Category: 2382-10-07 00:00:00

Zhang, Hongwang; Zhou, Longhu; Amichai, Sarah; Zandi, Keivan; Cox, Bryan; Schinazi, Raymond; Amblard, Franck published the artcile< Novel influenza polymerase PB2 inhibitors for the treatment of influenza A infection>, Reference of 2382-10-7, the main research area is pimodivir derivative preparation influenza A infection polymerase PB2 inhibitor; Antiviral; Flu; Influenza A; Virus.

Exploration of the chem. space of known influenza polymerase PB2 inhibitor Pimodivir, was performed by our group. We synthesized and identified compounds I and II, two novel thienopyrimidine derivatives displaying anti-influenza A activity in the single digit nanomolar range in cell culture. Binding of these unique compounds in the influenza polymerase PB2 pocket was also determined using mol. modeling.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents (anti-influenza A). 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Reference of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Li, Zhenlong; Wang, Xiaofei; Xia, Siqi; Jin, Jian published the artcile< Ligand-Accelerated Iron Photocatalysis Enabling Decarboxylative Alkylation of Heteroarenes>, COA of Formula: C6H4Cl2N4, the main research area is ligand iron photocatalyst heteroarene decarboxylative alkylation.

A mild, practical protocol for the decarboxylative alkylation of heteroarenes was accomplished via iron photocatalysis. A diverse range of carboxylic acids readily undergo oxidative decarboxylation and then couple with a broad array of heteroarenes in this transformation. The photoexcited state lifetimes of iron complexes are typically much shorter than those of iridium and ruthenium complexes. Here the authors describe the authors’ effort on iron photocatalysis by using the intramol. charge transfer pathway of iron-carboxylate complexes.

Organic Letters published new progress about Alkylation (Decarboxylative). 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, COA of Formula: C6H4Cl2N4.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Ovcharova, I. M.; Nikolaeva, L. A.; Chaman, E. S.; Golovchinskaya, E. S. published the artcile< Syntheses in the series of purine derivatives. I. Preparation to 2,6-dichloro-9-methylpurine and synthesis of some derivatives of 1,9-dimethylhypoxanthine>, Application In Synthesis of 2382-10-7, the main research area is .

Heating 15 g. 1.9-dimethylisoxanthine (I) 3.5 hrs. with 180 ml. POCl3 at 135° (bath temperature) gave 54.3% 2-chloro-1,9-dimethylhypoxanthine (II, R = Cl). The filtrate from the above product, after distillation of POCl3 in vacuo, treatment with ice, and neutralization gave some 2,6-dichloro-9-methylpurine (IIa), m. 151-2.5°, which was prepared in 62% yield by heating 50 g. I 5 hrs. with 1 l. POCl3 at 140-50°, treating with 57.5 g. PCl5, and heating 9-10 hrs. longer (the sep. addition of POCl3 and PCl5 was essential for good yield). When I was heated with POCl3 in a sealed tube 3 hrs. at 160°, the product after aqueous treatment was 50.85% IIa, also obtained in 65% yield from II (R = Cl) with POCl3-PCl5 as above while heating in sealed tube with POCl3 gave a somewhat lower yield; and in 60% yield from 9-methylisoxanthine (III) with POCl3 in sealed tube. IIa refluxed 6 hrs. with 15% H2SO4 gave 58.3% III, decomposed above 350°, which with CH2N2 gave in 3 days in Et2O an unstated yield of isocaffeine, m. 273-9°. II (R = Cl) refluxed 2 hrs. with EtONa-EtOH gave 81.2% II (R = OEt) m. 192-40. III and SC(NH2)2 in EtOH 10 hrs. gave II (R = SH), m. 289-90°; Na salt dihydrate decomposed above 330°. The mercapto derivative with MeI in 1.5% NaOH 2 hrs. gave II (R = SEt) m. 223-5°. III and 28% NH4OH 5 hrs. at 40-80° gave II (R = NH2) m. 272-7° (HCl salt decomposed 299-302°). Similarly was prepared II (R, m.p., and m.p. HCl salt given): PhCH2NH, 206-8°, 246-50° (decomposition) EtNH, 199-201°, 285-7° (decomposition); Me2N, 149-51°, 224-50°; Et2N, 105-7°, 179-81° (decomposition). This reactivity of Cl in 2-position is explained by the electron donor groups in the 6-position of the ring.

Zhurnal Obshchei Khimii published new progress about 2382-10-7. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Application In Synthesis of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Brik, Ashraf; Wu, Chung-Yi; Best, Michael D.; Wong, Chi-Huey published the artcile< Tetrabutylammonium fluoride-assisted rapid N9-alkylation on purine ring: Application to combinatorial reactions in microtiter plates for the discovery of potent sulfotransferase inhibitors in situ>, Safety of 2,6-Dichloro-9-methyl-9H-purine, the main research area is combinatorial synthesis alkylated purine preparation; alkylation tetrabutylammonium fluoride assisted purine preparation; sulfotransferase inhibition alkylated purine.

Tremendous efforts have been invested in the synthesis of purine libraries due to their importance in targeting various enzymes involved in different diseases and cellular processes. T The synthesis of N9-alkylated purine scaffolds relied mostly on Mitsunobu conditions with a variety of alcs. or strong basic conditions with different organic halides. A more reliable and efficient way for the synthesis of N9-alkylated purine scaffolds is reported. This method uses tetrabutylammonium fluoride (TBAF) to assist such chem. In many cases, the reactions were completed within 10 min and gave the desired product in high yield and selectivity. Moreover, these mild reaction conditions permitted its use in combinatorial reactions in microtiter plates followed by in situ screening for the discovery of potent sulfotransferase inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Alkylation. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Safety of 2,6-Dichloro-9-methyl-9H-purine.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Beaman, Alden G.; Robins, Roland K. published the artcile< Direct conversion of chloropurines to fluoropurines>, Computed Properties of 2382-10-7, the main research area is .

A mixture of 35 g. 2-chloropurine and 35 g. K2CO3 in Me2SO at 18° was treated with 29.2 ml. MeI, the mixture stirred 1.5 hrs., 380 g. ice added, and the solution extracted with 7 600-ml. portions of EtOAc. Evaporation gave 29.6 g. 2-chloro-9-methylpurine (I), m. 135-6° (H2O), and, as a second crop, 2-chloro-7-methylpurine (II), m. 199-201° (H2O). Reduction of I and II with H over 5% Pd-C gave 9-methylpurine, m. 161-2°, and 7-methylpurine, m. 182.5-3.0° (EtOAc), resp. Similarly prepared were: 8-chloro-7-methylpurine, m. 150° (decomposition); 8-chloro-9-methylpurine, m. 106-8° (n-heptane); 2,6-dichloro-9-methylpurine, m. 152-3°; 2,6-dichloro-7-methylpurine, m. 195° (H2O); and 6-chloro-7,8-dihydro-7,9-dimethylpurin-8-one, m. 175-8°. A solution of 1 g. 5-amino-4,6-difluoropyrimidine, 50 ml. EtOH, and 4.3 ml. PhCH2NH2 was refluxed 2 hrs., and the solid obtained on evaporation triturated with H2O and recrystallized to give 1.7 g. 5-amino-4-benzylamino-6-fluoropyrimidine (III), m. 148-52° (H2O). A solution of 1.23 g. III, 8 ml. HC(OEt)3, and 4 ml. Ac2O was boiled 15 min. and evaporated to give 9-benzyl-6-fluoropurine (IV), m. 127-31° (n-heptane). A solution of 9-benzyl-6-chloropurine in 100 ml. MePh was refluxed and stirred 1.5 hrs. with 25 g. AgF. Filtration and evaporation yielded 3.0 g. IV, m. 124-6°. Similarly prepared were (product and m.p. given): 6-fluoro-9-methylpurine, 125-7° (PhMe); 2-fluoro-9-methylpurine, 151-1.5° (xylene); 8-fluoro-9-methylpurine, 111-12° (MePh); 2,6-difluoro-7-methylpurine (V), 154-61° (xylene). 7-Methyl-2,6,8-trichloropurine with AgF in xylene gave crystals, m. 228-33°, presumably 2,6-difluoro-8-hydroxy-7-methylpurine. Ultraviolet maximum were given.

