Category: 3326-71-4

Safety of 2-Furoic hydrazide. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Synthesis, structural characterization, and computational study of (E)-N’-(3,4-dimethoxybenzylidene)furan-2-carbohydrazide. Author is Mkadmh, Ahmed M.; Morjan, Rami Y.; Raftery, James; Awadallah, Adel M.; Gardiner, John M..

An efficient synthesis of the new (E)-N’-(3,4-dimethoxybenzylidene)furan-2-carbohydrazide is described. Its mol. structural features have been characterized by single crystal X-ray diffraction. Quantum chem. calculations including mol. geometry, intermol. H-bonds and vibrational frequencies were carried out for the structures to explain stability and geometry using the hybrid d. functional (DFT/B3LYP) in conjunction with 6-311 + G(d,p) basis set. The calculated structural and vibrational parameters are presented and compared with their exptl. X-ray and FTIR counterparts. The global min. and local min. ground states characteristics of the title compound and its rotamers have been theor. established through 2D potential energy scan and vibrational frequencies. Computational anal. predicted that head-to-tail E/E-dimer of the observed E-isomer has significantly stronger intermol. hydrogen bonding in solution rather than in the gaseous state. It is found that N-H and C=O vibrational bands suffering blue-shift due to intermol. hydrogen bonds (IHBs). Weak intramol. hydrogen bonds that have been detected in the monomeric form in the gaseous state and in solution are lacking in trimers and tetramers due to loss of planarity in the mol. structure. Optimization in solution clearly shows that the strength of the IHBs decreased exponentially with dielec. continuum of the solvent used. Inexistence of solvent/monomer intermol. hydrogen bonds has been explained in terms of Condensed Fukui Functions.

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

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 Nitrogen-containing naringenin derivatives for reversing multidrug resistance in cancer, published in 2020-12-01, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Safety of 2-Furoic hydrazide.

Naringenin (1), isolated from Euphorbia pedroi, was previously derivatized yielding compounds 2-13. In this study, aiming at expanding the pool of analogs of the flavanone core towards better multidrug resistance (MDR) reversal agents, alkylation reactions and chem. modification of the carbonyl moiety was performed (15-39). Compounds structures were assigned mainly by 1D and 2D NMR experiments Compounds 1-39 were assessed as MDR reversers, in human ABCB1-transfected mouse T-lymphoma cells, overexpressing P-glycoprotein (P-gp). The results revealed that O-methylation at C-7, together with the introduction of nitrogen atoms and aromatic moieties at C-4 or C-4′, significantly improved the activity, being compounds 27 and 37 the strongest P-gp modulators and much more active than verapamil. In combination assays, synergistic interactions of selected compounds with doxorubicin substantiated the results. While mol. docking suggested that flavanone derivatives act as competitive modulators, mol. dynamics showed that dimethylation promotes binding to a modulator-binding site. Moreover, flavanones may also interact with a vicinal ATP-binding site in both nucleotide-binding domains, hypothesizing an allosteric mode of action.

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

Love, Dillon; Kim, Kangmin; Domaille, Dylan W.; Williams, Olivia; Stansbury, Jeffrey; Musgrave, Charles; Bowman, Christopher published an article about the compound: 2-Furoic hydrazide( cas:3326-71-4,SMILESS:O=C(C1=CC=CO1)NN ).HPLC of Formula: 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.

Despite the powerful nature of the aza-Michael reaction for generating C-N linkages and bioactive moieties, the bis-Michael addition of 1° amines remains ineffective for the synthesis of functional, step-growth polymers due to the drastic reduction in reactivity of the resulting 2° amine mono-addition adduct. In this study, a wide range of com. hydrazides are shown to effectively undergo the bis-Michael reaction with divinyl sulfone (DVS) and 1,6-hexanediol diacrylate (HDA) under catalyst-free, thermal conditions to afford moderate to high mol. weight polymers with Mn = 3.8-34.5 kg mol-1. The hydrazide-Michael reactions exhibit two distinctive, conversion-dependent kinetic regimes that are 2nd-order overall, in contrast to the 3rd-order nature of amines previously reported. The mono-addition rate constant was found to be 37-fold greater than that of the bis-addition at 80°C for the reaction between benzhydrazide and DVS. A significant majority (12 of 15) of the hydrazide derivatives used here show excellent bis-Michael reactivity and achieve >97% conversions after 5 days. This behavior is consistent with calculations that show minimal variance of electron d. on the N-nucleophile among the derivatives studied. Reactivity differences between hydrazides and hexylamine are also explored. Overall, the difference in reactivity between hydrazides and amines is attributed to the adjacent nitrogen atom in hydrazides that acts as an efficient hydrogen-bond donor that facilitates intramol. proton-transfer following the formation of the zwitterion intermediate. This effect not only activates the Michael acceptor but also coordinates with addnl. Michael acceptors to form an intermol. reactant complex.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Furoic hydrazide(SMILESS: O=C(C1=CC=CO1)NN,cas:3326-71-4) is researched.Electric Literature of C12H12N2. The article 《Tin powder promoted synthesis of α-trifluoromethyl homoallylic hydrazides》 in relation to this compound, is published in Youji Huaxue. Let’s take a look at the latest research on this compound (cas:3326-71-4).

An efficient tin powder promoted multicomponent one-pot reaction was developed for the synthesis of α-trifluoromethyl homoallylic hydrazides from Et trifluoropyruvate, hydrazides and allylic bromides in the presence of Bronsted and Lewis acid in 1,4-dioxane under reflux conditions. The method avoids the use of toxic stannanes and allows easy operation. The reaction proceeds smoothly under mild reaction conditions to give the corresponding products in good yields.

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

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Qian, Peng; Zhou, Zhenghong; Wang, Li; Wang, Zhicheng; Wang, Zhongwei; Zhang, Zhenlei; Sheng, Liangquan researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).SDS of cas: 3326-71-4.They published the article 《Electrosynthesis of 2-(1,3,4-Oxadiazol-2-yl)aniline Derivatives with Isatins as Amino-Attached C1 Sources》 about this compound( cas:3326-71-4 ) in Journal of Organic Chemistry. Keywords: oxadiazolyl aniline electrosynthesis intramol decarboxylative coupling isatin hydrazine. We’ll tell you more about this compound (cas:3326-71-4).

An intramol. decarboxylative coupling reaction for the construction of 2-(1,3,4-oxadiazol-2-yl)aniline derivatives was developed from readily available isatins and hydrazides by virtue of electrochem. In this reaction, isatins were employed as amino-attached C1 sources, providing a variety of 2-(1,3,4-oxadiazol-2-yl)aniline derivatives with moderate to good yields.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Furoic hydrazide(SMILESS: O=C(C1=CC=CO1)NN,cas:3326-71-4) is researched.Safety of Methyl tetrahydrofuran-2-carboxylate. The article 《A green one-pot synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines as potential antimicrobial agents》 in relation to this compound, is published in Journal of the Iranian Chemical Society. Let’s take a look at the latest research on this compound (cas:3326-71-4).

An efficient procedure was proposed for the synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines I [Ar = Ph, 3-BrC6H4, 2-furyl, etc.] via a one-pot reaction of thiourea, di-Me sulfate and hydrazides ArC(O)NHNH2 in aqueous media under mild conditions while adhering to some principles of green chem. The compounds I were easily isolated in 83-95% yields without any need for further purification Inhibitory activities of all compounds I were assessed against a variety of Gram-pos. and Gram-neg. pathogenic bacteria as well as some fungal pathogens. The best antibacterial effects were observed with compound I [Ar = Ph] according to its MIC values (4-8 μg mL-1). All compounds I were successful in blocking the growth of fungi. Acceptable antioxidant properties were observed only with compound I [Ar = 4-O2NC6H4].

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Chemistry of mixed-ligand oxidovanadium(IV) complexes of aroylhydrazones incorporating quinoline derivatives: Study of solution behavior, theoretical evaluation and protein/DNA interaction, the main research direction is preparation oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; crystal mol structure oxidovanadium Schiff aroylhydrazone quinoline derivative complex; cyclic voltammetry oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; EPR spectra oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; DNA interaction oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; Aroylhydrazone; DFT calculations; DNA binding; Mixed-ligand oxidovanadium(IV); Protein interaction.Name: 2-Furoic hydrazide.

A series of eight hexacoordinated mixed-ligand oxidovanadium(IV) complexes [VO(Lx)(LN-N)] (1-8), where Lx = L1 – L4 are four differently substituted ONO donor aroylhydrazone ligands and LN-N are N,N-donor bases like 2,2′-bipyridine (bipy) (1, 3, 5 and 7) and 1,10-phenanthroline (phen) (2, 4, 6 and 8), are reported. All synthesized complexes were characterized by various physicochem. techniques and mol. structures of 1 and 6 were determined by x-ray crystallog. With a view to evaluate the biol. activity of the VIVO species, the behavior of the systems VIVO2+/Lx, VIVO2+/Lx/bipy and VIVO2+/Lx/phen was studied as a function of pH in a mixture of H2O/DMSO 50/50 (volume/volume). DFT calculations allowed finding out the relative stability of the tautomeric forms of the ligands, and predicting the structure of vanadium complexes and their EPR parameters. To study their interaction with proteins, firstly the ternary systems VIVO2+/L1,2 with 1-methylimidazole, which is a good model for histidine binding, were examined Subsequently the interaction of the complexes with lysozyme (Lyz), cytochrome c (Cyt) and bovine serum albumin (BSA) was studied. The complexes showed moderate binding affinity towards BSA, while no interaction takes place with lysozyme and cytochrome c. This could be explained with the higher number of accessible coordinating and polar residues for BSA than for Lyz and Cyt. Further, the complexes were also evaluated for their DNA binding propensity through UV-visible absorption titration and fluorescence spectral studies. These results were consistent with BSA binding affinity and showed moderate binding affinity towards CT-DNA.

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

Name: 2-Furoic hydrazide. 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 Water-Soluble Dioxidovanadium(V) Complexes of Aroylhydrazones: DNA/BSA Interactions, Hydrophobicity, and Cell-Selective Anticancer Potential. Author is Sahu, Gurunath; Banerjee, Atanu; Samanta, Rajib; Mohanty, Monalisa; Lima, Sudhir; Tiekink, Edward R. T.; Dinda, Rupam.

Five new anionic aqueous dioxidovanadium(V) complexes, [{VO2L1,2}A(H2O)n]α (1-5), with the aroylhydrazone ligands pyridine-4-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L1) and furan-2-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L2) incorporating different alkali metals (A = Na+, K+, Cs+) as countercation were synthesized and characterized by various physicochem. techniques. The solution-phase stabilities of 1-5 were determined by time-dependent NMR and UV-visible, and also the octanol/water partition coefficients were obtained by spectroscopic techniques. X-ray crystallog. of 2-4 confirmed the presence of vanadium(V) centers coordinated by two cis-oxido-O atoms and the O, N, and O atoms of a dianionic tridentate ligand. To evaluate the biol. behavior, all complexes were screened for their DNA/protein binding propensity through spectroscopic experiments Finally, a cytotoxicity study of 1-5 was performed against colon (HT-29), breast (MCF-7), and cervical (HeLa) cancer cell lines and a noncancerous NIH-3T3 cell line. The cytotoxicity was cell-selective, being more active against HT-29 than against other cells. In addition, the role of hydrophobicity in the cytotoxicity was explained in that an optimal hydrophobicity is essential for high cytotoxicity. Moreover, the results of wound-healing assays indicated antimigration in case of HT-29 cells. Remarkably, 1 with an IC50 value of 5.42 ± 0.15μM showed greater activity in comparison to cisplatin against the HT-29 cell line.

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

Recommanded Product: 2-Furoic hydrazide. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Synthesis of Acyl Phosphoramidates Employing a Modified Staudinger Reaction. Author is Currie, Iain; Sleebs, Brad E..

A 1-step synthesis of acyl phosphoramidates from a variety of functionalized acyl azides was developed employing trimethylsilyl chloride as an activating agent in a modified Staudinger reaction. The methodol. was further adapted to include the in situ generation of the acyl azides from a diverse selection of carboxylic acids and hydrazide starting synthons. The reaction scope was extended to include the synthesis of imidodiphosphates and the natural product Microcin C.

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

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: 3326-71-4, is researched, SMILESS is O=C(C1=CC=CO1)NN, Molecular C5H6N2O2Journal, European Journal of Organic Chemistry called Electrochemical Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from α-Keto Acids and Acylhydrazines Under Mild Conditions, Author is Lu, Fangling; Gong, Fengping; Li, Liangsen; Zhang, Kan; Li, Zhen; Zhang, Xinwei; Yin, Ying; Wang, Ying; Gao, Ziwei; Zhang, Heng; Lei, Aiwen, the main research direction is electrochem synthesis oxadiazole cyclization keto acid acylhydrazine.Safety of 2-Furoic hydrazide.

1,3,4-Oxadiazoles are a kind of useful heterocycles which can be frequently found in materials and bioactive mols. In this study, intermol. electrochem. cyclization between α-keto acids and acylhydrazines has been developed for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles with the yield up to 91% [e.g., benzohydrazide + 2-oxo-2-phenylacetic acid → 2,5-diphenyl-1,3,4-oxadiazole (90%)]. This transformation can be run under mild reaction conditions in the absence of external oxidant, base and transition metal catalyst. Both sym. and unsym. 2,5-disubstituted 1,3,4-oxadiazoles could be prepared according to the careful choice of the substrate combination. Gram scale synthesis also illustrates the potential application of this protocol in large preparation

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