Day: April 2, 2022

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: 70-23-5, is researched, SMILESS is O=C(OCC)C(CBr)=O, Molecular C5H7BrO3Journal, Asian Journal of Chemistry called Novel synthetic strategy of cyclic dithiocarbamates catalyzed by triton-B, Author is Kishore, R.; Kamboj, M.; Shukla, M.; Srivastava, N., the main research direction is cyclic dithiocarbamate preparation green chem antibacterial antifungal; amine carbon disulfide ethyl bromopyruvate multicomponent triton B catalyst.Electric Literature of C5H7BrO3.

A simple, rapid and green methodol. to synthesize cyclic dithiocarbamates I [R = (4-methoxyphenyl)methyl, pentyl, cyclopentyl, etc.] was developed by the reaction of 1° amines RNH2, CS2 and Et 3-bromo-2-oxopropanoate (Et bromopyruvate) facilitated by Triton-B as phase transfer catalyst. In vitro antimicrobial activities of these compounds I are reported against the pathogenic bacteria and fungi.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Safety of 2,6-Dichloropurine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Development of synthesis of phosphatidylinositol 3-kinase inhibitor puquitinib mesylate. Author is Shen, Dadong; Zhu, Jinlin; Wu, Guofeng; Sheng, Li; Gao, Haoling; Wang, Pu.

Puquitinib mesylate is a novel phosphatidylinositol 3-kinases (PI3K) inhibitor, which has been shown to be effective in the treatment of cancer. A convenient protocol for the synthesis of the compound at kilogram scale is described, using 2, 6-dichloropurine as starting material through amino-protection, SN2 reaction with high regioselectivity, BuchwaldHartwig coupling reaction, amino-deprotection and salt-forming reaction. The process is easy to operate and provides an effective way at kilogram scale produce with 48% yield in total.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

COA of Formula: C5H7BrO3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Ethyl 3-bromo-2-oxopropanoate, is researched, Molecular C5H7BrO3, CAS is 70-23-5, about Green synthesis of pyrrolo isoquinolines using in situ synthesis of 4-hydroxycoumarines: Study of antioxidant activity. Author is Mousavi, Seyyedeh Fatemeh; Hossaini, Zinatossadat; Rostami-Charati, Faramarz; Nami, Navabeh.

In this research, synthesis of pyrrolo isoquinoline derivatives I (R = COOEt, Ph, 4-MeC6H4, 4-MeOC6H4, 4-O2NC6H4; R1 = Me, OMe, NO2; R2 = H, Me) in excellent yields was performed using the multicomponent reaction of isoquinoline, alkyl bromides, 2-hydroxyacetophenone, or its derivatives, di-Me carbonate as a green reagent and KF/clinoptinolite nanoparticles as a catalyst in the aqueous media at 80°. The Punica granatum peel water extract was used as the green media for the synthesis of PG-KF/clinoptilolite nanoparticles in high yield. The PG-KF/clinoptilolite nanoparticles show a significant basic catalytic role in these reactions in preparing the product in high yield and used for several times. In addition, for studying the antioxidant ability of some of the synthesized compounds, diphenyl-picrylhydrazine (DPPH) radical trapping and power of ferric reduction tests are employed. The short time of the reaction, high yields of the product, easy separation of the catalyst and products are some of the advantages of this procedure.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Ethyl 3-bromo-2-oxopropanoate, is researched, Molecular C5H7BrO3, CAS is 70-23-5, about Small-molecule inhibitor of AF9/ENL-DOT1L/AF4/AFF4 interactions suppresses malignant gene expression and tumor growth, the main research direction is imidazole preparation malignant gene expression suppression antitumor; Cancer therapeutics; MLL-rearranged leukemia; Protein-protein interaction; Small-molecule inhibitor; Super elongation complexes.Reference of Ethyl 3-bromo-2-oxopropanoate.

Chromosome translocations involving mixed lineage leukemia (MLL) gene cause acute leukemia with a poor prognosis. MLL is frequently fused with transcription cofactors AF4 (~35%), AF9 (25%) or its paralog ENL (10%). The AHD domain of AF9/ENL binds to AF4, its paralog AFF4, or histone-H3 lysine-79 (H3K79) methyltransferase DOT1L. Formation of AF9/ENL/AF4/AFF4-containing super elongation complexes (SEC) and the catalytic activity of DOT1L are essential for MLL-rearranged leukemia. Protein-protein interactions (PPI) between AF9/ENL and DOT1L/AF4/AFF4 are therefore a potential drug target. Compound I was identified to be a novel small-mol. inhibitor of the AF9/ENL-DOT1L/ AF4/AFF4 interaction with IC50s of 0.9-3.5μM. Pharmacol. inhibition of the PPIs significantly reduced SEC and DOT1L-mediated H3K79 methylation in the leukemia cells. Gene profiling shows compound I significantly suppressed the gene signatures related to onco-MLL, DOT1L, HoxA9 and Myc. It selectively inhibited proliferation of onco-MLL- or Myc-driven cancer cells and induced cell differentiation and apoptosis. Compound I exhibited strong antitumor activity in a mouse model of MLL-rearranged leukemia. The AF9/ENL-DOT1L/AF4/AFF4 interactions are validated to be an anticancer target and compound I is a useful in vivo probe for biol. studies as well as a pharmacol. lead for further drug development.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Application of 5451-40-1. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Room-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System. Author is Parmar, Udaysinh; Somvanshi, Dipesh; Kori, Santosh; Desai, Aman A.; Dandela, Rambabu; Maity, Dilip K.; Kapdi, Anant R..

The current report discusses about an efficient copper-based catalytic system (Cu/PTABS) for the amination of chloroheteroarenes RCl (R = pyrazinyl, 1,3-benzothiazol-2-yl, 9H-purin-6-yl, etc.) at ambient temperature in water as the sole reaction solvent, a combination that is first to be reported. A wide variety of chloroheteroarenes could be coupled efficiently with primary and secondary amines, e.g., morpholine as well as selected amino acid esters, e.g., L-valine Me ester hydrochloride under mild reaction conditions. Catalytic efficiency of the developed protocol also promotes late-stage functionalization of active pharmaceutical ingredients, e.g., I (APIs) such as antibiotics (floxacins) and anticancer drugs. The catalytic system also performs efficiently at a very low concentration of 0.0001 mol% (TON = 980,000) and can be recycled 12 times without any appreciable loss in activity. Theor. calculations reveal that the π-acceptor ability of the ligand PTABS is the main reason for the appreciably high reactivity of the catalytic system. Preliminary characterization of the catalytic species in the reaction was carried out using UV-VIS and ESR spectroscopy, providing evidence for the Cu(II) oxidation state.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of Heterocyclic Chemistry called Green Synthesis of Imidazole Derivatives using Fe3O4-MNPs as Reusable Catalyst, Author is Shafaei, Faezeh; Sharafian, Shirin, which mentions a compound: 70-23-5, SMILESS is O=C(OCC)C(CBr)=O, Molecular C5H7BrO3, Reference of Ethyl 3-bromo-2-oxopropanoate.

In this research, a one-pot, efficient, and high yielding procedure for the synthesis of imidazole derivatives I (R = H, Me; R1 = tert-Bu, Ph, 4-BrC6H4, etc.; R2 = COOEt, 4-MeOC6H4, 4-O2NC6H4) is investigated. The procedure was carried out via multicomponent reaction of isothiocyanate, alkyl bromides, N-methylimidazole, and triphenylphosphine in the presence of magnetic iron oxide nanoparticles (Fe3O4-MNPs) as reusable catalyst under solvent-free conditions at 50°. Also, Fe3O4-MNPs were produced using green synthetic method by reduction of ferric chloride solution with Clover Leaf water extract The nanoparticles generated using this procedure can potentially be important in different purposes such as organic synthesis. These procedures have some advantages such as easy separation of products, green conditions, and reusability and easy separation of catalyst.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Reference of Cupric bromide. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Cupric bromide, is researched, Molecular Br2Cu, CAS is 7789-45-9, about A theoretical approach to demystify the role of copper salts and O2 in the mechanism of C-N bond cleavage and nitrogen transfer. Author is Ghosh, Boyli; Banerjee, Ambar; Roy, Lisa; Manna, Rabindra Nath; Nath, Rounak; Paul, Ankan.

CN bond scission can be a potential avenue for functionalization of chem. bonds. Primarily, rupture of CN bonds in organonitriles are accomplished by protonation, reductive cleavage and metathesis techniques to furnish metal nitride moieties suitable to execute nitrogen transfer reactions. We have conducted an extensive computational study, using d. functional theory (DFT), to unravel the intricate mechanistic pathways traversed in the copper-promoted CN bond cleavage of coordinated cyanide anion under a dioxygen atm., which enables a nitrogen transfer to various aldehydes. Furthermore, detailed electronic structure anal. of the intermediates and the transition states along with the mechanistic corridors using ab initio multireference CASSCF calculations for two different copper promoters, CuCN and CuBr2, revealed that in both cases radical based pathways are operative, which is in sound agreement with the exptl. findings. This is a unique instance of oxygen activation mechanism which is initiated by single electron transfer from the carbon center of the nitrile moiety; whereas the major driving force of this mechanism is CuII/I redox cycle operating on the metal center. Our study revealed that the copper salts act as the “”electron pool”” in this unique nitrogen transfer reaction forming aryl nitrile from aryl aldehydes.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – 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 Anomalous high reactivity of formyl and acetone ketyl radicals with uracil and its derivatives, published in 1998-05-08, which mentions a compound: 1194-22-5, Name is 6-Hydroxy-2-methylpyrimidin-4(3H)-one, Molecular C5H6N2O2, Related Products of 1194-22-5.

CO2·- and (CH3)2·COH radicals apparently react with uracil and its derivatives, containing two carbonyl groups, with high rate constants (k=1010 dm3 mol-1 s-1). Various mechanistic aspects of such reactions have been probed. The effect of pH and buffer concentration on the initial formation of absorbance points to some keto-enol tautomerism-type fast-reaction between OH- and the substrate, followed by a slower relaxation to the original equilibrium The radical anions of these compounds react with Me viologen mainly via an electron transfer reaction with a high rate constant value (4-9)×109 dm3 mol-1 s-1.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Name: Ethyl 3-bromo-2-oxopropanoate. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Ethyl 3-bromo-2-oxopropanoate, is researched, Molecular C5H7BrO3, CAS is 70-23-5, about Bio-Fe3O4-MNPs catalyzed green synthesis of pyrrolo[2,1-a]isoquinoline derivatives using isoquinolium bromide salts: study of antioxidant activity. Author is Abbasi, Maryam; Zamani Hargalani, Fariba; Afrashteh, Siavash; Rostamian, Rezvaneh.

A novel, one-pot, efficient procedure with high yield for the synthesis of pyrrolo[2,1-a]isoquinoline derivatives I [R = ethoxycarbonyl, 4-methylphenyl, 4-bromophenyl, etc.; R1 = ethoxycarbonyl, 4-methylphenyl, 4-methoxyphenyl] using multi-component reaction of isoquinoline, alkyl bromides and triphenylphosphine in the presence of Fe3O4-MNPs as catalyst under solvent-free conditions at room temperature was investigated. This study highlighted an easy, simple, rapid and clean method for the preparation of pyrrolo[2,1-a]isoquinoline derivatives The Fe3O4-MNPs in these reactions were produced employing a green procedure by reduction of ferric chloride solution with pomegranate peel water extract Addnl., antioxidant activity was studied for the some newly synthesized compounds such as I [R1 = ethoxycarbonyl; R = ethoxycarbonyl, 4-methoxyphenyl, 4-methylphenyl, 4-bromophenyl]using the DPPH radical trapping and reducing potential of ferric ion experiments and comparing the results with the results of synthetic antioxidants (2-tert-butylhydroquinone, TBHQ; butylated hydroxytoluene, BHT). As a result, compounds [R1 = ethoxycarbonyl; R = ethoxycarbonyl, 4-methoxyphenyl, 4-methylphenyl, 4-bromophenyl] show trace DPPH radical trapping and excellent reducing power of ferric ion.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Ejaz, Saima; Nadeem, Humaira; Paracha, Rehan Zafar; Sarwar, Sadia; Ejaz, Sadaf published the article 《Designing, synthesis and characterization of 2-aminothiazole-4-carboxylate Schiff bases; antimicrobial evaluation against multidrug resistant strains and molecular docking》. Keywords: Escherichia Staphylococcus Candida aminothiazole antimicrobial mol docking; 2-Aminothiazole; Antifungal activity; Antimicrobial evaluation; Minimum inhibitory concentration; Molecular docking; Schiff bases.They researched the compound: Ethyl 3-bromo-2-oxopropanoate( cas:70-23-5 ).Reference of Ethyl 3-bromo-2-oxopropanoate. 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:70-23-5) here.

Background: 2-Aminothiazoles are significant class of organic medicinal compounds utilized as starting material for the synthesis of diverse range of heterocyclic analogs with promising therapeutic roles as antibacterial, antifungal, anti-HIV, antioxidant, antitumor, anthelmintic, anti-inflammatory & analgesic agents. Exptl.: Eight compounds 1a, 2a-2g were synthesized and characterized by FTIR and NMR (1H and 13C). Evaluation of antibacterial potential against multi-drug resistant clin. isolates was performed and min. inhibitory concentration (MIC) values were determined Antifungal activity was also performed. Protein-ligand interactions of compounds with target enzyme were evaluated through docking studies. Results: Resistance profiling of bacterial clin. isolates (MDRs) depicted that some standard drugs used were not active against these MDRs while our synthesized compounds showed good MIC values. Among all the synthesized compounds, 2a and 2b showed significant antibacterial potential towards gram-pos. Staphylococcus epidermidis and gram-neg. Pseudomonas aeruginosa at MIC 250 μg/mL and 375 μg/mL resp. Likewise, compound 2d and 2g exhibited inhibitory potential against gram-pos. Staphylococcus aureus and gram-neg. Escherichia coli at MIC values of 250 and 375 μg/mL resp. Compound 2b showed maximum antifungal potential against Candida glabrata (ATCC 62934) with a zone of inhibition 21.0 mm as compared to the reference drug nystatin which showed lesser antifungal potential with a zone of inhibition of 19.1 mm. Candida albicans (ATCC 60387) showed maximum sensitivity to compound 2a with a zone of inhibition 20.0 mm. Its antifungal activity is more in comparison to reference drug nystatin with exhibited the zone of inhibition of 19.3 mm. Designed compounds were docked with the target enzyme UDP-N-acetylmuramate/L-alanine ligase. The compound 2b showed highest binding affinity (- 7.6 kcal/mol). Conclusions: The synthesized compounds showed moderate to significant antibacterial and antifungal potential. It is clear from the binding affinities that compounds having hydroxyl group substituted on benzene ring possess strong binding affinity as compared to other analogs. These designed compounds could be considered to act as antagonists against target UDP-N-acetylmuramate/L-alanine ligase.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem