Heterocyclic Building Blocks-Benzisoxazole

Name: 2-Furoic hydrazide. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about A simple fluorescent probe for selective detection of Al3+ based on furan Schiff base and its crystal structure. Author is Peng, Hua-nan; Liu, Yi-qing; Huang, Jia-qi; Huang, Shou-Shun; Cai, Xin-ping; Xu, Shu-juan; Huang, Ai; Zeng, Qiang; Xu, Miao.

A simple “”turn-on”” fluorescent probe L was synthesized by condensation of furan-2-carbohydrazide and 2-hydroxy-4-methoxybenzaldehyde, and its structure was confirmed by single crystal X-ray diffraction. The probe L exhibited excellent selectivity towards Al3+ over other coexistent metal ions with remarkable fluorescence enhancement, accompanied by color change from colorless to blue. Moreover, the probe L showed high sensitivity to Al3+ with low detection limit (3.10 x 10-8 M) in the pH range of 3.0-8.0. The possible sensing mechanisms of L toward Al3+ were determined by Job plots experiments, high resolution mass spectrometry (HRMS), 1H NMR spectra and the d. functional theory (DFT) calculations Addnl., the probe L was successfully applied for detection of Al3+ in water samples with satisfactory results.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

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: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Ruthenium-Catalyzed Three-Component Alkylation: A Tandem Approach to the Synthesis of Nonsymmetric N,N-Dialkyl Acyl Hydrazides with Alcohols.Quality Control of 2-Furoic hydrazide.

The borrowing hydrogen strategy has been applied in the synthesis of nonsym. N,N-dialkylated acyl hydrazides via a tandem three-component reaction catalyzed by a phosphine free diaminocyclopentadienone ruthenium tricarbonyl complex. This strategy represents the first direct one-pot approach to nonsym. functionalized acyl hydrazides. Different aromatic acyl hydrazides underwent dialkylation with a variety of primary or secondary alcs. and methanol or ethanol as alkylating agents in mild reaction conditions and good yields. Deuterium labeling experiments suggested that the primary or secondary alc. was the hydrogen source in this tandem process. DFT calculations show that the combination of the tandem mixed product cannot be perfectly explained neither structurally nor electronically, but might be dependent of the phys. state of the aldehyde or ketone intermediate (gaz vs. liquid) at the reaction temperature

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

SDS of cas: 37443-42-8. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Hydrogenation and esterification of α-furancarboxylic acid over Ru-Pd/γ-Al2O3 catalyst. Author is Li, Zheqi; Jiang, Wenfeng; Wang, Huilong.

Me tetrahydro-α-furancarboxylate was prepared by esterification and hydrogenation of α-furancarboxylic acid using Ru-Pd/γ-Al2O3 as catalyst in fixed bed microreactor by a one-step process. Under optimum conditions, the product yield reached 97.2%. The catalyst activity did not deteriorate after 400 h.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Mehmood, Mehwish; Imtiaz-ud-Din; Nawaz Tahir, Muhammad; Haq, Ihsan-ul; Zahra, Syeda Saniya published the article 《Synthetic stratagem, characterization and biocidal applications of triorganotin(IV) complexes derived from hydrazide/hydrazone analogues》. Keywords: triorganotin benzylidene benzohydrazide preparation antibacterial antifungal antidiabetic activity; alpha amylase inhibitor triorganotin benzylidene benzohydrazide complex; furanylmethylene furancarbohydrazide preparation crystal mol structure.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Quality Control of 2-Furoic hydrazide. 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:3326-71-4) here.

A series of Schiff base ligands as benzylidene benzohydrazide and their hydrazone analogs (Ia-Ic) have been synthesized and then complexed with organotin(IV) moiety having general formula [R’3SnL] to get the target compounds (1-9), where L = C4H3OCONHN:CHR, R = C6H5O (Ia), C4H5O (Ib), C6H3Cl2 (Ic) and R’ = -CH3 (1-3), -CH2Ph (4-6), -Ph (7-9). They were fully characterized using FT-IR, NMR (1H, 13C and 119Sn) spectroscopy, along with elemental anal. and m.p. One of the precursor (Ib) has been analyzed by single crystal XRD to further authenticate the structure. The 119Sn NMR data suggest the mol. geometry of organotin derivatives as distorted pentagonal bipyramidal. They were also evaluated for their antibacterial, antifungal, α-amylase inhibition, DPPH, total reducing power and total antioxidant activities. Triaryltin(IV) derivatives show good antibacterial and antifungal activity. Whereas the data for antidiabetic activity demonstrated that the compounds may serve as moderately effective alpha amylase inhibitor.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

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, New Journal of Chemistry called Synthesis, crystal structures, photoluminescence, and catalytic reactivity of novel coordination polymers (0-D, 1-D, 2-D to 3-D) constructed from cis-1,2-cyclohexanedicarboxylic acid and various bipyridyl ligands, Author is Lee, Yu Jin; Kim, Eun Young; Kim, Soo Hyun; Jang, Seung Pyo; Lee, Tae Geum; Kim, Cheal; Kim, Sung-Jin; Kim, Youngmee, which mentions a compound: 610-09-3, SMILESS is O=C([C@H]1[C@@H](C(O)=O)CCCC1)O, Molecular C8H12O4, COA of Formula: C8H12O4.

Six ZnII-(e,a-cis-1,2-chdc) complexes, [Zn2(1,2-chdc)2(2,2′-bpy)2(H2O)2]·H2O (1), [{Zn2(1,2-chdc)2(H2O)2(μ-bpa)}·4H2O]n (2), [{Zn2(μ-1,2-chdc)2(μ-4,4′-bpy)}·2CH3OH]n (3), [{Zn2(μ-1,2-chdc)2(μ-bpe)}·2H2O]n (4), [[{Zn2(μ-1,2-chdc)2}n-(μ-bpp)2-{Zn2(μ-1,2-hdc)2(H2O)2}]·CH3CN·2H2O]n (5), and [{Zn(μ-dtp)(μ-1,2-chdc)}2·4·5H2O]n (6) (1,2-chdc = 1,2-cyclohexanedicarboxylate), with different assistant ligands (2,2′-bipyridine (2,2′-bpy), 1,2-bis(4-pyridyl)ethane (bpa), 1,2-bis(4-pyridyl)ethylene (bpe), 1,3-bis(4-pyridyl)propane (bpp), and, 4,4′-bipyridine (4,4′-bpy) and 4,4′-dithiodipyridine (dtp)) were synthesized and their structures were determined Depending on the assistant ligands, the structures and dimensionalities of ZnII-(e,a-cis-1,2-chdc) complexes were varied. Two carboxylates in e,a-cis-1,2-chdc coordinate to ZnII ions with (11) or (10) connectivity. Photoluminescence study of the compounds 1-6 showed that emission spectra of compounds 1, 2, 4, and 5 were observed at 343 nm for 1, 419 nm for 2, 507 nm for 4, 396 nm for 5, resp., while no obvious luminescences were displayed for 3 and 6. Compound 1 catalyzed the transesterification reaction of Ph acetate with methanol, with quant. conversion to Me acetate, under the neutral conditions, while compounds 2-6 showed very slow conversions. The thermal stabilities of these complexes were also examined

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Asymmetric hydrolysis of 2-hydroxy-carboxylic esters using recombinant Escherichia coli, published in 2007-10-10, which mentions a compound: 37443-42-8, mainly applied to whole cell kinetic resolution ester stereoselective, Related Products of 37443-42-8.

Optically active 2-hydroxy-carboxylates are important compounds for their use as intermediates in the synthesis of pharmaceuticals and stereoblock polymers. Enterobacter sp. DS-S-75 and the recombinant Escherichia coli harboring the 4-chloro-3-hydroxybutyrate (CHB) hydrolase gene from the strain DS-S-75 showed asym. hydrolytic activity towards 2-hydroxy-carboxylates, as well as towards CHB. It was discussed that the hydroxyl group in the substrate was particularly important for the asym. hydrolytic activity of the CHB hydrolase, and as such, it was re-designated to EnHCH (hydroxy-carboxylic ester hydrolase derived from Enterobacter sp.). Using the recombinant cell, both the reaction rate and the concentration of the substrates were significantly improved upon when compared to that of DS-S-75. Optically active 2-hydroxy-carboxylates could be synthesized on a practical basis for industrial production in this report.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

COA of Formula: C7H5Cl2NO2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Methyl 2,4-dichloronicotinate, is researched, Molecular C7H5Cl2NO2, CAS is 442903-28-8, about Assembly of multicyclic isoquinoline scaffolds from pyridines: formal total synthesis of fredericamycin A. Author is Wang, Fang-Xin; Yan, Jia-Lei; Liu, Zhixin; Zhu, Tingshun; Liu, Yingguo; Ren, Shi-Chao; Lv, Wen-Xin; Jin, Zhichao; Chi, Yonggui Robin.

The construction of an isoquinoline skeleton typically starts with benzene derivatives as substrates with the assistance of acids or transition metals. Disclosed here is a concise approach to prepare isoquinoline analogs by starting with pyridines to react with β-ethoxy α,β-unsaturated carbonyl compounds under basic conditions. Multiple substitution patterns and a relatively large number of functional groups (including those sensitive to acidic conditions) can be tolerated the method. In particular, protocol allows for efficient access to tricyclic isoquinolines found in hundreds of natural products with interesting bioactivities. The efficiency and operational simplicity of introducing structural complexity into the isoquinoline frameworks can likely enable the collective synthesis of a large set of natural products. Here show that fredericamycin A could be obtained via a short route by using isoquinoline synthesis as a key step.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Yarmohammadi, Elahe; Beyzaei, Hamid; Aryan, Reza; Moradi, Ashraf published an article about the compound: 2-Furoic hydrazide( cas:3326-71-4,SMILESS:O=C(C1=CC=CO1)NN ).Application of 3326-71-4. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3326-71-4) through the article.

In this study, a novel process for the synthesis of 5-substituted 1,3,4-oxadiazole-2-thiol derivatives I (R = Ph, 4-pyridinyl, 4-methyl-1,2,3-thiadiazol-5yl, etc.) was proposed via ultrasound-assisted reaction of aryl hydrazides RC(O)NHNH2 with CS2 (1:1 molar ratio) in some drops of DMF in the absence of basic or acidic catalysts. They were produced in good to excellent yields under easy workup and purification conditions. In order to prove the usefulness of the prepared compounds, their antioxidant, antibacterial, and antifungal potentials were screened by DPPH free radical scavenging, serial twofold microdilution and streak plate methods. Acceptable to significant inhibitory activities were observed with synthesized heterocycles. The results showed that compound I (R = 4-fluorophenyl) is a broad-spectrum antimicrobial agent. Many of them displayed remarkable antioxidant properties comparable to standard controls (ascorbic acid and α-tocopherol). Synthesized 1,3,4-oxadiazoles I are also potent candidates to treat cancer, Parkinson, inflammatory, and diabetes diseases.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

COA of Formula: C5H6N2O2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about A “”Turn-On”” Fluorescence Probe for Selective Detection of Al3+ in Aqueous Environment: Crystal Structure, Theoretical and Cell Imaging Studies. Author is Rani Gupta, Shraddha; Yadav, Pranjalee; Singh, Priya; Koch, Biplob; Singh, Vinod P..

A furan-based water soluble fluorescent probe (E)-N′-(2,4-dihydroxybenzylidene)furan-2-carbohydrazide (DBF) has been synthesized and characterized by 1H NMR, 13C NMR, ESI-mass spectroscopy and single crystal X-ray diffraction techniques. The synthesized probe exhibits a “”turn-on”” fluorescence response towards Al3+ in Tris-HCl buffer (10 mM) with no significant interference from other metal ions. The strong fluorescence in the presence of Al3+ is attributed to the CHEF (chelation enhanced fluorescence), inhibition of PET (photo-induced electron transfer) and C=N isomerization. 1 : 1 stoichiometric ratio between DBF and Al3+ was rationalized by Job′s plot. Binding constant and LOD were calculated to be 1.031×105 M-1 and 6.34×10-8 M, resp. MTT assay on live A549 cells indicated no serious cytotoxicity in the cells even at higher concentration Further, DBF was successfully used for the detection of accumulated Al3+ in the cytoplasm of cells.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Quality Control of 2-Furoic hydrazide. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about The synthesis of 3-(het)aryl-6,7-dihydro-5H-[1,2,4]-triazolo[3,4-a][2]benzazepines. Author is Glushkov, Vladimir A.; Babentsev, Dmitry N.; Dmitriev, Maksim V.; Stepanova, Kseniya A.; Kharintseva, Anastasiya Yu.; Simakhina, Anastasiya E..

4-Aryl-2-methylbutan-2-ols with methoxy or methylenedioxy substituents participate in the Graf-Ritter reaction with Me thiocyanate in the presence of an acid (H2SO4, MeSO3H) forming 1-methylsulfanyl-2-benzazepines in low yields (11-35%), which underwent cyclization with benzhydrazide or hetarenecarboxylic acid hydrazides upon reflux in o-dichlorobenzene into the corresponding 3-phenyl- and 3-hetaryl-6,7-dihydro-5H-1,2,4-triazolo[3,4-a][2]benzazepines I (R1 = R2 = OMe, R1+R2 = OCH2O; R3 = H, OMe; R4 = Ph, 2-furyl, 2-thienyl, 4-pyridyl) (45-74% yields).

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics