Day: April 8, 2022

Maris, Mihaela; Huck, Wolf-Rudiger; Mallat, Tamas; Baiker, Alfons published the article 《Palladium-catalyzed asymmetric hydrogenation of furan carboxylic acids》. Keywords: palladium cinchonidine catalyst asym hydrogenation furan carboxylic acid.They researched the compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8 ).Reference of Methyl tetrahydrofuran-2-carboxylate. 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:37443-42-8) here.

Enantioselective hydrogenation of aromatic and heteroaromatic compounds is the field where chirally modified metal hydrogenation catalysts have the biggest potential compared to homogeneous chiral transition metal complexes. Here we report the hydrogenation of furan and benzofuran carboxylic acids over a cinchonidine-modified 5 wt% Pd/Al2O3 catalyst. (S)-Tetrahydrofuran-2-carboxylic acid was synthesized in 4 h at rt and 30 bar with 95% yield and 32% ee. The ee was lower in the hydrogenation of methylfuran carboxylic acids but up to 100% de was achieved. In the slow hydrogenation of benzofuran-2-carboxylic acid, the ee went up to 50% at 29% yield. The potential application of the method is limited by the competing hydrogenation of the quinoline rings of cinchonidine in the latter reaction, necessitating the feeding of small amounts of cinchonidine during reaction. Still, this simple method using an easily available chiral modifier and catalyst affords the highest rate and ee reported so far in the catalytic asym. hydrogenation of furan and benzofuran carboxylic acids, and it may be an attractive route in combination with optical resolution We assume that the reaction mechanism is analogous to that described for α,β-unsaturated carboxylic acids over the same catalyst, involving a 1:2-type interaction between the cinchonidine and the acid dimer.

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

Mistrik, E. J. published an article about the compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8,SMILESS:O=C(C1OCCC1)OC ).Synthetic Route of C6H10O3. 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:37443-42-8) through the article.

The hydroformylation of furans, e.g., 2-methylfuran, furfural, Me 2-furanacrylate and Me 2-furancarboxylate, in the presence of Co2(CO)8 and Co2(CO)7(PPh3)2 was studied. In addition to the products of hydroformylation, hydrogenation products were identified. The relative reactivity of the furans was estimated and a reaction mechanism proposed.

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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

Thuery, Pierre; Atoini, Youssef; Harrowfield, Jack published the article 《Crown Ethers and Their Alkali Metal Ion Complexes as Assembler Groups in Uranyl-Organic Coordination Polymers with cis-1,3-, cis-1,2-, and trans-1,2-Cyclohexanedicarboxylates》. Keywords: uranyl alkali metal crown ether cyclohexanedicarboxylate polymeric complex preparation; crystal structure uranyl alkali metal crown ether cyclohexanedicarboxylate polymer; luminescence uranyl alkali metal crown ether cyclohexanedicarboxylate polymeric complex.They researched the compound: cis-Cyclohexane-1,2-dicarboxylic acid( cas:610-09-3 ).Reference 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.

Alkali metal cations (Na+, K+) and crown ether mols. (12C4, 15C5, 18C6) were used as addnl. reactants during the hydrothermal synthesis of uranyl ion complexes with cis/trans-1,3-, cis-1,2- and trans-1,2-cyclohexanedicarboxylic acids (c/t-1,3-chdcH2, c-1,2-chdcH2, and t-1,2-chdcH2, resp., the latter as racemic or pure (1R,2R) enantiomer). Oxalate anions generated in situ are present in all the six complexes isolated and crystallog. characterized, [(UO2)2(c-1,3-chdc)2(C2O4)][UO2(H2O)5]·(12C4)·2H2O (1), [(UO2)4Na2(c-1,2-chdc)2(C2O4)3(15C5)2] (2), [(UO2)4K2(c-1,2-chdc)2(C2O4)3(18C6)1.5(H2O)1.5] (3), [(UO2)12K5(R-t-1,2-chdc)4(C2O4)10(18C6)5(OH)(H2O)3]·4H2O (4), [(UO2)12K5(rac-t-1,2-chdc)4(C2O4)10(18C6)5(OH)(H2O)3]·4H2O (5), and [(UO2)8K4(rac-t-1,2-chdc)4(C2O4)6(18C6)3(H2O)2] (6). In complex 1, the [UO2(H2O)5]2+ counterions link the ladderlike uranyl-containing one-dimensional polymers and the uncomplexed crown ether mols. through hydrogen bonds. In all the other complexes, two-dimensional uranyl/chdc/oxalate subunits are formed, with topologies depending on the stoichiometry, in which the 1,2-chdc2- ligands are bound to three uranium atoms, one of them chelated by the two carboxylate groups, and the oxalate ligands are bis-chelating. In complex 2, the Na(15C5)+ cations are bound to one layer through double Na-carboxylate or Na-oxo cis-bonding and they are thus mere decorating groups. In contrast, the quasi-planar K(18C6)+ groups in 3-6, partially affected by disorder, are generally trans-coordinated to two uranyl oxo groups pertaining to different layers, thus uniting the latter into a three-dimensional framework.

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Reference:
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.Nguyen, D. Thao; Lenstra, Danny C.; Mecinovic, Jasmin researched the compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8 ).Name: Methyl tetrahydrofuran-2-carboxylate.They published the article 《Chemoselective calcium-catalyzed direct amidation of carboxylic esters》 about this compound( cas:37443-42-8 ) in RSC Advances. Keywords: amide green preparation chemoselective; carboxylic ester primary amine calcium catalyst amide bond formation. We’ll tell you more about this compound (cas:37443-42-8).

Unactivated carboxylic esters and primary amines undergo calcium-catalyzed direct amide bond formation to afford amides I [R1 = n-Pr, Ph, 4-hydroxybutyl, etc.; R2 = 2-thienyl, Ph, Bn, etc.] in excellent yields under homogeneous conditions in toluene. This green and mild reaction proceeds chemoselectively with esters, whereas related carboxylic acids and amides remain unreactive.

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Reference:
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 Stereoisomeric biologically active compounds. I. Some conversions of cis-4-chloro-4-cyclohexene-1,2-dicarboxylic acid, published in 1965, which mentions a compound: 610-09-3, mainly applied to , Synthetic Route of C8H12O4.

cf. Baeyer, Ann. Chem. 258, 215(1890); U.S. 1,967,862, CA 28, 5994. To 10 g. cis-4-chloro-4-cyclohexene-1,2-dicarboxylic acid (I) and 60 ml. H2O, under cooling and stirring, a solution of 21 g. KMnO4 in 650 650 ml. H2O was added over 3 hrs. The cooling and stirring was another 2 hrs. and the mixture left standing overnight, yielding meso-butane-1,2,3,4-tetracarboxylic acid m. 191-2°. I (204.5 g.) and 15 ml. concentrated H2SO4 in 500 ml. absolute MeOH was refluxed for 8 hrs. Dimethyl cis-4-chloro-4-cyclohexene-1,2-dicarboxylate (II), b5 148-50°, d204 1.0553, n20D 1.4935 was obtained in 71.3% yield. II (20 g.) and 18 ml. 85% H2NNH2 was refluxed for 3 hrs. Trans-4-chloro-4-cyclohexene-1,2-dicarboxylic acid dihydrazide (III) m. 222-4° (60% EtOH) was obtained in 69.5% yield. To 30 g. III in 105 ml. 10% HCl and 280 ml. CH2Cl2 at 18-20°, a solution of 20.8 g. NaNO3 in 48.5 ml. H2O was slowly added. The nonaqueous layer was dried, filtered, and treated with 160 ml. absolute EtOH. The CH2Cl2 was evaporated, the mixture refluxed for 2 hrs., 210 ml. 40% NaOH added and steam distilled The distillate was acidified with 10% HCl giving the trans-4-chloro-1,2-diamino-4-cyclohexene-2HCl m. 326-8° in 72.1% yield. III (38 g.) and a solution of 26.6 g. NaOH in 350 ml. H2O was refluxed for 12 hrs. and acidified, giving trans-4-chloro-4-cyclohexene-1,2-dicarboxylic acid (IV) m. 115-17° (H2O) in 89.8% yield. IV (10 g.) was oxidized with KMnO4 as described above, giving the dianhydride of dl-butane-1,2,3,4-tetracarboxylic acid m. 172-3°. A solution of 21 g. IV, 8 g. NaOH and 70 ml. H2O was hydrogenated in an autoclave in the presence of 35 g. Ni on Cr2O3 at 100° and 100 atm. The solution was filtered and acidified giving trans-cyclohexane-1,2-dicarboxylic acid (V) m. 220° (Me2O) in 78.2% yield. I (60 g.) and 23.5 g. NaOH in 200 ml. H2O was hydrogenated as described above giving cis-cyclohexane-1,2-dicarboxylic acid (VI), m. 192°, in 92.1% yield. A mixture of 8 g. VI and 20 ml. concentrated HCl was heated in a sealed tube at 180° for 8-10 hrs. and V, m. 220-1°, was obtained in 88.8% yield.

