Day: February 24, 2023

Iridium(III)-bis(imidazolinyl)phenyl catalysts for enantioselective C-H functionalization with ethyl diazoacetate was written by Weldy, N. Mace;Schafer, A. G.;Owens, C. P.;Herting, C. J.;Varela-Alvarez, A.;Chen, S.;Niemeyer, Z.;Musaev, D. G.;Sigman, M. S.;Davies, H. M. L.;Blakey, S. B.. And the article was included in Chemical Science in 2016.Product Details of 52771-99-0 This article mentions the following:

The intermol. enantioselective C-H functionalization with acceptor-only metallocarbenes is reported using a new family of Ir(III)-bis(imidazolinyl)phenyl catalysts, developed based on the interplay of exptl. and computational insights. The reaction is tolerant of a variety of diazoacetate ROC(O)CH=N₂ (R = CH₂CH₃, CH₂CCl₃, C₆H₅, etc.) precursors and is found to be heavily influenced by the steric and electronic properties of the substrate. Phthalans I [R¹ = 7-OCH₃, 4-Br, 5-(pyrrolidin-1-yl), etc.] and dihydrofurans II (R² = H, C₆H₅, CH₂C₆H₅) are functionalized in good yields and excellent enantioselectivities. In the experiment, the researchers used many compounds, for example, 5-Nitro-1,3-dihydroisobenzofuran (cas: 52771-99-0Product Details of 52771-99-0).

5-Nitro-1,3-dihydroisobenzofuran (cas: 52771-99-0) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Product Details of 52771-99-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Lithiated benzothiophenes and benzofurans require 2-silyl protection to avoid anion migration was written by Hansen, Marvin M.;Clayton, Marcella T.;Godfrey, Alexander G.;Grutsch, John L. Jr.;Keast, Sandra S.;Kohlman, Dan T.;McSpadden, Andreea R.;Pedersen, Steven W.;Ward, Jeffrey A.;Xu, Yao-Chang. And the article was included in Synlett in 2004.Product Details of 253429-31-1 This article mentions the following:

2-Trimethylsilyl protection of benzothiophenes and benzofurans prevents anion migration to the 2-position when lithiated species are formed. These lithiated benzothiophenes and benzofurans provide superior results in additions to piperidones. Deprotection is conveniently achieved under acidic conditions. Direct C-7 metalation of benzothiophene is enabled by 2-triisopropylsilyl protection at C-2. In the experiment, the researchers used many compounds, for example, 7-Bromo-4-fluorobenzofuran (cas: 253429-31-1Product Details of 253429-31-1).

7-Bromo-4-fluorobenzofuran (cas: 253429-31-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Product Details of 253429-31-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Peripheral blood gene expression profiling shows predictive significance for response to mycophenolate in systemic sclerosis-related interstitial lung disease was written by Assassi, Shervin;Volkmann, Elizabeth R.;Zheng, W. Jim;Wang, Xuan;Wilhalme, Holly;Lyons, Marka A.;Roth, Michael D.;Tashkin, Donald P.. And the article was included in Annals of the Rheumatic Diseases in 2022.Application In Synthesis of (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid This article mentions the following:

To characterize the peripheral blood cell (PBC) gene expression changes ensuing from mycophenolate mofetil (MMF) or cyclophosphamide (CYC) treatment and to determine the predictive significance of baseline PBC transcript scores for response to immunosuppression in systemic sclerosis (SSc)-related interstitial lung disease (ILD). PBC RNA samples from baseline and 12-mo visits, corresponding to the active treatment period of both arms in Scleroderma Lung Study II, were investigated by global RNA sequencing. Joint models were created to examine the predictive significance of baseline composite modular scores for the course of forced vital capacity (FVC) per cent predicted measurements from 3 to 12 mo. Total 134 patients with SSc-ILD (CYC = 69 and MMF = 65) were investigated. CYC led to an upregulation of erythropoiesis, inflammation and myeloid lineage-related modules and a downregulation of lymphoid lineage-related modules. The modular changes resulting from MMF treatment were more modest and included a downregulation of plasmablast module. In the longitudinal anal., none of the baseline transcript module scores showed predictive significance for FVC% course in the CYC arm. In contrast, in the MMF arm, higher baseline lymphoid lineage modules predicted better subsequent FVC% course, while higher baseline myeloid lineage and inflammation modules predicted worse subsequent FVC% course. Consistent with the primary mechanism of action of MMF on lymphocytes, patients with SSc-ILD with higher baseline lymphoid module scores had better FVC% course, while those with higher myeloid cell lineage activation score had poorer FVC% course on MMF. In the experiment, the researchers used many compounds, for example, (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid (cas: 24280-93-1Application In Synthesis of (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid).

