Heterocyclic Building Blocks-Benzisoxazole

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

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 reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Reactions of furan compounds. IV. High-temperature decomposition of the vapors of tetrahydrofuronitrile and Me tetrahydrofuroate to give 2,3-dihydrofuran and cyclopropanealdehyde》. Authors are Wilson, Christopher L..The article about the compound:Methyl tetrahydrofuran-2-carboxylatecas:37443-42-8,SMILESS:O=C(C1OCCC1)OC).Safety of Methyl tetrahydrofuran-2-carboxylate. Through the article, more information about this compound (cas:37443-42-8) is conveyed.

Tetrahydrofuramide (I) is not dehydrated by COCl2 at high temperatures At 360-400° over silica gel, I gives a mixture of tetrahydrofuronitrile (II) and 2,3-dihydrofuran (III), together with some HCN; the yield of II at 290° was 74%, at 310° 55%, and at 330° 40% (yields are based on consumption, see Part III); over Na phosphate (pumice impregnated with 120 g. NaH2PO4 and 15 cc. H3PO4 in 85 cc. H2O and dried by heating slowly to 300°) at 400° the yield of II was 90%, consumption of I 50-85%. With N as carrier gas (2 l./hr.), 70% of II was recovered when passed over earthenware rings at 450°; 10% was impure III. Silica gel at 500° gives 20% of tetrahydrofuran (IV)-III mixture (48% of III), 10% of unchanged II and 10% of a compound (V), which may be CH2.CH2.C:CHCN, b. 130-40°. Na phosphate at 500° gives HCN, only a little III + IV and mainly cyclopropanecarboxaldehyde (VI), b14 42-4°; 2,4-dinitrophenylhydrazone, orange-red, m. 173-5°; p-nitrophenylhydrazone, golden-yellow, m. 129-32°; dimedon derivative, m. 160-2°. NH4 tetrahydrofuroate (aqueous solution containing an excess of NH3) over earthenware rings gives an equimol. mixture of the free acid and I; over silica gel at 500-600° V and II were formed; over Na phosphate, the temperature and carrier gas (N, CO2) appeared to have little influence on the results; between 450-550° there resulted 20-30% of a product b. 45-90° containing MeOH, III, and VI; over silica gel at 375°, the products were III and PrCHO (2,4-dinitrophenylhydrazone, orange-brown, m. 120-5°); at 400°, the ester gives 30% of a liquid containing some III and VI. VI was prepared in about 20% yield from Cl(CH2)3CN and SnCl2 in ether (saturated with HCl).

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

Synthetic Route of C8H12O4. 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: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Structure of some cyclohexyl compounds as related to their ability to stimulate plant growth.

Of 9 cyclohexyl compounds tested as plant growth regulators on bush bean plants (Phaseolus vulgaris), only cyclohexanecarboxylic (I) [98-89-5] and cyclohexylacetic acid (II) [5292-21-7] significantly increased pod production Among I, II, cyclohexylpropionic [701-97-3], and cyclohexylbutyric acid [4441-63-8], the stimulating effect decreased as the number of CH2 groups in the side chain increased, from 0-3. The effective compounds possessed an H-saturated C6-ring with a single carboxyl group attached directly to the ring or separated by 1 ≤ CH2 group.

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

SDS of cas: 37443-42-8. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Synthesis and Anticancer Activity of Structure Simplified Naturally Inspired Dimeric Chromenone Derivatives. Author is Ali, Rameez; Guan, Yong; Leveille, Alexandria N.; Vaughn, Elizabeth; Parelkar, Sangram; Thompson, Paul R.; Mattson, Anita E..

Select dimeric chromenones exhibit low micromolar cytotoxicity toward lymphoma and leukemia cell lines, L5178Y and HL60, resp. The bioactive dimeric chromenones were identified from a focused library of structurally simplified derivatives of naturally occurring dimeric chromenones and tetrahydroxanthones that was prepared as part of this study. The simple dimeric chromenone scaffolds contain no stereogenic centers, are easily synthesized, and may be utilized as lead compounds in cancer research and drug discovery.

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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 Organoruthenium (II) complexes featuring pyrazole-linked Schiff base ligands: Crystal structure, DNA/BSA interactions, cytotoxicity and molecular docking, the main research direction is ruthenium arene half sandwich pyrazole Schiff base complex preparation; DNA protein intercalation ruthenium arene pyrazole Schiff base complex; crystal structure ruthenium arene pyrazole Schiff base complex; mol structure ruthenium arene pyrazole Schiff base complex.Application of 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

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.Peng, Hua-nan; Liu, Yi-qing; Huang, Jia-qi; Huang, Shou-Shun; Cai, Xin-ping; Xu, Shu-juan; Huang, Ai; Zeng, Qiang; Xu, Miao published the article 《A simple fluorescent probe for selective detection of Al3+ based on furan Schiff base and its crystal structure》 about this compound( cas:3326-71-4 ) in Journal of Molecular Structure. Keywords: aluminum furan Schiff base crystal structure fluorescent probe sensor. Let’s learn more about this compound (cas:3326-71-4).

A simple “”turn-on”” fluorescent probe L was synthesized by condensation of furan-2-carbohydrazide and 2-hydroxy-4-methoxybenzaldehyde, and its structure was confirmed by single crystal X-ray diffraction. The probe L exhibited excellent selectivity towards Al3+ over other coexistent metal ions with remarkable fluorescence enhancement, accompanied by color change from colorless to blue. Moreover, the probe L showed high sensitivity to Al3+ with low detection limit (3.10 x 10-8 M) in the pH range of 3.0-8.0. The possible sensing mechanisms of L toward Al3+ were determined by Job plots experiments, high resolution mass spectrometry (HRMS), 1H NMR spectra and the d. functional theory (DFT) calculations Addnl., the probe L was successfully applied for detection of Al3+ in water samples with satisfactory results.

Although many compounds look similar to this compound(3326-71-4)Name: 2-Furoic hydrazide, numerous studies have shown that this compound(SMILES:O=C(C1=CC=CO1)NN), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

SDS of cas: 3326-71-4. 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 Iodine-promoted one-pot synthesis of 1,3,4-oxadiazole scaffolds via sp3 C-H functionalization of azaarenes. Author is Mani, Geeta Sai; Donthiboina, Kavitha; Shankaraiah, Nagula; Kamal, Ahmed.

An efficient iodine-mediated one-pot synthetic protocol for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles scaffolds I [R = 2-furyl, Ph, 4-ClC6H4, etc.; R1 = 2-pyridyl, 2-quinolinyl, 7-Clquinolin-2-yl, etc.] was developed via sp3 C-H functionalization. This method involved oxidative amination with concomitant base-mediated cyclization of methylhetarenes and acylhydrazines by employing iodine and Cs2CO3. The key features of the present method included good functional group tolerance, a clean protocol, metal-free conditions and high yields, making this protocol an attractive strategy toward the synthesis of bioactive mols. and their key building blocks.

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

Synthetic Route of C5H6N2O2. 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 Green aqueous synthesis and antimicrobial evaluation of 3,5-disubstituted 1,2,4-triazoles. Author is Beyzaei, Hamid; Malekraisi, Farideh; Aryan, Reza; Ghasemi, Behzad.

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

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 A highly selective fluorescent sensor for Ca2+ and Sr2+ based on diarylethene with a furan-carbohydrazide unit, the main research direction is fluorescent sensor calcium strontium diarylethene furan carbohydrazide.Safety of 2-Furoic hydrazide.

A fluorescent sensor based on diarylethene (I) has been designed and synthesized. The sensor not only exhibited excellent photochromic properties, but also has distinguishing ability for Ca2+ and Sr2+ from other metal ions. Upon addition of Ca2+ and Sr2+, its emission intensity enhanced 27-fold and 24-fold resp., accompanied by the emission peak shifted from 439 nm to 484 nm for Ca2+, and to 479 nm for Sr2+. The 1:1 stoichiometry between the sensor and the two ions was confirmed by Job’s plot and HRMS. The LOD for Ca2+ and Sr2+ was determined to be 9.4 × 10-8 mol L-1 and 7.2 × 10-8 mol L-1, resp. Furthermore, the sensor was applied in the detection of Ca2+ and Sr2+ in practical samples successfully.

Although many compounds look similar to this compound(3326-71-4)Safety of 2-Furoic hydrazide, numerous studies have shown that this compound(SMILES:O=C(C1=CC=CO1)NN), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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