59147-02-3Relevant articles and documents
Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities
Oh, Sangmi,Kwon, Do Yoon,Choi, Inhee,Kim, Young Mi,Lee, Ji Young,Ryu, Jiyoung,Jeong, Hangyeol,Kim, Myung Jin,Song, Rita
supporting information, p. 563 - 571 (2021/05/06)
This study evaluated the potential use of senescence-inducing small molecules in the treatment of melanoma. We screened commercially available small-molecule libraries with high-throughput screening and high-content screening image-based technology. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold-induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogues were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.
Novel substituted benzoyl compound and its pharmaceutically acceptable salt and preparation method and application (by machine translation)
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Paragraph 0206-0207; 0211-0212, (2019/11/13)
The invention relates to the general formula I shown novel substituted benzoyl compound and its pharmaceutically acceptable salt and preparation method and application. The invention also provides pharmaceutical compositions containing them, in vitro and in vivo anti-tumor effect results and acute toxicity study, the obtained anti-tumor drug model substituted benzoyl compound, has more excellent anti-tumor activity and safety, can be in the treatment of leukemia, lung cancer, colon cancer, ovarian cancer and renal carcinoma tumor in the application, so that the therapeutic window, so in the medical field as antitumor agents in the very application value. (by machine translation)
4-(Furan-2-yl)phenyl-containing polydithienylpyrroles as promising electrodes for high contrast and coloration efficiency electrochromic devices
Wang, Wen-Hsin,Chang, Jui-Cheng,Wu, Tzi-Yi
, p. 23 - 32 (2019/07/05)
A 4-(furan-2-yl)phenyl-containing conjugated dithienylpyrrole (FPT) was prepared using a Paal-Knorr reaction and its homologous homopolymer (PFPT) and copolymers (P(FPT-co-DTC) and P(FPT-co-DTP)) were electrosynthesized. Spectroelectrochemical investigations displayed that PFPT film was saffron yellow (0 V) in a reduced state, yellowish-gray (1.0 V), light purple (1.2 V), and bluish-purple (1.4 V) in an oxidized state. P(FPT-co-DTC) film was green, grayish-green, grayish-blue, and bluish-purple from reduced to oxidized states. Electrochromic switching studies revealed the transmittance change (ΔT) of PFPT, P(FPT-co-DTC), and P(FPT-co-DTP) films were 22.7%, 44.8%, and 50.7% at 1320 nm, 906 nm, and 1212 nm, respectively, and the coloration efficiency (η) of PFPT, P(FPT-co-DTC), and P(FPT-co-DTP) films were estimated to be 181.8 cm2 C?1, 229.0 cm2 C?1, and 232.4 cm2 C?1 at 1320 nm, 906 nm, and 1212 nm, respectively. A P(FPT-co-DTP)/PProDOT-Et2 ECD revealed a high ΔT (38.6% at 612 nm) and rapid switching time, whereas a PFPT/PProDOT-Et2 ECD attained a high ΔT (33.3% at 590 nm), a high η (533.5 cm2 C?1 at 590 nm) and long-term reversible redox behaviors.
Selective PPARδ Modulators Improve Mitochondrial Function: Potential Treatment for Duchenne Muscular Dystrophy (DMD)
Lagu, Bharat,Kluge, Arthur F.,Tozzo, Effie,Fredenburg, Ross,Bell, Eric L.,Goddeeris, Matthew M.,Dwyer, Peter,Basinski, Andrew,Senaiar, Ramesh S.,Jaleel, Mahaboobi,Tiwari, Nirbhay Kumar,Panigrahi, Sunil K.,Krishnamurthy, Narasimha Rao,Takahashi, Taisuke,Patane, Michael A.
supporting information, p. 935 - 940 (2018/09/06)
The X-ray structure of the previously reported PPARδ modulator 1 bound to the ligand binding domain (LBD) revealed that the amide moiety in 1 exists in the thermodynamically disfavored cis-amide orientation. Isosteric replacement of the cis-amide with five-membered heterocycles led to the identification of imidazole 17 (MA-0204), a potent, selective PPARδ modulator with good pharmacokinetic properties. MA-0204 was tested in vivo in mice and in vitro in patient-derived muscle myoblasts (from Duchenne Muscular Dystrophy (DMD) patients); 17 altered the expression of PPARδ target genes and improved fatty acid oxidation, which supports the therapeutic hypothesis for the study of MA-0204 in DMD patients.
Polyaniline-Induced Arylation with Arenediazonium Salts Derived from Anilines
Hata, Dai,Moriuchi, Toshiyuki,Hirao, Toshikazu,Amaya, Toru
, p. 7703 - 7709 (2017/06/06)
A catalytic amount of a reduced form of polyaniline (a redox-active π-conjugated polymer) was found to induce C?H direct arylation of (hetero)arenes with arenediazonium salts prepared from anilines with methanesulfonic acid (MeSO3H) and tert-butyl nitrite (tBuONO). The difficult part of this method is the coexistence of an oxidant and a reductant in this sequential diazotization and arylation system; diazotization requires weak oxidants such as alkyl nitrites, whereas the arylation is induced by a reductant. This was achieved by the careful control of the amount of tBuONO (1.0 equivalent) for the diazotization step, and sequential arylation using 5 mol % of the polyaniline. The reaction took place under mild conditions without any metals or strong bases at room temperature, and the amino group is a formal leaving group. The scope of the substrates demonstrates the versatility in the combination of anilines with a variety of functional groups and several (hetero)arenes. Two-directional arylation for the synthesis of an unsymmetrical 1,4-diarylated (furyl and pyrrolyl groups) benzene was achieved, using mono-Boc-protected 1,4-phenylenediamine as a substrate. This shows potential for the synthesis of more complicated oligoarene compounds.
High-turnover aminopyridine-based Pd-catalysts for Suzuki-Miyaura reaction in aqueous media
Bumagin, Nikolay A.
, p. 17 - 20 (2016/03/08)
A high-turnover catalytic system based on commercially available aminopyridines (L) and PdCl2 has been developed for Suzuki-Miyaura reaction in aqueous media. Reactions of arylboronic acids with a wide range of aryl iodides, bromides and chlorides proceeded in the presence of these catalysts for a short time in aqueous media to afford the cross-coupling products in high yields. Furthermore, this protocol allows tolerating a wide range of functional groups.
Room-temperature Cu(ii)-catalyzed aromatic C-H azidation for the synthesis of ortho-azido anilines with excellent regioselectivity
Fan, Yunpeng,Wan, Wen,Ma, Guobin,Gao, Wei,Jiang, Haizhen,Zhu, Shizheng,Hao, Jian
supporting information, p. 5733 - 5736 (2014/05/20)
Cu(ii)-catalyzed aromatic C-H azidation with azido-benziodoxolone under mild conditions has been described. The primary amine exhibits an excellent ortho-directing effect, providing ortho-azidated anilines as the sole products. the Partner Organisations 2014.
Organogold(I) phosphanes in palladium-catalyzed cross-coupling reactions in aqueous media
Pena-Lopez, Miguel,Sarandeses, Luis A.,Perez Sestelo, Jose
, p. 2545 - 2554 (2013/06/05)
Cross-coupling reaction of organogold(I) phosphanes with organic electrophiles in aqueous media has been investigated. Reactions between isolated aryl-, alkenyl-, or alkynylgold(I) phosphanes and aryl halides or triflates, alkenyl halides, and allyl acetates proceed under palladium catalysis conditions at room temperature or 80 °C in water with THF as a co-solvent. The coupling reactions give good yields and are highly versatile and chemoselective, allowing the presence of free amino or hydroxy groups in the electrophile. This methodology was applied to the preparation of substituted phenylalanine esters in a demonstration that gold(I) organometallics are suitable reagents for metal-catalyzed cross-coupling reactions under protic conditions. Organogold(I) phosphanes react with organic electrophiles in aqueous media under palladium catalysis conditions. The reactions take place at room temperature or 80 °C in water with THF as co-solvent. The coupling is versatile and chemoselective and allows the presence of free amino and hydroxy groups in the electrophile. Copyright
Design and synthesis of boronic acid inhibitors of endothelial lipase
O'Connell, Daniel P.,Leblanc, Daniel F.,Cromley, Debra,Billheimer, Jeffrey,Rader, Daniel J.,Bachovchin, William W.
scheme or table, p. 1397 - 1401 (2012/03/26)
Endothelial lipase (EL) and lipoprotein lipase (LPL) are homologous lipases that act on plasma lipoproteins. EL is predominantly a phospholipase and appears to be a key regulator of plasma HDL-C. LPL is mainly a triglyceride lipase regulating (V)LDL levels. The existing biological data indicate that inhibitors selective for EL over LPL should have anti-atherogenic activity, mainly through increasing plasma HDL-C levels. We report here the synthesis of alkyl, aryl, or acyl-substituted phenylboronic acids that inhibit EL. Many of the inhibitors evaluated proved to be nearly equally potent against both EL and LPL, but several exhibited moderate to good selectivity for EL.
