542-85-8Relevant articles and documents
Diaryl-substituted thiosemicarbazone: A potent scaffold for the development of New Delhi metallo-β-lactamase-1 inhibitors
Li, Jia-Qi,Sun, Le-Yun,Jiang, Zhihui,Chen, Cheng,Gao, Han,Chigan, Jia-Zhu,Ding, Huan-Huan,Yang, Ke-Wu
, (2020/12/30)
The superbug infection caused by New Delhi metallo-β-lactamase (NDM-1) has become an emerging public health threat. Inhibition of NDM-1 has proven challenging due to its shuttling between pathogenic bacteria. A potent scaffold, diaryl-substituted thiosemicarbazone, was constructed and assayed with metallo-β-lactamases (MβLs). The obtained twenty-six molecules specifically inhibited NDM-1 with IC50 0.038–34.7 μM range (except 1e, 2e, and 3d), and 1c is the most potent inhibitor (IC50 = 0.038 μM). The structure-activity relationship of synthetic thiosemicarbazones revealed that the diaryl-substitutes, specifically 2-pyridine and 2-hydroxylbenzene improved inhibitory activities of the inhibitors. The thiosemicarbazones exhibited synergistic antimycobacterial actions against E. coli-NDM-1, resulted a 2–512-fold reduction in MIC of meropenem, while 1c restored 16–256-, 16-, and 2-fold activity of the antibiotic on clinical isolates ECs, K. pneumonia and P. aeruginosa harboring NDM-1, respectively. Also, mice experiments showed that 1c had a synergistic antibacterial ability with meropenem, reduced the bacterial load clinical isolate EC08 in the spleen and liver. This work provided a highly promising scaffold for the development of NDM-1 inhibitors.
HIGH-PURITY ISOTHIOCYANATE COMPOUND PREPARATION METHOD FOR INDUSTRIAL PRODUCTION
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Paragraph 0104-0116; 0120, (2020/04/09)
The present invention provides a high-purity isothiocyanate compound preparation method for industrial production. Specifically, in the method, organic amine and CS2 are used as raw materials to prepare the thiocarbamate, and then desulfurization is carried out, and the high-purity isothiocyanate compound is obtained by using purification, post-processing and other methods. The method in the present invention is suitable for industrial production, is simple in the post-processing, has a high yield rate, and allows the product to have a high purity, and is suitable for the production of the isothiocyanate compound in the pharmaceutical industry.
1 - Ethyl - (3 - dimethyl aminopropyl) carbodiimide hydrochloride preparation method (by machine translation)
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Paragraph 0025; 0031-0032; 0035-0036; 0040-0042, (2019/03/08)
The invention relates to a 1 - ethyl - (3 - dimethyl aminopropyl) carbodiimide hydrochloride preparation method, which belongs to the technical field of pharmaceutical intermediates. The preparation method comprises the reaction generating EDTC, prepared crude EITC, distillation fractionation, to produce an intermediate, make the EDC and to obtain the target product in seven steps. The present invention provides a preparation method, has a high product yield and purity, the operation step is simple, easy to implement, for industrial production. (by machine translation)
Double three bromo 1,3-di-pyridine salt-based propane and its preparation method, method of use, recovery method and application
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Paragraph 0075; 0076; 0190; 0191, (2016/10/07)
The invention discloses a double tribromo 1,3-bipyridine onium salt dimethylmethane, and a preparation method, an application method, a recovery method and application thereof. The preparation method comprises the following steps: dissolving 1,3-bipyridine onium salt dimethylmethane by using water, and then adding potassium bromide; adding potassium peroxymonosulfate sulfate compound brine solution to prepare a clear solution after dissolving potassium bromide, and then stirring and reacting at -10 to 0 DEG C until solid is separated out; separating out solid, so as to obtain the double tribromo 1,3-bipyridine onium salt dimethylmethane. The product can be used for preparing isothiocyanate, aromatic thiourea or acetanilide. The preparation method disclosed by the invention is mild in condition, and simple to operate the reaction process, and raw materials are easily available. The double tribromo 1,3-bipyridine onium salt dimethylmethane not only can be used as a brominating reagent, but also can be used as organic synthesis intermediates, meanwhile, the reaction efficiency is improved, and the double tribromo 1,3-bipyridine onium salt dimethylmethane is convenient to recover and can be recycled.
Synthesis and structure-activity relationships of aliphatic isothiocyanate analogs as antibiotic agents
Li, Deguang,Shu, Yanan,Li, Pingliang,Zhang, Wenbing,Ni, Hanwen,Cao, Yongsong
, p. 3119 - 3125 (2013/07/11)
Isothiocyanates (ITCs) are one of the many classes of breakdown products of glucosinolates found in plants and exhibit biologic activity against various pathogens. In this work, aliphatic isothiocyanates were prepared and the antimicrobial activities against plant pathogenic fungi and bacteria were tested to understand the structure-activity relationships. The results indicated that longer-chain derivatives exert a steric inhibition on toxicity of ITCs against Rhizoctonia solani because of steric hindrance and the order of the eight aliphatic ITCs was ethyl > n-propyl > methyl > n-hexyl > n-octyl > n-butyl > n-heptyl > n-pentyl. Because the hydrophobicity of ITCs was enhanced by increasing alkyl chain length, the antibacterial activity of ITCs against Erwinia carotovora was moderately intense with an increase in hydrophobicity and the order was n-octyl > n-pentyl > n-heptyl > n-hexyl > n-propyl > n-butyl > methyl > ethyl. The present study revealed that some of the compounds exhibited promising antimicrobial activity and could be used as an acceptable alternative to the traditional synthetic fungicides for controlling R. solani and E. carotovora.
Dimethylsilylaminophosphane heterocyclization of isothiocyanates to diazaphosphole-thiones through zwitterionic intermediates
Petrov, Petar Y.,Angelov, Christo M.,McDonald, Robert,Alexiev, Alexi,Cavell, Ronald G.
scheme or table, p. 196 - 202 (2011/07/09)
Isothiocyanates react with Me2P- N(SiMe3)2 with elimination of (Me3Si)2Stogivenew structurally characterized heterocyclic diazaphosphole derivatives, and in one case the intermediate zwitteri- onic compound was isolated and structurally characterized.
The mechanisms of hydrolysis of N-alkyl O-arylthioncarbamate esters
Humeres, Eduardo,De Souza, Eduardo P.,Debacher, Nito A.
body text, p. 915 - 924 (2011/09/20)
The hydrolysis of N-ethyl O-p-methoxyphenylthioncarbamate (EMeOT) at 50°-C was studied in the range of HXo S3.6 to HS 13.7. The pH-rate profile showed that the hydrolysis occurred through specific acid catalysis at pH 3. The excess acidity plot against X was linear with slope 0.93, and the Bunnett-Olsen coefficient was 0.07. The acid hydrolysis occurred by an A1 mechanism. The basic hydrolysis of EMeOT can be explained if the mechanism is E1cb. At pH >3 the rate constants increased, reaching a constant value indicating that the expulsion of the aryloxy is not concerted. The neutral species hydrolyzed with general base catalysis with Bronsted β=.63±0.07. Water acted as a general base catalyst with (pseudo-) first-order rate constant kN=(2.6±0.2)×10-8 s-1, and inverse kinetic solvent isotope effect of kD o =kHo= 2:76 consistent with a transfer of the proton at a late transition state, as also supported by the highly negative entropy of activation (-31 cal K-1 mol-1). The polynomial expression of the proton inventory curve presented a minimum of the standard deviations that favors the assumption that there are three active protons. The N to O proton transfer to the water molecule forms an incipient hydron. The fractionation factor of the TS of the protons indicated that the hydron is ca. 68% developed at the transition state. Copyright
Alkoxy isothiocyanates as intermediates in the flash vacuum pyrolysis of alkoxythioureas
Pedersen, Carl Th.,Jensen, Frank,Flammang, Robert
experimental part, p. 69 - 74 (2009/07/18)
Methoxy isothiocyanate MeONCS 2b was detected by matrix isolation IR spectroscopy following flash vacuum pyrolysis (FVP) of N-methoxythioureas, N-tert-butyl-N′-methoxythiourea 1d being the best precursor. Isothiocyanates 3, amines, and aldehydes are also
Vapor generation of inorganic anionic species after aqueous phase alkylation with trialkyloxonium tetrafluoroborates
D'Ulivo, Alessandro,Pagliano, Enea,Onor, Massimo,Pitzalis, Emanuela,Zamboni, Roberto
experimental part, p. 6399 - 6406 (2010/04/06)
Aqueous phase reaction of trialkyloxonium tetrafluoroborates, R 3O+BF4- (R=Me, Et) has been tested in the alkylation of simple inorganic anionic substrates such as halogen ions, cyanide, thiocyanate, sulphide an
