18773-95-0Relevant articles and documents
Effect of the Leaving Group in the Hydrolysis of N-Acylimidazoles. The Hydroxide Ion, Water, and General Base Catalyzed Hydrolysis of N-Acyl-4(5)-nitroimidazoles
Fife, Thomas H.,Natarajan, R.,Werner, Milton H.
, p. 740 - 746 (1987)
The second-order rate constants kOH for hydroxide ion catalyzed hydrolysis of N-acylimidazoles substituted in the imidazole group show only a moderate dependence on the pKa of the leaving group (βlg = -0.28), which indicat
An efficient catalytic method for the c-n acylation of heterocycles by schiff base co(Ii), ni(ii), cu(ii) and zn(ii) transition metal complexes
Hegade, Sujit,Gaikwad, Gautam,Jadhav, Yuvraj,Chavan, Sanjay,Mulik, Ganpatrao
, p. 611 - 616 (2021/09/30)
The catalytic activity of Schiff base Co(II), Ni(II), Cu(II) and Zn(II) transition metal complexes was tested for N-Acylation of heterocycles with acetyl chloride. It is observed that all the complexes worked as efficient catalysts. The structural type of complexes was studied by an X-ray powder diffractogram (XRD). The mixed ligand complexes with PPh3 ligand show greater activity as compared to Phen complexes and Schiff base complexes. Especially complex [Ni(L)(PPh3)2Cl2] efficiently worked as a catalyst because of high thermal stability (TGA-DSC) and large catalytic surface area (BET).
N-Acylazole mediated stereoselective and regioselective synthesis of N-substituted azole acrylonitriles
Aydin, Osman,K?kten, ?ule,ünver, Hakan,?elik, ?lhami
, p. 1134 - 1148 (2019/09/10)
Regio- and stereoselective synthesis of N -substituted azole acrylonitriles has been achieved smoothly in N, N -dimethylformamide (DMF) in the presence of potassium carbonate (K 2 CO 3) as a base catalyst. N -Substituted azole acrylonitriles were obtained
Synthesis of Some Benzimidazole-based Heterocycles and their Application as Copper Corrosion Inhibitors
Eldebss, Taha M. A.,Farag, Ahmad M.,Shamy, Adel Y. M.
, p. 371 - 390 (2019/01/08)
A series of new substituted benzimidazoles embedded with a variety of function groups has been synthesized from N-methyl-2-bromoacetylbenzimidazole. The synthesized compounds were fully characterized, and their structures were elucidated based on elemental analysis, spectral data, and alternative synthetic pathways, whenever possible. Some of benzimidazole derivatives were tested as corrosion inhibitors.
A azole amide preparation method of the compound
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Paragraph 0019-0021; 0025-0027; 0065-0066, (2018/04/27)
A preparation method of an azole-series amide compound. The invention discloses a method including a reaction that the azole-series amide is synthesized from a carboxylic acid compound and an azole compound with a copper salt as a catalyst and molecular o
Facile One-Pot Synthesis of Benzimidazole and Quinoxalin-2(1 H)-one Scaffolds via Two-Component Coupling Reaction, Deprotection, and Intermolecular Cyclization
Chen, Zhong-Zhu,Tang, Ying,Zuo, Lei,Tang, Dian-Yong,Zhang, Jin,Xu, Zhi-Gang
supporting information, p. 2518 - 2520 (2015/07/27)
Two scaffolds, namely benzimidazole and quinoxalin-2(1H)-one, were synthesized by treating 2-(N-Boc-amino)phenylisocyanide (Boc: tert-butoxycarbonyl) with carboxylic acids and glyoxylic acids, respectively. The target compounds were generated directly aft
Solvent free, highly chemoselective N and O-acylation on silica and silica magnesium oxide: A recyclable solid surface
Ghosh, Pranab,Mandal, Amitava
, p. 261 - 268 (2012/10/29)
Silica or silica/magnesium oxide mixed surface mediates the N and O-acylation, benzoylation or sulfonylation of hosts of substrates under solvent free conditions at ambient temperature with high chemoselectivity.
Inhibitors of the salicylate synthase (Mbti) from Mycobacterium tuberculosis discovered by high-throughput screening
Vasan, Mahalakshmi,Neres, Joao,Williams, Jessica,Wilson, Daniel J.,Teitelbaum, Aaron M.,Remmel, Rory P.,Aldrich, Courtney C.
experimental part, p. 2079 - 2087 (2011/11/29)
A simple steady-state kinetic high-throughput assay was developed for the salicylate synthase MbtI from Mycobacterium tuberculosis, which catalyzes the first committed step of mycobactin biosynthesis. The mycobactins are small-molecule iron chelators produced by M. tuberculosis, and their biosynthesis has been identified as a promising target for the development of new antitubercular agents. The assay was miniaturized to a 384-well plate format and high-throughput screening was performed at the National Screening Laboratory for the Regional Centers of Excellence in Biodefense and Emerging Infectious Diseases (NSRB). Three classes of compounds were identified comprising the benzisothiazolones (class I), diarylsulfones (class II), and benzimidazole-2-thiones (class III). Each of these compound series was further pursued to investigate their biochemical mechanism and structure-activity relationships. Benzimidazole-2-thione 4 emerged as the most promising inhibitor owing to its potent reversible inhibition.
Synthesis of analogs of L-valacyclovir and determination of their substrate activity for the oligopeptide transporter in Caco-2 cells
Friedrichsen, Gerda Marie,Chen, Weiqing,Begtrup, Mikael,Lee, Chao-Pin,Smith, Philip L.,Borchardt, Ronald T.
, p. 1 - 13 (2007/10/03)
L-Valacyclovir, a prodrug of acyclovir, is a substrate for the peptide transporter (PepT1) in the intestinal mucosa, which accounts for its higher than expected oral bioavailability. The substrate activity of L-valacyclovir for PepT1 is surprising, particularly when one considers that the molecule has the structural features of a nucleoside rather than a peptide. In an attempt to better understand the structure-transport relationships (STR) for the interactions of L-valacyclovir with PepT1, analogs of this molecule with structural changes in the guanine moiety were synthesized and their substrate activity for PepT1 in Caco-2 cell monolayers was determined. The analogs synthesized include those that had the guanine moiety of L-valacyclovir substituted with purine, benzimidazole, and 7-azaindole. All three analogs (purine, benzimidazole, and 7-azaindole) exhibited affinity for PepT1 in binding studies, but only the purine analog (as the L-valine ester) showed PepT1-associated transcellular transport across Caco-2 cell monolayers. The benzimidazole and 7-azaindole analogs (as their L-valine esters) were rapidly metabolized by esterase when applied to the apical surface of Caco-2 cells, which probably explains their low penetration as the intact prodrugs via PepT1.
An efficient synthesis of mimetics of neamine for RNA recognition.
Ding,Hofstadler,Swayze,Griffey
, p. 1621 - 1623 (2007/10/03)
As mimetics of neamine, several 4-heterocyclic 2-deoxystreptamine derivatives were chemically synthesized for RNA recognition. Conversion of 4-methylthiomethyl-5,6-di-O-acetyl-diazido-2-deoxystreptamine to the 4-chloromethyl derivative followed by reactions with different nuclophilic reagents gave the 4-heterocyclic 2-deoxystreptamine derivatives in satisfactory yields.