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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

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Mass spectra of carboxylic acids. IV. Carboxyl-carboxyl interaction in some cycloalkane-1,2-dicarboxylic acids and its relation with molecular geometry.Synthetic Route of C8H12O4.

The interaction of the (arboxyl groups in the fragmentation of the mol. ions of trans-cyclohexane-1,2-dicarboxylic acid and cis-cyclobutane-1,2-dicarboxylic acid distinguishes these acids from their cis and trans isomers, resp. This ortho effect is related to the geometrical arrangement of the carboxyl groups in the ground-state mols.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Kim, Eun Young; Park, Hyun Min; Kim, Ha-Yeong; Kim, Jin Hoon; Hyun, Min Young; Lee, Ju Hoon; Kim, Cheal; Kim, Sung-Jin; Kim, Youngmee published the article 《Novel CdII coordination polymers (1-D, 2-D to 3-D) constructed from 1,2-cyclohexanedicarboxylate and various bipyridyl ligands》. Keywords: cadmium cyclohexanedicarboxylate bipyridyl coordination polymer preparation crystal structure luminescence.They researched the compound: cis-Cyclohexane-1,2-dicarboxylic acid( cas:610-09-3 ).Application of 610-09-3. 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.

Four CdII-(e,a-cis-1,2-chdc) complexes, [Cd(H2O)(1,2-chdc)(2,2′-bpy)] 1, [Cd(1,2-chdc)(bpe)]n 2, [Cd2(1,2-chdc)(4,4′-bpy)2]n 3A, and [Cd(H2O)(1,2-chdc)(4,4′-bpy)2]n·3n(H2O) 3B (1,2-chdc = cis-1,2-cyclohexanedicarboxylate), with different assistant ligands (2,2′-bipyridine (2,2′-bpy), 1,2-bis(4-pyridyl)ethene (bpe), and 4,4′-bipyridine (4,4′-bpy)) were synthesized and their structures were determined Depending on the assistant ligands, the structures and dimensionalities of CdII-(e,a-cis-1,2-chdc) complexes were varied. Two carboxylates in e,a-cis-1,2-chdc coordinate to CdII ions in chelating (η1:η1), bridging (η1:η1:μ2), and chelating/bridging (η2:η1:μ2) modes. Photoluminescence study of the compounds 1 and 2 showed emission of compound 1 was observed at 348 nm, while relatively weak luminescence was displayed at 516 nm for 2. The thermal stabilities of these complexes were also examined

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