3814-18-4Relevant academic research and scientific papers
Rational design of fluorescent probes for targeted: In vivo nitroreductase visualization
Chen, Ji-An,Gao, Jie,Gu, Xianfeng,Li, Mimi,Tan, Jiahui,Yin, Xiaofan,Zhao, Zhen
supporting information, p. 4744 - 4747 (2020/07/13)
Nitroreductase (NTR) has been recognized as a biomarker for identifying the hypoxic status of cancers. Therefore, it is of high scientific interest to design effective fluorescent probes for tracking NTR activity. However, studies on elucidation of the structure-performance relationship of fluorescent probes and those providing valuable insight into optimized probe design have rarely been reported. Three BODIPY based fluorescent probes were made by conjugation of para-, ortho-, and meta-nitrobenzene to the BODIPY core via a thiolether bond, respectively. Our study revealed that the linkage and nitro substituent position significantly influence the capability of nitroreductase detection.
Janus head type lone pair-π-lone pair and S?F?S interactions in retaining hexafluorobenzene
Mehrotra, Sonam,Angamuthu, Raja
, p. 4438 - 4444 (2016/07/06)
A series of eight tris-arylthiotriazines were synthesized to study the lone pair-π interaction between the triazine ring centroid of these molecules and halogenated solvents. All the eight compounds were characterized using 1H and 13C NMR spectroscopy and single crystal X-ray diffraction techniques. All these compounds show interesting structural properties in the solid state. Unprecedented Janus head type lp?π?lp and S?F?S interactions were observed between one of the tris-arylthiotriazines and hexafluorobenzene.
No-carrier-added [18F]fluoroarenes from the radiofluorination of diaryl sulfoxides
Chun, Joong-Hyun,Morse, Cheryl L.,Chin, Frederick T.,Pike, Victor W.
supporting information, p. 2151 - 2153 (2013/03/14)
No-carrier-added [18F]fluoroarenes were synthesized through the radiofluorination of diaryl sulfoxides with [18F]fluoride ion. Diaryl sulfoxides bearing a para electron-withdrawing substituent readily gave the corresponding 4-[18F]fluoroarenes in high RCYs. This process broadens the scope for preparing novel 18F-labeling synthons and PET radiotracers.
Catalytic transfer hydrogenation of aryl sulfo compounds
Chen, Xinzhi,Zhou, Shaodong,Qian, Chao
experimental part, p. 179 - 185 (2012/05/21)
A new method to reduce aryl sulfo compounds via transfer hydrogenation was investigated, using Pd/C as a catalyst, and 2-propanol or formic acid as hydrogen sources. This new process is simple and clean.
A simple, fast and chemoselective method for the preparation of arylthiols
Bellale, Eknath V.,Chaudhari, Mahesh K.,Akamanchi, Krishnacharya G.
experimental part, p. 3211 - 3213 (2010/03/01)
An efficient and convenient method for the synthesis of arylthiols by reaction of sulfonyl chlorides with triphenylphosphine in toluene is reported.
A general and efficient approach to aryl thiols: Cul-catalyzed coupling of aryl iodides with sulfur and subsequent reduction
Jiang, Yongwen,Qin, Yuxia,Xie, Siwei,Zhang, Xiaojing,Dong, Jinhua,Ma, Dawei
supporting information; scheme or table, p. 5250 - 5253 (2009/12/28)
A Cul-catalyzed coupling reaction of aryl iodides and sulfur powder takes place in the presence of K2CO3 at 90 °C. The coupling mixture is directly treated with NaBH4 or triphenylphosphine to afford aryl thiols in good to
Thermodynamic study of σH complexes in nucleophilic aromatic substitution reactions: Relative stabilities of electrochemically generated radicals
Gallardo, Iluminada,Guirado, Gonzalo
scheme or table, p. 2463 - 2472 (2009/04/06)
The mechanism for the electrochemical oxidation of σH complexes, such as 1-hydro-1-alkoxy/sulfoxy or -fluoro-2,4-dinitro/2,4,6- trinitrocyclohexadienyl anions, has been widely studied by means of cyclic voltammetry and controlled-potential electrolysis. Previous studies have shown that the electrochemical oxidation of σH complexes, formed by the addition of carbon or nitrogen nucleophiles followed by a two electron mechanism, corresponding to the formal elimination of the hydride anion (nucleophilic aromatic substitution of hydrogen mechanism, the NASH mechanism). For these σH complexes (Nu- = OH-, -OR, -SR, -F), the electrochemical reaction takes place by a one-electron mechanism and is followed by the radical elimination of the leaving group with the consequent recovery of the starting material. This mechanism is similar to that proposed for the electrochemical oxidation of σX complexes (nucleophilic aromatic substitution of a heteroatom, the NASX mechanism). The operating mechanism in each case, the NASH or NASX, can be rationalized in terms of thermodynamics. The standard potentials of the σ complex and/or the leaving group as well as the bond dissociation energies (BDEs) are determinant factors. This study has not led to a significant improvement in the electrochemical preparation of aromatic-substituted compounds, but does help to understand and predict the usefulness or uselessness of using the nucleophilic aromatic substitution route to obtain a desired product. Finally, the current approach extends the electrochemical methodology to different chemical fields, for example, to general nondestructive methods for the detection, identification, and quantification of either organic pollutants or explosives in different solvents. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
N-alkylthio beta-lactams, alkyl-coenzyme a asymmetric disulfides, and aryl-alkyl disulfides as anti-bacterial agents
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Page/Page column 9, (2008/12/07)
The present invention provides N-alkylthio β-lactams and disulfide compounds (e.g., alkyl-coenzyme A asymmetric disulfides or aryl-alkyl disulfides), compositions containing such compounds, and method of their use as anti-bacterial agents.
Unsymmetric aryl-alkyl disulfide growth inhibitors of methicillin-resistant Staphylococcus aureus and Bacillus anthracis
Turos, Edward,Revell, Kevin D.,Ramaraju, Praveen,Gergeres, Danielle A.,Greenhalgh, Kerriann,Young, Ashley,Sathyanarayan, Nalini,Dickey, Sonja,Lim, Daniel,Alhamadsheh, Mamoun M.,Reynolds, Kevin
, p. 6501 - 6508 (2008/12/21)
This study describes the antibacterial properties of synthetically produced mixed aryl-alkyl disulfide compounds as a means to control the growth of Staphylococcus aureus and Bacillus anthracis. Some of these compounds exerted strong in vitro bioactivity. Our results indicate that among the 12 different aryl substituents examined, nitrophenyl derivatives provide the strongest antibiotic activities. This may be the result of electronic activation of the arylthio moiety as a leaving group for nucleophilic attack on the disulfide bond. Small alkyl residues on the other sulfur provide the best activity as well, which for different bacteria appears to be somewhat dependent on the nature of the alkyl moiety. The mechanism of action of these lipophilic disulfides is likely similar to that of previously reported N-thiolated β-lactams, which have been shown to produce alkyl-CoA disulfides through a thiol-disulfide exchange within the cytoplasm, ultimately inhibiting type II fatty acid synthesis. However, the mixed alkyl-CoA disulfides themselves show no antibacterial activity, presumably due to the inability of the highly polar compounds to cross the bacterial cell membrane. These structurally simple disulfides have been found to inhibit β-ketoacyl-acyl carrier protein synthase III, or FabH, a key enzyme in type II fatty acid biosynthesis, and thus may serve as new leads to the development of effective antibacterials for MRSA and anthrax infections.
Sulfoximine-pyrimidine Macrocycles and the salts thereof, a process for making them, and their pharmaceutical use against cancer
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Page/Page column 19, (2008/06/13)
The invention relates to macrocyclic sulfoximines according to the general Formula I: wherein A, X, Y, R1, R2 and R3 have the meaning as given in the specification and the claims and the salts thereof; to pharmaceutical co
