Day: October 14, 2022

Sodum, Rama S.; Klein, Robert S.; Otter, Brian A. published the artcile< Chemistry of 4-pyrimidinones: acetylation and ring-opening reactions>, Name: 5-Hydroxypyrimidin-4(3H)-one, the main research area is pyrimidinone acetylation ring cleavage.

4(3H)-Pyrimidinone (I), as well as its 5-acetoxy and 5-methoxy derivatives, undergoes selective acetylation at N-1 when treated with acetic anhydride. In the presence of water, these 1-acetylpyrimidines undergo spontaneous covalent hydration at C-2 and cleavage of the 1,2-bond to give crystalline cis-3-acetylamino-N-formylacrylamides, generally in good yield. In contrast, the 6-Me derivative of 4(3H)-pyrimidinone forms an equilibrium mixture of acetylated products that undergo the ring opening process to only a very limited extent, the major product (11%) being 3-formylamino-N-acetylacrylamide derivative formed via N-3 acetylation and cleavage of the 2,3-bond.

Journal of Heterocyclic Chemistry published new progress about Acetylation. 15837-41-9 belongs to class pyrimidines, and the molecular formula is C4H4N2O2, Name: 5-Hydroxypyrimidin-4(3H)-one.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Matyugina, Elena; Novikov, Mikhail; Babkov, Denis; Ozerov, Alexander; Chernousova, Larisa; Andreevskaya, Sofia; Smirnova, Tatiana; Karpenko, Inna; Chizhov, Alexander; Muthu, Pravin; Lutz, Stefan; Kochetkov, Sergei; Seley-Radtke, Katherine L.; Khandazhinskaya, Anastasia L. published the artcile< 5-Arylaminouracil Derivatives: New Inhibitors of Mycobacterium tuberculosis>, HPLC of Formula: 4956-05-2, the main research area is arylaminouracil preparation Mycobacterium tuberculosis tuberculostatic; Mycobacterium tuberculosis; carbocyclic nucleosides; uracil derivatives.

Three series of 5-arylaminouracil derivatives, including 5-(phenylamino)uracils, 1-(4′-hydroxy-2′-cyclopenten-1′-yl)-5-(phenylamino)uracils, and 1,3-di-(4′-hydroxy-2′-cyclopenten-1′-yl)-5-(phenylamino)uracils, were synthesized and screened for potential antimicrobial activity. Most of compounds had a neg. effect on the growth of the Mycobacterium tuberculosis H37Rv strain, with 100% inhibition observed at concentrations between 5 and 40 μg/mL. Of those 1-(4′-hydroxy-2′-cyclopenten-1′-yl)-3-(4”’-hydroxy-2”’-cyclopenten-1”’-yl)-5-(4”-butyloxyphenylamino)uracil proved to be the most active among tested compounds against the M. tuberculosis multidrug-resistant strain MS-115 (MIC90 5 μg/mL). In addition, the thymidylate kinase of M. tuberculosis was evaluated as a possible enzymic target.

Chemical Biology & Drug Design published new progress about Mycobacterium tuberculosis. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, HPLC of Formula: 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Xu, Hongtao; Gu, Yuang; Zhang, Shuning; Xiong, Huan; Ma, Fei; Lu, Fengping; Ji, Qun; Liu, Lili; Ma, Peixiang; Hou, Wei; Yang, Guang; Lerner, Richard A. published the artcile< A Chemistry for Incorporation of Selenium into DNA-Encoded Libraries>, COA of Formula: C7H7ClN2O2, the main research area is selenium DNA encoded library preparation; C−H activation; DNA-encoded library; benzoselenazolone; rhodium; selenylation.

Conventional direct C-H selenylation suffers from simple selenation with limited atom economy and complicated reaction system. The authors designed benzoselenazolone as a novel bifunctional selenide reagent for both off- and on-DNA C-H selenylation under rhodium(III) catalysis. Using benzoselenazolone gave a series of selenylation products containing an adjacent aminoacyl group in a fast and efficient way, with high atom economy. The synthetic application of this method was demonstrated by taking advantage of the amide functionality as a nucleophile, directing group, and amide coupling partner. This work shows great potential in facilitating rapid construction of selenium-containing DNA-encoded chem. libraries (SeDELs), and lays the foundation for the development of selenium-containing drugs.

Angewandte Chemie, International Edition published new progress about Azoles Role: RCT (Reactant), RACT (Reactant or Reagent) (benzoselenazolones). 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, COA of Formula: C7H7ClN2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Vorbrueggen, Helmut; Ruh-Pohlenz, Carmen published the artcile< Synthesis of nucleosides>, Name: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine, the main research area is review Synthesis; review Nucleosides.

A review of the article Synthesis of nucleosides.

Organic Reactions (Hoboken, NJ, United States) published new progress about Organic synthesis. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Name: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Makita, Yoshimasa; Kawaguchi, Shin-ichi; Fujiwara, Shin-ichi published the artcile< Characterization and antitumor activity of furazano[3,4-g]pteridine-2,4(1H,3H)-dione>, Product Details of C4H4N2O5, the main research area is furazanopteridinedione preparation antitumor crystal structure emission absorption spectra.

Structural characterization and properties of furazano[3,4-g]pteridine-2,4(1H,3H)-dione by X-ray crystal structure anal. was reported and evaluated for its antitumor activity. The IC50 value of furazano[3,4-g]pteridine-2,4(1H,3H)-dione was 172μM, as determined using HeLa cells.

Heterocycles published new progress about Absorption spectra. 2244-11-3 belongs to class pyrimidines, and the molecular formula is C4H4N2O5, Product Details of C4H4N2O5.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Cleaves, H. James II published the artcile< The Reactions of Nitrogen Heterocycles with Acrolein: Scope and Prebiotic Significance>, Name: 5-Hydroxypyrimidin-4(3H)-one, the main research area is acrolein nucleobase adduct Michael addition prebiotic evolution.

It was suggested that life began with a self-replicating RNA mol. However, after much research into the prebiotic synthesis of RNA, the difficulties encountered have lead some to hypothesize that RNA was preceded by a simpler mol., 1 more easily synthesized prebiotically. Many of the proposed alternative mols. are based on acrolein, since it reacts readily with nucleophiles, such as the nucleobases, via Michael addition and is readily synthesized from formaldehyde and acetaldehyde. Reports regarding the reactions of nucleobases with concentrated acrolein solutions suggest that this is a plausible reaction mechanism, though there are also reports that the “”incorrect”” isomers are obtained. The scope and kinetics of the reaction of acrolein with various nitrogen heterocycles are reported here. Reactions of pyrimidines often give N1 adducts as the major products. Reactions of purines often give N9 adducts in good yield. The reactions are rapid under neutral to slightly alk. conditions, and proceed at low temperatures and dilutions The implications of these findings for the origin of life are discussed.

Astrobiology published new progress about Addition compounds. 15837-41-9 belongs to class pyrimidines, and the molecular formula is C4H4N2O2, Name: 5-Hydroxypyrimidin-4(3H)-one.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Zhiqiang; Li, Xinzhi; Su, Ming-Bo; Gao, Li-Xin; Zhou, Yu-Bo; Yuan, Bingchuan; Lyu, Xilin; Yan, Ziqin; Hu, Chujiao; Zhang, Hao; Luo, Cheng; Chen, Zheng; Li, Jia; Zhao, Yujun published the artcile< Discovery of a Potent and Selective NF-κB-Inducing Kinase (NIK) Inhibitor That Has Anti-inflammatory Effects in Vitro and in Vivo>, Category: pyrimidines, the main research area is preparation NFkappaB inducing kinase inhibitor antiinflammatory toxic hepatitis; pyrrolopyrimidine amino preparation antiinflammatory hepatitis.

The overexpression of NIK plays a critical role in liver inflammatory diseases. Treatment of such diseases with small-mol. NIK inhibitors is a reasonable but underexplored approach. In this paper, we reported the discovery of a potent and selective NIK inhibitor I (XT2). The compound I inhibited the NIK kinase with an IC50 value of 9.1 nM in vitro, and it also potently suppressed NIK activities in intact cells. In isogenic primary hepatocytes, treatment with I efficiently suppressed the expressions of NIK-induced genes. The compound I was orally bioavailable in mice with moderate systemic exposure. In a NIK-associated mouse liver inflammation model, the compound I suppressed CCl4-induced upregulation of ALT, a key biomarker of acute liver injury, and also decreased immune cell infiltration into the injured liver tissue. Overall, these studies provide examples that an NIK inhibitor is able to suppress toxin-induced liver inflammations, which indicates its therapeutic potentials for the treatment of liver inflammatory diseases.

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Thakur, Ashish; Tawa, Gregory J.; Henderson, Mark J.; Danchik, Carina; Liu, Suiyang; Shah, Pranav; Wang, Amy Q.; Dunn, Garrett; Kabir, Md.; Padilha, Elias C.; Xu, Xin; Simeonov, Anton; Kharbanda, Surender; Stone, Richard; Grewal, Gurmit published the artcile< Design, Synthesis, and Biological Evaluation of Quinazolin-4-one-Based Hydroxamic Acids as Dual PI3K/HDAC Inhibitors>, Safety of Ethyl 2-chloropyrimidine-5-carboxylate, the main research area is quinazolinone hydroxamic acid dual PI3K HDAC inhibitor anticancer.

A series of quinazolin-4-one based hydroxamic acids was rationally designed and synthesized as novel dual PI3K/HDAC inhibitors by incorporating an HDAC pharmacophore into a PI3K inhibitor (Idelalisib) via an optimized linker. Several of these dual inhibitors were highly potent (IC50 < 10 nM) and selective against PI3Kγ, δ and HDAC6 enzymes and exhibited good antiproliferative activity against multiple cancer cell lines. The lead compound 48c, induced necrosis in several mutant and FLT3-resistant AML cell lines and primary blasts from AML patients, while showing no cytotoxicity against normal PBMCs, NIH3T3, and HEK293 cells. Target engagement of PI3Kδ and HDAC6 by 48c was demonstrated in MV411 cells using the cellular thermal shift assay (CETSA). Compound 48c showed good pharmacokinetics properties in mice via i.p. administration and provides a means to examine the biol. effects of inhibiting these two important enzymes with a single mol., either in vitro or in vivo. Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Dao, Pascal; Lietha, Daniel; Etheve-Quelquejeu, Melanie; Garbay, Christiane; Chen, Huixiong published the artcile< Synthesis of novel 1,2,4-triazine scaffold as FAK inhibitors with antitumor activity>, Reference of 4956-05-2, the main research area is arylamino chlorotriazine preparation antitumor agent FAK inhibitor; structure arylamino chlorotriazine inhibition FAK antitumor activity; mol docking calculation methoxymorpholinylphenylamino methylcarbamoylphenyl chlorotriazine; 1,2,4-Triazines; Anti-cancer activity; FAK inhibitors; Molecular docking; Synthesis.

Bis(arylamino)chloro-1,2,4-triazines I [R = 3,4,5-(MeO)3C6H2, 4-H2NCH2C6H4, 4-Cl-2-MeO-5-MeC6H2, 4-(4-morpholinyl)phenyl, 2-MeO-4-(4-morpholinyl)phenyl; R1 = 3-MeSO2NHC6H4, 2-MeNHCOC6H4] were prepared as inhibitors of focal adhesion kinase (FAK) for potential use as antitumor agents; their inhibition of FAK, of human cancer cells, and of tumorigenesis in cancer cells was determined I [R = 2-MeO-4-(4-morpholinyl)phenyl; R1 = 2-MeNHCOC6H4] inhibited FAK with an IC50 value of 230 nM and was toxic to cancer cells with IC50 values of 13 μM and 0.19 μM; colony formation in cancer cells was inhibited by I [R = 2-MeO-4-(4-morpholinyl)phenyl; R1 = 2-MeNHCOC6H4] with IC50 values of 1.5 μM and 1.0 μM. The structure of I [R = 2-MeO-4-(4-morpholinyl)phenyl; R1 = 2-MeNHCOC6H4] bound to FAK was determined by mol. docking calculations

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Reference of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Takamatsu, Kayo; Takano, Atsushi; Yakushiji, Nobumasa; Morohashi, Kazunori; Morishita, Kenichi; Matsuura, Nobuyasu; Makishima, Makoto; Tai, Akihiro; Sasaki, Kenji; Kakuta, Hiroki published the artcile< The first potent subtype-selective retinoid X receptor (RXR) agonist possessing a 3-isopropoxy-4-isopropylphenylamino moiety, NEt-3IP (RXRα/β-dual agonist)>, Related Products of 89793-12-4, the main research area is isopropoxy isopropylphenylamino derivative preparation structure retinoid X receptor agonist.

Retinoid X receptor (RXR) agonists (rexinoids) are attracting much attention for their use in treatment of cancers, including tamoxifen-resistant breast cancer and taxol-resistant lung cancer, and metabolic disease. However, known RXR agonists have a highly lipophilic character. In addition, no subtype-selective RXR agonists have been found. The authors previously reported an RXRα-preferential agonist 4-[N-methanesulfonyl-N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl) amino]benzoic acid. The RXR agonistic activity is much less than that of well-known RXR agonists. To develop potent, less-lipophilic, and subtype-selective RXR agonists, the authors created new RXR agonists possessing alkoxy and iso-Pr groups as a lipophilic domain of the common structure of well-known RXR agonists. As a result, compounds possessing branched alkoxy groups (I) and (II), showed RXR agonistic activity as potent as, or more potent than, the activities of representative RXR agonists. Moreover, I was the first RXRα/β-selective (or RXRα/β-dual) agonist. Being potent, less lipophilic, and having RXR subtype-selective activity, NEt-3IP I is expected to become a new drug candidate and to be a useful biol. tool for clarifying each RXR subtype function.

ChemMedChem published new progress about Retinoid X receptor α Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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