61883-70-3Relevant academic research and scientific papers
SO2F2-Mediated one-pot cascade process for transformation of aldehydes (RCHO) to cyanamides (RNHCN)
Ding, Chengrong,Ge, Shuting,Wei, Junjie,Zhang, Guofu,Zhao, Yiyong
, p. 17288 - 17292 (2020/05/18)
A simple, mild and practical cascade process for the direct conversion of aldehydes to cyanamides was developed featuring a wide substrate scope and great functional group tolerability. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable cyanamides in a pot, atom, and step-economical manner with a green nitrogen source. This protocol will serve as a robust tool for the installation of the cyanamide moiety in various complicated molecules.
A cascade process for directly converting nitriles (RCN) to cyanamides (RNHCN) via SO2F2-activated Tiemann rearrangement
Zhang, Guofu,Zhao, Yiyong,Ding, Chengrong
supporting information, p. 7684 - 7688 (2019/08/30)
A simple, mild and practical process for the direct conversion of nitriles to cyanamides was newly discovered and exhibited a wide substrate scope as well as great functional group-tolerability (36 examples). In this efficient strategy, the in situ generated amidoximes obtained from the reaction of nitriles with hydroxylamine subsequently underwent Tiemann rearrangement, producing the corresponding cyanamides with great isolated yields under SO2F2. Additionally, the control experiments reportedly shed light on the tentative mechanism involved in the formation and elimination of the key intermediate: a sulfonyl ester.
Synthesis, structure activity relationship, radiolabeling and preclinical evaluation of high affinity ligands for the ion channel of the N-methyl-d-aspartate receptor as potential imaging probes for positron emission tomography
Klein, Pieter J.,Christiaans, Johannes A.M.,Metaxas, Athanasios,Schuit, Robert C.,Lammertsma, Adriaan A.,Van Berckel, Bart N.M.,Windhorst, Albert D.
, p. 1189 - 1206 (2015/03/04)
The N-methyl-d-aspartate receptor (NMDAr) is involved in many neurological and psychiatric disorders including Alzheimer's disease and schizophrenia. Currently, it is not possible to assess NMDAr availability in vivo. The purpose of this study was to develop a positron emission tomography (PET) ligand for the NMDAr ion channel. A series of di- and tri-N-substituted diarylguanidines was synthesized. In addition, in vitro binding affinity for the NMDAr ion channel in rat forebrain membrane fractions was assessed. Compounds 10, 11 and 32 were radiolabeled with either carbon-11 or fluorine-18. Ligands [11C]10 and [18F]32 were evaluated ex vivo in B6C3 mice. Biodistribution studies showed higher uptake of [11C]10 and [18F]32 in forebrain regions compared with cerebellum. In addition, for [11C]10 54% and for [18F]32 70% of activity in the brain at 60 min was due to intact tracer. Pre-treatment with MK-801 (0.6 mg·kg-1, ip) slightly decreased uptake in NMDAr-specific regions for [18F]32, but not for [11C]10. As such [18F]32 has the best characteristics as a PET tracer for the ion channel of the NMDAr.
Chemistry of N-hydroxyguanidines: Photo-sensitized oxygenation and reaction with nitric oxide
Kabasawa, Hiroyo,Ikeno, Masako,Suzukawa, Masahiro,Higuchi, Keiro,Yanagisawa, Keiko,Seki, Hiroko,Tokunaga, Tatsuhiro,Ishikawa, Tsutomu
, p. 2636 - 2643 (2007/10/03)
The chemistry of N-hydroxyguanidines, focusing on photo-sensitized oxygenation and reaction with nitric oxide (NO), was examined. In the former reaction, a urea derivative was obtained as the main product together with the generation of NO. On the other hand, in the latter case, oxidative nitrosation occurred under aerobic conditions to give a nitrosourea derivative, which was also obtained from urea by the same treatment.
Photo-sensitized oxygenation of phenethylguanidoxime: A possible chemical model for the biological oxidation of Nω-hydroxy-L-arginine to L-citrulline
Ishikawa, Tsutomu,Ikeno, Masako,Sakamaki, Tetsuo,Sato, Kunio,Higuchi, Keiro
, p. 4393 - 4396 (2007/10/03)
Photo-sensitized oxygenation of phenethylguanidoxime led to the effective production of an expected urea derivative along with generation of nitric oxide (NO) or its equivalent. The formation of both products could be reasonably explained by the mechanism based on singlet oxygen ene reaction of olefins. This should give a possible chemical model for the biological oxidation of Nω-hydroxy-L-arginine into L-citrulline and NO. Copyright
Oxidation of N-Hydroxyguanidine by Nitric Oxide and the Possible Generation of Vasoactive Species
Yoo, Jae,Fukuto, Jon M.
, p. 1995 - 2000 (2007/10/03)
It has been reported previously that the N-hydroxyguanidine function of N-hydroxy-L-arginine can react with nitric oxide (NO) to generate other species that can act as potent vasodilators with different biological lifetimes than NO. The identities of thes
