Day: April 12, 2022

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 Stereochemistry of catalytic hydrogenation. V. The assignment of cis and trans configurations, published in 1942, which mentions a compound: 610-09-3, Name is cis-Cyclohexane-1,2-dicarboxylic acid, Molecular C8H12O4, HPLC of Formula: 610-09-3.

cis-Hexahydrodiphenic acid (m. 240-1°) (I) with concentrated and fuming HNO3 gives only NO2 products and KMnO4 yields no useful products. I. (1g.) in 20 cc. warm AcOH, treated with O3 for 4 hrs. and then overnight with 50 cc. 3% H2O2 and the material separated by fractional acidification, gives about 0.5 g. unchanged I and 128 mg. (crude) cis-hexahydrophthalic acid (identified as the cis-dianilide, m. 238° and the phenylimide). This establishes the structure of I, of the acid m. 289° as cis-syn-cis-perhydrodiphenic acid and of the acid m. 223° as the trans-syn-trans isomer. trans-Δ10-9-Ketododecahydrophenanthrene (Rapson and Robinson, C. A. 29, 7996.1) with O3 in AcOH gives 2.45 g. of trans-2-keto-1, 1′-bicyclohexyl-2′-carboxylic acid (II), a pale yellow oil, isolated as the oxime (3.07g.), m. 162-3°. On acetylation and subsequent pyrolysis II is converted into an unsaturated lactone (not obtained pure) which is oxidized by KMnO4 to a poor yield of trans-hexahydrophthalic acid, m. 227-9° (after repeated crystallization from H2O; 215-20° given in the literature). This series of reactions is not as unequivocal as the oxidation of I. cis-9-Keto-as-octahydrophenanthrene (III) (cf. part VI) (0.4 g.), heated on the steam bath for 15 min. with 5 cc. concentrated HNO3 and 3 cc. fuming HNO3, gives 20 mg. cis-nitrohexahydrodiphenic acid (IV), m. 217-19°, and 0.1 g. of a tri-NO2 derivative of III, m. 151-2°. Heating 500 mg. of III with 1 cc. concentrated HNO3 and 1 cc. fuming HNO3 gives a di-NO2 derivative of III, m. 152°; this gives the tri-NO2 derivative with HNO3 on the steam bath. trans-III (350 mg.) with HNO3 gives about equal amounts (100 mg.) of trans-IV and the tri-NO2 derivative, needles from AcOH, m. 182-4°, or plates from hexane, m. 182.5-3.5°. The stereochem. implications of these results are discussed and it is shown that they are in agreement with other, less exact, evidence.

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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 Synthesis of acylhydrazone based fluorescent probe for Al (III) and its property, published in 2019, which mentions a compound: 3326-71-4, mainly applied to acylhydrazone fluorescent probe aluminum fluorometry, Application In Synthesis of 2-Furoic hydrazide.

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

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: 610-09-3, is researched, SMILESS is O=C([C@H]1[C@@H](C(O)=O)CCCC1)O, Molecular C8H12O4Journal, Journal of Solid State Chemistry called Coordination preference of 1,2-bis((1H-imidazole-1-yl)methyl)benzene and different carboxylate ligands with transition metal ions directed by weak interactions, Author is Zhang, Yaowen; Li, Hongdong; Wang, Zuochao; Liu, Kang; Jiao, Shaoshao; Liu, Yongjun; Xiao, Zhenyu; Xu, Jixiang; Wang, Lei, the main research direction is copper cadmium silver imidazoleylmethylbenzene hydroxybenzoate cyclohexenecarboxylate cyclohexanecarboxylate polymer preparation; thermal stability luminescence transition metal imidazoleylmethylbenzene hydroxybenzoate cyclohexenecarboxylate cyclohexanecarboxylate; crystal structure transition metal imidazoleylmethylbenzene hydroxybenzoate cyclohexenecarboxylate cyclohexanecarboxylate.Product Details of 610-09-3.

Three novel metal-organic complexes, formulated as [Cu2(2-HBA)2(bimb)4] (1), {[Cd(CEDA)(bimb)]·H2O}n (2), and {[Ag2(bimb)2]·(1,4-CDA)·13H2O} (3) (bimb = 1,2-bis((1H-imidazole-1-yl)methyl)benzene; 2-HBA = 2-hydroxybenzoic acid; CEDA = cyclohex-4-ene-1,2-dicarboxylic acid; 1,4-CDA = cyclohexane-1,4-dicarboxylic acid), were synthesized by self-assembly of mixed ligands with Cu(II), Cd(II), and Ag(I) under hydrothermal conditions and characterized by means of single-crystal X-ray diffraction, X-ray powder diffraction, IR spectra, thermogravimetric anal., fluorescence spectra and UV-vis absorption spectra. 1 Is shown as a 0D structure, which is formed by Cu2+, 2-HBA ligands and bimb ligands. 2 Displays a 1D ladder structure, which is built by Cd2+, CEDA ligands and bimb ligands, and it is assembled into 2D structure by hydrogen bonding. 3 Possesses a 0D [Ag(bimb)]2 dimer which is assembled into 3D structure by the Ag-O weak interaction and hydrogen bonding. Interestingly, a rare 13-core water cluster participates in forming the network of 3. The UV-vis spectrum and luminescence properties were also studied and discussed.

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

Ferreira, Ricardo J.; Gajdacs, Mario; Kincses, Annamaria; Spengler, Gabriella; dos Santos, Daniel J. V. A.; Ferreira, Maria-Jose U. published the article 《Nitrogen-containing naringenin derivatives for reversing multidrug resistance in cancer》. Keywords: preparation nitrogen containing naringenin derivative reversing multidrug resistance cancer; Docking; Efflux modulators; Flavonoids; Molecular dynamics; Multidrug resistance; P-glycoprotein.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Application of 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.

Naringenin (1), isolated from Euphorbia pedroi, was previously derivatized yielding compounds 2-13. In this study, aiming at expanding the pool of analogs of the flavanone core towards better multidrug resistance (MDR) reversal agents, alkylation reactions and chem. modification of the carbonyl moiety was performed (15-39). Compounds structures were assigned mainly by 1D and 2D NMR experiments Compounds 1-39 were assessed as MDR reversers, in human ABCB1-transfected mouse T-lymphoma cells, overexpressing P-glycoprotein (P-gp). The results revealed that O-methylation at C-7, together with the introduction of nitrogen atoms and aromatic moieties at C-4 or C-4′, significantly improved the activity, being compounds 27 and 37 the strongest P-gp modulators and much more active than verapamil. In combination assays, synergistic interactions of selected compounds with doxorubicin substantiated the results. While mol. docking suggested that flavanone derivatives act as competitive modulators, mol. dynamics showed that dimethylation promotes binding to a modulator-binding site. Moreover, flavanones may also interact with a vicinal ATP-binding site in both nucleotide-binding domains, hypothesizing an allosteric mode of action.

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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.Koparir, Pelin researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Reference of 2-Furoic hydrazide.They published the article 《Synthesis, antioxidant and antitumor activities of some of new cyclobutane containing triazoles derivatives》 about this compound( cas:3326-71-4 ) in Phosphorus, Sulfur and Silicon and the Related Elements. Keywords: mesityl methylcyclobutyl furanyl triazolylsulfanyl ethanone preparation antitumor antioxidant SAR. We’ll tell you more about this compound (cas:3326-71-4).

Thiosemicarbazides were obtained by the interaction of furan-2-carboxylic acid hydrazide with five different isothiocyanate (RNCS) derivatives By addition of KOH to the reaction medium, 1,2,4-triazoles derivatives I [R = Et, allyl, Ph, benzyl, 4-MeC6H4] were obtained. Compounds I were dissolved in dry acetone containing K2CO3 in the presence of 2-chloro-1-(3-methyl-3-mesitylcyclobutyl)ethanone to give 3,4,5-trisubstituted 1,2,4-triazole sulfanyl compounds II. The structures of the final compounds were confirmed by elemental analyses, FT-IR, 1H-NMR and 13C-NMR. The antioxidant and antitumor properties of the synthesized compounds were also investigated. Three of the triazole derivatives II [R = Ph, benzyl, 4-MeC6H4] displayed good antioxidant and antitumor activity in comparison to the standards

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Reference:
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 Microwave-Assisted TBHP-Mediated Synthesis of 2-Amino-1,3,4-oxadiazoles in Water. Author is Kumar Sigalapalli, Dilep; Kadagathur, Manasa; Sujat Shaikh, Arbaz; Jadhav, Govinda S.; Bakchi, Bulti; Nagendra Babu, Bathini; Tangellamudi, Neelima D..

