Month: April 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 Triazine-Cored Lanthanide-Based Metal-Organic Frameworks Featuring Unique Water Chains and Strong Characteristic Emissions, published in 2019, which mentions a compound: 3685-23-2, Name is cis-4-Aminocyclohexane carboxylic acid, Molecular C7H13NO2, Quality Control of cis-4-Aminocyclohexane carboxylic acid.

A new triazine-cored tricarboxylic acid, N,N’,N”-1,3,5-triazine-2,4,6-triyltris(cis-4-aminocyclohexane-carboxylicacid)(H3L), was prepared by replacing the chlorine atoms of cyanuric chloride with cis-4-aminocyclohexane-carboxylic acid, which was used for the construction of a series of triazine-cored lanthanide-based metal-organic frameworks (MOFs). All these MOFs were structurally authenticated, revealing that they are isostructural and exist as two-dimensional (2D) coordination networks with the general formula [Ln(L)(H2O)2]·5.5 H2O (Ln = 1·Gd, 2·Tb, 3·Eu). A unique one-dimensional water chain, composed of primary tetrameric cyclic rings and dodecameric cyclic rings, was found entrapped in the lattice. Moreover, all these compounds display bright characteristic photoluminescence. Particularly, for 1, apart from the strong blue emission peak (Φf = 20.6 %) corresponding to the intraligand transition under near-UV excitation, the characteristic emissions of Gd3+ cation (Φf = 5.0 %) were unexpectedly observed upon excitation at 273 nm.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Chebani, K.; Zessin, J.; Steinbach, J. published the article 《Substances labeled in metabolically stable positions. 9. Synthesis of pyridine by thermal rearrangement of amines containing the C5N structure》. Keywords: thermal rearrangement amine; pyrrole thermal rearrangement; pyridine thermal rearrangement amine.They researched the compound: 3-Methyl-1H-pyrrole( cas:616-43-3 ).Synthetic Route of C5H7N. 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:616-43-3) here.

Thermal rearrangement of N-methylbutylamine, N-methylpyrrole, 4-(N-methylamino)butanol and N-methyl-3-pyrrolidinol produces mixtures of various substances which contain pyridine as the basic structure. Only aromatic systems are stable under the reaction conditions.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Category: chiral-oxygen-ligands. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Dually directional glycosylated phthalocyanines as extracellular red-emitting fluorescent probes. Author is Husain, Ali; Ganesan, Asaithampi; Machacek, Miloslav; Cerveny, Lukas; Kubat, Pavel; Ghazal, Basma; Zimcik, Petr; Makhseed, Saad.

The development of new non-aggregated phthalocyanines bearing multivalent saccharide moieties on their macrocyclic rims is of great interest. Many characteristics, including water-solubility, non-toxicity and others, can be feasibly obtained by these amphiphiles which can be considered as a key solution for demonstrating highly efficient photoactive materials in water. Herein, a family of five newly prepared dually directional Zn(II) containing phthalocyanines (PcG1-4) and azaphthalocyanine (AzaPcG1) glycoconjugates is described. The unique spatial arrangement of the glucoside units based on peripherally hexadeca-(PcG1) and nonperipherally octa-(PcG4) macrocycles provides a fully monomeric behavior along with a high fluorescence (ΦF ~0.21) in aqueous solution These amphiphiles were characterized by low toxicity, and an extremely low cellular uptake was obtained due to the highly polar nature of the glucoside substituents. Accordingly, their potential as suitable photoactive chromophores for red-emitting extracellular fluorescent probes has been confirmed upon the evaluation of paracellular transport using a layer of MDCKII cells with the permeability coefficient fully comparable with an established evaluator of the integrity of the monolayer.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Name: 5,6-Dichloropyrazine-2,3-dicarbonitrile. 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: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Syntheses of Octa(dialkylamino)azaphthalocyanines. Author is Morkved, Eva H.; Kjosen, Helge; Ossletten, Hege; Erchak, Nikolai.

Ni(II) octa(4-morpholinyl)- (11a) and Cu(II) octa(1-pyrrolidinyl)- (11b) azaphthalocyanines were prepared from the corresponding pyrazine diiminoimides (10). The precursor pyrazine dicarbonitriles (2) gave 6-cyanopyrazine-5-alkyl carboximidates (3-9) as stable intermediates when reacted with NH3 and catalytic amounts of Na alkoxide in alcs. 3-9 Were converted to the diiminoimides 10 upon reflux in PrOH or BuOH for several hours. This unusual reaction pattern was observed for pyrazine-2,3-dicarbonitriles (2) with morpholine, thiomorpholine, piperidine or pyrrolidine substituted in the 5- and 6-positions.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Recommanded Product: 56413-95-7. 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: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Tetrapyrazinoporphyrazine with eight peripheral adamantanylsulfanyl units – Synthesis and physicochemical study.

A novel, (1-adamantylsulfanyl)-octasubstituted tetrapyrazinoporphyrazine has been synthesized and analyzed for its key physicochem. properties. Also, two 1-adamantylsulfanyl-substituted pyrazine derivatives were compared, and their crystallog. structures as well as chem. reactivity were assessed and discussed. Porphyrazine macrocycle showed good fluorescence and singlet oxygen generation properties as well as photostability. In addition, studied adamantylsulfanyl porphyrazine, despite its hydrophobic nature, revealed good solubility in polar solvents. Electrochem. studies revealed that the macrocycle underwent oxidation by one one-electron process and reduction with two one-electron processes.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The polarographic reducibility of some alkylpyrroles》. Authors are Scaramelli, Giuseppe.The article about the compound:3-Methyl-1H-pyrrolecas:616-43-3,SMILESS:CC1=CNC=C1).Category: chiral-oxygen-ligands. Through the article, more information about this compound (cas:616-43-3) is conveyed.

In addition to pyrrole itself, the following derivatives were found to be polarographically nonreducible: 1- and 2-Me, 1-allyl, 2,4-di-Me and 2,5-di-Me, 3-methyl-4-ethyl, 2,3,5-trimethyl, 2,5-dimethyl-1-ethyl, 2,4-dimethyl-3-ethyl, 2,4-dimethyl-3-propyl, 2,4-dimethyl-3-ethyl-1-carbethoxy, and 2,4-dimethyl-3,5-dicarbethoxy.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Bean, Gerritt P.; Wilkinson, Timothy J. published the article 《Acid-catalyzed proton exchange on pyrrole and alkylpyrroles》. Keywords: kinetics proton exchange pyrrole.They researched the compound: 3-Methyl-1H-pyrrole( cas:616-43-3 ).Recommanded Product: 3-Methyl-1H-pyrrole. 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:616-43-3) here.

The rates of D-H exchange in D2O-dioxane solution of pyrrole at the α- and β-positions were equal in F3CCO2D and D3O+; in DOAC the α-position was selectively protonated. Alkyl substituents activated adjacent position(s) toward H-D exchange, the influence of N-alkyl being less than that of 2-, 3-, 4-, and 5-alkyl.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile(SMILESS: N#CC1=NC(Cl)=C(Cl)N=C1C#N,cas:56413-95-7) is researched.Quality Control of cis-4-Aminocyclohexane carboxylic acid. The article 《Phthalocyanines and Tetrapyrazinoporphyrazines with Two Cationic Donuts: High Photodynamic Activity as a Result of Rigid Spatial Arrangement of Peripheral Substituents》 in relation to this compound, is published in Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:56413-95-7).

High photodynamic activity was observed for hexadeca-cationic zinc, magnesium, and metal-free phthalocyanines (Pcs) and tetrapyrazinoporphyrazines with EC50 values as low as 5 nM (MCF-7 cells) for the best compound; this activity was several times better than that of clin. established photosensitizers verteporfin, temoporfin, S3AlOHPc, or protoporphyrin IX. This lead compound was characterized by low dark toxicity (TC50 = 369 μM), high efficiency against other cell lines (HCT 116 and HeLa), and possible activation by light above 680 nm. The excellent photodynamic activity resulted from the rigid spatial arrangement of the quaternized triazole moieties above and below the Pc core, as confirmed by X-ray crystallog. The triazole moieties thus formed two “”cationic donuts”” that protected the hydrophobic core against aggregation in water. The lysosomes were found to be the site of subcellular localization and were consequently the primary targets of photodynamic injury, resulting in predominantly necrotic cell death.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Formula: C7H13NO2. 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: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Synthesis and properties of 2-azabicyclo[2:2:2]octan-3-one and 6-azabicyclo[3:2:1]octan-7-one. Author is Palaima, A.; Staniulyte, Z.; Klimavicius, A..

Optimal reaction conditions for the synthesis of lactams of cis-3- and -4-ACH acids and their derivatives were determined 1H NMR spectral data confirmed different configuration of lactams of cis-3- and cis-4-derivatives Possibility to apply lactams for the separation of cis- and trans-isomers was investigated.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Application In Synthesis of cis-4-Aminocyclohexane carboxylic acid. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Highly selective preparation of trans-4-aminocyclohexanecarboxylic acid from cis-isomer over Raney nickel catalyst. Author is Gobolos, Sandor; Banka, Zoltan; Toth, Zoltan; Szammer, Janos; Margitfalvi, Jozsef L..

4-Amino-benzoic acid was hydrogenated to 4-aminocyclohexanecarboxylic acid over alumina supported 5 weight% Ru and Rh catalysts. Complete ring saturation was achieved in 2 weight % NaOH-H2O at 80-100 °C, 10 MPa H2, and 5 h however, the ratio of trans/cis stereoisomers of the product was only between 1/3-1/1. The raw reaction mixture was further processed in the presence of a com. Raney nickel catalyst at 130°C, 100 bar H2 for 5 h. In this alkali-mediated isomerization the trans/cis isomer ratio was 7/3. The cis isomer was isolated by fractional crystallization, and then reacted on Raney nickel catalysts in 2%NaOH-H2O at 120-140°C, 1 MPa H2 for 5 h to obtain the trans isomer with a yield of ca. 70%. The two-step synthesis resulted in trans-4-aminocyclohexanecarboxylic acid with a yield above 90%. Catalytic tests were performed in a high-throughput reactor system equipped with 16 mini autoclaves.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate