Month: April 2022

Xu, Chao; Muir, Calum W.; Leach, Andrew G.; Kennedy, Alan R.; Watson, Allan J. B. published the article 《Catalytic Enantioselective Synthesis of α-Chiral Azaheteroaryl Ethylamines by Asymmetric Protonation》. Keywords: azaheterocycle vinyl aniline phosphoric acid chiral conjugate addition catalyst; ethylamine azaheteroaryl stereoselective preparation; Brønsted acids; asymmetric catalysis; heterocycles; organocatalysis; stereochemistry.They researched the compound: Methyl 6-bromonicotinate( cas:26218-78-0 ).Safety of Methyl 6-bromonicotinate. 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:26218-78-0) here.

The direct enantioselective synthesis of chiral azaheteroaryl ethylamines from vinyl-substituted N-heterocycles and anilines is reported. A chiral phosphoric acid (CPA) catalyst promotes dearomatizing aza-Michael addition to give a prochiral exocyclic aryl enamine, which undergoes asym. protonation upon rearomatization. The reaction accommodates a broad range of N-heterocycles, nucleophiles, and substituents on the prochiral center, generating the products in high enantioselectivity. DFT studies support a facile nucleophilic addition based on catalyst-induced LUMO lowering, with site-selective, rate-limiting, intramol. asym. proton transfer from the ion-paired prochiral intermediate.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Liu, Changhui; Zhou, Li; Jiang, Dan; Gu, Yanlong published the article 《Multicomponent Reactions of Aldo-X Bifunctional Reagent α-Oxoketene Dithioacetals and Indoles or Amines: Divergent Synthesis of Dihydrocoumarins, Quinolines, Furans, and Pyrroles》. Keywords: dihydrocoumarin quinoline furan pyrrole preparation; indole oxoketene dithioacetal aldehyde multicomponent reaction.They researched the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ).Application of 20028-53-9. 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:20028-53-9) here.

Six multicomponent reactions were developed by using aldo-X reagents such as 2-hydroxybenzaldehyde, Et 2-oxoacetate, Me 2-(dimethoxymethyl)benzoate, etc. and α-oxoketene dithioacetals, e.g., I with indoles or amines as substrates, which can be used to prepare many heterocycles, such as dihydrocoumarins II (R1 = H, 6-Br; R2 = OMe, F, t-Bu, etc.; R3 = H, Et; R4 = Me, Ph; R5 = H, F, OMe), quinolines III (R6 = 6-Cl, 6,8-Br2; R7 = H, 4-OMe, 4-F; R8 = H, 4-F, 4-NO2, etc.), furans and pyrroles IV [R9 = H, 5-F; R10 = Ph, 4-fluorophenyl, 4-methoxyphenyl; X = O, N-Ph, N-4-fluorophenyl, N-(4-trifluoromethoxyphenyl)] in a straightforward way. A combination of two bifunctional aldo-X reagents and α-oxoketene dithioacetals was the key to make the discovery of these multicomponent reactions possible because these reagents have a min. of two reactive sites, which enable different substrates to be assembled together in various manners.

In addition to the literature in the link below, there is a lot of literature about this compound(2-Amino-5-chlorobenzaldehyde)Application of 20028-53-9, illustrating the importance and wide applicability of this compound(20028-53-9).

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 20028-53-9, is researched, SMILESS is NC1=CC=C(Cl)C=C1C=O, Molecular C7H6ClNOJournal, Article, Research Support, U.S. Gov’t, Non-P.H.S., Bioorganic & Medicinal Chemistry called Synthesis, biological evaluation and virtual screening of some acridone derivatives as potential anticancer agents, Author is Oyedele, Abiodun S.; Bogan, Deanna N.; Okoro, Cosmas O., the main research direction is acridone dihydro preparation antitumor activity topoisomerase inhibitor; 1,3-cyclohexanedione, 2-aminobenzaldehyde; Acridones; Amsacrine; Anticancer activity; Imidazoacridinone.Product Details of 20028-53-9.

Eleven novel acridone derivatives I (R1 = Ph, CF3; R2 = 7-Cl, 7-Br, 7-F, 5,7-Br2, 7-OMe, 5-OMe) were synthesized and evaluated for their anticancer activity against 60 human cancer cell lines. Five compounds I (R1 = Ph, R2 = 7-Cl, R2 = 7-Br, 7-MeO, 5,7-Br2; R1 = CF3, R2 = 7-OMe) displayed very good in vitro antiproliferative activities well over 95% of the panels. The most active compound is I (R1 = Ph; R2 = 3,5-Br2). In addition, this compound was the most effective in all 9 panels including prostate (0.075μm), leukemia (0.116μm), non-small cell lung cancer (0.164μm), colon cancer (0.193μm), CNS cancer (0.264μm), melanoma (0.317μm), renal cancer (0.403μm), ovarian cancer (0.410μm), and breast cancer (0.608μm). Virtual screening studies also revealed that nine of the eleven compounds I formed good binding interaction with the active site ATPase domain of human topoisomerase II α (PDB: 1zxm). Some of synthesized derivatives exhibited binding affinities that ranged in values from -8.5 to -7.9 kcal/mol, indicating that they could be catalytic inhibitors of the nuclear enzyme, topoisomerase.

In addition to the literature in the link below, there is a lot of literature about this compound(2-Amino-5-chlorobenzaldehyde)Product Details of 20028-53-9, illustrating the importance and wide applicability of this compound(20028-53-9).

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – 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 Synthesis and enantioselective pharmacokinetic/pharmacodynamic analysis of new CNS-active sulfamoylphenyl carbamate derivatives, published in 2021, which mentions a compound: 4221-99-2, Name is (S)-Butan-2-ol, Molecular C4H10O, Category: tetrahydrofurans.

We recently reported a new class of carbamate derivatives as anticonvulsants. Among these, 3-methylpentyl(4-sulfamoylphenyl)carbamate (MSPC) stood out as the most potent compound with ED50 values of 13 mg/kg (i.p.) and 28 mg/kg (p.o.) in the rat maximal electroshock test (MES). 3-Methylpropyl(4-sulfamoylphenyl)carbamate (MBPC), reported and characterized here, is an MSPC analogus compound with two less aliphatic carbon atoms in its structure. As both MSPC and MBPC are chiral compounds, here, we studied the carbonic anhydrase inhibitory and anticonvulsant action of both MBPC enantiomers in comparison to those of MSPC as well as their pharmacokinetic properties. Racemic-MBPC and its enantiomers showed anticonvulsant activity in the rat maximal electroshock (MES) test with ED50 values in the range of 19-39 mg/kg. (R)-MBPC had a 65% higher clearance than its enantiomer and, consequently, a lower plasma exposure (AUC) than (S)-MSBC and racemic-MSBC. Nevertheless, (S)-MBPC had a slightly better brain permeability than (R)-MBPC with a brain-to-plasma (AUC) ratio of 1.32 (S-enantiomer), 1.49 (racemate), and 1.27 (R-enantiomer). This may contribute to its better anticonvulsant-ED50 value. The clearance of MBPC enantiomers was more enantioselective than the brain permeability and MES-ED50 values, suggesting that their anticonvulsant activity might be due to multiple mechanisms of action.

In addition to the literature in the link below, there is a lot of literature about this compound((S)-Butan-2-ol)Category: tetrahydrofurans, illustrating the importance and wide applicability of this compound(4221-99-2).

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Jiang, Zhenzhen; Fan, Lihui; Zhou, Ping; Xu, Tingting; Chen, Jingxian; Hu, Simin; Chen, De-Li; He, Yabing researched the compound: Methyl 6-bromonicotinate( cas:26218-78-0 ).Reference of Methyl 6-bromonicotinate.They published the article 《An N-oxide-functionalized nanocage-based copper-tricarboxylate framework for the selective capture of C2H2》 about this compound( cas:26218-78-0 ) in Dalton Transactions. Keywords: oxide functionalized nanocage copper tricarboxylate framework selective capture acetylene. We’ll tell you more about this compound (cas:26218-78-0).

The selective capture of C2H2 from C2H2-C2H4 and C2H2-CO2-CH4 mixtures is a very essential but highly challenging process during C2H4 and C2H2 purification in the chem. industry. In this work, by virtue of using oxygen-atom-rich C2H2 recognition sites, we, for the first time, designed and synthesized an N-oxide-functionalized tricarboxylate ligand and utilized it to successfully construct a copper-based MOF. N-Oxide functionalization exerted a significant effect on the ligand conformation, thus resulting in a new topol. network that is different from that of the unoxidized parent compound With a moderate surface area and the immobilization of N-oxide functionality and carboxylate oxygen atoms in two nanocages, the title MOF exhibited promising potential for the multifunctional separation of C2H2/C2H4 and C2H2/CO2/CH4 mixtures under ambient conditions, as shown by pure-composition isotherm measurements, IAST predictions, and mol. modeling studies.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chen, Jie; Kong, Fanhui; Ma, Nana; Zhao, Panxia; Liu, Chuanfei; Wang, Xiling; Cong, Zhiqi published the article 《Peroxide-Driven Hydroxylation of Small Alkanes Catalyzed by an Artificial P450BM3 Peroxygenase System》. Keywords: alkane hydroxylation P450BM3 peroxygenase hydrogen peroxide protein engineering.They researched the compound: (S)-Butan-2-ol( cas:4221-99-2 ).Product Details of 4221-99-2. 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:4221-99-2) here.

We report the selective hydroxylation of small alkanes with H2O2 catalyzed by an artificial P 450 peroxygenase system generated from engineered cytochrome P450BM3 variants in assistance with dual-functional small mol. (DFSM), in which DFSM acts as a general acid-base co-catalyst for activating H2O2. This peroxygenase system exhibited comparable catalytic turnover number (TON) to the fungal peroxygenase AaeUPO, the only known H2O2-dependent natural alkane hydroxylase. Moreover, when compared with evolved/engineered NADPH-dependent P 450 variants, the current system yielded similar or even better product formation rates (PFRs) but lower total TONs. The substitution of the highly conserved T268 with amino acids having hydrophobic side chains was identified to play critical roles in improving the hydroxylation activity of the DFSM-facilitated P450BM3 peroxygenase system, which is distinct from NADPH-dependent P 450 enzymes. These results offer useful insights into how to tune the catalytic functions and chem. of P 450 peroxygenases.

In addition to the literature in the link below, there is a lot of literature about this compound((S)-Butan-2-ol)Product Details of 4221-99-2, illustrating the importance and wide applicability of this compound(4221-99-2).

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Methyl 6-bromonicotinate, is researched, Molecular C7H6BrNO2, CAS is 26218-78-0, about [4+2] cycloaddition of trifluoromethyl ketimines with 2-alkenyl azaarenes through selective C-F bond cleavage of CF3.Reference of Methyl 6-bromonicotinate.

A new [4+2] cycloaddition of trifluoromethyl ketimines R1C6H4C(CF3)=NCH2C6H4R2 (R1 = H, 3-Me, 4-Br, 3-Cl, etc.; R2 = H, 3-F-4-Cl, 2-Me, 4-OMe, etc.) with 2-alkenyl azaarenes R3CH=CH2 (R3 = 5-cyano-3-methylpyridin-2-yl, 4-methylpyridin-2-yl, 6-chloroquinolin-2-yl, etc.) through selective C-F bond cleavage of CF3 has been developed. The reactions are promoted by 2,2,6,6-tetramethylpiperidine (TMP) under mild conditions to give cis-tetrahydropyridine I products in moderate yields. D. functional theory (DFT) calculations reveal that the in situ formed (E)-N-(2,2-difluoro-1-phenylvinyl)-1-phenylmethanimine is the key intermediate for the formation of cis-tetrahydropyridine products I which have the lowest energy among the four possible products.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Application In Synthesis of Methyl 6-bromonicotinate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Methyl 6-bromonicotinate, is researched, Molecular C7H6BrNO2, CAS is 26218-78-0, about Design and synthesis of a novel class of CK2 inhibitors: application of copper- and gold-catalysed cascade reactions for fused nitrogen heterocycles. Author is Suzuki, Yamato; Oishi, Shinya; Takei, Yoshinori; Yasue, Misato; Misu, Ryosuke; Naoe, Saori; Hou, Zengye; Kure, Tatsuhide; Nakanishi, Isao; Ohno, Hiroaki; Hirasawa, Akira; Tsujimoto, Gozoh; Fujii, Nobutaka.

Two classes of fused nitrogen heterocycles were designed as CK2 inhibitor candidates on the basis of previous structure-activity relationship (SAR) studies. Various dipyrrolo[3,2-b:2′,3′-e]pyridine e. g., I and benzo[g]indazole derivatives e. g., II were prepared using transition-metal-catalyzed cascade and/or multicomponent reactions. Biol. evaluation of these candidates revealed that benzo[g]indazole is a promising scaffold for potent CK2 inhibitors. The inhibitory activities on cell proliferation of these potent CK2 inhibitors are also presented.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

SDS of cas: 3066-84-0. 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: 8-Bromoguanine, is researched, Molecular C5H4BrN5O, CAS is 3066-84-0, about Quantitative analysis of single-molecule FRET signals and its application to telomere DNA. Author is Okamoto, Kenji; Terazima, Masahide.

Quant. anal. of single-mol. FRET signals and its application to telomere DNA was examined This chapter initially describes a definition of the FRET efficiency, followed by the exptl. methods for accurate determination of the efficiency. The method based on the cumulative distribution function (CDF) style plots is explained with a comparison with the traditional methods. Some advances in FRET measurements are described and an example using the CDF method to determine the conformation of telomere DNA is presented.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Computed Properties of C5H4BrN5O. 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: 8-Bromoguanine, is researched, Molecular C5H4BrN5O, CAS is 3066-84-0, about Complex sequence dependence by excess-electron transfer through DNA with different strength electron acceptors. Author is Manetto, Antonio; Breeger, Sascha; Chatgilialoglu, Chryssostomos; Carell, Thomas.

An independent jump: Excess electrons move through DNA by using a hopping-type mechanism in which the pyrimidine bases dT and dC act as ‘stepping stones’. It was shown that GC base pairs, in contrast to AT base pairs, lower the efficiency of the excess-electron transfer through the duplex. Through the use of the shown DNA hairpins, three different electron acceptors (□) were investigated with the electron donor, reduced flavin (character omitted).

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem