Day: October 13, 2022

Kandalkar, Sachin R.; Kaduskar, Rahul D.; Ramaiah, Parimi Atchuta; Barawkar, Dinesh A.; Bhuniya, Debnath; Deshpande, Anil M. published the artcile< Highly efficient one-pot amination of carboxylate-substituted nitrogen-containing heteroaryl chlorides via Staudinger reaction>, Related Products of 89793-12-4, the main research area is carboxylate substituted heteroaryl amine preparation; Staudinger reaction carboxylate substituted heteroaryl chloride.

An efficient one-pot method for the synthesis of tert-Bu 6-aminonicotinate I is described. The key transformation involves displacement of the chloro group in tert-Bu 6-chloronicotinate with azide followed by a Staudinger reaction. The scope of this methodol. is further extended for the synthesis of a series of carboxylate-substituted heteroaryl amines e. g., II. In particular, we synthesized tert-Bu carboxylate-substituted amino-pyridine, -pyridazine, and -pyrazine. In addition to one-pot conversion, short reaction time, simplicity of operation, ease of purification, and good yields are the key advantages of this methodol.

Tetrahedron Letters published new progress about Amination. 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, Related Products of 89793-12-4.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kashiwagi, Michio published the artcile< Electron spin resonance of irradiated single crystals of alloxan monohydrate>, Related Products of 2244-11-3, the main research area is ALLOXAN IRRADIATED ESR; ESR IRRADIATED ALLOXAN.

X-ray irradiated single crystals of alloxan monohydrate were subjected to E.S.R. studies. Irradiation gives rise to radicals I by the abstraction of a hydroxyl group. The principal values of g-factors of the radicals are g1 = 2.0021, g2 = 2.0042, and g3 = 2.0060. The principal values of coupling constants with hydroxyl H are A1 = 3.1, A2 = -5.9, and A3 = -7.4 gauss. Spin ds. on the C and H atoms of •C-OH were evaluated from the 13C coupling constant Under the assumption of a planar structure for •C-OH and from consideration of the electronic structure of the radical, the directions of the principal values were concluded as follows. The directions of g1 and A2 are perpendicular to the radical plane, while that of g3 bisects the exterior angle of •COH. The direction of A1 is parallel to the OH bond.

Nippon Kagaku Zasshi published new progress about ESR (electron spin resonance). 2244-11-3 belongs to class pyrimidines, and the molecular formula is C4H4N2O5, Related Products of 2244-11-3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Zhang, Liandi; Xin, Minhang; Shen, Han; Wen, Jun; Tang, Feng; Tu, Chongxing; Zhao, Xinge; Wei, Ping published the artcile< Five-membered heteroaromatic ring fused-pyrimidine derivatives: Design, synthesis, and hedgehog signaling pathway inhibition study>, Safety of 2,4-Dichlorothieno[2,3-d]pyrimidine, the main research area is purine pyrrolopyrimidine thienopyrimidine furopyrimidine benzamide preparation hedgehog signaling inhibition; Five-membered heteroaromatic ring fused-pyrimidine; Hedgehog signaling pathway; Inhibitors; Synthesis.

A series of novel five-membered heteroaromatic ring fused-pyrimidine derivatives I [X = N, Y = NH, NMe; X = CH, Y = NH, NMe, S; R1 = Me, R2 = H; R1 = H, R2 = 4-morpholinylmethyl, 4-methyl-1-piperazinylmethyl, 2-(4-morpholinyl)ethoxy] and II (Z = NH, NMe, O, S; the same R1 and R2), including purines, pyrrolo[2,3-d]pyrimidines, pyrrolo[3,2-d]pyrimidines, thieno[2,3-d]pyrimidines, thieno[3,2-d]pyrimidines and furo[3,2-d]pyrimidines, have been prepared and identified to be potent inhibitors of hedgehog signaling pathway. Among this new series of hedgehog signaling pathway inhibitors, most compounds exhibited significant inhibitory activity compared to vismodegib, indicating that the five-membered heteroaromatic ring fused-pyrimidines stand out as encouraging scaffolds among the currently reported structural skeletons for hedgehog signaling pathway inhibitors, deserving more exploration and further investigation.

Bioorganic & Medicinal Chemistry Letters published new progress about Hedgehog protein Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Safety of 2,4-Dichlorothieno[2,3-d]pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Dolsak, Ana; Mrgole, Kristjan; Sova, Matej published the artcile< Microwave-assisted regioselective suzuki coupling of 2,4-dichloropyrimidines with aryl and heteroaryl boronic acids>, Application of C4H2Br2N2, the main research area is dihalopyrimidine boronic acid palladium regioselective Suzuki coupling microwave irradiation; halo arylpyrimidine preparation.

The Suzuki coupling of 2,4-dihalopyrimidines with aryl and heteroaryl boronic acids was investigated. A thorough screening of reaction conditions and the use of microwave irradiation leded to a very efficient and straightforward synthetic procedure provided arylpyrimidines in good to excellent yields. Short reaction time (15 min) and extremely low catalyst loading (0.5 mol%) were the main advantages of our tetrakis(triphenylphosphine)palladium(0) catalyzed microwave-assisted procedure, which could be used for quick and low-cost regioselective preparation of pyrimidine rings.

Catalysts published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Application of C4H2Br2N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

von Angerer, S. published the artcile< Product class 12: pyrimidines>, HPLC of Formula: 6554-61-6, the main research area is review pyrimidine preparation cyclization ring transformation aromatization.

A review. Methods for preparing pyrimidines are reviewed including cyclization, ring transformation, aromatization and substituent modification.

Science of Synthesis published new progress about Aromatization. 6554-61-6 belongs to class pyrimidines, and the molecular formula is C4H2Cl2N2, HPLC of Formula: 6554-61-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ma, Bin; Metrick, Claire M.; Gu, Chungang; Hoemberger, Marc; Bajrami, Bekim; Bame, Eris; Huang, Jiansheng; Mingueneau, Michael; Murugan, Paramasivam; Santoro, Joseph C.; Tang, Hao; Wang, Ti; Hopkins, Brian T. published the artcile< Optimization of a novel piperazinone series as potent selective peripheral covalent BTK inhibitors>, HPLC of Formula: 5018-38-2, the main research area is piperazinone antiinflammatory BTK inhibitor autoimmune disease; B cell; BTK; Covalent inhibitor; Piperazinone; Selectivity; X-ray.

BTK is a tyrosine kinase playing an important role in B cell and myeloid cell functions through B cell receptor (BCR) signaling and Fc receptor (FcR) signaling. Selective inhibition of BTK has the potential to provide therapeutical benefits to patients suffering from autoimmune diseases. Here we report the design, optimization, and characterization of novel potent and highly selective covalent BTK inhibitors. Starting from a piperazinone hit derived from a selective reversible inhibitor, we solved the whole blood cellular potency issue by introducing an electrophilic warhead to reach Cys481. This design led to a covalent irreversible BTK inhibitor series with excellent kinase selectivity as well as good whole blood CD69 cellular potency. Optimization of metabolic stability led to representative compounds like 42, which demonstrated strong cellular target occupancy and inhibition of B-cell proliferation measured by proximal and distal functional activity.

Bioorganic & Medicinal Chemistry Letters published new progress about Autoimmune disease. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, HPLC of Formula: 5018-38-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Prusoff, William H.; Gaito, Raymond A. published the artcile< Effect of 6-azathymine, an analog of thymine, on the urinary excretion of uracil>, Recommanded Product: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is NUCLEOSIDES AND NUCLEOTIDES/pharmacology; URACIL/urine.

Administration of 6-azathymine, an analog of thymine, to mice resulted in the excretion of large amounts of uracil in urine. 6-Azathymine and 5-bromo-6-azauracil, but not 6-azauracil, 5-ethyl-6-azauracil or 5-propyl-6azauracil inhibited the degradation of uracil by a particle-free fraction of rat liver. The enzyme degradation of uracil was inhibited by 6-azathymine to a greater extent than by thymine.

Biochimica et Biophysica Acta, Specialized Section on Nucleic Acids and Related Subjects published new progress about Enzymes Role: BIOL (Biological Study). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Recommanded Product: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mosrin, Marc; Knochel, Paul published the artcile< Regio- and Chemoselective Multiple Functionalization of Pyrimidine Derivatives by Selective Magnesiations using TMPMgCl·LiCl>, Product Details of C4H2Br2N2, the main research area is chlorotetramethylpiperidinylmagnesium lithium chloride magnesiation pyrimidine reaction electrophile.

Successive regio- and chemoselective magnesiations of pyrimidines using TMPMgCl·LiCl furnish, after trapping with various electrophiles, highly functionalized derivatives, e.g. I, in good to excellent yields. Applications to the synthesis of antiviral and anti-inflammatory agents such as p38 and sPLA2 kinase inhibitors are reported.

Organic Letters published new progress about Chemoselectivity. 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Product Details of C4H2Br2N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ibrahim, Hany S.; Abdelsalam, Mohamed; Zeyn, Yanira; Zessin, Matthes; Mustafa, Al-Hassan M.; Fischer, Marten A.; Zeyen, Patrik; Sun, Ping; Buelbuel, Emre F.; Vecchio, Anita; Erdmann, Frank; Schmidt, Matthias; Robaa, Dina; Barinka, Cyril; Romier, Christophe; Schutkowski, Mike; Kraemer, Oliver H.; Sippl, Wolfgang published the artcile< Synthesis, Molecular Docking and Biological Characterization of Pyrazine Linked 2-Aminobenzamides as New Class I Selective Histone Deacetylase (HDAC) Inhibitors with Anti-Leukemic Activity>, Electric Literature of 89793-12-4, the main research area is pyrazine linked aminobenzamide preparation SAR docking antileukemic HDAC inhibitor; 2-aminobenzamides; HDAC1; HDAC2; HDAC3; SAR studies; acute myeloid leukemia (AML); docking; histone deacetylases.

Synthesis of a novel series of class-I selective HDAC inhibitors (HDACi) containing a 2-aminobenzamide moiety as a zinc-binding group connected with a central (piperazin-1-yl)pyrazine or (piperazin-1-yl)pyrimidine moiety I [R1 = H, Me, CH2-2-pridinyl, etc.; R2 = H, F; R3 = H, F, Cl; X = CH, N; Y = CH, N], II [R4 = H, Me; R5 = H, F, 2-FC6H4, etc.; R6 = H, F, Cl, etc.] was reported. Some of the compounds were addnl. substituted with an aromatic capping group. Compounds I and II were tested in vitro against human HDAC1, 2, 3, and 8 enzymes and compared to reference class I HDACi (Entinostat (MS-275), Mocetinostat, CI994 and RGFP-966). The most promising compounds were found to be highly selective against HDAC1, 2 and 3 over the remaining HDAC subtypes from other classes. Mol. docking studies and MD simulations were performed to rationalize the in vitro data and to deduce a complete structure activity relationship (SAR) anal. of this novel series of class-I HDACi. The most potent compounds, including I [R1 = CH2-3-indolyl, etc.; R2 = H; R3 = H; X = CH; Y = N], which blocked HDAC1, HDAC2, and HDAC3, as well as the selective HDAC1/HDAC2 inhibitors II [R4 = H, (CH2)2-1-methyl-indol-3-yl; R5 = 2-thienyl; R6 = H] were selected for further cellular testing against human acute myeloid leukemia (AML) and erythroleukemic cancer (HEL) cells, took into consideration their low toxicity against human embryonic HEK293 cells. Compound I [R1 = CH2-3-indolyl, etc.; R2 = H; R3 = H; X = CH; Y = N] was superior to the clin. tested class-I HDACi Entinostat (MS-275). Thus, I [R1 = CH2-3-indolyl, etc.; R2 = H; R3 = H; X = CH; Y = N] was a new and specific HDACi with the potential to eliminate blood cancer cells of various origins.

International Journal of Molecular Sciences published new progress about Acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, Electric Literature of 89793-12-4.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Ruoxi; Ling, Dazheng; Tang, Tongke; Huang, Zhenghui; Wang, Manjiong; Mao, Fei; Zhu, Jin; Jiang, Lubin; Li, Jian; Li, Xiaokang published the artcile< Repurposing of antitumor drug candidate Quisinostat lead to novel spirocyclic antimalarial agents>, Safety of Ethyl 2-chloropyrimidine-5-carboxylate, the main research area is pyrimidine containing spirocyclic linker preparation cytotoxicity antimalarial human SAR.

Herein, 30 novel spirocyclic linker derivatives I [R = Ph, N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl, etc.] were designed and synthesized based on Quisinostat as lead compound and then evaluated for their antimalarial activities and cytotoxicity. Among them, compounds I [R = N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl] could effectively eliminate wild-type and multi-drug resistant P. falciparum parasites, and display weakened cytotoxicity and good metabolic stability. Western blot assay demonstrated that they could inhibit Plasmodium falciparum histone deacetylase (PfHDAC) activity like Quisinostat. In addition, both I [R = N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl] showed certain antimalarial efficacy in rodent malaria model, and the animal toxicity of I [R = N-Me-indolin-2-yl] was significantly improved compared with Quisinostat. Overall, I [R = N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl] were structurally novel PfHDAC inhibitors and provided prospective prototype for further antimalarial drug research.

Chinese Chemical Letters published new progress about Antimalarials. 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, Safety of Ethyl 2-chloropyrimidine-5-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia