Category: 3326-71-4

Product Details of 3326-71-4. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Synthesis, crystal structure, DNA/bovine serum albumin binding and antitumor activity of two transition metal complexes with 4-acylpyrazolone derivative. Author is Zhang, Yan-Ping; Li, Yue; Xu, Guan-Cheng; Li, Jin-Yu; Luo, Hua-Ying; Li, Jin-Yao; Zhang, Li; Jia, Dian-Zeng.

Two new complexes, namely [Cu6L6] (1) and [Zn(HL)2] (2) (H2L = N-(1-phenyl-3-methyl-4-propenylidene-5-pyrazolone)-2-furancarboxylic acid hydrazide), have been synthesized and characterized. Single crystal x-ray anal. indicates that complex 1 has a hexanuclear structure and complex 2 exhibits a mononuclear structure. The DNA/bovine serum albumin (BSA) binding properties of 1 and 2 were investigated by absorption spectroscopy and fluorescence quenching. Both complexes could effectively intercalate to DNA with calculated quenching constants of 2.6 × 105 and 1.25 × 105 M-1, resp. The quenching mechanism of the intrinsic fluorescence of BSA by the complexes is a static one. The cytotoxicities of 1 and 2 were investigated in two human tumor cell lines, human esophageal cancer cells (Eca-109) and cervical cancer cells (HeLa). Complex 1 exhibits higher antitumor activity than 2. Furthermore, 1 can inhibit HeLa cells by inducing apoptosis and G0/G1 phase cell cycle arrest. All results demonstrate that 1 and 2 both have DNA/BSA binding capacity and antitumor activity.

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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, Russian Journal of Organic Chemistry called Modification of Monocarboxylic Acid Hydrazides with Tropylium Salts, Author is Yunnikova, L. P.; Esenbaeva, V. V., the main research direction is hydrazide tropylium salt modification.Product Details of 3326-71-4.

Nicotinic, isonicotinic, and furan-2-carboxylic acid hydrazides reacted with 2 equiv of tropylium perchlorate or tetrafluoroborate to give the corresponding N’N’-di(cyclohepta-2,4,6-trein-1-yl) derivatives as a result of electrophilic substitution of both hydrogen atoms in the primary amino group. The reaction of furan-2-carbohydrazide with an equimolar amount of tropylium salt gave N’-(cyclohepta-2,4,6-trien-1-yl)furan-2-carbohydrazide.

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

Beyzaei, Hamid; Malekraisi, Farideh; Aryan, Reza; Ghasemi, Behzad published the article 《Green aqueous synthesis and antimicrobial evaluation of 3,5-disubstituted 1,2,4-triazoles》. Keywords: disubstituted triazole green preparation antibacterial antifungal.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).SDS of cas: 3326-71-4. 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.

An eco-friendly and simple procedure was proposed for the synthesis of 3,5-disubstituted 1,2,4-triazoles I [R = Ph, 4-pyridyl, 2-furyl, etc.] by optimized reaction of benzamidine hydrochloride and various aryl hydrazides. The products were generated in good to high yields in one step and sufficient purity after a simple workup. Inhibitory activity of all prepared derivatives was evaluated against 10 pathogenic bacterial strains including both Gram-pos. and Gram-neg., as well as 2 mold and 1 yeast strains. The prepared derivatives showed good antimicrobial activities and 1,2,4-triazoles containing 2-hydroxynaphthalen-3-yl and 5-chlorothiophen-2-yl substituents at position 3 showed the best antifungal and antibacterial properties, resp.

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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 Synthesis, Antifungal Activity, 3D-QSAR and Molecular Docking Study of Novel Menthol-Derived 1,2,4-Triazole-thioether Compounds, published in 2021, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Quality Control of 2-Furoic hydrazide.

A series of novel menthol-derived triazole-thioether compounds I [R = 2-MeC6H4, 3,4-di-MeOC6H3, 2-thienyl, etc.] were designed, synthesized, characterized structurally and evaluated biol. to explore more potent natural product-based antifungal agents. The bioassay results revealed that at 50μg/mL, some of the target compounds exhibited good inhibitory activity against the tested fungi, especially against Physalospora piricola. Compounds I [R = 2-MeC6H4, 2-ClC6H4, 3,4-di-MeOC6H3, 2-furyl, etc.] had inhibition rates of 93.3%, 79.4%, and 79.4%, resp., against P. piricola, much better than that of the pos. control chlorothalonil. Compounds I [R = 3,4-di-MeOC6H3, 3-FC6H4] held inhibition rates of 82.4% and 86.5% against Cercospora arachidicola and Gibberella zeae, resp., much better than that of the com. fungicide chlorothalonil. Compound I [R = 2-MeC6H4] displayed antifungal activity of 90.5% and 83.8%, resp., against Colleterichum orbicalare and Fusarium oxysporum f. sp. cucumerinum. Compound I [R = 2-IC6H4] had inhibition rates of 88.6%, 80.0%, and 88.0%, resp., against F. oxysporum f. sp. cucumerinu, Bipolaris maydis and C. orbiculare. Furthermore, compound I [R = 2-MeC6H4] showed the best and broad-spectrum antifungal activity against all the tested fungi. To design more effective antifungal compounds against P. piricola, 3D-QSAR anal. was performed using the CoMFA method, and a reasonable 3D-QSAR model (r2 = 0.991, q2 = 0.514) was established. The simulative binding pattern of the target compounds with cytochrome P 450 14α-sterol demethylase (CYP51) was investigated by mol. docking.