A one-pot synthesis of 2-amino-1,3,4-oxadiazoles I [R1 = Ph, 4-FC6H4, 3-furylmethyl, etc.; R2 = Ph, 3-HOC6H4, 3-BrC6H4, etc.] was achieved from the corresponding isothiocyanates and hydrazides in the presence of tert-Bu hydroperoxide (TBHP) and water under microwave irradiation The thiosemicarbazides intermediate could be derived in situ which underwent an intramol. cyclodesulfurization under microwave irradiation Apart from being simpler and green, this method offered significant advantages, such as short reaction times, economy and no requirement for a catalyst, with easy workup procedures to afford a variety of 2-amino-1,3,4-oxadiazoles I in significantly high yields (85-98%). Spectroscopic techniques were employed to elucidate the chem. structures of the final compounds and ESI-MS technique was employed to establish the formation of thiosemicarbazide intermediate and requirement of oxygen source for the completion of reaction and the most plausible reaction mechanism.

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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.Synthetic Route of C5H6N2O2.Neethu, K. S.; Eswaran, Jayanthi; Theetharappan, M.; Bhuvanesh, Nattamai S. P; Neelakantan, M. A.; Velusamy, Kaveri M. published the article 《Organoruthenium (II) complexes featuring pyrazole-linked Schiff base ligands: Crystal structure, DNA/BSA interactions, cytotoxicity and molecular docking》 about this compound( cas:3326-71-4 ) in Applied Organometallic Chemistry. Keywords: 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. Let’s learn more about 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

Application of 3326-71-4. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Aryl Hydrazides via the Borrowing Hydrogen Strategy. Author is Joly, Nicolas; Bettoni, Leo; Gaillard, Sylvain; Poater, Albert; Renaud, Jean-Luc.

A diaminocyclopentadienone ruthenium tricarbonyl complex-catalyzed synthesis of mono- or dialkylated aryl hydrazides from N-unsubstituted aryl hydrazides and various substituted primary and secondary alcs. as alkylating reagents using the borrowing hydrogen strategy has been developed. Deuterium labeling experiments confirmed that the alcs. are the hydride source in this cascade process. D. functional theory (DFT) calculations unveiled the origin and the threshold between the mono- and dialkylation.

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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, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Organic Letters called Divergent Reactivity during the Trapping of Benzynes by Glycidol Analogs: Ring Cleavage via Pinacol-Like Rearrangements vs Oxirane Fragmentations, Author is Zhang, Juntian; Hoye, Thomas R., which mentions a compound: 37443-42-8, SMILESS is O=C(C1OCCC1)OC, Molecular C6H10O3, Quality Control of Methyl tetrahydrofuran-2-carboxylate.

Hydroxy-containing cyclic ethers react with thermally generated benzynes to produce aryl ethers. Diverse reactivity was observed Cleavage of the cyclic ether was involved in most of the pathways. The transformations are rationalized via initial formation of oxonium ion-containing 1,3-zwitterions arising from preferential nucleophilic attack on the benzyne by the ether oxygen. Pinacol-like rearrangements, including ring expansion, to yield aldehydes or ketones and oxirane fragmentations to generate aryl enol ethers were main competing events.

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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: cis-Cyclohexane-1,2-dicarboxylic acid(SMILESS: O=C([C@H]1[C@@H](C(O)=O)CCCC1)O,cas:610-09-3) is researched.Reference of 2-Furoic hydrazide. The article 《The ionization of aliphatic dicarboxylic acids in water》 in relation to this compound, is published in Journal of Solution Chemistry. Let’s take a look at the latest research on this compound (cas:610-09-3).

Potentiometric, calorimetric, and dilatometric data on the ionization of several saturated dicarboxylic acids in water at 25° are reported. A correlation is attempted between structure and thermodn. evidences for the two dissociation stages of the diacids considered, in particular in terms of the propensity toward intramol. H bond formation of some singly ionized species.

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