Category: 3326-71-4

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 Enhanced anticancer activity of half-sandwich Ru(II)-p-cymene complex bearing heterocyclic hydrazone ligand, published in 2020-09-30, which mentions a compound: 3326-71-4, mainly applied to cymene ruthenium indole hydrazone preparation crystal mol structure; anticancer half sandwich ruthenium cymene heterocyclic hydrazone complex, Safety of 2-Furoic hydrazide.

The hydrazone ligand (HL) was synthesized from furan-2-carbohydrazide and indole-3-carboxaldehyde. The reaction of [RuCl2(p-cymene)]2 with HL in the presence of sodium methoxide yielded organometallic Ru(II)-p-cymene compound of the type [RuCl(η6-p-cymene)(η2-N,O-indole hydrazone)] (1). The ligand and complex were characterized by CHN anal. and various spectroscopic tools. The piano stool (pseudo-octahedral) geometry of the complex was confirmed by single crystal x-ray diffraction. The anticancer property of the ligand and complex was investigated against A549, HeLa and MCF7 cancer cell lines. The complex exhibited superior activity against A549 and HeLa cancer cells with the IC50 values of 23.4 and 12.9μM, resp.

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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, Article, Research Support, U.S. Gov’t, Non-P.H.S., Bioorganic Chemistry called Design and synthesis of new pyranoquinolinone heteroannulated to triazolopyrimidine of potential apoptotic antiproliferative activity, Author is Ramadan, Mohamed; Abd El-Aziz, Mohamed; Elshaier, Yassin A. M. M.; Youssif, Bahaa G. M.; Brown, Alan B.; Fathy, Hazem M.; Aly, Ashraf A., which mentions a compound: 3326-71-4, SMILESS is O=C(C1=CC=CO1)NN, Molecular C5H6N2O2, HPLC of Formula: 3326-71-4.

Pyrano[3,2-c]quinoline derivatives have been synthesized and utilized to obtain various new hetero-annulated triazolopyrimidine, containing quinoline, pyran, 1,2,4-triazine and pyrimidine in good yields. Newly synthesized compounds have been characterized by spectral data and elemental anal. Most of the synthesized compounds showed moderate to weak antiproliferative activity on most cancer cell lines, especially leukemia and breast cancer cell lines. The open chain formimidic acid Et ester is slightly more potent than hetero-annulated systems. The most active compounds were further investigated for caspase activation, Bax activation and Bcl-2 down regulation compared to doxorubicin as a standard, and indeed exhibited mainly cell cycle arrest at the Pre-G1 and G2/M phases. The transcription effects of 5a and 5b on the p53 were assessed and compared with the reference doxorubicin. The results revealed an increase of 12-19 in p53 level compared to the test cells and that p53 protein level of 5a and 5b was significantly inductive (991, and 639 pg/mL, resp.) in relation to doxorubicin (1263 pg/mL).

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

Stevanovic, Strahinja; Sencanski, Milan; Danel, Mathieu; Menendez, Christophe; Belguedj, Roumaissa; Bouraiou, Abdelmalek; Nikolic, Katarina; Cojean, Sandrine; Loiseau, Philippe M.; Glisic, Sanja; Baltas, Michel; Garcia-Sosa, Alfonso T. published the article 《Synthesis, in silico, and in vitro evaluation of anti-leishmanial activity of oxadiazoles and indolizine containing compounds flagged against anti-targets》. Keywords: Leishmania leishmaniasis antileishmanial oxadiazole indolizine MSBAR; Leishmania; anti-leishmanial inhibitors; anti-target; arginase; in silico; in vitro.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Application In Synthesis 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.

Due to the lack of approved vaccines against human leishmaniasis and the limitations of the current chemotherapy inducing side effects and drug resistance, development of new, effective chemotherapeutic agents is essential. This study describes the synthesis of a series of novel oxadiazoles and indolizine-containing compounds The compounds were screened in silico using an EIIP/AQVN filter followed by ligand-based virtual screening and mol. docking to parasite arginase. Top hits were further screened vs. human arginase and finally against an anti-target battery to tag their possible interactions with proteins essential for the metabolism and clearance of many substances. Eight candidate compounds were selected for further exptl. testing. The results show measurable in vitro anti-leishmanial activity for three compounds One compound with an IC50 value of 2.18 μM on Leishmania donovani intramacrophage amastigotes is clearly better positioned than the others as an interesting mol. template for further development of new anti-leishmanial agents.

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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 Photophysics of proton transfer in hydrazides: a combined theoretical and experimental analysis towards OLED device application, the main research direction is hydrazide preparation proton transfer IR UV spectra electrophotoluminescence.SDS of cas: 3326-71-4.

Hydrazides generate phototautomers and thus, a mechanistic interpretation to uncover the excited state dynamics of such systems is highly necessary to theorize principles based on exptl. speculations. Accordingly, focus on the proton transfer barrier, which is a questionable step-wise or hypothetical simultaneous double proton transfer on structurally favored species, is quintessential; however, to the best of our knowledge, theor. insights into such findings remain rare. Thus, TX, PX and FX (where X = 2 and 3) were designed and synthesized by incorporating hydrazides, which exhibit the phenomenon of excited state intramol. proton transfer (ESIPT). Some of the mols. exhibited electroluminescence when employed as an active emitter material in fabricated OLED devices. Theor. predictions support the presence of extended conjugation in TX, PX and FX (where X = 2 and 3) to support ESIPT efficiently in comparison with TX, PX and FX (where X = 1). The solvatochromic study revealed that TX, PX and FX (where X = 2 and 3) exhibit a distinct double peak in THF solvent, characteristic of ESIPT. Interestingly, for some of the mols., emission in thin film form showed a double peak, which indicates ESIPT in the solid state. However, it was found that aggregation induced emission (AIE) was inactive in these mols. The geometrical attributes of the mols. and the nature of electronic orbital distribution well underline the principle supporting excited state proton translocation. The theor. estimated energy transitions exhibited good correlation with the exptl. results. Also, the potential energy scans revealed the mols. possess a lower forward barrier at their excited state in comparison with that of their ground state, promoting ESIPT. The potential energy surface scans performed on structurally favored species confirmed the impossible double proton transfer and highly difficult step-wise double proton transfer.

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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 Catalyst-free, aza-Michael polymerization of hydrazides: polymerizability, kinetics, and mechanistic origin of an α-effect. Author is Love, Dillon; Kim, Kangmin; Domaille, Dylan W.; Williams, Olivia; Stansbury, Jeffrey; Musgrave, Charles; Bowman, Christopher.

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

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 Tin Powder-Promoted Cascade Condensation/Allylation/Lactamization: Synthesis of Isoindolinones and Pyrazoloisoindol-8-ones, published in 2019-06-07, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Category: benzisoxazole.

An efficient tin powder-promoted cascade condensation/allylation/lactamization of 2-formylbenzoic acids, hydrazides, and allyl bromides was developed for the synthesis of isoindolinones in good to excellent yields under mild conditions without any other additives or catalysts. Further manipulation of isoindolinones by iodocyclization process afforded the tricyclic tetrahydro-8H-pyrazolo[5,1-a]isoindol-8-one derivatives, which could be converted into more complicated tetracyclic tetrahydro-4H-azirino[1′,2′:2,3]pyrazolo[5,1-a]isoindol-4-ones.

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

Recommanded Product: 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 Catalytic oxidation of benzyl-alcohol with H2O2 in the presence of a dioxidomolybdenum(VI) complex. Author is Balapoor, Leila; Bikas, Rahman; Dargahi, Maryam.

A new dioxidomolybdenum(VI) complex, [MoO2(L)(CH3OH)] (1), was synthesized by the reaction of MoO3 with ONO-donor hydrazone ligand that was obtained from the condensation of benzolyacetone and furan-2-carbohydrazide in methanol. Both of the ligand and complex were characterized by elemental anal. and FTIR, NMR and UV-visible spectroscopic methods. The structure of complex was also determined by single crystal x-ray anal. Structural anal. showed that the Mo(VI) ion has a distorted octahedral geometry and the ligand is coordinated to the metal ion as dineg. ONO-donor ligand. The obtained molybdenum(VI) complex was used as catalyst in oxidation of benzyl alc. with H2O2 as a green oxidant. The effects of some parameters such as temperature, solvent and ratio of materials were also studied. Catalytic studies indicated that complex 1 can efficiently catalyze the oxidation of benzyl alc. but its activity and selectivity are considerably dependent on the reaction condition.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Sandeep, Thummar; Vasishta, Bhatt published an article about the compound: 2-Furoic hydrazide( cas:3326-71-4,SMILESS:O=C(C1=CC=CO1)NN ).Reference of 2-Furoic hydrazide. 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.

A series of (((oxadiazolyl-thio)(nitrophenyl-amino)pyrimidinyl)hydrazinyl)-N-phenylacetamide motifs I [R = Ph, 2-furyl, 3-pyridyl, etc.] was synthesized and studied for their antibacterial and antifungal activities as well as for mol. docking and FMO studies. All the synthesized mols. were characterized by 1H NMR and 13C NMR spectroscopic anal. Compounds I [R = 3-pyridyl, 4-pyridyl] were found to be potentially active against gram neg. and gram-pos. bacteria with MIC value between 62.5 to 500μg/mL. The mol. docking studies of compounds I [R = Ph, 3-pyridyl] were further carried out to discover the interaction with active sites.

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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 Synthesis of acylhydrazone based fluorescent probe for Al (III) and its property, the main research direction is acylhydrazone fluorescent probe aluminum fluorometry.SDS of cas: 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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Furoic hydrazide( cas:3326-71-4 ) is researched.Name: 2-Furoic hydrazide.Yu, Xiang; Yang, Wude; Huang, Ling; Zhou, Xingji; Chen, Yafang published the article 《Preparation and acetylcholinesterase inhibitory activities of pyridine-based 1,3,4-oxadiazole derivatives》 about this compound( cas:3326-71-4 ) in Heterocycles. Keywords: pyridinyl oxadiazole preparation acetylcholinesterase inhibition SAR docking. Let’s learn more about this compound (cas:3326-71-4).

Fourteen pyridine-based 1,3,4-oxadiazole derivatives I [R = n-Bu, Ph, 3-pyridyl, etc.] were synthesized from pyridine-2-carboxaldehyde via iodine-mediated oxidative cyclization with substituted hydrazides by using the impregnation method. Their structures were confirmed by m.p., 1H NMR, 13C NMR and HRMS. Preliminary bioassay of these derivatives I, inhibition of acetylcholinesterase (AChE) was also evaluated in-vitro at the concentration of 1μmol/mL. The result showed that compounds I [R = 3-methoxyphenyl, 3-pyridyl, 4-pyridyl] had moderate inhibitory activities with 52%, 59% and 59%, resp. The preliminary structure-activity relationships revealed that the introduction of pyridine ring could enhance the activity. Mol. docking study demonstrated that compound I [R = 4-pyridyl] possessed an optimal docking pose with interactions at the middle of the catalytic active site (CAS) and peripheral anionic site (PAS) of AChE.

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