(E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid (cas: 24280-93-1) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Application In Synthesis of (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Effect of Thiocarbonylthio Compounds on Visible-Light-Mediated 3D Printing was written by Zhang, Zhiheng;Corrigan, Nathaniel;Boyer, Cyrille. And the article was included in Macromolecules (Washington, DC, United States) in 2021.Formula: C20H6I4Na2O5 This article mentions the following:

Photoinduced electron/energy transfer-reversible addition-fragmentation chain transfer (PET-RAFT) polymerization has been successfully employed in three-dimensional (3D) printing to synthesize materials with controlled architecture and diverse functions. However, there is a lack of understanding of the impact of various RAFT agents on the 3D printing process, as only trithiocarbonate RAFT agents were used in the previous systems. In this work, RAFT agents with different activating Z groups and leaving R groups are incorporated in resin formulations and applied to open-air 3D printing systems under mild green light irradiation (λ_max = 525 nm, I₀ = 0.32 mW/cm²). The Z and R groups of RAFT agents influence the polymerization kinetics and 3D printing process (cure time) and affect the mech. properties of 3D-printed materials. The impact of the concentration of trithiocarbonates on mech. properties is also investigated. The 3D-printed materials containing RAFT agents are easily postmodified after printing via one-pot in situ aminolysis and thiol-Michael additions The RAFT-mediated photoinduced polymerization appears a promising method for producing novel and functional materials. In the experiment, the researchers used many compounds, for example, Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0Formula: C20H6I4Na2O5).

Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Formula: C20H6I4Na2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis and pharmacological activity of benzofurylhydroxyureas and benzofurylhydroxamic acids was written by Onuchina, O. A.;Zaitsev, S. A.;Arzamastsev, A. P.;Kalinkina, M. A.;Granik, V. G.. And the article was included in Pharmaceutical Chemistry Journal in 2006.Computed Properties of C11H10O3 This article mentions the following:

A series of benzofuran derivatives of hydroxyurea, e.g. I (R = NH₂), and hydroxamic acid, e.g. I (R = Me), has been obtained. Hydroxyureas have been O-alkylated with 3-bromomethyl-4-methylfuroxane. The antiinflammatory and antiulcer properties of these compounds have been investigated. In the experiment, the researchers used many compounds, for example, 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone (cas: 28241-99-8Computed Properties of C11H10O3).

1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone (cas: 28241-99-8) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Computed Properties of C11H10O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Unexpected Reactivity of N-Acyl-Benzotriazoles with Aromatic Amines in Acidic Medium (ABAA Reaction) was written by Laconde, Guillaume;Amblard, Muriel;Martinez, Jean. And the article was included in European Journal of Organic Chemistry in 2019.Computed Properties of C20H13NO5 This article mentions the following:

Despite the large number of methods for the synthesis of amides, formation of the amide bond from aromatic amines has always been a challenge for organic chemists due to their weak nucleophile character. The authors describe here a new efficient method of amide formation from N-Acyl-Benzotriazoles and Aromatic Amines (ABAA reaction) including aniline derivatives, in acidic conditions. This reaction is selective for aromatic amines, since aliphatic amines did not react under the same exptl. conditions. Using the ABAA reaction, the authors synthesized a series of aromatic amide compounds including labeled enzyme substrates, in excellent yield. The ABAA reaction also allowed the one-pot synthesis of Nordiazepam, which is a precursor of the anxiolytic Diazepam (Valium). This procedure opens new ways of synthesis of amides from aromatic amines, and of heterocyclic structures. In the experiment, the researchers used many compounds, for example, 5-Amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 3326-34-9Computed Properties of C20H13NO5).

5-Amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 3326-34-9) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Computed Properties of C20H13NO5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Design and synthesis of fluorescent SGLT2 inhibitors was written by Lansdell, Mark I.;Burring, Denise J.;Hepworth, David;Strawbridge, Matthew;Graham, Emily;Guyot, Thierry;Betson, Mark S.;Hart, James D.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.Product Details of 92557-80-7 This article mentions the following:

The design and synthesis of the first fluorophore-conjugated SGLT2 inhibitors is described. The mode of linking the fluorophore to the SGLT2 pharmacophore was crucial in achieving optimum potency. Superior potency to phlorizin was provided by examples containing TAMRA, BODIPY, Cy3B and NBD fluorophores. In the experiment, the researchers used many compounds, for example, 2,5-Dioxopyrrolidin-1-yl 3′,6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-5-carboxylate (cas: 92557-80-7Product Details of 92557-80-7).

2,5-Dioxopyrrolidin-1-yl 3′,6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-5-carboxylate (cas: 92557-80-7) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Product Details of 92557-80-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Application of random forests method to predict the retention indices of some polycyclic aromatic hydrocarbons was written by Goudarzi, N.;Shahsavani, D.;Emadi-Gandaghi, F.;Chamjangali, M. Arab. And the article was included in Journal of Chromatography A in 2014.Electric Literature of C16H10O This article mentions the following:

A quant. structure-retention relation (QSRR) study was carried out based on the new method of random forests (RF) for prediction of the retention indexes (RIs) of some polycyclic aromatic hydrocarbon (PAH) compounds The RIs of these compounds were calculated using the theor. descriptors generated from their mol. structures. Effects of the important parameters affecting the ability of the RF prediction power such as the number of trees (n_t) and the number of randomly selected variables to split each node (m) were studied. Optimization of these parameters showed that in the point m = 70, n_t = 460, the RF method can give the best results. Also, performance of the RF model was compared with that of the artificial neural network (ANN) and multiple linear regression (MLR) techniques. The results obtained show the relative superiority of the RF method over the MLR and ANN ones. In the experiment, the researchers used many compounds, for example, Naphtho[2,1-b]benzofuran (cas: 205-39-0Electric Literature of C16H10O).

Naphtho[2,1-b]benzofuran (cas: 205-39-0) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Electric Literature of C16H10O

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Photostimulated reactions of o-dihalobenzenes with nucleophiles derived from the 2-naphthyl system. Competition between electron transfer, fragmentation, and ring closure reactions was written by Baumgartner, Maria T.;Pierini, Adriana B.;Rossi, Roberto A.. And the article was included in Journal of Organic Chemistry in 1993.Synthetic Route of C16H10O This article mentions the following:

The photostimulated reaction of o-XC₆H₄Y (I; X = I, Br, Cl, Y = I; X = Cl, Y = Br) with 2-naphthoxide (II, Z = O) gave 1-(o-halophenyl)-2-naphthol (III; halo = I, Br, Cl) and ring-closure product IV (Z = O), III being an intermediate in the formation of IV (Z = O). The products obtained in the photostimulated reaction of II (Z = S) with I depended on the halogens. When both nucleofugal groups were iodine, only IV (Z = S) was obtained. With o-bromoiodobenzene, the photostimulated reaction gave IV (Z = S) and the substitution product on sulfur with retention of bromine, while with o-chloroiodobenzene the only observed product was the substitution product on sulfur with retention of chlorine. The photostimulated reaction of I with II (Z = Se) gave the same amount of cyclized product IV (Z = Se) and the substitution product on selenium without retention of halogen, although in an overall low yield. All these reactions may occur by the S_RN1 mechanism. Theor. studies supported the different behavior found with the nucleophiles derived from the 2-naphthyl system. In the experiment, the researchers used many compounds, for example, Naphtho[2,1-b]benzofuran (cas: 205-39-0Synthetic Route of C16H10O).

Naphtho[2,1-b]benzofuran (cas: 205-39-0) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Synthetic Route of C16H10O

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Clickable 4-Oxo-β-lactam-Based Selective Probing for Human Neutrophil Elastase Related Proteomes was written by Ruivo, Eduardo F. P.;Goncalves, Lidia M.;Carvalho, Luis A. R.;Guedes, Rita C.;Hofbauer, Stefan;Brito, Jose A.;Archer, Margarida;Moreira, Rui;Lucas, Susana D.. And the article was included in ChemMedChem in 2016.Application of 3326-34-9 This article mentions the following:

Human neutrophil elastase (HNE) is a serine protease associated with several inflammatory processes such as chronic obstructive pulmonary disease (COPD). The precise involvement of HNE in COPD and other inflammatory disease mechanisms has yet to be clarified. Herein the authors report a copper-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC, or ‘click’ chem.) approach based on the 4-oxo-β-lactam warhead that yielded potent HNE inhibitors containing a triazole moiety. The resulting structure-activity relationships set the basis to develop fluorescent and biotinylated activity-based probes as tools for mol. functional anal. Attaching the tags to the 4-oxo-β-lactam scaffold did not affect HNE inhibitory activity, as revealed by the IC₅₀ values in the nanomolar range (56-118 nM) displayed by the probes. The nitrobenzoxadiazole (NBD)-based probe presented the best binding properties (ligand efficiency (LE)=0.31) combined with an excellent lipophilic ligand efficiency (LLE=4.7). Moreover, the probes showed adequate fluorescence properties, internalization in human neutrophils, and suitable detection of HNE in the presence of a large excess of cell lysate proteins. This allows the development of activity-based probes with promising applications in target validation and identification, as well as diagnostic tools. In the experiment, the researchers used many compounds, for example, 5-Amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 3326-34-9Application of 3326-34-9).

5-Amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 3326-34-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Application of 3326-34-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem