96-29-7Relevant articles and documents
Analogues of the Herbicide, N-Hydroxy- N-isopropyloxamate, Inhibit Mycobacterium tuberculosis Ketol-Acid Reductoisomerase and Their Prodrugs Are Promising Anti-TB Drug Leads
Kandale, Ajit,Patel, Khushboo,Hussein, Waleed M.,Wun, Shun Jie,Zheng, Shan,Tan, Lendl,West, Nicholas P.,Schenk, Gerhard,Guddat, Luke W.,McGeary, Ross P.
, p. 1670 - 1684 (2021/02/27)
New drugs to treat tuberculosis (TB) are urgently needed to combat the increase in resistance observed among the current first-line and second-line treatments. Here, we propose ketol-acid reductoisomerase (KARI) as a target for anti-TB drug discovery. Twenty-two analogues of IpOHA, an inhibitor of plant KARI, were evaluated as antimycobacterial agents. The strongest inhibitor of Mycobacterium tuberculosis (Mt) KARI has a Ki value of 19.7 nM, fivefold more potent than IpOHA (Ki = 97.7 nM). This and four other potent analogues are slow- and tight-binding inhibitors of MtKARI. Three compounds were cocrystallized with Staphylococcus aureus KARI and yielded crystals that diffracted to 1.6-2.0 ? resolution. Prodrugs of these compounds possess antimycobacterial activity against H37Rv, a virulent strain of human TB, with the most active compound having an MIC90 of 2.32 ± 0.04 μM. This compound demonstrates a very favorable selectivity window and represents a highly promising lead as an anti-TB agent.
Site-specific catalytic activities to facilitate solvent-free aerobic oxidation of cyclohexylamine to cyclohexanone oxime over highly efficient Nb-modified SBA-15 catalysts
Ding, Wei,Mao, Liqiu,Peng, Haoyu,Yin, Dulin,Zhong, Wenzhou
, p. 3409 - 3422 (2020/06/09)
The development of highly active and selective heterogeneous catalysts for efficient oxidation of cyclohexylamine to cyclohexanone oxime is a challenge associated with the highly sensitive nitrogen center of cyclohexylamine. In this work, dispersed Nb oxide supported on SBA-15 catalysts are disclosed to efficiently catalyze the selective oxidation of cyclohexylamine with high conversion (>75%) and selectivity (>84%) to cyclohexanone oxime by O2without any addition of solvent (TOF = 469.8 h?1, based on the molar amount of Nb sites). The role of the active-site structure identity in dictating the site-specific catalytic activities is probed with the help of different reaction and control conditions and multiple spectroscopy methods. Complementary to the experimental results, further poisoning tests (with KSCN or dehydroxylation reagents) and DFT computational studies clearly unveil that the surface exposed active centers toward activation of the reactants are quite different: the surface -OH groups can catch the NH2group from cyclohexylamine by forming a hydrogen bond and lead to a more facile cyclohexylamine oxidation to desired products, while the monomeric or oligomeric Nb sites with a highly distorted structure play a key role in the dissociation of O2molecules beneficial for insertion of active oxygen species into cyclohexylamine. These catalysts exhibit not only satisfactory recyclability for cyclohexylamine oxidation but also efficiently catalyze the aerobic oxidation of a wide range of amines under solvent-free conditions.
Functional panchromatic BODIPY dyes with near-infrared absorption: Design, synthesis, characterization and use in dye-sensitized solar cells
Huaulmé, Quentin,Aumaitre, Cyril,Kontkanen, Outi Vilhelmiina,Beljonne, David,Sutter, Alexandra,Ulrich, Gilles,Demadrille, Renaud,Leclerc, Nicolas
supporting information, p. 1758 - 1768 (2019/08/07)
We report two novel functional dyes based on a boron-dipyrromethene (BODIPY) core displaying a panchromatic absorption with an extension to the near-infrared (NIR) range. An innovative synthetic approach for preparing the 2,3,5,6-tetramethyl-BODIPY unit is disclosed, and a versatile way to further functionalize this unit has been developed. The optoelectronic properties of the two dyes were computed by density functional theory modelling (DFT) and characterized through UV-vis spectroscopy and cyclic voltammetry (CV) measurements. Finally, we report preliminary results obtained using these functional dyes as photosensitizers in dyesensitized solar cells (DSSCs).
Octamolybdate-based hybrids for direct conversion of aldehydes and ketones to oximes
Han, Pei Pei,Li, Jie,Xing, Cui Li,Zhao, Meng,Han, Qiu Xia,Li, Ming Xue
, (2019/11/02)
Two inorganic-organic hybrid materials, [Co(L)2]2Na2[β-Mo8O26]·9H2O (1) and [Fe(L)2]2Na2[β-Mo8O26]·9H2O (2) (HL = 2-acetylpyrazine N4-methyl thiosemicarbazone) have been synthesized and characterized by elemental analyses, infrared (IR) spectroscopy, thermal gravimetric analysis (TGA), powder X-ray diffraction (PXRD) and single-crystal X-ray diffraction. The hybrids 1 and 2 were explored in the oximation of aldehydes and ketones with in situ generated hydroxylamine by a one-pot procedure. In the crystal structures of 1 and 2, N-containing thiosemicarbazide ligands, Lewis acid, and oxidation catalyst octamolybdate coexist within a confined space providing a promising synergistic catalytic way. Hybrids 1 and 2 displayed high catalytic activity and selectivity for the oximation of aldehydes and ketones.
Green synthesis of low-carbon chain nitroalkanes via a novel tandem reaction of ketones catalyzed by TS-1
Chu, Qingyan,He, Guangke,Xi, Yang,Wang, Ping,Yu, Haoxuan,Liu, Rui,Zhu, Hongjun
, p. 46 - 50 (2018/02/09)
A green and efficient one-pot method has been developed for the synthesis of low-carbon chain nitroalkanes via a novel TS-1 catalyzed tandem oxidation of ketones with H2O2 and NH3. The tandem reaction including ammoxidation, oximation and oxidation of oximes, afforded up to 88% yield and 98% chemo-selectivity requiring only 90 min, at 70 °C and atmospheric pressure. Moreover, this method was even amenable to 100-fold scale-up without loss of chemical efficiency with 87% yield, represents a significant advance towards industrial production of nitroalkanes. Furthermore, the plausible mechanism of TS-1 catalyzed tandem oxidation of ketones to prepare nitroalkanes was proposed.
High add valued application of turpentine in crop production through structural modification and qsar analysis
Gao, Yanqing,Li, Jingjing,Li, Jian,Song, Zhanqian,Shang, Shibin,Rao, Xiaoping
, (2018/02/17)
Turpentine is a volatile component of resin, which is an abundant forest resource in Southern China. As one of the most important components, the integrated application of-pinene has been studied. The broad-spectrum evaluation of -pinene and its analogues has, therefore, been necessary. In an attempt to expand the scope of agro-activity trials, the preparation and the evaluation of the herbicidal activity of a series of -pinene analogues against three agricultural herbs were carried out. In accordance with the overall herbicidal activity, it is noteworthy that compounds 6k, 6l, and 6m demonstrated extreme activity with IC50 values of 0.065, 0.065, and 0.052 mol active ingredients/hectare against E. crus-galli. The preliminary structure-activity relationship (SAR) was analyzed and the compounds with the appropriate volatility and substituent type that had beneficial herbicidal activity were analyzed. Simultaneously, the quantitative structure-activity relationship (QSAR) model was built and the most important structural features were indicated, which was, to a certain extent, in line with the SAR study. The study aimed to study the application of the forest resource turpentine in agriculture as a potential and alternative approach for comprehensive utilization.
AMMOXMATION CATALYST AND PROCESS FOR PRODUCING OXIME
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Paragraph 0088, (2018/05/27)
Disclosed is an ammoximation catalyst useful in producing oximes from ketones with high yield and high selectivity by ammoximation reaction using hydrogen, oxygen and ammonia. The ammoximation catalyst contains (a) a titanosilicate and (b) a metal supported on the titanosilicate and/or another support that is different from the titanosilicate; the metal comprising palladium and gold.
Method for preparing oxime
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Paragraph 0031; 0032; 0033, (2018/09/08)
The invention discloses a method for preparing oxime. The method is characterized in that catalytic reaction for oxime synthesis is performed by using a titanium silicate molecular sieve of a MSE topological structure as a catalyst and using ketone or aldehyde, ammonia and hydrogen peroxide as a reaction system, wherein in the reaction system, the weight ratio of ketone or aldehyde to the catalystto a solvent is 1:(0.03 to 0.15):(1 to 15); the molar ratio of the ketone or aldehyde to the ammonia is 1:(1 to 4); the catalyst is Ti-MSE or a combination body of Ti-MSE and silicon dioxide or a titanium-containing molecular sieve. Compared with the prior art, the method has the advantages that the selectivity is high; the catalytic activity is high; the aftertreatment is simple and convenient;the conversion rate of reactants of ketone or aldehyde reaches up to 99 percent; the product oxime selectivity reaches up to 99 percent, so that the molecular sieve shows excellent catalytic activityin the specific catalysis field; the application field of the molecular sieve is expanded; a novel and environment-friendly ammoxidation oxime preparation path is provided; certain industrial popularization and application prospects and prominent economic values are realized.
Novel process for synthesizing oxime through in-situ generated ammonia
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Paragraph 0030; 0031; 0034; 0035; 0036-0041; 0044; 0045, (2017/07/19)
The invention discloses a novel process for synthesizing oxime through in-situ generated ammonia. The novel process is characterized in that ammonium salt and strong alkali and weak acid salt generate ammonia in situ, and then the ammonia reacts with ketone and hydrogen peroxide under catalysis of a titanium silicalite molecular sieve. The synthetic process has the advantages of simple oximation reaction, mild reaction conditions, few by-products, high product yield and environmentally friendliness. The synthesizing method is simple, an aftertreatment process is simple and convenient and has very strong operability and repeatability, and industrial production is promoted.
A process for synthesizing of cyclohexanone oxime (by machine translation)
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Paragraph 0035; 0036, (2017/08/29)
The invention discloses a process for synthesizing of cyclohexanone oxime, in carbonate aqueous solution is in the system, in order to titanium-silicon molecular sieve as the catalyst, ketone, ammonia and hydrogen peroxide produced by the reaction of oxime; and, in the reaction process through the pH value of the reaction system to determine the real-time monitoring of the reaction process and to determine the optimal reaction mixture ratio. By monitoring the reaction system pH value to judge in the reaction process to determine the optimal reaction ratio, further through the carbonate aqueous solution to adjust the pH value of the system in order to improve the reaction speed and ammonia conversion rate. (by machine translation)
