26170-87-6Relevant academic research and scientific papers
Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols
Xia, Anjie,Qi, Xueyu,Mao, Xin,Wu, Xiaoai,Yang, Xin,Zhang, Rong,Xiang, Zhiyu,Lian, Zhong,Chen, Yingchun,Yang, Shengyong
supporting information, (2019/05/07)
A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.
Novel method for preparing thiophene formaldehyde compounds
-
Paragraph 0028-0031, (2019/08/20)
The present invention provides a novel method for preparing thiophene formaldehyde compounds by using cyclopropylethanol and K2S under metal-free catalytic conditions. The thiophene formaldehyde compounds are directly synthesized by using cyclopropylethan
Furan- and thiophene-2-carbonyl amino acid derivatives activate hypoxia-inducible factor via inhibition of factor inhibiting hypoxia-inducible factor-1
Kawaguchi, Shin-ichi,Gonda, Yuhei,Yamamoto, Takuya,Sato, Yuki,Shinohara, Hiroyuki,Kobiki, Yohsuke,Ichimura, Atsuhiko,Dan, Takashi,Sonoda, Motohiro,Miyata, Toshio,Ogawa, Akiya,Tsujita, Tadayuki
, (2018/04/17)
Induction of a series of anti-hypoxic proteins protects cells during exposure to hypoxic conditions. Hypoxia-inducible factor-α (HIF-α) is a major transcription factor that orchestrates this protective effect. To activate HIF exogenously, without exposing
Design and synthesis of natural product derivatives with selective and improved cytotoxicity based on a sesquiterpene scaffold
Zhang, Yang,Zhang, Zhuowei,Wang, Bo,Liu, Ling,Che, Yongsheng
supporting information, p. 1885 - 1888 (2016/04/05)
Brasilamide E (1) is a bisabolane sesquiterpenoid isolated from the solid-substrate fermentation cultures of a plant endophytic fungus Paraconiothyrium brasiliense. The compound specifically inhibited proliferation of the MCF-7 cells, but did not show cyt
Substituted furopyridinediones as novel inhibitors of α-glucosidase
Bathula, Chandramohan,Mamidala, Rajinikanth,Thulluri, Chiranjeevi,Agarwal, Rahul,Jha, Kunal Kumar,Munshi, Parthapratim,Adepally, Uma,Singh, Ashutosh,Chary, M. Thirumala,Sen, Subhabrata
, p. 90374 - 90385 (2015/11/11)
The global preponderance of diabetes mellitus has prompted the medical community to opt for various therapeutic solutions to curb this menace. One of the means involved controlling the post prandial hyperglycemia. α-Glucosidase inhibitors are known to be
Design and synthesis of arylthiophene-2-carbaldehydes via suzuki-miyaura reactions and their biological evaluation
Ali, Shaukat,Rasool, Nasir,Ullah, Aman,Nasim, Faiz-Ul-Hassan,Yaqoob, Asma,Zubair, Muhammad,Rashid, Umer,Riaz, Muhammad
, p. 14711 - 14725 (2014/01/17)
A series of various novel 4-arylthiophene-2-carbaldehyde compounds were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, haemolytic, antiurease, and nitric oxide (NO) scavenging capabilities and interestingly, almost all products turned out to have good activities. 3-(5-Formylthiophene- 3-yl)-5-(trifloromethyl)benzonitrile (2d) revealed excellent antibacterial activity, showing an IC50 value of 29.7 μg/mL against Pseudomonas aeruginosa, compared to the standard drug streptomycin with an IC50 value 35.2 μg/mL and was also found to be the best NO scavenger, with an IC50 value of 45.6 μg/mL. Moreover, 4-(3-chloro-4-fluorophenyl) thiophene-2-carbaldehyde (2i) exhibited a superior haemolytic action and an outstanding urease inhibition, showing an IC50 value of 27.1 μg/mL.
First selective CYP11B1 inhibitors for the treatment of cortisol-dependent diseases
Hille, Ulrike E.,Zimmer, Christina,Vock, Carsten A.,Hartmann, Rolf W.
supporting information; experimental part, p. 2 - 6 (2011/04/17)
Outgoing from an etomidate-based design concept, we succeeded in the development of a series of highly active and selective inhibitors of CYP11B1, the key enzyme of cortisol biosynthesis, as potential drugs for the treatment of Cushing's syndrome and rela
Practical access to metallo thiophenes: Regioselective synthesis of 2,4-disubstituted thiophenes
Asselin, Sylvie M.,Bio, Matthew M.,Langille, Neil F.,Ngai, Ka Yi
supporting information; experimental part, p. 1427 - 1431 (2011/09/20)
This report describes a protocol for functionalization of thiophenes, utilizing a regioselective magnesiation mediated by commercial Grignard reagents and catalytic 2,2,6,6-tetramethylpiperidine. This metalation provides practical access to metallo thiophenes, avoiding cryogenic conditions, prolonged reaction times, and prohibitively expensive reagents. Application to a target thiophene-phthalazinone 6 was accomplished by addition of 2-magnesio-4- methylthiophene to phthalic anhydride, providing the product with >40:1 regioselectivity. This also solved a chemoselectivity issue encountered with analogous lithio-thiophene reagents and cyclic anhydrides, or with magnesio-thiophene generated by simultaneous lithium-to-magnesium transmetalation/anhydride acylation. These alternative in situ transmetalation sequences were plagued by an age effect dictated by the kinetic solubility of MgCl2/THF complexes.
Synthesis, biological evaluation and molecular modelling studies of methyleneimidazole substituted biaryls as inhibitors of human 17α-hydroxylase-17,20-lyase (CYP17). Part I: Heterocyclic modifications of the core structure
Jagusch, Carsten,Negri, Matthias,Hille, Ulrike E.,Hu, Qingzhong,Bartels, Marc,Jahn-Hoffmann, Kerstin,Mendieta, Mariano A.E. Pinto-Bazurco,Rodenwaldt, Barbara,Mueller-Vieira, Ursula,Schmidt, Dirk,Lauterbach, Thomas,Recanatini, Maurizio,Cavalli, Andrea,Hartmann, Rolf W.
, p. 1992 - 2010 (2008/09/20)
Novel chemical entities were prepared via Suzuki and SN reaction as AC-ring substrate mimetics of CYP17. The synthesised compounds 1-31 were tested for activity using human CYP17 expressed in Escherichia coli. Promising compounds were tested for selectivity against hepatic CYP enzymes (3A4, 2D6, 1A2, 2C9, 2C19, 2B6). Two potent inhibitors (27, IC50 = 373 nM/28, IC50 = 953 nM) were further examined in rats regarding their effects on plasma testosterone levels and their pharmacokinetic properties. Compound 28 was similarly active as abiraterone and showed better pharmacokinetic properties (higher bioavailability, t1/2 9.5 h vs 1.6 h). Docking studies revealed two new binding modes different from the one of the substrates and steroidal inhibitors.
Non-thiol farnesyltransferase inhibitors: Utilization of the far aryl binding site by arylthienylacryloyl-aminobenzophenones
Mitsch, Andreas,Altenkaemper, Mirko,Sattler, Isabel,Schlitzer, Martin
, p. 9 - 17 (2007/10/03)
We recently described two novel aryl binding sites of farnesyltransferase. The 4- and 5-arylsubstituted thienylacryloyl moieties turned out as appropriate substituents for our benzophenone-based AAX-peptidomimetic capable for occupying the far aryl binding site.
