Category: Benzisoxazole

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 and Antibacterial Activity of Novel (4-Methoxyphenyl)-tetrahydropyranyl-substituted 1,3,4-Oxadiazoles, published in 2020-04-30, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Synthetic Route of C5H6N2O2.

Condensation of 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonyl chloride I [R1 = Cl] with hydrazine hydrate, furan-2- and 2,5-dimethylfuran-2-carbohydrazides gave disubstituted hydrazides II [R2 = furan-2-carbonyl, (4,5-dimethylfuran-2-carbonyl), 4-(4-methoxyphenyl)tetrahydropyran-4-carbonyl], whose cyclization formed sym. and unsym. 2,5-disubstituted 1,3,4-oxadiazoles III [R3 = 2-furyl, 4,5-dimethyl-2-furyl, 4-(4-methoxyphenyl)tetrahydropyran-4-yl]. Et 4-[4-(4-methoxyphenyl)-tetrahydro-2H-pyran-4-carboxamido]benzoate IV [R4 = CO2Et] was reacted with hydrazine to obtain N-[4-(hydrazinocarbonyl)-phenyl]-4-(4-methoxphenyl)tetrahydro-2H-pyran-4-carboxamide IV [R4 = C(O)NHNH2]. Treatment of IV [R4 = C(O)NHNH2] latter with tri-Et orthoformate gave a monosubstituted 1,3,4-oxadiazole IV [R4 = 1,3,4-oxadiazol-2-yl], and with carbon disulfide, a 5-sulfanyl-1,3,4-oxadiazole derivative IV [R4 = (5-sulfanyl-1,3,4-oxadiazol-2-yl)] was obtained. The subsequent alkylation of this derivative IV [R4 = (5-sulfanyl-1,3,4-oxadiazol-2-yl)] with 5-metoxyfuran-2-Me and benzylaminocarbonylmethyl chlorides substituted chlorides resulted in the synthesis of the corresponding novel S-substituted oxadiazole derivatives V [R5 = 5-methoxycarbonyl-2-furyl, benzylcarbamoyl]. The synthesized compounds I, II, III, IV and V were tested for their antibacterial activity.

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Application of 610-09-3. 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 [Ni(cyclam)]2+ and [Ni(R,S-Me6cyclam)]2+ as Linkers or Counterions In Uranyl-Organic Species with cis- and trans-1,2-Cyclohexanedicarboxylate Ligands.

The macrocyclic species [Ni(cyclam)]2+ and [Ni(R,S-Me6cyclam)]2+ were used as addnl. cations in the solvo-hydrothermal synthesis of five uranyl ion complexes with cis- or trans-1,2-cyclohexanedicarboxylic acids (c-1,2-chdcH2 and t-1,2-chdcH2). In the complex [UO2(c-chdc)2Ni(cyclam)(H2O)] (1), dimeric uranyl dicarboxylate subunits are assembled into a two-dimensional (2D) network through axial coordination of NiII to carboxylate groups. Although they involve different isomers, the complexes [(UO2)2(c-chdc)2(c-chdcH)2Ni(cyclam)] (2) and [(UO2)2(t-chdc)2(t-chdcH)2Ni(cyclam)] (3) are very similar, both containing uranyl-based one-dimensional (1D) subunits which are assembled into 2D networks by bridging [Ni(cyclam)]2+ groups. The orientation of the uncoordinated carboxylic group is different in 2 and 3, the layers in 2 being hydrogen bonded to each other through carboxylic acid dimer formation. Using the pure (1R,2R) enantiomer of t-1,2-chdcH2 gives the complex [Ni(cyclam)][(UO2)5(R-t-chdc)3(R-t-chdcH)(O)2(CH3COO)] (4), in which pentanuclear uranyl subunits are assembled into 1D chains by dicarboxylic/-ate ligands in the usual bis(equatorial) chair conformation, another ligand in the divergent bis(axial) conformation uniting these chains into a 2D assembly; the [Ni(cyclam)]2+ ions are simple counterions and are stacked in parallel fashion between the layers. [Ni(R,S-Me6cyclam)][Ni(R,S-Me6cyclam)(H2O)2][(UO2)2(t-chdc)2(O)]2 (5), in which the (1R,2R) enantiomer of t-chdcH2 used has undergone racemization, contains discrete bis(μ3-oxo)-centered tetranuclear uranyl complexes, organized into columns and layers by extensive hydrogen bonding to the counterions. The discoidal shape, available axial coordination sites, and hydrogen bond donor potential of these macrocyclic NiII complexes make them efficient assembling agents in uranyl-organic coordination polymers. As often observed in the presence of d-block metal cations, uranyl luminescence is either completely or partially quenched in complexes 1 and 3, resp.

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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 new pyranoquinolinone heteroannulated to triazolopyrimidine of potential apoptotic antiproliferative activity, published in 2020-12-31, which mentions a compound: 3326-71-4, mainly applied to pyranoquinolinone triazolopyrimidine apoptosis antiproliferative formimidic acid; Antiproliferative; Apoptosis; Caspase; Formimidic acid; Pyrano[3,2-c]quinoline; Triazolopyrimidine, Quality Control of 2-Furoic hydrazide.

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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Benzisoxazole – Wikipedia,
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Related Products of 610-09-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about FT-IR and FT-Raman spectroscopy study of the cyclic anhydride intermediates for the esterification of cellulose. Part 3. Cyclic anhydrides formed by the isomers of cyclohexanedicarboxylic acid. Author is Yang, Charles Q.; Zhang, Guobao.

Multifunctional carboxylic acids were used as crosslinking agents for cotton and wood pulp cellulose. In the authors’ previous research, the authors found that a polycarboxylic acid esterifies cellulose through the formation of a 5-membered cyclic anhydride intermediate by the dehydration of 2 carboxyl groups. The authors studied the formation of those cyclic anhydride intermediates by different isomers of cyclohexanedicarboxylic acid (CHA) so that the authors can elucidate the effects of mol. structure on the formation of the anhydride intermediates. The authors found that both cis- and trans-1,2-CHA form 5-membered anhydride intermediates when temperature reaches their m.p. and that cis-1,2-CHA forms the cyclic anhydride at temperatures lower than does trans-1,2-CHA. 1,3-CHA forms 6-membered cyclic anhydride at temperatures much higher than its m.p. The formation of a 5-membered cyclic anhydride intermediates takes place at temperatures lower than that of a 6-membered anhydride. This is probably the main reason why those polycarboxylic acids with their carboxylic acid groups bonded to the adjacent carbons of the mol. backbones are more effective crosslinking agents for cellulose than those with their carboxylic groups bonded to the alternative carbons. No formation of cyclic anhydride was found for 1,4-CHA. The formation of a 5-membered cyclic anhydride was accelerated by monosodium phosphate, which is used as a catalyst for the esterification of cotton cellulose by polycarboxylic acids.

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Benzisoxazole – Wikipedia,
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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 Preparation and acetylcholinesterase inhibitory activities of pyridine-based 1,3,4-oxadiazole derivatives, published in 2020, which mentions a compound: 3326-71-4, mainly applied to pyridinyl oxadiazole preparation acetylcholinesterase inhibition SAR docking, Recommanded Product: 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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Haddadin, M. J.; Higuchi, T.; Stella, V. published an article about the compound: cis-Cyclohexane-1,2-dicarboxylic acid( cas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O ).Product Details of 610-09-3. 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:610-09-3) through the article.

The reversible reactions of several cyclic anhydrides with HOAc to form Ac2O and the corresponding dicarboxylic acid, catalyzed by HClO4 at 25°, were studied. The equilibrium constants calculated from spectral data, were 4.85 × 10-4, 1.08 × 10-1, and 4.6 × 10-1 M for succinic, trans-1,2-cyclohexanedicarboxyllic, and glutaric anhydrides, resp. Maleic, phthalic, and cis-1,2-cyclohexanedicarboxylic anhydrides did not undergo any detectable reaction with HOAc under these conditions, suggesting still higher stability. The reverse rate constants were relatively independent of the structure of the attacking diacid, while the forward rate constants were found to parallel the equilibrium constants The rate-determining step for the forward reaction appears to be the breakdown of the tetrahedral intermediate formed by the attack of HOAc mol. on the protonated cyclic anhydride.

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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.Nurmamat, Marhaba; Yan, Haili; Wang, Ru; Zhao, Huixin; Li, Yanhong; Wang, Xiaojing; Nurmaimaiti, Kaidirye; Kurmanjiang, Tamasha; Luo, Difang; Baodi, Jumagul; Xu, Guancheng; Li, Jinyu researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Name: 2-Furoic hydrazide.They published the article 《Novel Copper(II) Complex with a 4-Acylpyrazolone Derivative and Coligand Induce Apoptosis in Liver Cancer Cells》 about this compound( cas:3326-71-4 ) in ACS Medicinal Chemistry Letters. Keywords: preparation copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex; crystal structure copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex; anticancer liver cancer copper phenlmethylchlorobenzolpyrazolone furoic acidhydrazide complex. We’ll tell you more about this compound (cas: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. This literature about this compound(3326-71-4)Name: 2-Furoic hydrazidehas given us a lot of inspiration, and I hope that the research on this compound(2-Furoic hydrazide) can be further advanced. Maybe we can get more compounds in a similar way.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Category: benzisoxazole. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Cannizzaro reaction of aldehydes in TMAH thermochemolysis. Author is Tanczos, I.; Schoeflinger, M.; Schmidt, H.; Balla, J..

Recently, tetramethylammonium hydroxide (TMAH) was advantageously used in the anal. pyrolysis of polymers, but yielded a great amount of carboxylic acid Me esters which were absent in conventional pyrolysis. The experiments with model compounds such as furaldehyde, benzaldehyde, hydroxy-, methoxy-, dimethoxybenzaldehyde and vanillin show that TMAH can react not only as a methylating and/or hydrolyzing agent but also with aldehydes according to a Cannizzaro reaction and the reaction products can be in-situ methylated to the corresponding esters and ethers.

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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: 37443-42-8, is researched, Molecular C6H10O3, about Substituted tetrahydrofuroyl-1-phenylalanine derivatives as potent and specific VLA-4 antagonists, the main research direction is tetrahydrofuroyl phenylalanine preparation VLA4 antagonist.Synthetic Route of C6H10O3.

A series of substituted tetrahydrofuroyl-1-phenylalanine derivatives was prepared and evaluated as VLA-4 antagonists. Substitution of the α carbon of the THF with aryl groups increased the specificity for VLA-4 vs. α4β7 while amide substitution increased the potency of the series without increasing the specificity. Substitution of the β carbon of the THF with keto or amino groups slightly improved the specificity for VLA-4 vs. α4β7 but with a significant loss in binding affinity for VLA-4.

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Benzisoxazole – an overview | ScienceDirect Topics

Application of 3326-71-4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Enhanced anticancer activity of half-sandwich Ru(II)-p-cymene complex bearing heterocyclic hydrazone ligand. Author is Haribabu, Jebiti; Srividya, Swaminathan; Umapathi, Reddicherla; Gayathri, Dasararaju; Venkatesu, Pannuru; Bhuvanesh, Nattamai; Karvembu, Ramasamy.

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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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics