Tag: M.W=100-200

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.Biancalana, Lorenzo; Bresciani, Giulio; Marchetti, Fabio; Pampaloni, Guido researched the compound: cis-4-Aminocyclohexane carboxylic acid( cas:3685-23-2 ).Product Details of 3685-23-2.They published the article 《Serendipitous Formation of a Zwitterionic Imidazolium Molecule from α-Diimine with Glyoxal as Unusual Cyclization Agent》 about this compound( cas:3685-23-2 ) in ChemistrySelect. Keywords: bis carboxycyclohexyl imidazole preparation; aminocyclohexane carboxylic acid glyoxal cyclization. We’ll tell you more about this compound (cas:3685-23-2).

The serendipitous discovery of the unprecedented route to a zwitterionic imidazolium mol. with the two nitrogen atoms substituted with 4-cyclohexanecarboxylic acid was reported. To build the five-membered ring, glyoxal played the double role of source for C2 and unusually C1 units, the latter via thermal decomposition afforded carbon monoxide as side-product. The product was characterized by elemental anal., multinuclear NMR, IR and ESI-MS spectroscopy.

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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

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: 56413-95-7, is researched, Molecular C6Cl2N4, about The synthesis and characterization of metal-free, unsymmetrical azaphthalocyanines with hydroxy groups and their complex formation with pyridine, the main research direction is azaphthalocyanine pyridine complex preparation dye.HPLC of Formula: 56413-95-7.

Three, unsym. metal-free azaphthalocyanines (AzaPc) were prepared using the statistical condensation of 5,6-bis(diethylamino)-pyrazine-2,3-dicarbonitrile (A) and the pyrazinedicarbonitrile (B) substituted with alkylamine chains bearing one or two hydroxy groups. The desired AAAB type, metal-free compounds were isolated, purified and characterized; the compounds contain one or two hydroxy groups that can be modified with suitable ligands. The mechanism leading to the unusual formation of a new morpholine ring during the preparation of some pyrazinedicarbonitriles is explained. Metal-free AzaPcs form a proton-transfer complex with two mols. of pyridine, this complex formation being accompanied by a change of solution color from purple to blue. The complex is formed directly with two mols. of pyridine, one on either side of the macrocycle. The rate constants of this process were found to be of the order ∼10-4 s-1; the rate of complex formation was not the same for all compounds and may depend on the AzaPc structure. The influence of hydroxy groups on the rate constant was not confirmed.

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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

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, Journal of Medicinal Chemistry called Identification and Biological Evaluation of a Series of 1H-Benzo[de]isoquinoline-1,3(2H)-diones as Hepatitis C Virus NS5B Polymerase Inhibitors, Author is Ontoria, Jesus M.; Rydberg, Edwin H.; Di Marco, Stefania; Tomei, Licia; Attenni, Barbara; Malancona, Savina; Martin Hernando, Jose I.; Gennari, Nadia; Koch, Uwe; Narjes, Frank; Rowley, Michael; Summa, Vincenzo; Carroll, Steve S.; Olsen, David B.; De Francesco, Raffaele; Altamura, Sergio; Migliaccio, Giovanni; Carfi, Andrea, which mentions a compound: 3685-23-2, SMILESS is N[C@H]1CC[C@H](CC1)C(O)=O, Molecular C7H13NO2, Safety of cis-4-Aminocyclohexane carboxylic acid.

The hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase (RdRp) plays a central role in virus replication. NS5B has no functional equivalent in mammalian cells and, as a consequence, is an attractive target for inhibition. Herein, we present 1H-benzo[de]isoquinoline-1,3(2H)-diones as a new series of selective inhibitors of HCV NS5B polymerase. The HTS hit 1 shows submicromolar potency in two different HCV replicons (1b and 2b) and displays no activity on other polymerases (HIV-RT, Polio-pol, GBV-b-pol). These inhibitors act during the pre-elongation phase by binding to NS5B non-nucleoside binding site Thumb Site II as demonstrated by crystal structure of compound 1 with the ΔC55-1b and ΔC21-2b enzymes and by mutagenesis studies. SAR in this new series reveals inhibitors, such as 20, with low micromolar activity in the HCV replicon and with good activity/toxicity window in cells.

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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: cis-4-Aminocyclohexane carboxylic acid(SMILESS: N[C@H]1CC[C@H](CC1)C(O)=O,cas:3685-23-2) is researched.Electric Literature of C5H7N. The article 《(R-X-R)4-motif peptides containing conformationally constrained cyclohexane-derived spacers: Effect on cellular uptake》 in relation to this compound, is published in ChemMedChem. Let’s take a look at the latest research on this compound (cas:3685-23-2).

Arg residue-rich peptides having the (R-X-R)n motif are among the most effective cell-penetrating peptides (CPPs). Here, we report a several-fold increase in the efficacy of such CPPs if the linear flexible spacer (-X-) in the (R-X-R) motif is replaced by constrained cyclic 1,4-substituted-cyclohexane-derived spacers. Internalization of these oligomers in mammalian cell lines was found to be an energy-dependent process. Incorporation of these constrained, non-proteinogenic amino acid spacers in the CPPs was shown to enhance their proteolytic stability.

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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

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 Highly efficient synthesis of 5,6-disubstituted-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles through a one-pot palladium-catalyzed coupling reaction/cyclization in water, published in 2012-06-20, which mentions a compound: 56413-95-7, Name is 5,6-Dichloropyrazine-2,3-dicarbonitrile, Molecular C6Cl2N4, Name: 5,6-Dichloropyrazine-2,3-dicarbonitrile.

A highly efficient one-pot synthesis of 5,6-disubstituted-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles is presented. The reaction of 5-(alkyl/arylamino)-6-chloropyrazine-2,3-dicarbonitriles with phenylacetylene, catalyzed by Pd-Cu, in the presence of SDS as the surfactant in water, leads to the desired products in good-to-high yields.

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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

Kopecky, Kamil; Zimcik, Petr; Novakova, Veronika; Miletin, Miroslav; Musil, Zbynek; Stribna, Jana published the article 《The synthesis and characterization of metal-free, unsymmetrical azaphthalocyanines with hydroxy groups and their complex formation with pyridine》. Keywords: azaphthalocyanine pyridine complex preparation dye.They researched the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7 ).Recommanded Product: 5,6-Dichloropyrazine-2,3-dicarbonitrile. 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:56413-95-7) here.

Three, unsym. metal-free azaphthalocyanines (AzaPc) were prepared using the statistical condensation of 5,6-bis(diethylamino)-pyrazine-2,3-dicarbonitrile (A) and the pyrazinedicarbonitrile (B) substituted with alkylamine chains bearing one or two hydroxy groups. The desired AAAB type, metal-free compounds were isolated, purified and characterized; the compounds contain one or two hydroxy groups that can be modified with suitable ligands. The mechanism leading to the unusual formation of a new morpholine ring during the preparation of some pyrazinedicarbonitriles is explained. Metal-free AzaPcs form a proton-transfer complex with two mols. of pyridine, this complex formation being accompanied by a change of solution color from purple to blue. The complex is formed directly with two mols. of pyridine, one on either side of the macrocycle. The rate constants of this process were found to be of the order ∼10-4 s-1; the rate of complex formation was not the same for all compounds and may depend on the AzaPc structure. The influence of hydroxy groups on the rate constant was not confirmed.

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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

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: 3685-23-2, is researched, SMILESS is N[C@H]1CC[C@H](CC1)C(O)=O, Molecular C7H13NO2Journal, Article, Xenobiotica called Formation and pharmacokinetics of the active drug candoxatrilat in mouse, rat, rabbit, dog and man following administration of the prodrug candoxatril, Author is Kaye, B.; Brearley, C. J.; Cussans, N. J.; Herron, M.; Humphrey, M. J.; Mollatt, A. R., the main research direction is candoxatril candoxatrilat pharmacokinetics species.Quality Control of cis-4-Aminocyclohexane carboxylic acid.

Candoxatrilat, an active neutral endopeptidase inhibitor, was released rapidly from the inactive prodrug candoxatril in vivo in the mouse, rat, rabbit, dog and man. Oral doses of [14C]candoxatril were cleared rapidly, mostly by ester hydrolysis to candoxatrilat, in the mouse, dog and man. A complementary i.v. study in man with [14C]candoxatrilat showed that the active drug was virtually completely renally cleared. Neither candoxatril nor candoxatrilat underwent chiral inversion in man. The systemic availability of candoxatrilat from the oral prodrug was estimated to be 88, 53, 42, 17 and 32% in the mouse, rat, rabbit, dog and man resp. Plasma clearance of candoxatril was too rapid to enable pharmacokinetic parameter calculation in mice and rabbits; for man, the apparent oral clearance was 57.9 mL/min/kg and the elimination half-life was 0.46 h. For i.v. candoxatrilat, total plasma clearance values were 32, 15, 5.5, 5.8 and 1.9 mL/min/kg for the mouse, rat, rabbit, dog and man, resp. Renal clearance values were 8.7, 7.2, 2.9 and 1.7 mL/min/kg for the mouse, rat, dog and man, resp., and these approximated the resp. glomerular filtration rates. Allometric scaling with respect to body weight across the species allowed reasonable prediction of the above 2 clearance parameters in man.

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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

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 Phenol-Substituted Tetrapyrazinoporphyrazines: pH-Dependent Fluorescence in Basic Media, published in 2015, which mentions a compound: 56413-95-7, mainly applied to zinc phenol substituted tetrapyrazinoporphyrazine preparation pH dependent fluorescence; phenol deprotonation switching off red fluorescence tetrapyrazinoporphyrazine solution microemulsion; azaphthalocyanines; fluorescence; intramolecular charge transfer; pH sensors; phthalocyanines, Related Products of 56413-95-7.

Tetrapyrazinoporphyrazines (TPyzPzs) bearing one, two, four or eight 3,5-di(tert-butyl)-4-hydroxyphenol moieties were synthesized as Zn(II) complexes and metal-free derivatives The deprotonation of the phenol using Bu4NOH induced the formation of a strong donor for intramol. charge transfer that switched OFF the red fluorescence (λF∼660 nm) of the parent Zn TPyzPzs. The changes were fully reversible for TPyzPzs with one to four phenolic moieties, and an irreversible modification was observed for TPyzPzs substituted with eight phenols. The sensors were anchored to lipophilic particles in H2O, and a pKa ∼12.5-12.7 was determined for the phenolic hydroxyl based on fluorescence changes in different buffers. A novel concept for fluorescence OFF-ON-OFF switching in metal-free TPyzPzs bearing phenolic moieties upon addition of specific amounts of base was demonstrated.

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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

Kostka, Miroslav; Zimcik, Petr; Miletin, Miroslav; Klemera, Petr; Kopecky, Kamil; Musil, Zbynek published the article 《Comparison of aggregation properties and photodynamic activity of phthalocyanines and azaphthalocyanines》. Keywords: phthalocyanine preparation aggregation photodynamic property; azaphthalocyanine preparation aggregation photodynamic property.They researched the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7 ).Synthetic Route of C6Cl2N4. 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:56413-95-7) here.

Phthalocyanines (Pc) and their aza-analogs azaphthalocyanines (AzaPc) (tetrapyrazinoporphyrazines) with eight n-octylsulfanyl or tert-butylsulfanyl peripheral substituents and different central metals (Mg, Zn, metal-free) were synthesized. Dimerization constants Kd and absorption spectra of pure monomeric and dimeric magnesium complexes in toluene were calculated using series of absorbances at different concentrations The bulky tert-butylsulfanyl substituents were found to be much better inhibitors of aggregation than long alkyl chains. Also Pc are less aggregated in organic solvents then AzaPc, short explanation is given. Singlet oxygen production of Pc and AzaPc was compared using dye-sensitized photooxidation of 1,3-diphenylisobenzofuran in pyridine. Both Pc and AzaPc showed similar activity not dependent on type of peripheral substitution. Zinc complexes of both Pc and AzaPc exceeded the magnesium ones and metal-free dyes in singlet oxygen production approx. twice.

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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

Lochman, Lukas; Machacek, Miloslav; Miletin, Miroslav; Uhlirova, Stepanka; Lang, Kamil; Kirakci, Kaplan; Zimcik, Petr; Novakova, Veronika published the article 《Red-Emitting Fluorescence Sensors for Metal Cations: The Role of Counteranions and Sensing of SCN- in Biological Materials》. Keywords: fluorescence sensor thiocyanate; aza-crown; counteranion; fluorescence; intramolecular-charge transfer; phthalocyanine.They researched the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7 ).Related Products of 56413-95-7. 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:56413-95-7) here.

The spatiotemporal sensing of specific cationic and anionic species is crucial for understanding the processes occurring in living systems. Herein, the authors developed new fluorescence sensors derived from tetrapyrazinoporphyrazines (TPyzPzs) with a recognition moiety that consists of an aza-crown and supporting substituents. Their sensitivity and selectivity were compared by fluorescence titration experiments with the properties of known TPyzPzs (with either one aza-crown moiety or two of these moieties in a tweezer arrangement). Method of standard addition was employed for analyte quantification in saliva. For K+ recognition, the new derivatives had comparable or larger association constants with larger fluorescence enhancement factors compared to that with one aza-crown. Their fluorescence quantum yields in the ON state were 18× higher than that of TPyzPzs with a tweezer arrangement. Importantly, the sensitivity toward cations was strongly dependent on counteranions and increased as follows: NO3- < Br- < CF3SO3- < ClO4- ≪ SCN-. This trend resembles the chaotropic ability expressed by the Hofmeister series. The high selectivity toward KSCN was explained by synergic association of both K+ and SCN- with TPyzPz sensors. The sensing of SCN- was further exploited in a proof of concept study to quantify SCN- levels in the saliva of a smoker and to demonstrate the sensing ability of TPyzPzs under in vitro conditions. In addition to the literature in the link below, there is a lot of literature about this compound(5,6-Dichloropyrazine-2,3-dicarbonitrile)Related Products of 56413-95-7, illustrating the importance and wide applicability of this compound(56413-95-7).

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