imidazolidine-2-thione (ethylenethiourea) involves a rapid, reversible initial nitrosation at sulphur, followed by a slower transfer of the nitroso group to the secondary amino group to form an N-nitrosothiourea.The kinetics exclude the possibility of the N-nitroso compound being formed by direct N-nitrosation and require the S-nitroso compound to be a precursor.The conversion of the S-nitrosoalkylthiourea into the N-nitroso product involves rate-determining proton loss to form an intermediate which is partitioned between steps involving reprotonation and transfer of the nitroso group from sulphur to nitrogen.
Electronic and Steric Effects of Alkyl Group on Denitrosation of 3-Alkyl-1-methyl-1-nitrosothioureas
Isobe, Masayoshi
, p. 2844 - 2848 (2007/10/02)
A series of 3-alkyl-1-methyl-1-nitrosothioureas with R=CH3, C2H5, cyclo-C6H11 (3), (CH3)2CH (4), C2H5(CH3)CH, and (CH3)3C were synthesized and their rates of acid catalyzes (pHH:kD is 1.25 for 4.Except 3, a linear plot of log kR/kMe for the denitrosation of RNHCSN(NO)CH3 vs. ?* provides ρ*=-0.98(r=-0.997).The significant factor affecting the rate determining step of the denitrosation of these N-nitrosothioureas at pH 4.6 is the electronic effect of the substituent at the N3 position.
Synthesis of Novel N-Nitrosothioureas and Examination of Their Mechanisms of Formation by High-Field Nitrogen-15 and Carbon-13 Nuclear Magnetic Resonance Spectra of Specifically Labeled Compounds
Lown, J. William,Chauhan, Shive M. S.
, p. 507 - 512 (2007/10/02)
An examination by 15N NMR of Na15NO2 under various conditions of acidity led to the identification of several electrophilic nitrogen species.This permitted the selection of reaction conditions of low acidity which favor nitrosation at the nitrogen atom of thioureas rather than on the normally more reactive sulfur, leading to the isolation of novel N-nitrosothioureas.In contrast it was shown by employing 15N and 13C labeling that higher acidity conditions favor reaction via a detectable thionitrosyl intermediate.
Synthesis of Nitrosothioureas. 15N N.M.R. Evidence for the Formation of Thionitrosyl Compounds in the Nitrosation of Thioureas
Lown, J. William,Chauhan, Shive M. S.
, p. 675 - 676 (2007/10/02)
Nitrosothioureas may be prepared by treatment of thioureas with NaNO2 in 0.1 N HCl at -5 deg C by direct N-nitrosation whereas 15N n.m.r. studies at -10 deg C which employed specifically 15N-enriched compounds revealed the intermediacy of a thionitrosyl compound under more acidic conditions which gave the urea by hydrolysis.