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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 Novel 1,3,4-Oxadiazole-2-carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase, the main research direction is oxadiazolecarbohydrazide agricultural antifungal targeting succinate dehydrogenase; 1,3,4-oxadiazole; bioactivity; carbohydrazide; succinate dehydrogenase inhibitor.COA of Formula: C5H6N2O2.

A novel simple 1,3,4-oxadiazole-2-carbohydrazides was reported to discover low-cost and versatile antifungal agents. Bioassay results suggested that a majority of the designed compounds were extremely bioactive against four types of fungi and two kinds of oomycetes. This extreme bioactivity was highlighted by the applausive inhibitory effects of compounds 4b, 4h, 5c, 5g, 5h, 5i, 5m, 5p, 5t, and 5v against Gibberella zeae, affording EC50 values ranging from 0.486μg/mL to 0.799μg/mL, which were superior to that of fluopyram (2.96μg/mL) and comparable to those of carbendazim (0.947μg/mL) and prochloraz (0.570μg/mL). Meanwhile, compounds 4g, 5f, 5i, and 5t showed significant actions against Fusarium oxysporum with EC50 values of 0.652, 0.706, 0.813, and 0.925μg/mL, resp. Pharmacophore exploration suggested that the N’-phenyl-1,3,4-oxadiazole-2-carbohydrazide pattern is necessary for the bioactivity. Mol. docking of 5h with succinate dehydrogenase (SDH) indicated that it can completely locate the inside of the binding pocket via hydrogen-bonding and hydrophobic interactions, revealing that this novel framework might target SDH. This result was further verified by the significant inhibitory effect on SDH activity. In addition, SEM patterns were performed to elucidate the anti-G. zeae mechanism. Given these features, this type of frameworks is a suitable template for future exploration of alternative SDH inhibitors against plant microbial infections.

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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.Mhaidat, I.; Taha, Z. A.; Al Momani, W.; Hijazi, A. K. researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).COA of Formula: C5H6N2O2.They published the article 《Photoconductivity, Antioxidant, and Antimicrobial Activities of Some Acenaphthenequinone Derivatives》 about this compound( cas:3326-71-4 ) in Russian Journal of General Chemistry. Keywords: acenaphthenequinone preparation antibacterial antioxidant activity photoconductivity. We’ll tell you more about this compound (cas:3326-71-4).

Photoconductive acenaphthenequinone derivatives I (R = thiophen-2-yl, 3-hydroxynaphthalen-2-yl, pyridin-4-yl, etc.) have been synthesized by a one-pot process of acenaphthenequinone with different aromatic hydrazides RC(O)NHNH2. Photoelectrochem. (PEC) measurements reveal that the compounds demonstrate photoresponse upon illumination by light of intensities 1000 and 10000 W/m2. The photoconductivity behavior of the derivatives I is enhanced in the presence of electron donor groups attached to the aromatic ring. Thereby, these products may be used in material devices as organic thin film transistors, on/off sensors, etc. The antioxidant activity of the products has been tested by DPPH radical scavenging method in vitro, indicating their significant potential. Antimicrobial activity of the derivatives I has been estimated by min. inhibitory concentration (MIC, mg/mL) using the micro-broth dilution method. The compounds are moderately active against some Gram pos. bacteria and Candida albicans and completely inactive against Gram neg. bacteria tested.

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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 Design and synthesis of 7-diethylaminocoumarin-based 1,3,4-oxadiazole derivatives with anti-acetylcholinesterase activities, published in 2021, which mentions a compound: 3326-71-4, mainly applied to diethylaminocoumarinyl oxadiazole preparation acetylcholinesterase inhibition SAR docking; 1,3,4-oxadiazole; Coumarin; acetylcholinesterase inhibitor; molecular docking, Safety of 2-Furoic hydrazide.

Twelve novel 7-diethylaminocoumarin-based 1,3,4-oxadiazole derivatives I [R = n-Bu, 2-thienyl, Ph, etc.] were synthesized via iodine-mediated oxidative cyclization and confirmed by 1H NMR, 13C NMR and HRMS. The synthesized derivatives I were tested against in-vitro acetylcholinesterase inhibitory activity and results showed that compounds I [R = 4-ClC6H4, 4-BrC6H4] exhibited moderate inhibitory activities with 69.19% and 65.06%, resp. The preliminary structure-activity relationships revealed that introduction of halogen atom on the para-position of Ph of compounds I could enhance their activities. Mol. docking study suggested that compound I [R = ClC6H4] possessed an optimal docking pose with interactions inside AChE.

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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 Deciphering of Ligand-to-Metal Charge-Transfer Process: Synthesis, Spectroscopic and Theoretical Study, published in 2019, which mentions a compound: 3326-71-4, mainly applied to Schiff base metal ion sensing fluorescence density functional theory, Name: 2-Furoic hydrazide.

Many reports on metal ion sensing applications are available in literature but the mechanism of selectivity is not clear. Here the synthesis and characterization of a Schiff base Furan-2-carboxylic acid pyren-1-ylmethylene-hydrazide (PYFH) has been described with selective detection of copper(II) metal ion among different metal ions by UV-vis, fluorescence and HRMS spectroscopic methods. The S2- ion (Na2S) was added to the PYFH:Cu2+ complex for checking reversibility of PYFH by fluorescence, fluorescence microscopic imaging and mol. logic gate construction (combination of NOT and OR gate). From the exptl. findings the reason for selectivity of Cu2+ metal ion among a series of metal ions is not clear. So, to explore the causes of selectivity of Cu2+ metal ion by PYFH, D. Functional Theory (DFT) calculation was conducted for free PYFH and various sets of metal ions individually with PYFH. From DFT calculation it was understandable that selectivity of PYFH towards Cu2+ ions occurred due to lowering of HOMO-LUMO energy of PYFH:Cu2+ composites (-8.46 & -5.80 eV) compared to free PYFH (-5.56 & -2.15 eV). Whereas energy of HOMO and LUMO with other metals ions (PYFH:Mn+) are ∼-5.50 and ∼-2.24 eV resp., as a result PYFH does not get any extra stability.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3326-71-4, is researched, Molecular C5H6N2O2, about On the importance of antiparallel π-π interactions in the solid state of isatin-based hydrazides, the main research direction is hydrazone preparation crystal structure pi stacking interaction energy.Recommanded Product: 2-Furoic hydrazide.

The condensation of N-Pr isatin (1) with different carboxylic acid hydrazides (RCONHNH2 (2-6), R = arene) via sonication was used to synthesize five new hydrazones (7-11). Fully characterized mol. structures were further studied by single-crystal X-ray diffraction showing them to be Z-(syn-) form with respect to the hydrazoic C=N bond. In the crystal structures, hydrogen bonds and π-stacking interactions are described and analyzed by means of d. functional theory (DFT) calculations since they play a crucial role in the construction of three-dimensional supramol. frameworks. Moreover, the noncovalent interactions have been characterized using the NCIplot index. Remarkably, the π-system of the substituted isatin ring presents a dual character (acidic/basic), thus promoting the formation of the antiparallel π-stacking assemblies to maximize electron donor-acceptor π-π interactions. Moreover, interesting cooperativity effects have been studied since the presence of an intramol. H-bonding interaction enhances the strength of the π-π interactions as shown by DFT calculations

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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 Palladium-catalyzed Suzuki coupling synthesis and biological activities of ten new 1,3,4-oxadiazole derivatives, published in 2020-03-31, which mentions a compound: 3326-71-4, mainly applied to chloroquinolinylthio aryloxadiazole preparation phenylboronic acid Suzuki Coupling; phenylquinolinylthio aryloxadiazole preparation antibacterial antifungal, Reference of 2-Furoic hydrazide.

Ten new 2-phenyl-5-((7-phenylquinolin-4-yl)thio)-1,3,4-oxadiazole derivatives I [R = Ph, 3-pyridyl, 4-methoxyphenyl, etc.] were synthesized and their biol. activities were reported. Dichloroquinoline on sequential reactions with different moieties such as 1,3,4-oxadiazole and phenylboronic acid gave desired target derivatives I with excellent yield. In-vitro antimicrobial activity of the synthesized compounds I was evaluated against Gram-pos. and Gram-neg. bacteria. The synthetic steps involved various bond formations such as C-S and C-C which occurred with the help of nucleophilic substitution reaction. The last synthetic step involved palladium-catalyzed Suzuki coupling reaction to afford C-C bond formation.

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