Month: April 2022

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-Bromo-1-methyl-2-nitro-1H-imidazole, is researched, Molecular C4H4BrN3O2, CAS is 121816-79-3, about Data-Rich Experimentation Enables Palladium-Catalyzed Couplings of Piperidines and Five-Membered (Hetero)aromatic Electrophiles, the main research direction is data experimentation palladium catalyzed coupling piperidine heterocyclic electrophile.HPLC of Formula: 121816-79-3.

To circumvent a current limitation in palladium-catalyzed C-N cross-coupling methodol., high-throughput experimentation was used to identify a catalyst capable of fusing piperidine-based nucleophiles with five-membered (hetero)aromatic bromides. A decomposition pathway for the standard electrophile was found, and a base screen was used to identify conditions that suppress this undesired transformation. Building on this, systematic optimization using a Design of Experiments approach delivered mild reaction conditions that were then subsequently applied to a variety of coupling partners.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

He, Tao; Li, Hongji; Li, Pinhua; Wang, Lei published an article about the compound: Ethyl oxazole-5-carboxylate( cas:118994-89-1,SMILESS:O=C(C1=CN=CO1)OCC ).Application In Synthesis of Ethyl oxazole-5-carboxylate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:118994-89-1) through the article.

A novel and simple method for the direct amidation of azoles with formamides has been developed. The reaction could occur smoothly in the presence of tert-Bu perbenzoate (TBPB) as an oxidant under metal- and base-free conditions. Direct dehydrogenative cross-coupling of formamides and azoles generated the corresponding products, e.g. I (X = S, R = Me2N, EtNH; X = O, R = 2-MeC6H4NH, Et2N), in good yields.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A Method for Iodination of Oxazoles at C-4 via 2-Lithiooxazoles, published in 1999-02-05, which mentions a compound: 118994-89-1, Name is Ethyl oxazole-5-carboxylate, Molecular C6H7NO3, Recommanded Product: Ethyl oxazole-5-carboxylate.

Lithiation and sequential iodination of oxazole derivatives gave mixtures of 4-iodooxazole derivatives, 2-iodooxazole derivatives and 2,4-diiodooxazole derivatives Metalation of 5-(4-methylphenyl)oxazole and coupling with 4-iodo-5-(2-phenylethyl)oxazole gave the resp. 2,4′-bisoxazole.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 591-54-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Recent developments of RET protein kinase inhibitors with diverse scaffolds as hinge binders. Author is Jia, Cong-Cong; Chen, Wang; Feng, Zi-Li; Liu, Zhao-Peng.

A review. RET is a proto-oncogene encoding a receptor tyrosine kinase. RET regulates key aspects of cellular proliferation, differentiation and survival. The activation of RET via gene fusions or point mutations is closely related to lung, thyroid and other cancers. This review summarizes the developments of a diversity of small mol. RET protein kinase inhibitors in the past 10 years. These RET inhibitors are classified according to their hinge binder chemotypes as: pyrimidines, including the pyrazolopyrimidines, pyrimidine oxazines, quinazolines, 4-aminopyrimidines and 4-aminopyridines; indolinones; 5-aminopyrazole-4-carboxamides; 3-trifluoromethylanilines; imidazopyridines, imidazopyridazines and pyrazopyridines; nicotinonitriles; pyridones and 1,2,4-triazoles. In each section, the biol. activities of the inhibitors, their structure-activity relationships and possible binding modes with the RET kinase are introduced.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Xu, Chengbo; Xin, Yijing; Chen, Minghua; Ba, Mingyu; Guo, Qinglan; Zhu, Chenggen; Guo, Ying; Shi, Jiangong published an article about the compound: 4-Aminopyrimidine( cas:591-54-8,SMILESS:C1=CN=CN=C1N ).Formula: C4H5N3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:591-54-8) through the article.

From an aqueous decoction of the traditional Chinese medicine “”ban lan gen”” (the Isatis indigotica root), an antiviral natural product I [R1 = Me; R2 = 2-CO2Me; n = 1] was isolated as an NNRTI (non-nucleoside reverse transcriptase inhibitor) (EC50 = 3.40μM). Its novel structure was determined as Me (1-methoxy-1H-indol-3-yl)acetamidobenzoate I [R1 = Me; R2 = 2-CO2Me; n = 1] by spectroscopic data and confirmed by single crystal X-ray diffraction. Through synthesis and structure-activity relationship (SAR) investigation of compound I [R1 = Me; R2 = 2-CO2Me; n = 1] and 57 new derivatives I [R1 = Me, n-Pr, Bn, etc.; R2 = Ph, 2-ClC6H4, 2-pyridyl, etc.; n = 1,2,3] (24 with EC50 values of 0.06-8.55μM), two optimized derivatives I [R1 = n-Pr, n-Bu; R2 = 3-chloro-4-pyridyl; n = 1] (EC50: 0.06μM and 0.06μM) having activity comparable to that of NVP (EC50 = 0.03μM) were obtained. Further evaluation verified that compounds I [R1 = n-Pr, n-Bu; R2 = 3-chloro-4-pyridyl; n = 1] were RT DNA polymerase inhibitors and exhibited better activities and drug resistance folds compared to NVP against seven NNRTI-resistant strains carrying different mutations. Especially, compound I [R1 = n-Bu; R2 = 3-chloro-4-pyridyl; n = 1] (EC50 = 0.43μM) was more active to the L100I/K103N double-mutant strain as compared to both NVP (EC50 = 0.76μM) and EFV (EC50 = 1.08μM). The mol. docking demonstrated a possible binding pattern between compound I [R1 = n-Bu; R2 = 3-chloro-4-pyridyl; n = 1] and RT and revealed activity mechanism of compound I [R1 = n-Bu; R2 = 3-chloro-4-pyridyl; n = 1] against the NNRTI-resistant strains.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Formula: C4H5N3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Cu/N,N’-Dibenzyloxalamide-Catalyzed N-Arylation of Heteroanilines. Author is Chen, Zhixiang; Ma, Dawei.

N,N’-Dibenzyloxalamide (DBO) was identified as a powerful ligand for promoting Cu-catalyzed coupling of heteroanilines with (hetero)aryl halides. For (hetero)aryl chlorides, the coupling reaction occurred at 130 °C with 5 mol % CuBr and 10 mol % DBO. For (hetero)aryl bromides/iodides, coupling reaction took place at 80-100 °C with 1 mol % CuI and 2 mol % DBO. A variety of heteroanilines worked well to afford the arylation products in good to excellent yields.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Exploring the Influence of Intermolecular Interactions in Prebiotic Chemistry Using Laser Spectroscopy and Calculations, published in 2022-01-03, which mentions a compound: 591-54-8, Name is 4-Aminopyrimidine, Molecular C4H5N3, Category: pyrazines.

One of the most fascinating questions in chem. is why nature chose CGAT as the alphabet of life. Very likely, such selection was the result of multiple factors and a long period of refinement. Here, we explore how the intermol. interactions influenced such process, by characterizing the formation of dimers between adenine, theobromine and 4-aminopyrimidine. Using a combination of mass-resolved excitation spectroscopy and DFT calculations, we determined the structure of adenine-theobromine and 4-aminopyrimidine-theobromine dimers. The binding energy of these dimers is very close to the canonical adenine-thymine nucleobases. Likewise, the dimers are able to adopt Watson-Crick conformations. These findings seem to indicate that there were many options available to build the first versions of the informational polymers, which also had to compete with other mols., such as 4-aminopyrimidine, which does not have a valid attaching point for a saccharide. For some reason, nature did not select the most strongly-bonded partners or if it did, such proto-bases were later replaced by the nowadays canonical CGAT.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Category: pyrazines. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about C-N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis. Author is Chen, Ying-Chu; Faver, John C.; Ku, Angela F.; Miklossy, Gabriella; Riehle, Kevin; Bohren, Kurt M.; Ucisik, Melek N.; Matzuk, Martin M.; Yu, Zhifeng; Simmons, Nicholas.

DNA-encoded chem. library (DECL) screens are a rapid and economical tool to identify chem. starting points for drug discovery. As a robust transformation for drug discovery, palladium-catalyzed C-N coupling is a valuable synthetic method for the construction of DECL chem. matter; however, currently disclosed methods have only been demonstrated on DNA-attached (hetero)aromatic iodide and bromide electrophiles. We developed conditions utilizing an N-heterocyclic carbene-palladium catalyst that extends this reaction to the coupling of DNA-conjugated (hetero)aromatic chlorides with (hetero)aromatic and select aliphatic amine nucleophiles. In addition, we evaluated steric and electronic effects within this catalyst series, carried out a large substrate scope study on two representative (hetero)aryl bromides, and applied this newly developed method within the construction of a 63 million-membered DECL.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

HPLC of Formula: 591-54-8. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Synthetic Strategies of Pyrimidine-Based Scaffolds as Aurora Kinase and Polo-like Kinase Inhibitors. Author is Jadhav, Mrunal; Sankhe, Kaksha; Bhandare, Richie R.; Edis, Zehra; Bloukh, Samir Haj; Khan, Tabassum Asif.

A review. Small mols. containing heterocyclic moieties have attracted considerable interest for designing new antitumor agents. Of these, the pyrimidine ring system is found in multitude of drug structures, and being the building unit of DNA and RNA makes it an attractive scaffold for the design and development of anticancer drugs. Currently, 22 pyrimidine-containing entities are approved for clin. use as anticancer drugs by the FDA. An exhaustive literature search indicates several publications and more than 59 patents from the year 2009 onwards on pyrimidine derivatives exhibiting potent antiproliferative activity. These pyrimidine derivatives exert their activity via diverse mechanisms, one of them being inhibition of protein kinases. Aurora kinase (AURK) and polo-like kinase (PLK) are protein kinases involved in the regulation of the cell cycle. Within the numerous pyrimidine-based small mols. developed as anticancer agents, this review focuses on the pyrimidine fused heterocyclic compounds modulating the AURK and PLK proteins in different phases of clin. trials as anticancer agents. This article aims to provide a comprehensive overview of synthetic strategies for the preparation of pyrimidine derivatives and their associated biol. activity on AURK/PLK. It will also present an overview of the synthesis of the heterocyclic-2-aminopyrimidine, 4-aminopyrimidine and 2,4-diaminopyrimidine scaffolds, and one of the pharmacophores in AURK/PLK inhibitors is described systematically.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Huang, Pan; Le, Xiangyang; Huang, Fei; Yang, Jie; Yang, Haofeng; Ma, Junlong; Hu, Gaoyun; Li, Qianbin; Chen, Zhuo published the article 《Discovery of a Dual Tubulin Polymerization and Cell Division Cycle 20 Homologue Inhibitor via Structural Modification on Apcin》. Keywords: anticancer therapeutics Cdc20 inhibitor tubulin polymerization apoptosis PARP.They researched the compound: 4-Aminopyrimidine( cas:591-54-8 ).Electric Literature of C4H5N3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:591-54-8) here.

Apcin is one of the few compounds that have been previously reported as a Cdc20 specific inhibitor, although Cdc20 is a very promising drug target. We reported here the design, synthesis, and biol. evaluations of 2,2,2-trichloro-1-aryl carbamate derivatives as Cdc20 inhibitors. Among these derivatives, compound 9f(I) was much more efficient than the pos. compound apcin in inhibiting cancer cell growth, but it had approx. the same binding affinity with apcin in SPR assays. It is possible that another mechanism of action might exist. Further evidence demonstrated that compound 9f also inhibited tubulin polymerization, disorganized the microtubule network, and blocked the cell cycle at the M phase with changes in the expression of cyclins. Thus, it induced apoptosis through the activation of caspase-3 and PARP. In addition, compound 9f inhibited cell migration and invasion in a concentration-dependent manner. These results provide guidance for developing the current series as potential new anticancer therapeutics.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem