124702-80-3Relevant articles and documents
Cyanopyridyl containing 1,4-dihydroindeno[1,2-c]pyrazoles as potent checkpoint kinase 1 inhibitors: Improving oral biovailability
Tong, Yunsong,Przytulinska, Magdalena,Tao, Zhi-Fu,Bouska, Jennifer,Stewart, Kent D.,Park, Chang,Li, Gaoquan,Claiborne, Akiyo,Kovar, Peter,Chen, Zehan,Merta, Philip J.,Bui, Mai-Ha,Olson, Amanda,Osterling, Donald,Zhang, Haiying,Sham, Hing L.,Rosenberg, Saul H.,Sowin, Thomas J.,Lin, Nan-horng
, p. 5665 - 5670 (2007)
A series of 1,4-dihydroindeno[1,2-c]pyrazole compounds with a cyanopyridine moiety at the 3-position of the tricyclic pyrazole core was explored as potent CHK-1 inhibitors. The impact of substitutions at the 6 and/or 7-position of the core on pharmacokinetic properties was studied in detail. Compounds carrying a side chain with an ether linker at the 7-position and a terminal morpholino group, such as 29 and 30, exhibited much-improved oral biovailability in mice as compared to earlier generation inhibitors. These compounds also possessed desirable cellular activity in potentiating doxorubicin and will serve as valuable tool compounds for in vivo evaluation of CHK-1 inhibitors to sensitize DNA-damaging agents.
Efficient demethylation of aromatic methyl ethers with HCl in water
Bomon, Jeroen,Bal, Mathias,Achar, Tapas Kumar,Sergeyev, Sergey,Wu, Xian,Wambacq, Ben,Lemière, Filip,Sels, Bert F.,Maes, Bert U. W.
, p. 1995 - 2009 (2021/03/26)
A green, efficient and cheap demethylation reaction of aromatic methyl ethers with mineral acid (HCl or H2SO4) as a catalyst in high temperature pressurized water provided the corresponding aromatic alcohols (phenols, catechols, pyrogallols) in high yield. 4-Propylguaiacol was chosen as a model, given the various applications of the 4-propylcatechol reaction product. This demethylation reaction could be easily scaled and biorenewable 4-propylguaiacol from wood and clove oil could also be applied as a feedstock. Greenness of the developed methodversusstate-of-the-art demethylation reactions was assessed by performing a quantitative and qualitative Green Metrics analysis. Versatility of the method was shown on a variety of aromatic methyl ethers containing (biorenewable) substrates, yielding up to 99% of the corresponding aromatic alcohols, in most cases just requiring simple extraction as work-up.
Indanone derivative 5,6-dyhydroxy-2,3-dihydrocaroone-1H-indene-1-ketone and preparation method thereof
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Paragraph 0038-0047, (2016/11/28)
The invention provides indanone derivative 5,6-dyhydroxy-2,3-dihydrocaroone-1H-indene-1-ketone and a preparation method thereof, relates to indanone derivatives and a preparation method thereof and aims to solve the technical problems that in the prior art, the operation process is complex, controllability is poor, the product yield is low, and stability is poor. The structural formula of the indanone derivative can be found in the specification. The preparation method includes the steps that 1, a 5,6-dimethoxy-2,3-dihydrocaroone-1H-indene-1-ketone solution is prepared; 2, boron tribromide is added for a reaction; 3, a saturated sodium bicarbonate solution is added for neutralizing the boron tribromide; 4, extraction and spin steaming are conducted. A product obtained through the method has good stability and a high yield; by means of the method, two methoxyl functional groups adjacent to indanone are converted into hydroxyl, and the activity of the indanone is greatly improved so that indanone derivatives provided with different substituent groups can be synthesized on the indanone, and crystal complexes of different spacial structures are configured. The preparation method is used for preparing the 5,6-dyhydroxy-2,3-dihydrocaroone-1H-indene-1-ketone.
