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51780-31-5

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51780-31-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 51780-31-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,7,8 and 0 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 51780-31:
(7*5)+(6*1)+(5*7)+(4*8)+(3*0)+(2*3)+(1*1)=115
115 % 10 = 5
So 51780-31-5 is a valid CAS Registry Number.

51780-31-5Relevant articles and documents

Josiphos-Type Binaphane Ligands for Iridium-Catalyzed Enantioselective Hydrogenation of 1-Aryl-Substituted Dihydroisoquinolines

Nie, Huifang,Zhu, Yupu,Hu, Xiaomu,Wei, Zhao,Yao, Lin,Zhou, Gang,Wang, Pingan,Jiang, Ru,Zhang, Shengyong

supporting information, p. 8641 - 8645 (2019/10/17)

Convenient synthesis and useful application of a series of Josiphos-type binaphane ligands were described. The iridium complexes of these chiral diphosphines displayed excellent enantioselectivity and good reactivity in the asymmetric hydrogenation of challenging 1-aryl-substituted dihydroisoquinoline substrates (full conversions, up to >99% ee, 4000 TON). The use of 40% HBr (aqueous solution) as an additive dramatically improved the asymmetric induction of these catalysts. This transformation provided a highly efficient and enantioselective access to chiral 1-aryl-substituted tetrahydroisoquinolines, which were of great importance and common in natural products and biologically active molecules.

Design, Synthesis, and Biological Evaluation of Tetrahydroisoquinoline-Based Histone Deacetylase 8 Selective Inhibitors

Taha, Taha Y.,Aboukhatwa, Shaimaa M.,Knopp, Rachel C.,Ikegaki, Naohiko,Abdelkarim, Hazem,Neerasa, Jayaprakash,Lu, Yunlong,Neelarapu, Raghupathi,Hanigan, Thomas W.,Thatcher, Gregory R. J.,Petukhov, Pavel A.

, p. 824 - 829 (2017/08/16)

Histone deacetylase 8 (HDAC8) is a promising drug target for multiple therapeutic applications. Here, we describe the modeling, design, synthesis, and biological evaluation of a novel series of C1-substituted tetrahydroisoquinoline (TIQ)-based HDAC8 inhibitors. Minimization of entropic loss upon ligand binding and use of the unique HDAC8 "open" conformation of the binding site yielded a successful strategy for improvement of both HDAC8 potency and selectivity. The TIQ-based 3g and 3n exhibited the highest 82 and 55 nM HDAC8 potency and 330- and 135-fold selectivity over HDAC1, respectively. Selectivity over other class I isoforms was comparable or better, whereas inhibition of HDAC6, a class II HDAC isoform, was below 50% at 10 μM. The cytotoxicity of 3g and 3n was evaluated in neuroblastoma cell lines, and 3n displayed concentration-dependent cytotoxicity similar to or better than that of PCI-34051. The selectivity of 3g and 3n was confirmed in SH-SY5Y cells as both did not increase the acetylation of histone H3 and α-tubulin. Discovery of the novel TIQ chemotype paves the way for the development of HDAC8 selective inhibitors for therapeutic applications.

Microwave-acceleration of carboxamides formation using water soluble condensing agent DMT-MM or DCCa

Cho, Nam Sook,Jeon, Hye Jin,Heo, Dong Uk

, p. 658 - 660 (2013/01/15)

The application of microwave-induced acceleration to further improve the reaction conditions for amide synthesis using DMT-MM (4-(4,6-dimethoxy-1,3,5- triazin-2-yl)-4-methylmorpholium chloride) was reported. The reactions were performed by dissolving amines, carboxylic acids, and the condensing agent in solvent, followed by irradiation in a temperature-controlled microwave oven. The reaction time with conventional heating was seven times that with microwave irradiation, and the yield was less than 10-20% of the yield with the microwave-assisted method. Amidation of piperidine with substituted benzoic acid in the presence of DCC with pyridine in THF yielded more than 60% products within 25 min at 120°C with microwave irradiation. Thus, DMT-MM was a much more effective coupling agent than DCC. Further increases in reaction temperature were limited by the potential of solvents for producing an explosive atmosphere within the microwave oven.

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