Month: December 2022

Bombaca, Ana Cristina S. published the artcileNovel N,N-di-alkylnaphthoimidazolium derivative of β-lapachone impaired Trypanosoma cruzi mitochondrial electron transport system, Name: 1-Iodohexane, the publication is Biomedicine & Pharmacotherapy (2021), 111186, database is CAplus and MEDLINE.

The current treatments are based on benznidazole and nifurtimox; however, these drugs have important limitations and limited efficacy during the chronic phase, reinforcing the necessity of an alternative chemotherapy. Here, we show the synthesis of a novel β-lapachone-derived naphthoimidazolium named N4 and assess its activity on T. cruzi stages and the mechanism of action. The new compound was very active on all parasite stages (IC50/24 h in the range of 0.8-7.9 μM) and had a selectivity index of 5.4. Mechanistic analyses reveal that mitochondrial ROS production begins after short treatment starts and primarily affects the activity of complexes II-III. After 24 h treatment, a partial restoration of mitochondrial physiol. (normal complexes II-III and IV activities and controlled H2O2 release) was observed; however, an extensive injury in its morphol. was still detected. During treatment with N4, we also observed that trypanothione reductase activity increased in a time-dependent manner and concomitant with increased oxidative stress. Mol. docking calculations indicated the ubiquinone binding site of succinate dehydrogenase as an important interaction point with N4, as with the FMN binding site of dihydroorotate dehydrogenase. The results presented here may be a good starting point for the development of alternative treatments for Chagas disease and for understanding the mechanism of naphthoimidazoles in T. cruzi.

Biomedicine & Pharmacotherapy published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Name: 1-Iodohexane.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Majumdar, K. C. published the artcileThe synthesis and optical properties of novel triphenylamine containing 1,3,4-oxadiazole derivatives, Safety of 4-Iodobenzohydrazide, the publication is Journal of Luminescence (2013), 321-327, database is CAplus.

Sym. 4,4′,4”-trisubstituted triphenylamine derivatives containing 1,3,4-oxadiazole moiety bearing long aliphatic chains have been synthesized by employing convenient and simple synthetic protocols. The structures of these target mols. were established by their anal. and spectral data. They exhibit good fluorescence properties with high quantum yield and show very efficient fluorescence quenching in presence of p-nitrotoluene.

Journal of Luminescence published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, Safety of 4-Iodobenzohydrazide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Schweez, Christopher published the artcileSynthesis and Dynamics of Nanosized Phenylene-Ethynylene-Butadiynylene Rotaxanes and the Role of Shape Persistence, Application In Synthesis of 165534-79-2, the publication is Angewandte Chemie, International Edition (2016), 55(10), 3328-3333, database is CAplus and MEDLINE.

Phenylacetylene-based [2]rotaxanes were synthesized by a covalent-template approach by aminolysis of the corresponding prerotaxanes. The wheel and the bulky stoppers are made of phenylene-ethynylene-butadiynylene macrocycles of the same size. The stoppers are large enough to enable the synthesis and purification of the rotaxane. However, the wheel unthreads from the axle at elevated temperatures The deslipping kinetics and the activation parameters were determined We described theor. the unthreading by state-of-the-art DFT-based mol.-mechanics models and a string method for the simulation of rare events. This approach enabled us to characterize in detail the unthreading mechanism, which involves the folding of the stopper during its passage through the wheel opening, a process that defies intuitive geometrical considerations. The conformational and energetic features of the transition allowed us to infer the mol. residues controlling the disassembly timescale.

Angewandte Chemie, International Edition published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C12H13NO3, Application In Synthesis of 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

de Azevedo, Ricardo A. published the artcileMIF inhibition as a strategy for overcoming resistance to immune checkpoint blockade therapy in melanoma, Recommanded Product: 4-Iodo-6-phenylpyrimidine, the publication is OncoImmunology (2020), 9(1), 1846915/1, database is CAplus and MEDLINE.

Immune checkpoint blockade (ICB) has demonstrated an impressive outcome in patients with metastatic melanoma, yet, durable complete response; even with Ipilimumab/Nivolumab combo are under 30%. Primary and acquired resistance in response to ICB is commonly due to a tumor immune escape mechanism dictated by the tumor microenvironment (TME). Macrophage Migratory Inhibition Factor (MIF) has emerged as an immunosuppressive factor secreted in the TME. We have previously demonstrated that blockade of the MIF-CD74 signaling on macrophages and dendritic cells restored the anti-tumor immune response against melanoma. Here, we report that inhibition of the MIF-CD74 axis combined with ipilimumab could render resistant melanoma to better respond to anti-CTLA-4 treatment. We provide evidence that blocking the MIF-CD74 signaling potentiates CD8+ T-cells infiltration and drives pro-inflammatory M1 conversion of macrophages in the TME. Furthermore, MIF inhibition resulted in reprogramming the metabolic pathway by reducing lactate production, HIF-1αand PD-L1 expression in the resistant melanoma cells. Melanoma patient data extracted from the TCGA database supports the hypothesis that high MIF expression strongly correlates with poor response to ICB therapy. Our findings provide a rationale for combining anti-CTLA-4 with MIF inhibitors as a potential strategy to overcome resistance to ICB therapy in melanoma, turning a “cold” tumor into a “hot” one mediated by the activation of innate immunity and reprogramming of tumor metabolism and reduced PD-L1 expression in melanoma cells.

OncoImmunology published new progress about 41270-96-6. 41270-96-6 belongs to iodides-buliding-blocks, auxiliary class Pyrimidine,Iodide,Benzene,Immunology/Inflammation,MIF, name is 4-Iodo-6-phenylpyrimidine, and the molecular formula is C10H7IN2, Recommanded Product: 4-Iodo-6-phenylpyrimidine.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Nugent, Jeremy published the artcileSynthesis of All-Carbon Disubstituted Bicyclo[1.1.1]pentanes by Iron-Catalyzed Kumada Cross-Coupling, Category: iodides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2020), 59(29), 11866-11870, database is CAplus and MEDLINE.

1,3-Disubstituted bicyclo[1.1.1]pentanes (BCPs) are important motifs in drug design as surrogates for p-substituted arenes and alkynes. Access to all-carbon disubstituted BCPs via cross-coupling has to date been limited to use of the BCP as the organometallic component, which restricts scope due to the harsh conditions typically required for the synthesis of metalated BCPs. Here the authors report a general method to access 1,3-C-disubstituted BCPs from 1-iodo-bicyclo[1.1.1]pentanes (iodo-BCPs) by direct iron-catalyzed cross-coupling with aryl and heteroaryl Grignard reagents. This chem. represents the first general use of iodo-BCPs as electrophiles in cross-coupling, and the first Kumada coupling of tertiary iodides. Benefiting from short reaction times, mild conditions, and broad scope of the coupling partners, it enables the synthesis of a wide range of 1,3-C-disubstituted BCPs including various drug analogs.

Angewandte Chemie, International Edition published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Koraiem, Ahmed I. M. published the artcileOxonium Salts in the Synthesis and Spectral Behavior of Pyrano(pyrylium)-mono methine Cyanine Dyes, Application of 1-Ethyl-2-methylquinolin-1-ium iodide, the publication is Journal of Heterocyclic Chemistry (2019), 56(6), 1722-1732, database is CAplus.

Pyrano- and pyrylium mono-8[4(1)] and/or 5(6)-[2(4)]methine cyanine dyes (6a-k, 7a-f) were synthesized based on acyclic heterocyclic Schiff bases of pyrolo[3,2-d]pyrazole[oxazole(imidazol-6-one)]-1-ium iodide salts, 5-acetyl-N-aryl[pyrazolinyl(pyridinyl)]pyrolo-[5,4-d]pyrazolin-iodide salts, and/or (anhydro bases) precursors (1a-i, 2a-I, 3a-i, 4a-i, and 5A,Ba-i). The structure of pyrylium-9-chloride and/or iodide and their pyrano(pyrylium)-mono-8[4(1)] and 5(6)[2(4)]methine cyanine dyes was identified by elemental and spectral data. The absorption spectra of some selected dyes were investigated in 95% EtOH, polar (nonpolar) organic solvents and in universal buffer solutions to investigate the optimal conditions for the application of such dyes as photosensitizers.

Journal of Heterocyclic Chemistry published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, Application of 1-Ethyl-2-methylquinolin-1-ium iodide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

El-Aal, Reda M. Abd published the artcileSyntheses and electronic absorption spectra of some new penta- and di-methine cyanine dyes, Application In Synthesis of 606-55-3, the publication is Heteroatom Chemistry (1997), 8(3), 259-266, database is CAplus.

The reaction of a ratio of 1 mol of 5-chloro-3-methyl-1-phenylpyrazolo-4-[2(4)-ethylpyridinium]dimethine cyanine or 5-chloro-4-formyl-3-methyl-1-phenylpyrazole(I) with 2 mol of an appropriate 2(4)-heterocyclic quaternary salt afforded novel pentamethine cyanine dyes. Other reactions of I with heterocyclic nitrogen bases, followed by condensation of the quaternary nitrogen salts with methylheterocyclic iodide salts provided the corresponding unsym. dimethine cyanine dyes. The new pentamethine and dimethine cyanine dyes were identified by elemental analyses and IR and ¹H-NMR spectral data. The visible absorption spectra of some selected dyes were investigated in pure and mixed solvents as well as in universal buffer solutions The measure of the variation of absorbance with pH was utilized for the determination of the pK_a values, and these data are discussed.

Heteroatom Chemistry published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, Application In Synthesis of 606-55-3.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Koraiem, A. I. M. published the artcileOrientation in the synthesis and absorption spectra of 1H-pyrazolo[4,3-d][1,3]oxazole methine cyanine dyes, Quality Control of 606-55-3, the publication is Chemical Papers (1998), 52(6), 762-770, database is CAplus.

3,5-Dimethyl-1-phenyl-1H-pyrazolo[4,3-d][1,3]oxazole was prepared and oriented as starting material in the synthesis of some mono-, di, and trimethine cyanine dyes. The new cyanines were characterized by IR and ¹H NMR spectral data. The visible absorption spectra of the cyanine dyes are discussed.

Chemical Papers published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, Quality Control of 606-55-3.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Koraiem, A. I. M. published the artcileSome new nitrogen bridgehead heterocyclic cyanine dyes, Safety of 1-Ethyl-2-methylquinolin-1-ium iodide, the publication is Chemical Papers (2000), 54(2), 78-86, database is CAplus.

New monomethine, trimethine, and azomethine cyanine dyes of pyrazolo[4′,5′:5,6](pyrazinio/1,4-oxazinio)[2,3,4-i,j]quinolin-11-ium bromides were prepared These cyanines were identified by elemental and spectral analyses. The visible absorption spectra of some selected dyes were investigated in single and mixed solvents, and also in aqueous buffer solutions The spectral shifts are discussed in relation to mol. structure and in terms of medium effects. Mol. complex formation with DMF was verified through mixed-solvent studies.

Chemical Papers published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, Safety of 1-Ethyl-2-methylquinolin-1-ium iodide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Koraiem, A. I. M. published the artcileStudies on some new bridgehead nitrogen heterocyclic cyanine dyes, COA of Formula: C12H14IN, the publication is Proceedings – Indian Academy of Sciences, Chemical Sciences (1999), 111(6), 709-724, database is CAplus.

New asym. mono-(tri)-methine and azomethine cyanine dyes of pyrazolo[5,4-b]quinolino[a,b]-1,4-pyra-(oxa)-zinium bromide salts were prepared The newly synthesized cyanines were identified by elemental and spectral analyses. The visible absorption spectra of some selected dyes were investigated in single and mixed solvents, and also in aqueous buffer solutions The spectral shifts were studied in relation to mol. structure and in terms of medium effects. Mol. complex formation with DMF was verified through mixed-solvent studies.

Proceedings – Indian Academy of Sciences, Chemical Sciences published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, COA of Formula: C12H14IN.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com