Journal of Organic Chemistry published new progress about 2382-10-7. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Computed Properties of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Golovchinskaya, E. S.; Nikolaeva, L. A.; Ovcharova, I. M.; Chaman, E. S. published the artcile< Research in the field of purine derivatives. Synthesis of various 9-methyl derivatives of purine from uric acid>, Formula: C6H4Cl2N4, the main research area is .

Heating uric acid with Ac2O resulted in splitting of the imidazole ring to give a mixture of 4,5-diacetamidouracil and its N5-acetyl derivative; further treatment with Me2SO4 and heating the aqueous solution with HCl yielded methylisocaffeine (I); chlorination of I gave 8-trichloromethyl-3-chloromethyl-1,9-dimethylisoxanthine which upon hydrolysis gave 1,9-dimethylisoxanthme (II); boiling II with POCl3 4-5 hrs. and subsequent treatment with PCl5 yielded 2,6-dicloro-9-methylpurine (III) in 60% yields; chlorination of II with PCl5 gave a mixture of III and 2,6,8-trichloro-9-methylpurine.

Puti Sinteza i Izyskuniya Protivoopukholevykh Preparatov, Tr. Simpoziuma po Khim. Protivoopukholevykh Veshchestv, Moscow published new progress about 2382-10-7. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Formula: C6H4Cl2N4.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Xie, Hui; Zeng, Shaogao; He, Yuwen; Zhang, Guicheng; Yu, Pengjiu; Zhong, Guifa; Xu, Hongjiang; Yang, Ling; Wang, Shanchun; Zhao, Xin; Hu, Wenhui published the artcile< Rapid generation of a novel DPP-4 inhibitor with long-acting properties: SAR study and PK/PD evaluation>, SDS of cas: 2382-10-7, the main research area is DPP4 inhibitor pyrrolopyrimidine derivative preparation diabetes; DPP-4 inhibitor; In vivo efficacy; Long-acting; SAR; Type 2 diabetes.

Drug compliance is critical for patients with chronic diseases such as diabetes. In our continuous effort to find better glucose-lowering agents, an exploration for long-acting DPP-4 inhibitors had been launched. Based on our previously reported compounds bearing a pyrrolopyrimidine scaffold, the lead compound 4a (IC50 = 2.3 nM, t1/2(rat) = 5.46 h) with pharmacokinetic superiority was rapidly determined Further SAR study indicated that the pyrrole ring was generally tolerable for variation, in which a β-substitution gave a better DPP-4 affinity. In depth evaluation of the pyrrole ring β position identified a highly potent compound 12a (IC50 = 0.76 nM, t1/2(rat) = 7.89 h). In vivo pharmacodynamics tests demonstrated similar or even slightly better sustained DPP-4 inhibition for compounds 4a and 12a compared with the first marketed once-weekly drug trelagliptin in this category, indicating that improvements to DPP-4 inhibitory activity or pharmacokinetic profile might be feasible ways to rapidly generate long-acting DPP-4 inhibitors.

European Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, SDS of cas: 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Zhou, Zhong-Zhen; Shi, Xiu-Dong; Feng, Hong-Fang; Cheng, Yu-Fang; Wang, Hai-Tao; Xu, Jiang-Ping published the artcile< Discovery of 9H-purines as potential tubulin polymerization inhibitors: Synthesis, biological evaluation and structure-activity relationships>, SDS of cas: 2382-10-7, the main research area is methoxyphenyl aminopurine preparation antitumor cytotoxicity tubulin polymerization inhibitor SAR; benzyl chloropurine preparation antitumor cytotoxicity tubulin polymerization inhibitor apoptosis; 9H-purins; Antiproliferative activity; Apoptosis; Cell cycle arrest; Tubulin-polymerization inhibitors.

