Month: October 2022

In 2022,EL-Mahdy, Ahmed F. M.; Bakhite, Etify A.; Abdel-Hafez, Shams H.; Ibrahim, Omaima F.; Abdu-Allah, Hajjaj H. M.; Marae, Islam S. published an article in Journal of Heterocyclic Chemistry. The title of the article was 《Synthesis, characterization, and photophysical properties of some new thieno[2,3-b]pyridines bearing phenylethenyl moiety》.Synthetic Route of C6H12O3 The author mentioned the following in the article:

The 5-acetyl-3-cyano-6-methyl-4-(2-phenylethenyl)pyridine-2(1H)-thione was synthesized by interaction of cinnamylidene-2-cyanothioacetamide and acetylacetone or via one-pot reaction of E-cinnamaldehyde, 2-cyanothioacetamide, and acetylacetone. Reaction of 5-acetyl-3-cyano-6-methyl-4-(2-phenylethenyl)pyridine-2(1H)-thione with Et iodide or N-chloroacetyl derivative of aromatic amines RC6H4NHC(O)CH2Cl (R = Me, OMe, acetyl, Cl) in boiling ethanol containing sodium ethoxide gave the 5-acetyl-3-cyano-2-ethylsulfanyl-6-methyl-4-(2-phenylethenyl)pyridine and 5-acetyl-3-amino-2-(N-arylcarbamoyl)-6-methyl-4-(2-phenylethenyl)thieno[2,3-b]pyridines I, resp. Compound I (R = Cl) was reacted with 2,5-dimethoxytetrahydrofuran or tri-Et orthoformate to furnish 5-acetyl-2-[N-(4-chlorophenyl)carbamoyl]-6-methyl-4-(2-phenylethenyl)-3-(1H-pyrrol-1-yl)- thieno[2,3-b]pyridine or 8-acetyl-3-(4-chlorophenyl)-7-methyl-9-(2-phenylethenyl)pyrido [3′,2′:4,5]thieno[3,2-d]pyrimidine-4(3H)-one, resp. The photophys. properties of I (Me, OMe, Cl), and 8-acetyl-3-(4-chlorophenyl)-7-methyl-9-(2-phenylethenyl)pyrido [3′,2′:4,5]thieno[3,2-d]pyrimidine-4(3H)-one were fully studied and the obtained results included herein. The fluorescence data confirmed that compounds I (Me, OMe, Cl), and 8-acetyl-3-(4-chlorophenyl)-7-methyl-9-(2-phenylethenyl)pyrido [3′,2′:4,5]thieno[3,2-d]pyrimidine-4(3H)-one exhibit aggregation-induced emission behavior with high absolute quantum yields. In the experimental materials used by the author, we found 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Synthetic Route of C6H12O3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Synthetic Route of C6H12O3

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

《Discovery of Potent and Selective Inhibitors of Ataxia Telangiectasia Mutated and Rad3 Related (ATR) Protein Kinase as Potential Anticancer Agents》 was written by Charrier, Jean-Damien; Durrant, Steven J.; Golec, Julian M. C.; Kay, David P.; Knegtel, Ronald M. A.; MacCormick, Somhairle; Mortimore, Michael; O’Donnell, Michael E.; Pinder, Joanne L.; Reaper, Philip M.; Rutherford, Alistair P.; Wang, Paul S. H.; Young, Stephen C.; Pollard, John R.. Application of 918439-76-6 And the article was included in Journal of Medicinal Chemistry on April 14 ,2011. The article conveys some information:

DNA-damaging agents are among the most frequently used anticancer drugs. However, they provide only modest benefit in most cancers. This may be attributed to a genome maintenance network, the DNA damage response (DDR), that recognizes and repairs damaged DNA. ATR is a major regulator of the DDR and an attractive anticancer target. Herein, we describe the discovery of a series of aminopyrazines with potent and selective ATR inhibition. Compound (I) inhibits ATR with a Ki of 6 nM, shows >600-fold selectivity over related kinases ATM or DNA-PK, and blocks ATR signaling in cells with an IC50 of 0.42 μM. Using I, here it is shown that ATR inhibition markedly enhances death induced by DNA-damaging agents in certain cancers but not normal cells. This differential response between cancer and normal cells highlights the great potential for ATR inhibition as a novel mechanism to dramatically increase the efficacy of many established drugs and ionizing radiation. In the experimental materials used by the author, we found (S)-3-Iodotetrahydrofuran(cas: 918439-76-6Application of 918439-76-6)

(S)-3-Iodotetrahydrofuran(cas: 918439-76-6) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Application of 918439-76-6

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

Safety of 3-Hydroxydihydrofuran-2(3H)-oneOn October 7, 2019 ,《Toward Renewable-Based, Food-Applicable Prebiotics from Biomass: A One-Step, Additive-Free, Microwave-Assisted Hydrothermal Process for the Production of High Purity Xylo-oligosaccharides from Beech Wood Hemicellulose》 was published in ACS Sustainable Chemistry & Engineering. The article was written by Remon, Javier; Li, Tianzong; Chuck, Christopher J.; Matharu, Avtar S.; Clark, James H.. The article contains the following contents:

Xylooligosaccharides (XOS) produced from biomass offer a plethora of excellent physicochem. and physiol. properties to be used as natural prebiotic nutraceuticals. Herein, this work first addresses and optimizes a novel one-pot, additive-free, microwave-assisted process to produce high purity XOS from beech wood hemicellulose, studying the influence of the temperature, reaction time, and solid loading. These variables exerted a significant influence, allowing the transformation of hemicellulose into a gas (0-19%), an XOS-rich liquid product (9-80%) and a spent solid material (17-90%). The liquid phase consisted of a mixture of XOS with a d.p. (DP) DP > 6 (75-100 C-weight %) and DP 3-6 (0-10 C-weight %), together with mono/disaccharides (0-1 C-weight %), carboxylic acids (0-5 C-weight %), ketones (0-12 C-weight %) and furans (0-12 C-weight %). A good compromise between the liquid yield (81%) and XOS purity (96 C-weight %) was achieved at 172 °C using a solid loading of 5 weight % for 47 min. This time could be reduced (33 min) and the solid loading increased (25 weight %) without substantially altering the XOS (98 C-weight %) purity, although the liquid yield was reduced. The liquid yield could be increased up to 97% at the expenses of XOS purity (90 C-weight %) at 177 °C using a 5 weight % solid loading for 60 min. For these optima, the microwave production costs shifted between 1.42 and 6.50 euro/kg XOS, which is substantially lower than the XOS market price, thus highlighting the high potential of this emerging technol. Novel microwave-assisted hydrothermal process assessed and optimized for the production of food-applicable prebiotic nutraceuticals from beech wood hemicellulose.3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Safety of 3-Hydroxydihydrofuran-2(3H)-one) was used in this study.

3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9) may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.Safety of 3-Hydroxydihydrofuran-2(3H)-one

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

《Pseudo-5-Fold-Symmetrical Ligand Drives Geometric Frustration in Porous Metal-Organic and Hydrogen-Bonded Frameworks》 was written by Haase, Frederik; Craig, Gavin A.; Bonneau, Mickaele; Sugimoto, Kunihisa; Furukawa, Shuhei. Application In Synthesis of 2,5-Dimethoxytetrahydrofuran And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Reticular framework materials thrive on designability, but unexpected reaction outcomes are crucial in exploring new structures and functionalities. By combining “”incompatible”” building blocks, we employed geometric frustration in reticular materials leading to emergent structural features. The combination of a pseudo-C5-sym. organic building unit based on a pyrrole core with a C4-sym. copper paddlewheel synthon led to three distinct frameworks by tuning the synthetic conditions. The frameworks show structural features typical for geometric frustration: self-limiting assembly, internally stressed equilibrium structures, and topol. defects in the equilibrium structure, which manifested in formation of a hydrogen-bonded framework, distorted and broken secondary building units, and dangling functional groups, resp. The influence of geometric frustration on the CO2 sorption behavior and the discovery of a new secondary building unit shows geometric frustration can serve as a strategy to obtain highly complex porous frameworks.2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Application In Synthesis of 2,5-Dimethoxytetrahydrofuran) was used in this study.

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Application In Synthesis of 2,5-Dimethoxytetrahydrofuran

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

Product Details of 696-59-3In 2019 ,《Driving Recursive Dehydration by PIII/PV Catalysis: Annulation of Amines and Carboxylic Acids by Sequential C-N and C-C Bond Formation》 appeared in Journal of the American Chemical Society. The author of the article were Lecomte, Morgan; Lipshultz, Jeffrey M.; Kim-Lee, Shin-Ho; Li, Gen; Radosevich, Alexander T.. The article conveys some information:

Pyrrolylanilines such as I, pyrrolylbenzylamines, and arylethylamines underwent chemoselective tandem condensation and cyclocondensation reactions with carboxylic acids such as RCO2H mediated by di-Et bromomalonate or di-Et bromo(methyl)malonate and phenylsilane or diphenylsilane in the presence of a hexamethylphosphetane oxide to yield pyrroloquinoxaline such as II [R = MeOCH2, n-Pr, H2C:CHCH2CH2, Ph, 2-MeC6H4, 3-MeC6H4, 4-ClC6H4, 4-FC6H4, 4-MeOC6H4, PhCH2SCH2, TsNHCH2, Br(CH2)5, 3-chloro-1-cyclobutyl], pyrrolobenzodiazepines, a dihydro-β-carboline, and dihydroisoquinolines. The method was also used for Bischler-Napieralski cyclocondensations of aralkyl amides. A bromophosphonium bromide was generated as the key intermediate. A PIII/PV redox catalyst enabled iterative redox-neutral transformations complementary to reactions using the reductive driving force of the PIII/PV couple. In the experiment, the researchers used many compounds, for example, 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Product Details of 696-59-3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Product Details of 696-59-3

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

《Hydrothermal Extraction of Valuable Components from Leaves and Petioles from Paulownia elongata x fortunei》 was written by Rodriguez-Seoane, Paula; del Pozo, Cristina; Puy, Neus; Bartroli, Jordi; Dominguez, Herminia. Application In Synthesis of 3-Hydroxydihydrofuran-2(3H)-one And the article was included in Waste and Biomass Valorization on August 31 ,2021. The article conveys some information:

Abstract: The leaves and petioles of Paulownia elongata x fortunei are residual fractions from the tree plantations com. destined to the production of wood and their valorization could contribute to the rational utilization of this resource. The saccharidic fraction is the most abundant in both parts of the plant and the sugar profile is very similar, but the ethanol extractives are more abundant in leaves. Non isothermal processing was selected since it provided better results than isothermal extraction with shorter times. For this reason, optimization of autohydrolysis under non isothermal operation (140-240°C) was performed for both materials: leaves and petioles. The final autohydrolysis temperature highly influenced the saccharidic, proteic, phenolic and volatile composition of the extracts Operating under selected conditions leaves provided extracts with more antioxidant compounds than petioles. The proposed technol. provides a variety of com. valuable components, which could contribute to the integral use of this energetic crop following a biorefinery approach. Graphic Abstract: [graphic not available: see fulltext]. In the part of experimental materials, we found many familiar compounds, such as 3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Application In Synthesis of 3-Hydroxydihydrofuran-2(3H)-one)

3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9) may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.Application In Synthesis of 3-Hydroxydihydrofuran-2(3H)-one

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

Li, Zhanchao; Zhang, Zhiquan; Wu, Lijie; Zhang, Hanqi; Wang, Ziming published their research in Chemical Research in Chinese Universities on February 28 ,2019. The article was titled 《Characterization of Five Kinds of Wood Vinegar Obtained from Agricultural and Forestry Wastes and Identification of Major Antioxidants in Wood Vinegar》.Application In Synthesis of 3-Hydroxydihydrofuran-2(3H)-one The article contains the following contents:

Wood vinegar(WV) has a powerful antioxidant activity, but it is unclear which components are responsi-ble for the antioxidant activity. In the present study, the double-column retention index qual. method was used for the identification of the major components in five kinds of WV. And the major antioxidants of wood vinegar were accurately identified with the aid of Pearson product-moment correlation coefficients and authentic standard samples. Our results demonstrate that phenolic compounds are mainly responsible for the powerful antioxidant activity. 2,6-Dimethoxyphenol is the most powerful antioxidant in WV. 2-Methoxyphenol and 3-methyl-1,2-cyclopentane-dione also have an important influence on the antioxidant activity of WV. Our results suggest that the contents of 2-methoxyphenol, 2,6-dimethoxyphenol and 3-methyl-1,2-cyclopentanedione should act as the criteria for evaluating the antioxidant activity of WV. Our work will provide useful information for WV’s application in the fields of food and medicine as antioxidants. In the experiment, the researchers used 3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Application In Synthesis of 3-Hydroxydihydrofuran-2(3H)-one)

3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9) is a 5-membered cyclic ester. It was obtained via tin-conversion of biomass-derived 1,3-dihydroxyacetone (DHA) and formaldehyde. And it may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis.Application In Synthesis of 3-Hydroxydihydrofuran-2(3H)-one

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

In 2022,Schafer, Michael; Stuenkel, Timo; Daniliuc, Constantin G.; Gilmour, Ryan published an article in Angewandte Chemie, International Edition. The title of the article was 《Regio- and Enantioselective Intermolecular Aminofluorination of Alkenes via Iodine(I)/Iodine(III) Catalysis》.Recommanded Product: 696-59-3 The author mentioned the following in the article:

The regio- and enantio-selective, intermol. vicinal fluoroamination of α-trifluoromethyl styrenes was achieved by enantioselective II/IIII catalysis. Leveraging C2-sym. resorcinol-based aryl iodide catalysts, it was possible to intercept the transient iodonium intermediate using simple nitriles, which function as both the solvent and nucleophile. In situ Ritter reaction provides direct access to the corresponding amides (up to 89% yield, e.r. 93 : 7). This main group catalysis paradigm inverts the intrinsic regioselectivity of the uncatalyzed process, thereby providing facile access to tertiary, benzylic stereocenters bearing both CF3 and F groups. Privileged phenethylamine pharmacophores was generated in which there is complete local partial charge inversion (CF3δ-/Fδ- vs. CH3δ+/Hδ+). Crystallog. analyses of representative β-fluoroamide products reveal highly pre-organized conformations that manifest the stereoelectronic gauche effect. The experimental process involved the reaction of 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Recommanded Product: 696-59-3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Recommanded Product: 696-59-3

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

In 2022,EFSA Panel on Food Additives and Flavourings; Younes, Maged; Aquilina, Gabriele; Castle, Laurence; Engel, Karl-Heinz; Fowler, Paul J.; Frutos Fernandez, Maria Jose; Fuerst, Peter; Gundert-Remy, Ursula; Guertler, Rainer; Husoey, Trine; Manco, Melania; Moldeus, Peter; Passamonti, Sabina; Shah, Romina; Waalkens-Berendsen, Ine; Wolfle, Detlef; Wright, Matthew; Benigni, Romualdo; Bolognesi, Claudia; Cordelli, Eugenia; Chipman, Kevin; Degen, Gisela; Noerby, Karin; Svendsen, Camilla; Carfi, Maria; Martino, Carla; Tard, Alexandra; Vianello, Giorgia; Mennes, Wim published an article in EFSA Journal. The title of the article was 《Scientific opinion on Prosmoke BW 01》.HPLC of Formula: 696-59-3 The author mentioned the following in the article:

The EFSA Panel on Food Additives and Flavorings (FAF) was requested to evaluate the safety of Prosmoke BW 01 as a new smoke flavoring primary product, in accordance with Regulation (EC) No 2065/2003. Prosmoke BW01 is produced by pyrolysis of beechwood (Fagus sylvatica L.) sawdust. Its water content is estimated at 56 wt%, the total identified volatile fraction accounts for 28 wt% of the primary product, corresponding to 64% of the solvent-free mass, while the unidentified fraction amounts to 16 wt% of the primary product. Anal. data provided for three batches demonstrated that their batch-to-batch-variability was sufficiently low. However, for the batch used for the toxicol. studies, there were substantial deviations in the concentration of nearly all the constituents compared to the other three batches. The dietary exposure of Prosmoke BW 01 was estimated to be between 6.2 and 9.2 mg/kg body weight (bw) per day, resp., using SMK-EPIC and SMK-TAMDI. Using the FAIM tool, the 95th percentile exposure estimates ranged from 3.2 mg/kg bw per day for the elderly to 17.9 mg/kg bw per day for children. The Panel noted that furan-2(5H)-one is present in all batches of the primary product at an average concentration of 0.88 wt%. This substance was evaluated by the FAF Panel as genotoxic in vivo after oral exposure. The Panel considered that the (geno)toxicity studies available on the whole mixture were not adequate to support the safety assessment, due to limitations in these studies and because they were performed with a batch which may not be representative for the material of commerce. Considering that the exposure estimates for furan-2(5H)-one are above the TTC value of 0.0025 μg/kg bw per day (or 0.15 μg/person per day) for DNA-reactive mutagens and/or carcinogens, the Panel concluded that Prosmoke BW 01 raises a concern with respect to genotoxicity. In the experiment, the researchers used many compounds, for example, 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3HPLC of Formula: 696-59-3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.HPLC of Formula: 696-59-3

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

Product Details of 696-59-3In 2020 ,《Rearrangement and cyclisation reactions on the 1-arylpyrrol-2-iminyl-2-aryliminopyrrol-1-yl radical energy surface》 appeared in ARKIVOC (Gainesville, FL, United States). The author of the article were Borthwick, Scott; Foot, Jonathan; Ieva, Maria; McNab, Hamish; McNab, Lilian; Rozgowska, Emma J.; Wright, Andrew. The article conveys some information:

Independent generation of iminyl and pyrrol-1-yl radicals by flash vacuum pyrolysis of oxime ether I (X = N; R1 = MeO; R2 = 4-MeC6H4) and imine I (X = N; R1 = 4-MeC6H4; R2 = Me2N), resp., provided two regioisomeric pyrrolo[1,2-a]quinoxalines II. This shows that radical species interconvert via spirodienyl moiety at high temperatures Corresponding generation of pyrrol-1-yl radical from I (X = CH; R1 = 4-MeC6H4; R2 = Me2N) gave single pyrrolo[1,2-α]quinoline regioisomer as the only cyclized product. In this case, DFT calculations suggested that direct cyclization of pyrrol-1-yl took place, rather than formation of spirodienyl species and exclusive migration of C-N bond. In the experimental materials used by the author, we found 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Product Details of 696-59-3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Product Details of 696-59-3

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