Month: December 2022

Wu, Shaoxiang published the artcileDiastereoselective and Enantioselective Epoxidation of Acyclic β-Trifluoromethyl-β,β-Disubstituted Enones by Hydrogen Peroxide with a Pentafluorinated Quinidine-Derived Phase-Transfer Catalyst, COA of Formula: C7H5Br2F, the publication is Advanced Synthesis & Catalysis (2013), 355(10), 1917-1923, database is CAplus.

An efficient catalytic asym. epoxidation of β-trifluoromethyl-β,β-disubstituted unsaturated ketones has been achieved by a pentafluorine-substituted phase-transfer catalyst with hydrogen peroxide (30%). Thus, the β-trifluoromethyl-α,β-epoxy ketones e. g., I, with a quaternary carbon center were obtained in excellent diastereoselectivities (up to 100:1 dr) and excellent enantioselectivities (up to 99.7% ee). Low catalyst loading, recycle of catalyst, environmentally benign oxidant and easy transformation of the epoxides into medicinally important trifluoromethylated intermediate make our protocol much more practical.

Advanced Synthesis & Catalysis published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C10H2F12NiO4, COA of Formula: C7H5Br2F.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ellipilli, Satheesh published the artcileFluorinated peptide nucleic acids with fluoroacetyl side chain bearing 5-(F/CF₃)-uracil: Synthesis and cell uptake studies, COA of Formula: C4H6BrFO2, the publication is Journal of Organic Chemistry (2016), 81(15), 6364-6373, database is CAplus and MEDLINE.

Fluorine incorporation into organic mols. imparts favorable physicochem. properties such as lipophilicity, solubility and metabolic stability necessary for drug action. Toward such applications using peptide nucleic acids (PNA), we herein report the chem. synthesis of fluorinated PNA monomers and biophys. studies of derived PNA oligomers containing fluorine in in the acetyl side chain (-CHF-CO-) bearing nucleobase uracil (5-F/5-CF3-U). The crystal structures of fluorinated racemic PNA monomers reveal interesting base pairing of enantiomers and packing arrangements directed by the chiral F substituent. Reverse phase HPLC show higher hydrophobicity of fluorinated PNA oligomers, dependent on the number and site of the fluorine substitution: fluorine on carbon adjacent to the carbonyl group induces higher lipophilicity than fluorine on nucleobase or in the backbone. The PNA oligomers containing fluorinated bases form hybrids with cDNA/RNA with slightly lower stability compared to that of unmodified aeg PNA, perhaps due to electronic effects. The uptake of fluorinated homooligomeric PNAs by HeLa cells was as facile as that of nonfluorinated PNA. In conjunction with our previous work on PNAs fluorinated in backbone and at N-terminus, it is evident that the fluorinated PNAs have potential to emerge as a new class of PNA analogs for applications in functional inhibition of RNA.

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, COA of Formula: C4H6BrFO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Harwood, Stephen J. published the artcileModular terpene synthesis enabled by mild electrochemical couplings, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Science (Washington, DC, United States) (2022), 375(6582), 745-752, database is CAplus and MEDLINE.

The synthesis of terpenes is a large field of research that is woven deeply into the history of chem. Terpene biosynthesis is a case study of how the logic of a modular design can lead to diverse structures with unparalleled efficiency. This work leverages modern nickel-catalyzed electrochem. sp²-sp³ decarboxylative coupling reactions, enabled by silver nanoparticle-modified electrodes, to intuitively assemble terpene natural products and complex polyenes by using simple modular building blocks. The step change in efficiency of this approach is exemplified through the scalable preparation of 13 complex terpenes, which minimized protecting group manipulations, functional group interconversions, and redox fluctuations. The mechanistic aspects of the essential functionalized electrodes are studied in depth through a variety of spectroscopic and anal. techniques. Safety: numerous safety warnings are provided, including hazards associated with RVC dust and pyrophoric Pd/C catalysts.

Science (Washington, DC, United States) published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Farahat, Abdelbasset A. published the artcileExploration of larger central ring linkers in furamidine analogues: Synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline, the publication is Bioorganic & Medicinal Chemistry (2011), 19(7), 2156-2167, database is CAplus and MEDLINE.

The effects of replacing the central furan ring of furamidine with indole and benzimidazole on their DNA binding affinity, antiparasitic activity and fluorescence are reported. The bis-cyanophenylindoles required to make the corresponding amidines were prepared by sequential Stille and/or Suzuki coupling reactions. The bis-cyanophenylbenzimidazoles were obtained by coupling 4-cyanobenzaldehydes with the appropriate cyano substituted phenylenediamine. The bis-nitriles were converted to the diamidines by reaction with LiN[Si(CH₃)₃]₂ or by Pinner methodol. Specifically, we have prepared new series of 2,6- and 2,5-diaryl indoles (6a,b, 12 and 17a-d) and the related benzimidazoles (24, 30 and 35). The new compounds bind in the DNA minor groove in DNA AT base pair sequences and eight of the ten new analogs exhibit ΔT _m values comparable to or higher than that of furamidine. Six of ten of the new compounds exhibit lower IC₅₀ values against Trypanosoma brucei rhodesiense (T. b. r.) and eight of ten exhibit lower IC₅₀ values against Plasmodium falciparum (P. f.) than furamidine. Four of the ten show greater efficacy than furamidine in the rigorous T. b. r. STIB900 mouse model for African trypanosomiasis. Generally, the fluorescence properties of the new analogs are similar to that of DAPI.

Bioorganic & Medicinal Chemistry published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Prabu, Selvam published the artcileFerrocene appended Y-shaped imidazole aldehyde chromophores: Synthesis, the effect of alkyl chain in the second order nonlinear optical properties and theoretical studies, Recommanded Product: 1-Bromooctane, the publication is Journal of Molecular Structure (2022), 133137, database is CAplus.

Two new Y-shaped ferrocene (Fc) conjugated imidazole (IM) aldehyde [(D-π)2-IM-π-A] type chromophores [(Fc-CH:CH)₂-IM-R-C₆H₄-CHO] {R= H (1); C₈H₁₇ (2)} have been synthesized and characterized with the aid of anal. and spectroscopic techniques [FT-IR, ESI-Mass, ¹H and ¹³C NMR]. The thermal stability of the chromophores 1 and 2 were investigated using thermogravimetric anal. (TGA), and the chromophores were stable up to 160°C. The solvatochromic studies of the chromophores 1 and 2 show a pos. solvatochromism due to the more polarizable and greater stabilization in the excited state than ground state, when solvent polarity was increased from non-polar to polar. The redox behavior of the chromophores were determined by cyclic voltammetry, and the exptl. observed HOMO and LUMO energy levels were good agreement with the DFT. The second harmonic generation efficiencies (SHG) were investigated by the Kurtz-Perry powder technique using potassium dihydrogen phosphate (KDP) as a standard The SHG efficiencies of the chromophore 2 is 2.5 times greater than that of the chromophore 1, because of the presence of n-octyl group which reduces the anti-parallel alignments in mol. packing of the chromophore 2. In addition, the dipole moment (μ) and hyperpolarizability (β₀) were calculated using different functionals (B3LYP, CAM-B3LYP and LC-BLYP), and the B3LYP-hybrid functional is overestimated when compared with long-range CAM-B3LYP and LC-BLYP functionals, because of the uncorrected long-range charge transfer behavior between donor and acceptor in the d-π-A systems. The chromophore 2 shows higher β₀ values in all the different functionals than the 1, due to the presence of the n-octyl group, which restricts the mol. mobility and makes effective charge transfer process of the chromophore 2. The theor. observed results followed the same trend as exptl. results.

Journal of Molecular Structure published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Recommanded Product: 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yen, Wei-Che published the artcileSynthesis and characterization of low bandgap copolymers based on indenofluorene and thiophene derivative, HPLC of Formula: 52431-30-8, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(19), 5044-5056, database is CAplus.

A series of low band gap, highly soluble alternating conjugated copolymers, comprised of 11,11,12,12-tetrahexylindenofluorene and thiophene derivatives (P1–P4), were synthesized via Pd-catalyzed Suzuki coupling reaction with very good yields. Described here are the synthesis, thermal, optical, and electrochem. properties of these new copolymers as potential new active materials for electronic and optoelectronic device applications. P1 and P2 have electron donating non-π-substituents with ethylenedioxy and propylenedioxy bridging the 3,3 positions of the cyclopentadithiophene groups; whereas P3 and P4 have electron withdrawing π-substituents (carbonyl and pyrazine groups on P3 and P4, resp.). For the main absorptions in UV-vis spectrum, P1 and P2 displayed more red absorptions in comparison with P3 and P4. Nevertheless, much suppressed quantum yields are exhibited by P3 and P4. The behaviors of P3 can be attributed to the significant charge transfer interactions between the π-substituents and the conjugated polymer backbone that leads to a less allowed optical transition between the ground and the lowest excited state. For P4, the weak fluorescence might associate with energy transfer from indenofluorene to the low band gap thiophene-pyrazinethiophene-thiophene (T-PT-T) unit. In comparison with the corresponding polymers containing fluorene instead of indenofluorene, the use of indenofluorene exhibited mixed effects on the optical properties and improved solubility © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 5044-5056, 2009.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C19H34ClN, HPLC of Formula: 52431-30-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Puerstinger, Gerhard published the artcileAntiviral 2,5-disubstituted imidazo[4,5-c]pyridines: Further optimization of anti-hepatitis C virus activity, Formula: C7H5Br2F, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(18), 5111-5114, database is CAplus and MEDLINE.

Substituted 5-benzyl-2-phenyl-5H-imidazo[4,5-c]pyridines represent a novel class of compounds with activity against pestiviruses and the hepatitis C virus (HCV). Several series of analogs with modifications of the substituents in positions 2 and 5 were prepared These efforts resulted in the discovery of several compounds with potent antiviral activity of which 2-(2,3-difluorophenyl)-5-[4-(trifluoromethyl)benzyl]-5H-imidazo[4,5-c]pyridine (I) was most potent against HCV (EC₅₀ of 0.10 μM and a selectivity index of 1080).

Bioorganic & Medicinal Chemistry Letters published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Formula: C7H5Br2F.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Puerstinger, Gerhard published the artcileAntiviral 2,5-disubstituted imidazo[4,5-c]pyridines: Further optimization of anti-hepatitis C virus activity, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(18), 5111-5114, database is CAplus and MEDLINE.

Substituted 5-benzyl-2-phenyl-5H-imidazo[4,5-c]pyridines represent a novel class of compounds with activity against pestiviruses and the hepatitis C virus (HCV). Several series of analogs with modifications of the substituents in positions 2 and 5 were prepared These efforts resulted in the discovery of several compounds with potent antiviral activity of which 2-(2,3-difluorophenyl)-5-[4-(trifluoromethyl)benzyl]-5H-imidazo[4,5-c]pyridine (I) was most potent against HCV (EC₅₀ of 0.10 μM and a selectivity index of 1080).

Bioorganic & Medicinal Chemistry Letters published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Jimoh, Tajudeen A. published the artcileBiological evaluation and docking study of synthesized derivatives of benzotriazole and benzimidazole as antibacterial agents, Product Details of C8H17Br, the publication is Chemistry Africa (2022), 5(3), 509-523, database is CAplus.

To tackle the menace of multi-resistant bacteria which pose challenges to scientist, four benzotriazole derivatives and three benzimidazole derivatives were synthesized via two routes due to the importance of heterocyclic compound in medicinal chem. Two protein target DNA gyrase with PDB ID 2XCT and PDB ID 3ILW were docked with the synthesized compound and compared with the two standard drugs sparfloxacin and ciprofloxacin. For benzotriazole derivatives, the reaction in acetonitrile resulted in lower yields (18-25%) than with dimethylformamide/potassium hydroxide (DMF/KOH), which generated higher yields (68-92%) in shorter reaction time. Those of benzimidazole were comparable. The products were characterized by FTIR, 1H, and 13C NMR, while the association between atoms was shown in 2D NMR. The synthesized compounds were docked against two DNA gyrase with PDB ID 2XCT and PDB ID 3ILW. It was observed that 1-butyl-1H-benzotriazole (- 13.716) and 1-butyl-3-octyl-1H-benzotriazolium (- 12.324) were the most active against PDB ID 2XCT and PDB ID 3ILW, resp. However, they were both less active than the standard drugs used. Using the agar diffusion technique, the synthesized compounds demonstrated broad-spectrum antibacterial activity against gram-pos. and gram-neg. pathogenic bacteria strains. Notably, all the compounds were of varying potency; with inhibition zones ranging from 24 to 30 mm and MIC ranging from 25 to 50 μg/mL. The benzotriazole and benzimidazole derivatives were synthesized successfully. This research revealed that the synthesized compounds were active against organisms with activity, the docking results revealed that the synthesized compounds have relatively low binding energy when compared with the standard drug used as well as those reported earlier. Thus, it will give better interaction on the binding site of the protein. These synthesized compounds could be a source of new drugs that could be used to treat multi-resistance bacteria.

Chemistry Africa published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Product Details of C8H17Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Miura, Yozo published the artcileMagnetic Interaction of Pyridyl-Substituted Thioaminyl Stable Free Radicals, Name: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Journal of Organic Chemistry (2003), 68(4), 1225-1234, database is CAplus and MEDLINE.

N-(2-Pyridylthio)-2,6-diaryl-4-R-phenylaminyls (R = Ph, 4-ClC₆H₄, MeCO, CN, EtOCO) and N-(4-pyridylthio)-2,6-diaryl-4-R-phenylaminyls (R = Ph, 4-ClC₆H₄, EtOCO) were prepared and isolated as radical crystals. Their ESR spectra were measured, and the NS and pyridyl N and anilino meta and pyridyl ortho and para proton hyperfine coupling constants were determined The spin-d. calculations based on the d. functional theory were performed by the UBecke 3LYP hybrid method using the STO 6-31G basis set. x-ray crystallog. analyses were performed for three radicals, and their structures were discussed. The magnetic susceptibility measurements were carried out for the nine kinds of isolated radicals with a SQUID magnetometer. One radical showed ferromagnetic coupling (2J/k_B = 44 K), and the others showed antiferromagnetic behavior. The magnetic interactions observed are explained from the crystal structures.

Journal of Organic Chemistry published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Name: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary