Category: 3326-71-4

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, Article, Inorganic Chemistry called Binucleating Hydrazonic Ligands and Their μ-Hydroxodicopper(II) Complexes as Promising Structural Motifs for Enhanced Antitumor Activity, Author is Rada, Jesica Paola; Bastos, Beatriz S. M.; Anselmino, Luciano; Franco, Chris H. J.; Lanznaster, Mauricio; Diniz, Renata; Fernandez, Claudio O.; Menacho-Marquez, Mauricio; Percebom, Ana Maria; Rey, Nicolas A., the main research direction is crystal structure copper hydrazonophenol binucleating hydroxo; copper hydrazonophenol preparation antiproliferative activity BSA DNA binding.Application In Synthesis of 2-Furoic hydrazide.

Very few inorganic antineoplastic drugs have entered the clinic in the last decades, mainly because of toxicity issues. Because Cu is an essential trace element of ubiquitous occurrence, decreased side effects could be expected in comparison with the widely used Pt anticancer compounds Two novel hydrazonic binucleating ligands and their μ-hydroxo dicopper(II) complexes were prepared and fully characterized. They differ by the nature of the aromatic group present in their aroylhydrazone moieties: while H3L1 and its complex [Cu2(μ-OH)(HL1)](ClO4) (1), possess a thiophene ring, H3L2 and [Cu2(μ-OH)(HL2)](ClO4) (2) contain the more polar furan heterocycle. X-ray diffraction indicates that both coordination compounds are very similar in structural terms and generate dimeric arrangements in the solid state. Pos.-ion electrospray ionization mass spectrometry analyses confirmed that the main species present in a 10% DMSO/water solution should be [Cu2(HL)(OH)]+ and the DMSO-substituted derivative [Cu2(L)(DMSO)]+. Scattering techniques [dynamic light scattering (DLS) and small-angle x-ray scattering] suggest that the complexes and their free ligands interact with bovine serum albumin (BSA) in a reversible manner. The binding constants to BSA were determined for the complexes through fluorescence spectroscopy. Also, to gain insight into the mechanism of action of the compounds, calf thymus DNA binding studies by UV-visible and DLS measurements using plasmid pBR322 DNA were also performed. For the complexes, DLS data seem to point to the occurrence of DNA cleavage to Form III (linear). Both ligands and their dicopper(II) complexes display potent antiproliferative activity in a panel of four cancer cell lines, occasionally even in the submicromolar range, with the complexes being more potent than the free ligands. The authors’ data on cellular models correlate quite well with the DNA interaction experiments The results presented herein show that aroylhydrazone-derived binucleating ligands, as well as their dinuclear μ-hydroxodicopper(II) complexes, may represent a promising structural starting point for the development of a new generation of highly active antitumor agents.

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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.Application In Synthesis of 2-Furoic hydrazide. The article 《Organoruthenium (II) complexes featuring pyrazole-linked Schiff base ligands: Crystal structure, DNA/BSA interactions, cytotoxicity and molecular docking》 in relation to this compound, is published in Applied Organometallic Chemistry. Let’s take a look at the latest research on this compound (cas:3326-71-4).

Half-sandwiched ruthenium (II) arene complexes with piano stool-like geometry with the general formula [(p-cymene)RuClL1] and [(p-cymene)RuClL2] [where L1 = (Z)-N’-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)furan-2-carbohydrazide and L2 = (Z)-N’-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)thiophene-2-carbohydrazide] were synthesized and characterized. The single crystal X-ray data revealed that the complexes belong to the same crystal system (monoclinic) with octahedral geometry, where the ruthenium atom is surrounded by hydrazone ligand coordinated through ON atoms, one chloride labile co-ligand and the remaining three coordination sites covered by an electron cloud of p-cymene moiety. The interaction between the complexes and DNA/bovine serum albumin (BSA) was evaluated using absorption and emission titration methods showing intercalative modes of interaction. The DNA cleavage ability of the complexes was checked by agarose gel electrophoresis method exhibiting the destruction of DNA duplex arrangement. To understand the interaction between ruthenium complex and DNA/BSA mol., mol. docking studies were performed. In vitro cytotoxicity of the complexes was examined by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay on human lung cancer cell line, A549, and found that at lower IC50, cell growth inhibition has occurred. Similarly, the IC50 values of the complexes treated with cancerous cell lines have produced a significant amount of lactase dehydrogenase and nitrite content in the culture medium, which were evaluated as apoptosis-inducing factors, suggesting that the ruthenium (II) arene hydrazone complexes with pyrazole ligands have promising anticancer activities.

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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 of New Cyanopyridine Scaffolds and their Biological Activities, published in 2020-11-30, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Safety of 2-Furoic hydrazide.

The 3-cyanopyridine analogs I, II and III [Ar = 4-methylphenyl, 4-methoxyphenyl, 4-chlorophenyl, etc.] were synthesized and examined to determine their activity against the M. tuberculosis H37Rv strain. Derivatives I [2-thienyl, 4-chlorophenyl] and II [Ar = 2-furyl, 2-thienyl]had good inhibition. Further screening was done for the highest potency against M. tuberculosis to determine the MICs. The antioxidant efficacy was evaluated via the DPPH technique matched with vitamin C as a pos. control. Some synthesized derivatives displayed good potency against bacterial activity and M tuberculosis. The antioxidant performance of these derivatives did not display scavenging efficacies compared to vitamin C. The cytotoxic activity of the synthesized derivatives was also examined various cell lines to display good cytotoxic activity in the order III > II > I.

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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, Article, ACS Medicinal Chemistry Letters called Novel Copper(II) Complex with a 4-Acylpyrazolone Derivative and Coligand Induce Apoptosis in Liver Cancer Cells, Author is Nurmamat, Marhaba; Yan, Haili; Wang, Ru; Zhao, Huixin; Li, Yanhong; Wang, Xiaojing; Nurmaimaiti, Kaidirye; Kurmanjiang, Tamasha; Luo, Difang; Baodi, Jumagul; Xu, Guancheng; Li, Jinyu, the main research direction is preparation copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex; crystal structure copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex; anticancer liver cancer copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex.Related Products of 3326-71-4.

A novel pyrazolone-based copper complex [CuL(phen)(CH3OH)][CuL(phen)]·CH3CH2OH·CH3OH (P-FAH-Cu-phen) was synthesized and characterized. The asym. structural unit of P-FAH-Cu-phen was composed of two independent complex units [CuL(phen)(CH3OH)] and [CuL(phen)]:Cu12+ center with six coordination mode and Cu22+ center with five coordination mode. The growth of BEL-<7404≥ cells and H22 cells was significantly inhibited by P-FAH-Cu-phen with IC50 values of 1.175μg/mL and 1.097μg/mL, resp., which were much lower than IC50 of cisplatin for BEL-<7404≥ cells (23.32μg/mL) and H22 cells (27.5μg/mL). P-FAH-Cu-phen induced cell cycle arrest at G2/M and apoptosis in BEL-<7404≥ cells through mitochondria- and endoplasmic reticulum stress-associated pathways. Moreover, P-FAH-Cu-phen significantly suppressed the migration of BEL-<7404≥ cells and the tumor growth in H22 tumor mouse model without severe side effects and improved the survival of tumor mice. The results suggested that P-FAH-Cu-phen might be a potential drug candidate for the treatment of live cancer. Compound(3326-71-4)Related Products of 3326-71-4 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(2-Furoic hydrazide), if you are interested, you can check out my other related articles.

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

SDS of cas: 3326-71-4. 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. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Synthesis, antioxidant and antitumor activities of some of new cyclobutane containing triazoles derivatives.

Thiosemicarbazides were obtained by the interaction of furan-2-carboxylic acid hydrazide with five different isothiocyanate (RNCS) derivatives By addition of KOH to the reaction medium, 1,2,4-triazoles derivatives I [R = Et, allyl, Ph, benzyl, 4-MeC6H4] were obtained. Compounds I were dissolved in dry acetone containing K2CO3 in the presence of 2-chloro-1-(3-methyl-3-mesitylcyclobutyl)ethanone to give 3,4,5-trisubstituted 1,2,4-triazole sulfanyl compounds II. The structures of the final compounds were confirmed by elemental analyses, FT-IR, 1H-NMR and 13C-NMR. The antioxidant and antitumor properties of the synthesized compounds were also investigated. Three of the triazole derivatives II [R = Ph, benzyl, 4-MeC6H4] displayed good antioxidant and antitumor activity in comparison to the standards

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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, Synthesis, and Antifungal Activity of Novel Longifolene-Derived Diacylhydrazine Compounds, published in 2021-04-06, which mentions a compound: 3326-71-4, mainly applied to longifolene diacylhydrazine succinate dehydrogenase antifungal activity mol docking, Electric Literature of C5H6N2O2.

Succinate dehydrogenase (SDH) present in the inner mitochondrial membrane is an important target enzyme for the design of SDH inhibitor-type fungicides. Using SDH as the target enzyme, 22 novel longifolene-derived diacylhydrazine compounds were designed and synthesized using the renewable natural product longifolene as the starting material. Their structures were confirmed by IR, 1H NMR, 13C NMR, electrospray mass spectrometry, and elemental anal. In vitro antifungal activity of the target compounds was preliminarily evaluated. As a result, some of them showed better or comparable antifungal activity than that of the com. fungicide chlorothalonil, in which compound I had inhibitory rates of 97.5, 80.5, 72.1, and 67.1% against Physalospora piricola, Colletotrichum orbiculare, Alternaria solani, and Gibberella zeae, resp., presenting excellent and broad-spectrum activity that deserved further study. Besides, a reasonable and effective three-dimensional structure-activity quant. relationship model has been established. There was a significant pos. correlation between the antifungal activity and the docking-based binding energy analyzed using Spearman’s rank correlation algorithm. Also, the simulative binding pattern of the target compounds with SDH was investigated by mol. docking study. Furthermore, the diacylhydrazine and phenol groups of the target compounds were proposed to be the potential pharmacophores by frontier MO anal.

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

Name: 2-Furoic hydrazide. 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 BOPAHY: a doubly chelated highly fluorescent pyrrole-acyl hydrazone -BF2 chromophore. Author is Pookkandam Parambil, Shandev; de Jong, Flip; Veys, Koen; Huang, Jianjun; Veettil, Santhini Pulikkal; Verhaeghe, Davy; Van Meervelt, Luc; Escudero, Daniel; Van der Auweraer, Mark; Dehaen, Wim.

New easily functionalisable and highly fluorescent BOPAHY chromophores were synthesized via a 1-pot two-step reaction starting from com. available pyrrole-2-carbaldehydes and resp. acyl hydrazides in the presence of BF3·OEt2. Most importantly, all BOPAHY dyes show excellent photophys. properties with quantum yields up to 0.92. Steady-state spectroscopy and quantum chem. calculations provide a first insight into these promising properties.

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Benzisoxazole – Wikipedia,
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Wu, Yuan-Yuan; Shao, Wu-Bin; Zhu, Jian-Jun; Long, Zhou-Qing; Liu, Li-Wei; Wang, Pei-Yi; Li, Zhong; Yang, Song published the article 《Novel 1,3,4-Oxadiazole-2-carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase》. Keywords: oxadiazolecarbohydrazide agricultural antifungal targeting succinate dehydrogenase; 1,3,4-oxadiazole; bioactivity; carbohydrazide; succinate dehydrogenase inhibitor.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Recommanded Product: 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.

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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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Beyzaei, Hamid; Khosravi, Zahra; Aryan, Reza; Ghasemi, Behzad published the article 《A green one-pot synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines as potential antimicrobial agents》. Keywords: aryl triazolamine green preparation antibacterial antifungal antioxidant.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Application of 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 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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Benzisoxazole – Wikipedia,
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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 Synthesis of acylhydrazone based fluorescent probe for Al (III) and its property, the main research direction is acylhydrazone fluorescent probe aluminum fluorometry.Related Products of 3326-71-4.

An acylhydrazone based fluorescent probe was synthesized by two-step reaction with tetrakis(bromomethyl) benzene and 2,4-dihyoxybenzaldehyde as raw materials. The compound showed excellent selectivity for Al3+ in the V(DMSO):V (H2O) = 19:1 solution, showing remarkable fluorescence enhancement effects towards Al3+ at the emission wavelength of 446 nm. The stoichiometry of 1:2 of the Al (III) complexes was determined by Job’s plots, 1HNMR titration experiments and LC-MS anal. The spectroscopic titration indicated that the detection limits of the probe for Al3+ were 1.16 × 10-7 mol/L and the complexing constant of the probe to Al3+ was 2.28 × 10-3 L/mol. Furthermore, the probe can be used for the determination of Al3+ in the river water and tap water samples.

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