Tag: M.W:100-200

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

Maurya, Mannar R.; Jangra, Nancy; Avecilla, Fernando; Correia, Isabel published an article about the compound: 2-Furoic hydrazide( cas:3326-71-4,SMILESS:O=C(C1=CC=CO1)NN ).Product Details 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.

Four ONO donor ligands are isolated from the condensation of 4,6-diacetyl resorcinol with isonicotinoyl hydrazide (H2dar-inh, I), nicotinoyl hydrazide (H2dar-nah, II), benzoyl hydrazide (H2dar-bhz, III), and 2-furoyl hydrazide (H2dar-fah, IV) on refluxing in MeOH. The reaction of in situ generated aqueous K[H2VVO4] with ligands I-IV at neutral pH gives complexes [K(H2O)2][VO2(dar-inh)] (1), [K(H2O)2][VO2(dar-nah)] (2), [K(H2O)2][VO2(dar-bhz)] (3), and [K(H2O)2][VO2(dar-fah)] (4), resp. The reaction of [VIVO(acac)2] (acac = acetylacetonato) with these ligands (I-IV) under aerobic conditions in methanol yields oxidomethoxidovanadium(V) complexes [VO(OMe)(MeOH)(dar-inh)] (5), [VO(OMe)(MeOH)(dar-nah)] (6), [VO(OMe)(MeOH)(dar-bhz)] (7), and [VO(OMe)(MeOH)(dar-fah)] (8). All the isolated complexes are characterized by elemental, thermal, electrochem., and spectroscopic techniques [FTIR, UV/Vis, NMR (1H, 13C and 51 V NMR)], and single-crystal X-ray diffraction anal. (for 1, 6, 7, and 8). X-ray anal. confirms the coordination of the ligands through Ophenolate, Nazomethine, and Oenolate to the metal center. In the mol. structure of [K(H2O)(EtOH)][VVO2(dar-inh)] (abbreviated as 1a where one mol. of water is replaced by EtOH), water mols. act as bridges between two K+ ions and the complex shows a dimeric structure due to the presence of electrostatic interactions between V=O oxygen atoms with K+ ions. These complexes are active catalysts for the oxidative bromination of thymol in the presence of KBr, HClO4, and H2O2 and give 2-bromothymol, 4-bromothymol, and 2,4-dibromothymol as major products. Complexes 1-4 were also tested as catalysts for the epoxidation of various alkenes (namely styrene, cyclohexene, cis-cyclooctene, 1-hexene, 1-octene, cyclohexenone, and trans-stilbene) with H2O2 in the presence of NaHCO3 as promoter, giving the corresponding epoxides selectively.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Reaction of methyl tetrahydropyromucate with aniline. XXXI》. Authors are Yur’ev, Yu. K.; Vendel’shtein, E. G..The article about the compound:Methyl tetrahydrofuran-2-carboxylatecas:37443-42-8,SMILESS:O=C(C1OCCC1)OC).Formula: C6H10O3. Through the article, more information about this compound (cas:37443-42-8) is conveyed.

Passage of Me 2-furoate in a H atm. over Pd-asbestos at 160° gave 78% Me tetrahydro-2-furoate, b736 179.5-80.5°, n20D 1.4371, d204 1.1080. This (10 g.) and 27 g. PhNH2 passed in a N atm. over Al2O3 at 360° gave CO2, 14 g. PhNH2, and 1.5 g. 1-phenylpyrrolidine, b4 104-5°, n20D 1.5840, d204 1.0164; picrate, m. 116°. Passage of the ester at 360° over Al2O3 in a N atm. gave CO2, propene, and MeOH. Hydrolysis of the ester with 2 N NaOH 4 hrs. at reflux gave 76% free acid, a sirupy microcrystalline mass; this heated to 270-80° begins to lose CO2, which occurs freely at 300-5°, yielding furanidine, b755 65°, n20D 1.4088, d204 0.8899.

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

Application In Synthesis of 2-Furoic hydrazide. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols. Author is Thiyagarajan, Subramanian; Gunanathan, Chidambaram.

Herein, direct N,N-dialkylation of acylhydrazides using alcs. is reported. This catalytic protocol provides one-pot synthesis of both sym. and unsym. N,N-disubstituted acylhydrazides using an assortment of primary and secondary alcs. with remarkable selectivity and excellent yields. Interestingly, the use of diols resulted in intermol. cyclization of acylhydrazides, and such products are privileged structures in biol. active compounds Water is the only byproduct, which makes this catalytic protocol sustainable and environmentally benign.

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

Reference 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 A transition metal-free approach towards synthesis of β-carboline tethered 1,3,4-oxadiazoles via oxidative C-O bond formation. Author is Singh, Dharmender; Tiwari, Sandip Kumar; Singh, Virender.

An efficient protocol were developed for one-pot synthesis of biol. interesting β-carboline substituted 1,3,4-oxadiazoles via an I2-assisted oxidative C-O bond formation strategy. This metal-free sequential approach was found to be compatible with diversely substituted 1-formyl β-carbolines and aromatic as well as aliphatic hydrazides, providing access to a variety of multifunctional β-carboline linked 1,3,4-oxadiazole derivatives in good to excellent yields. The methodol. was found to be applicable to gram scale synthesis of β-carboline substituted 1,3,4-oxadiazole derivatives Addnl., β-carboline C1 linked 2-amino-1,3,4-oxadiazoles and bis-1,3,4-oxadiazoles were also synthesized using the same strategy.

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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 Synthesis, crystal structures, and characterization of three zinc complexs with different acylhydrazone-type schiff base ligands. Author is Xie, Qing-fan; Chen, Yan-min.

Three zinc complexes, namely [Zn(Lss)(phen)(DMF)] (1), {[Zn (HLdis)]2·2CH3OH}n (2) and [Zn(Baf)2]·CH3OH (3), formed from different acylhydrazone-type Schiff base ligands were synthesized by using different methods, and the compounds were characterized by IR, UV-Vis spectra and TGA. The X-ray diffraction analyses revealed that 1 and 3 crystallized in the triclinic space group P1̅ while 2 in monoclinic system space group P21/n. In 1 and 3, coordination number of the Zn (II) was six, and the centric atom located in a distorted octahedron geometry, while in 2 Zn (II) was five-coordination in a distorted square-pyramidal geometry. The precursor of 3 was pyrazoline derivative with the formula C15H14N2O3 (Pzl) crystallizing in monoclinic system space group P21/c. Due to the coordination of Zn (II) causing the intramol. rearrangement of Pzl, the ring open product HBaf in the form of an acylhydrazone structure coordinated with Zn (II) to form complex 3.

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

Electric Literature of C8H12O4. 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: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Platinum(II) and palladium(II) complexes analogous to oxaliplatin with different cyclohexyldicarboxylate isomeric anions and their in vitro antitumour activity. Structural elucidation of [Pt(C2O4)(cis-dach)]. Author is Al-Allaf, Talal A. K.; Rashan, Luay J.; Steinborn, Dirk; Merzweiler, Kurt; Wagner, Christoph.

Several new PtII and PdII complexes bearing the enantiomerically pure (1R,2R)-(-)-1,2-cyclohexanediamine (dach) ligand, [MX2{(1R,2R)-dach}], where M = Pt or Pd, X2 = cis- or trans- or (1R,2R)-1,2-cyclohexyldicarboxylate anions, were synthesized and characterized physicochem. and spectroscopically. These complexes were screened in vitro against the three tumor cell lines K562, HeLa and L929, and the results obtained were compared with those of the reference standards, cisplatin, carboplatin and oxaliplatin; the known antitumor drugs. The single crystal x-ray structure determination of the [Pt(C2O4)(cis-dach)] complex is discussed and compared with that of oxaliplatin, [Pt(C2O4){(1R,2R)-dach}].

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