Two series of N-(4-methoxyphenyl)-N-methyl-9H-purin-6-amines I [R1 = H, Cl; R2 = H, Me, 4-methoxybenzyl, etc.] and 9-substituted benzyl-6-chloro-9H-purines II [R1 = H, Cl; R2 = 4-methoxybenzyl, 3,4-dimethoxybenzyl, 3,5-dimethoxybenzyl, 3,4,5-trimethoxybenzyl] were designed and synthesized. Their antiproliferative activities against human myelogenous leukemia (K562), human neuroblastoma (SH-SY5Y) and gastric cancer (AGS) cell lines were evaluated using the MTT assay. The preliminary results indicated that compounds I [R1 = Cl; R2 = Me] and II [R1 = Cl; R2 = 4-methoxybenzyl, 3,4-dimethoxybenzyl, 3,5-dimethoxybenzyl, 3,4,5-trimethoxybenzyl] displayed low-micromole GI50 values against all tested cell lines. In addition, compounds I [R1 = H; R2 = 4-methoxybenzyl, 3,4,5-trimethoxybenzyl] showed wonderful antiproliferative activities towards SH-SY5Y cells with selectivity of >230-fold over K562 and AGS cells. Among them, compounds I [R1 = Cl; R2 = Me], [R1 = H; R2 = 3,4-dimethoxybenzyl, 3,4,5-trimethoxybenzyl] and II [R1 = Cl; R2 = 3,5-dimethoxybenzyl] with good antitumor activities exhibited high selectivity for tumor cell lines over immortalized mouse hippocampal (HT22) cell line. Moreover, compound I [R1 = Cl; R2 = Me] with sub-micromole GI50 values toward AGS cells exhibited moderate tubulin polymerization inhibitory activity and induced apoptosis at G2/M phase arrest with a dose-dependent manner in the human AGS cells.

European Journal of Medicinal Chemistry published new progress about Antiproliferative agents. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, SDS of cas: 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Wan, Zehong; Boehm, Jeffrey C.; Bower, Michael J.; Kassis, Shouki; Lee, John C.; Zhao, Baoguang; Adams, Jerry L. published the artcile< N-Phenyl-N-purin-6-yl ureas: The design and synthesis of p38α MAP kinase inhibitors>, Safety of 2,6-Dichloro-9-methyl-9H-purine, the main research area is trisubstituted phenyl purine inhibitor p38 kinase preparation; crystal structure purine inhibitor p38 kinase.

The design, synthesis and SAR of a series of 2,6,9-trisubstituted purine inhibitors of p38α kinase is reported. Synthetic routes were devised to allow for array synthesis in which all three points of diversity could be facilely explored. The binding of this novel series to p38α kinase, which was predicted to have several key interactions in common with SB-203580, was confirmed by x-ray crystallog. of I (p38 IC50=82 nM).

Bioorganic & Medicinal Chemistry Letters published new progress about Crystal structure. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Safety of 2,6-Dichloro-9-methyl-9H-purine.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Trost, Barry M.; Jiao, Zhiwei; Hung, Chao-I. published the artcile< Elaborating Complex Heteroaryl-Containing Cycles via Enantioselective Palladium-Catalyzed Cycloadditions>, HPLC of Formula: 2382-10-7, the main research area is methylenecyclopentane methylenepyrrolidine methylenetetrahydrofuran methylenespirotetrahydrofuranindolon stereoselective preparation; palladium diamidophosphite catalyst regioselective stereoselective cycloaddition heteroaryl allylic carbonate; chalcone nitroalkene aldimine aldehyde stereoselective cycloaddition heteroaryl allylic carbonate; asymmetric catalysis; cycloadditions; heterocycles; palladium; trimethylenemethane.

In the presence of allyl(cyclopentadienyl)palladium and a nonracemic diamidophosphite ligand, allylic carbonates containing heteroaryl and nitrophenyl moieties such as I underwent regioselective, diastereoselective, and enantioselective cycloaddition reactions with chalcones, electron-deficient alkenes, aryl aldimines, and nitrobenzaldehydes or N-methylisatin to yield nonracemic methylenecyclopentanes such as II, methylenepyrrolidines, methylenetetrahydrofurans, and methylenespirotetrahydrofuranindolones. Fused and bridged products were also prepared from nitrocycloalkenes and tropone. Allylic carbonates containing many classes of nitrogen-containing aromatics, including pyridines, quinolines, pyrimidines, various azoles and purines, were compatible substrates.

Angewandte Chemie, International Edition published new progress about Aldimines Role: RCT (Reactant), RACT (Reactant or Reagent). 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, HPLC of Formula: 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics