Awesome Chemistry Experiments For 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 31127-39-6

Reference of 31127-39-6, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.31127-39-6, Name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, molecular formula is C9H9NO3. In a Article£¬once mentioned of 31127-39-6

Synthesis and in vitro biological evaluation of novel coumarin derivatives containing isoxazole moieties on melanin synthesis in B16 cells and inhibition on bacteria

A novel series of coumarin derivatives 6a?o, bearing isoxazole moieties were designed and synthesized. After that, they were evaluated for melanin synthesis in murine B16 cells and inhibitory effect on the growth of CA (Candida albicans), EC (Escherichia coli), SA (Staphylococcus aureus). It was found that eleven compounds (6b?f, 6j?o) showed a better activity on melanin synthesis than positive control (8-MOP). Among them, compounds 6d (242%) and 6f (390%), with nearly 1.6 and 2.6-fold potency compared with 8-MOP (149%) respectively, were recognized as the most promising candidate hits for further pharmacological study of anti-vitiligo. Seven halogen substituted compounds exhibited moderate antimicrobial activity against CA. It is interesting that 6e?f and 6l?m, which had two halogens on the benzene showed a comparable activity with Amphotericin B against CA. The evaluation of melanin synthesis in B16 cells and inhibitory effect on bacteria of above structurally diverse derivatives had also led to an outline of structure-activity relationship.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

New explortion of 31127-39-6

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Glucose-derived spiro-isoxazolines are anti-hyperglycemic agents against type 2 diabetes through glycogen phosphorylase inhibition

Glycogen phosphorylase (GP) is a target for the treatment of hyperglycaemia in the context of type 2 diabetes. This enzyme is responsible for the depolymerization of glycogen into glucose thereby affecting the levels of glucose in the blood stream. Twelve new d-glucopyranosylidene-spiro-isoxazolines have been prepared from O-peracylated exo-D-glucals by regio- and stereoselective 1,3-dipolar cycloaddition of nitrile oxides generated in situ by treatment of the corresponding oximes with bleach. This mild and direct procedure appeared to be applicable to a broad range of substrates. The corresponding O-unprotected spiro-isoxazolines were evaluated as glycogen phosphorylase (GP) inhibitors and exhibited IC50 values ranging from 1 to 800 muM. Selected inhibitors were further evaluated in vitro using rat and human hepatocytes and exhibited significant inhibitory properties in the primary cell culture. Interestingly, when tested with human hepatocytes, the tetra-O-acetylated spiro-isoxazoline bearing a 2-naphthyl residue showed a much lower IC50 value (2.5 muM), compared to that of the O-unprotected analog (19.95 muM). The most promising compounds were investigated in Zucker fa/fa rat model in acute and sub-chronic assays and decreased hepatic glucose production, which is known to be elevated in type 2 diabetes. This indicates that glucose-based spiro-isoxazolines can be considered as anti-hyperglycemic agents in the context of type 2 diabetes.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 31127-39-6

We¡¯ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 31127-39-6, and how the biochemistry of the body works.Computed Properties of C9H9NO3

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 31127-39-6, name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, introducing its new discovery. Computed Properties of C9H9NO3

Sodium nitrite-catalyzed aerobic oxidative Csp2-Csp3 coupling: Direct construction of the 4-aryldihydroisoquinolinone moiety

A bioinspired approach for the construction of the 4- aryldihydroisoquinolinone moiety via direct oxidative Csp2-Csp 3 coupling has been developed, which uses inexpensive sodium nitrite as catalyst and environmentally benign oxygen in the air as terminal oxidant.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

Final Thoughts on Chemistry for 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime

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Design, synthesis and evaluation of novel hybrids between 4-anilinoquinazolines and substituted triazoles as potent cytotoxic agents

In this research several series of novel dioxygenated ring fused 4-anilinoquinazolines (10a-d) and 4-anilinoquinazoline-substituted triazole hybrid compounds (11?14) have been designed and synthesized. Their biological significance was highlighted by evaluating in vitro for anticancer activities, wherein several compounds displayed excellent activity specifically against three human cancer cell lines (KB, epidermoid carcinoma; HepG2, hepatoma carcinoma; SK-Lu-1, non-small lung cancer). Especially, compound 13a exhibited up to 100-fold higher cytotoxicity in comparison with erlotinib. Docking the most cytotoxic compounds (11d, 13a, 13b, and 14c) into the ATP binding site of different EGFR tyrosine kinase domains was perfomed to predict the analogous binding mode of these compounds to the EGFR targets.

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Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Efficient hydrogenation of benzaldoximes and Schiff bases on ceramic high-porosity palladium catalysts

An efficient catalytic method for the synthesis of benzyl- and dibenzylamines by hydrogenating oximes and Schiffbases was developed on palladium supported high-porosity foamed ceramic block catalyst. The multiple regeneration ability of the foamed ceramic block catalyst can significantly decrease the Pd consumption as compared to the use of the conventional 10%Pd/C catalyst. Owing to a high hardness of the foamed ceramic catalyst, the reaction mixture can rapidly be removed from the reactor without using filtering devices. The structures produced by the reaction are fragments of biologically active and natural molecules. Antiproliferative properties of dibenzylamines revealed on the sea urchin embryo model suggest that these compounds can be considered as promising agents for the design of new anticancer drugs.

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Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

Extracurricular laboratory: Synthetic route of 31127-39-6

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31127-39-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, cas is 31127-39-6,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 500mg (2. 13MMOL) 5-BROMOMETHYL-THIOPHENE-2-CARBOXYLIC acid methyl ester and 381mg (2.13mmol) 2,3-dihydro-benzo [1, 4] dioxine-6- carbaldehyde oxime in 2ML dichloromethane were added 2. 0ml 2.2M aqueous sodium hydroxide solution and 902mg (2.55mmol) tertrabutylammonium hydrogen sulfate while vigorously stirring. After 10 minutes another 2. 0ML 2.2M aqueous sodium hydroxide solution and 902mg (2. 55MMOL) tertrabutylammonium hydrogen sulfate were added. This procedure was repeated one more time. After 20 minutes 8ml saturated aqueous bicarbonate solution was added. The aqueous phase was extracted three times with ethyl acetate and the combined organic phases were washed with brine and dried over NA2SO4. The solvent was evaporated and the residue was subjected to silica gel chromatography (hexane/ethyl acetate 4: 1, then 3: 1) to yield 214mg (0. 64MMOL) 5- (2, 3-Dihydro-benzo [1, 4] dioxin-6- ylmethyleneaminooxymethyl) -thiophene-2-carboxylic acid methyl ester; exact MW [M+H] calc’d: 334.07 ; MW found [M+H]: 334.2

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Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/87693; (2004); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime

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As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, and cas is 31127-39-6, its synthesis route is as follows.

General procedure: From exo-glucal 3A. An aqueous solution of NaOCl (5 mL, 9Chl prepared from a 36Chl commercial solution, diluted 4 times) was added slowly with a syringe pump (~16 h) at rt to a solution of methylene exo-glycal 3A (100 mg, 0.29 mmol) and aldoxime (0.58 mmol, 2 eq) in THF (10 mL). The mixture was diluted withwater (10 mL) and extracted with CH2Cl2 (3 20 mL). The organic layer was dried over MgSO4 and concentrated in vacuo. The crude product was purified by silica gel chromatography (petroleum ether/EtOAc, 7:3) to afford the corresponding spiro-isoxazolines 4a,f-j,l-p.

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Reference£º
Article; Goyard, David; Konya, Balint; Chajistamatiou, Aikaterini S.; Chrysina, Evangelia D.; Leroy, Jeremy; Balzarin, Sophie; Tournier, Michel; Tousch, Didier; Petit, Pierre; Duret, Cedric; Maurel, Patrick; Somsak, Laszlo; Docsa, Tibor; Gergely, Pal; Praly, Jean-Pierre; Azay-Milhau, Jacqueline; Vidal, Sebastien; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 444 – 454;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Extracurricular laboratory: Synthetic route of 31127-39-6

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Name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 31127-39-6, its synthesis route is as follows.

General procedure: To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oximes 10 (2.69 g, 15.0 mmol) in THF (70 mL) at room temperature under nitrogen atmosphere, N-chlorosuccinimide (2.40 g, 18.0 mmol) and pyridine (120 muL, 1.50 mmol) were added. After being stirred for 40 min at 60 C, the mixture was cooled to rt and solutions of propargyl alcohol (700 muL, 12.0 mmol) in THF (2 mL) and triethylamine (2.50 mL, 18.0 mmol) in THF (4 mL) were added dropwise successively. After the mixture being stirred at 50 C for 2 h. Saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by flash column chromatography (hexane:EtOAc =2:1) to give the isoxazole alcohol 11 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 1.87 g, 67%). To a solution of thus prepared alcohol 11 (1.16 g, 5.00mmol) in dichloromethane (15 mL) at room temperature, pyridinium chlorochromate (2.16 g, 10.0 mmol) and 4 A molecular sieve (4.00 g) were added. After being stirred for 4 h, the mixture was concentrated and the residue was purified by flash column chromatography (hexane:EtOAc =3:1) to give the building block 3 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 740 mg, 65%). 1H NMR (500 MHz, CDCl3) delta 9.95 (s, 1H), 7.31 (s, 1H), 7.27 (d, J = 8.0 Hz, 1H), 7.13 (s, 1H), 6.90 (d, J = 8.0 Hz,1H), 4.22-4.27 (m, 4H). Other isoxazole aldehyde derivatives were synthesizedanalogously and identified with the 1H NMR spectroscopy.

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Reference£º
Article; Oh, Yoo Na; Kwak, Jumyung; Koh, Hun Yeong; Jung, Sun Ho; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4227 – 4230;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Share a compound : 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime

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2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, cas is 31127-39-6, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,31127-39-6

177 mg of the intermediate XXV was dissolved in ethanol, a catalytic amount of palladium hydroxide was added, the air was replaced and hydrogen was introduced, and the reaction was carried out at 30-60 C. for 6 hours. After the reaction was completed, ethanol was distilled off under reduced pressure, and water was added to the residue. Ester extraction, without purification, gives the intermediate 1,4-benzodioxane-7-methylamine directly for the next reaction

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Reference£º
Patent; East China University of Science and Technology; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Li Jian; Lan Lefu; Ni Shuaishuai; Chen Feifei; Wei Hanwen; Li Baoli; Liu Yifu; Mao Fei; Zhu Jin; (157 pag.)CN108117534; (2018); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO204,mainly used in chemical industry, its synthesis route is as follows.,31127-39-6

General procedure: A solutionof oxime 1a-k (23 mmol) in isopropyl alcohol (100 mL) was loaded into the autoclave with the fl uoroplastic bush, concentratedHCl (10.5 mL) was added, and a block of the regeneratedcatalyst was fi xed. Hydrogenation was conducted for 3-5 h at20 C and a hydrogen pressure of 10 atm, which was maintainedat this level during the reaction. The reaction course was monitoredby TLC. After the initial oxime disappeared completely,the reaction solution was poured out of the autoclave, the catalystblock was washed with methanol (3¡Á30 mL), and the combinedsolutions were fi ltered from mechanical impurities. The solventwas evaporated, and analytically pure aromatic benzylamines3a-k were obtained.When hydrogenation was conducted in methanol (100 mL),solvent removal was followed by drying residue using azeotropicdistillation with isopropyl alcohol (250 mL). For the hydrogenationof compound 1k, the reaction mixture was additionallypurifi ed by refl ux with active carbon for 1 h. The blockcatalyst was regenerated directly in the reactor at 400 C ina hydrogen fl ow and further used in the next hydrogenationprocedure.

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Reference£º
Article; Ignatov; Varakutin; Solov?eva; Karmanova; Kozlov; Semenova; Semenov; Russian Chemical Bulletin; vol. 67; 8; (2018); p. 1394 – 1400; Izv. Akad. Nauk, Ser. Khim.; 8; (2018); p. 1394 – 1400,7;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem