Category: Benzisoxazole

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Stereochemistry of cyclic compounds. 1,3-Cyclopentenedione in Diels-Alder reaction》. Authors are Kucherov, V. F.; Ivanova, L. I..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Recommanded Product: 610-09-3. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Oxidation of 1,3-cyclopentenediol with CrO3 in AcOH with ice cooling gave 26% 1,3-cyclopentenedione (I), b1 60°, n20D 1.5045, m. 35-6°, after cooling. The dione condenses readily with butadiene in C6H6 (pyrogallol added) in 2 weeks at room temperature to yield cis-Δ5-hexahydroindene-1,3-dione, m. 157.5-8.5°; hydrogenation over Pd gave 1,3-hydrindandione, m. 86-6.5°, which with Br2-NaOH gave cis-1,2-cyclohexanedicarboxylic acid, m. 186.5-7.5°. I condensed with isoprene in C6H6 to the adduct, 5-methyl-Δ5-hexahydroindene-1,3-dione, m. 84.5-5.5°. Cyclopentadiene gave the adduct, C10H10O2, m. 178-8.5°, which hydrogenated over Pd to endomethylenehydrindan-1,3-dione, m. 166-6.5°. I and 1-vinylcyclohexene gave the adduct, 4,5-tetramethylene-Δ5-hexahydroindene-1,3-dione, m. 120-1°. I and 6-methoxy-1-vinyl-Δ3,4-dihydronaphthalene similarly gave in 1 day at room temperature II, m. 206.5-7.5°.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

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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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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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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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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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: cis-Cyclohexane-1,2-dicarboxylic acid( cas:610-09-3 ) is researched.Reference of cis-Cyclohexane-1,2-dicarboxylic acid.Starostin, Evgenii K.; Lalov, Andrei V.; Ignatenko, Anatolii V.; Nikishin, Gennady I. published the article 《Spontaneous formation and stabilization of radicals during the cocrystallization of alicyclic and peroxyalicyclic dicarboxylic acids》 about this compound( cas:610-09-3 ) in Mendeleev Communications. Keywords: ESR radical cocrystn alicyclic peroxyalicyclic dicarboxylic acid. Let’s learn more about this compound (cas:610-09-3).

The cocrystn. of di(cis-2-carboxycyclohexylcarbonyl) peroxide and cyclohexane-1,2-dicarboxylic acid from aqueous solution affords stable 1-carboxycyclohexyl radicals, which were identified by EPR spectroscopy.

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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 《Hydrogenation of aromatic compounds with the aid of platinum. III. Hydrogenation with platinum containing oxygen》. Authors are Willstatter, Richard; Jaquet, Daniel.The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Name: cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

cf. C. A. 7, 1508. Certain reductions, like that of phthalic anhydride (a), which cannot be effected catalytically with Pt free from O, can be initiated by loading the Pt with O and brought to completion by again treating the Pt with O as the catalyst gradually loses its O by the formation of H2O. Oxygen-free Pt and that containing O behave like 2 different contact substances in reduction processes. Thus, 20.3 g. (a) in 75 cc. glacial AcOH with 5 g. Pt absorbed only 400 cc. H; if, however, the H gasometer was shut off and the reaction bulb evacuated, then allowed to fill with air, shaken 1 min. (whereupon O was rapidly absorbed -about 5 cc. per g. Pt) and the air was driven out with H, about 500 cc. of H was again absorbed after each such activation until the 20th and 21st times, when the absorption of H was 1230 and 5600 cc., rasp. The total absorption was 17040 cc. (20°, 760 mm.) or, deducting about 1150 cc. used up by the O introduced in the activations, 15890 cc. or 4.8 mols. Of the 2 rings in (a) the 5-membered one is reduced before the C6H6 ring; the first product is phthalide (b) which is partially reduced to hexahydrophthalide (c) and partially to o-MeC6H4CO2H (d) which is then reduced to the hexahydrotoluic acid (e). If the process is interrupted when only a little H has been absorbed there is obtained, besides some C6H6(CO2H)2, a mixture of (b) and (c), and while (b) is easily reduced further to (d), (c) cannot be reduced to (e). If in the process of isolation alkali is employed the (c) is in part obtained as methylolhexahydrobenzoic acid. Among the reduction products is also cis-hexahydrophthalic acid (f). In the reduction described above were obtained 7 g. (c) (partially hydrolyzed), 7 g. (e) and 4 g. (f). In a similar reduction of (b) 3.4 mols. H were absorbed and there were obtained about equal parts of (e) and (c). Phthalimide behaves quite differently from (a) on reduction, the aromatic nucleus and not the CO groups taking up the O. The activation of the Pt with O is not necessary but the reduction is successful only with the best Pt sponge preparations; many which were active towards C6H6 were inactive towards the imide. Nor can MeOH, EtOH or cyclohexane be used as a solvent; in glacial AcOH the reduction proceeds smoothly. cis-Hexahydrophthalimide seps. from H2O, alc. and AcOH in monoclinic prisms, m. 132°. Naphthalic acid purified by crystallization from alc. cannot be reduced because it always contains some anhydride (g) but the acid freshly precipitated from alk. solution can be reduced; contrary to C10H8, it takes up only 4 atoms of H; the tetrahydronaphthalic acid (h) seps. in cube-like prisms, m. 196° with loss of H2O and conversion into the anhydride, m. 119°. (g), like (a), can be reduced only with Pt activated with O; after about 4 mols. H2 have been absorbed the reaction slows up. As far as the (g) itself is reduced, the anhydride ring is attacked, but as some of the (g) is hydrolyzed by the H2O formed, some (h) is obtained. Among the reduction products are tetrahydro-1-methylnaphthalene-8-carboxylic acid (i), tetra- and decahydronaphthalides and a small amount of decahydroacenaphthene. The 2 naphthalides could not be isolated pure. The (i) seps. from Et2O-petr. ether in needles, m. 150°. o-C6H4(CO2H)2 is easily reduced in AcOH when entirely free from the anhydride, yielding exclusively the cis-hexahydro acid, m. 191-2°. The p-acid in AcOH suspension is reduced much more rapidly on gentle warming, giving about equal parts of the cis- and cis-trans-hexahydro acids, m. 162-3° and about 300°, resp. The m-acid, if pure, is likewise easily reduced in AcOH suspension, forming chiefly the cis- and some cis-trans-hexahydro acid. p-Toluylic acid very quickly gives exclusively or almost exclusively the liquid hexahydro acid whose amide m. 175-6°. Indole in AcOH smoothly absorbs 8 atoms H with formation of perhydroindole, b720 182-3°, b12 65°, a basic oil of medium consistency and unpleasant, penetrating, onion-like odor, d420 0.9947; chloroplatinate, reddish yellow monoclinic tablets from alc., m. 172-3° (not sharply); picrate, fine needles from alc., m. 137-8° (not sharply). If the reduction is interrupted before it is complete (e. g., when 2 atoms of H have been absorbed), the product contains unchanged indole, dihydroindole and perhydroindole, the last being removed by shaking the Et2O solution with 0.1 N HCl until the alk. reaction just disappears, and the first two being separated by fractional precipitation from Et2O with picric acid.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Nogami, Chika; Sawada, Hirokazu published the article 《Positional and geometrical anionic isomer separations by capillary electrophoresis-electrospray ionization-mass spectrometry》. Keywords: capillary electrophoresis MS positional geometrical anionic isomer separation; electrospray ionization mass spectrometry positional geometrical anionic isomer electrophoresis.They researched the compound: cis-Cyclohexane-1,2-dicarboxylic acid( cas:610-09-3 ).Safety of cis-Cyclohexane-1,2-dicarboxylic acid. 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:610-09-3) here.

Capillary electrophoresis-electrospray ionization-mass spectrometry (CE-ESI-MS) was applied to the anal. of polar positional and geometrical anionic isomers. Since the studied positional and geometrical anionic isomers have different pKa values, they could be separated by CE-ESI-MS under simple anal. conditions using a bare fused-silica capillary and volatile ammonium acetate buffer after optimizing buffer pH. Ortho-, meta-, para-hydroxybenzoate positional isomers were completely separated on a fused-silica capillary with 20 mM ammonium acetate buffer at pH 10.0, and cis-, trans-cyclohexane dicarboxylate geometrical isomers could be also separated with 20 mM ammonium acetate buffer at pH 4.0. Several anal. parameters affecting ESI-MS sensitivity were also studied. Both running buffer pH and sheath liquid pH had significant effects on the selectivity and the sensitivity on CE-ESI-MS anal. while sheath flow rate and other parameters had little influence. Under optimized conditions, linearity, detection limit, and repeatability of the anal. of hydroxybenzoate isomers were examined, and good results were obtained. The method presented in this paper is a simple, robust, and cost-effective method for simultaneous anal. of positional and geometrical anionic isomers and of other small anionic compounds

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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, Journal of the American Chemical Society called Structural effects on rates and equilibriums. XVI. Effect of adjacent unshared electron pairs on ease of carbanion formation, Author is Hine, Jack; Dalsin, Philip D., which mentions a compound: 37443-42-8, SMILESS is O=C(C1OCCC1)OC, Molecular C6H10O3, Application of 37443-42-8.

The kinetics of NaOMe catalyzed D exchange of Me cyclopentanecarboxylate, two of its oxa derivatives and their acyclic analogs were studied in MeOD solution At 35° methyl cyclopentanecarboxylate exchanged 13 times as fast as Me α-ethylbutyrate, Me tetrahydro-2-furancarboxylate exchanged four times as fast as Me α-methoxybutyrate, and Me 1,3-dioxolane-2-carboxylate exchanged half as fast as Me dimethoxyacetate. From these results it was concluded that rates of carbanion formation may be decreased by repulsions between the unshared electron pairs of the carbanionic C atom and those of O atoms attached directly to it. Such repulsions may be minimized by appropriate rotation around the C-O bond in acyclic compounds but not as easily in cyclic compounds This electron repulsion effect operates in addition to the electronegativity effect, by which rates of formation of sp2-hybridized carbanions are slowed by highly electroneg. atoms attached directly to the site of carbanion formation. This interpretation of the results is analogous to that required to explain to explain recent observations on rates of pyramidal inversions at N and P.

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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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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics