Category: bromides-buliding-blocks

Durka, Krzysztof published the artcileThe Influence of Boronate Groups on the Selectivity of the Br-Li Exchange in Model Dibromoaryl Boronates, Product Details of C7H8BBrO2, the publication is European Journal of Organic Chemistry (2013), 2013(15), 3023-3032, database is CAplus.

The selectivity of the Br/Li exchange reaction of 6-butyl-2-(2,5-dibromophenyl)-1,3,6,2-dioxazaborocane (2,5-Br₂C₆H₃B(OCH₂CH₂)₂NBu) and the analogous anionic derivatives, 2,5-Br₂C₆H₃B(OiPr)₃Li and 2,5-Br₂C₆H₃BF₃K, was studied using BuLi as the lithiating reagent. In the case of the former compound there was a slight preference for lithiation at the 5-position. For 2,5-Br₂C₆H₃B(OiPr)₃Li, the lithiation occurred exclusively at C5, but for 2,5-Br₂C₆H₃BF₃K, 2-lithiation was preferred. Calculations performed for the lithiation of ortho- and meta-brominated Ph boronates revealed that ortho-lithiated aryl boronates are thermodynamically more stable, but that the Br/Li exchange is generally dictated by kinetics, which accounts for the variation of selectivity depending on the type of boronate group. The successful generation of the 2,5-dilithiophenyl boronate species 2,5-Li₂C₆H₃B(OCH₂CH₂)₂NBu by a double Br/Li interconversion is reported. The Br/Li exchange in the related 6-butyl-2-[3-(2,5-dibromothienyl)]-1,3,6,2-dioxazaborocane, 2,5-Br₂-3-ThB(OCH₂CH₂)₂NBu, occurred preferentially at the 5-position, but the product was readily transformed into the more stable 2-lithiated isomer. The use of 2 equiv of BuLi resulted in the efficient formation of the dilithiated species, 2,5-Li₂-3-ThB(OCH₂CH₂)₂NBu. The obtained lithiated aryl boronates were converted into functionalized arylboronic acids by treatment with selected electrophiles.

European Journal of Organic Chemistry published new progress about 1450711-53-1. 1450711-53-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester, name is (2-Bromo-5-methylphenyl)boronic acid, and the molecular formula is C7H8BBrO2, Product Details of C7H8BBrO2.

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

Kurach, Pawel published the artcileOne-pot generation of lithium (lithiophenyl)trialkoxyborates from substituted dihalobenzenes (Hal = Br, I) and their derivatization with electrophiles, Synthetic Route of 849062-12-0, the publication is European Journal of Organic Chemistry (2008), 3171-3178, database is CAplus.

The simple one-pot approach to synthetically useful phenyl-trialkoxyborates bearing lithium at the Ph ring has been developed starting with 1,3- and 1,4-diiodobenzene, as well as several activated dibromobenzenes and bromoiodo-benzenes. The general sequence of transformations involves halogen-lithium exchange by using nBuLi and subsequent boronation with a trialkylborate. The resulting lithium (halophenyl)trialkoxyborates were then subjected to halogen-lithium exchange in situ with a second equivalent of nBuLi to give dianionic lithium (lithiophenyl)trialkoxyborates. Treatment with selected electrophiles afforded substituted arylboronic acids and/or their pinacol esters as final products in moderate-to-good yields.

European Journal of Organic Chemistry published new progress about 849062-12-0. 849062-12-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Bromo-5-methoxyphenyl)boronic acid, and the molecular formula is C7H8BBrO3, Synthetic Route of 849062-12-0.

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

Jordan, Alfonzo D. published the artcileEfficient Conversion of Substituted Aryl Thioureas to 2-Aminobenzothiazoles Using Benzyltrimethylammonium Tribromide, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Journal of Organic Chemistry (2003), 68(22), 8693-8696, database is CAplus and MEDLINE.

The reaction of mol. bromine (Br₂) with arylthioureas is known to produce 2-aminobenzothiazoles (Hugerschoff reaction). The authors show here that benzyltrimethylammonium tribromide, a stable, crystalline organic ammonium tribromide (OATB), can be readily utilized as an alternative electrophilic bromine source. It is easier to control the stoichiometry of addition with an OATB, which minimizes aromatic bromination caused by excess reagent. The authors have developed a direct procedure from isothiocyanates and amines using tetrabutylammonium thiocyanate (Bu₄NSCN) and PhCH₂NMe₃Br₃ to afford functionalized 2-aminobenzothiazoles.

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, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

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

Lv, You published the artcileDiscovery of Novel 3,4-Dichloroisothiazole-Containing Coumarins as Fungicidal Leads, Quality Control of 401-55-8, the publication is Journal of Agricultural and Food Chemistry (2021), 69(14), 4253-4262, database is CAplus and MEDLINE.

Natural products are one of the resources for discovering novel fungicidal leads. As a natural fungicide, osthole was used as a coumarin-based lead compound for the development of novel fungicides. Here, a series of 3,4-dichloroisothiazole-containing 7-hydroxycoumarins were rationally designed, synthesized, and characterized by introducing a bioactive substructure, 3,4-dichloroisothiazole, into the coumarin skeleton. In vitro bioassay indicated that compound (I) displayed good activity against Rhizoctonia solani, Physalospora piricola, Sclerotinia sclerotiorum, and Botrytis cinerea. Its median effective concentration (EC₅₀) value against each of these fungi fell between 0.88 and 2.50μg/mL, which was much lower than that of osthole against the corresponding pathogen (between 7.38 and 74.59μg/mL). In vivo screening validated that (II) exhibited 100%, 60%, and 20% efficacy against R. solani at 200, 100, and 50μg/mL, resp. RNA sequence anal. implied that growth inhibition of R. solani by II might result from potential disruptions of fungal membrane formation and intracellular metabolism Furthermore, a field experiment with cucumber plants indicated that (III) showed 62.73% and 74.03% efficacy against Pseudoperonospora cubensis (Berk. & Curt.) Rostov. at rates of 12.5 g a.i./ha and 25 g a.i./ha, resp., which showed no significant difference between III and osthole at 30 g a.i./ha. Our studies suggested that III, I, and II might be used as fungicidal leads for further optimization.

Journal of Agricultural and Food 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, Quality Control of 401-55-8.

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

Tsai, Yu-Tang published the artcileFrequency-Selective Photobleaching as a Route to Chromatic Control in Supramolecular OLED Devices, Recommanded Product: 2,5-Dibromo-3,4-dinitrothiophene, the publication is ACS Applied Materials & Interfaces (2017), 9(41), 36045-36052, database is CAplus and MEDLINE.

Mols. that spontaneously self-organize into small electroluminescent domains of sub-μm dimensions when dissolved in THF are reported. The self-assembled spherical aggregates have an average diameter of 300 nm and exhibit efficient energy transfer from the blue to the green or red component. The aggregates can be chromatically addressed or patterned by selective bleaching of the energy-acceptor component using a laser source. This allows the fabrication of electroluminescence devices by directly photopatterning the active layer without the need of addnl. steps. Sub-μm features (700 nm) can be achieved using a collimated light source.

ACS Applied Materials & Interfaces 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 C10H7NO3, Recommanded Product: 2,5-Dibromo-3,4-dinitrothiophene.

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

Chen, Wen-Bin published the artcileSynthesis and screening of novel inositol phosphonate derivatives for anticancer functions in vitro, Synthetic Route of 66197-72-6, the publication is Chinese Chemical Letters (2015), 26(3), 329-333, database is CAplus.

Phosphonates have been frequently used as suitable isosteric and isoelectronic replacements for biol. important phosphates in the development of drugs or drug candidates because of their stability toward the action of phosphatases and other enzymes. In this paper, 12 mono-phosphonate inositol compounds, e.g. I, were prepared with phosphonate instead of phosphate by two kinds of strategies, nucleophilic substitution and Arbuzov rearrangement, resp. All compounds were evaluated in vitro for their activity against non-small cell lung cancer (NSCLC) cell line A549. I exhibited good antitumor activity at 10 μg/mL.

Chinese Chemical Letters published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Synthetic Route of 66197-72-6.

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

Yang, Ting published the artcileDiscovery of Tertiary Amine and Indole Derivatives as Potent RORγt Inverse Agonists, Name: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is ACS Medicinal Chemistry Letters (2014), 5(1), 65-68, database is CAplus and MEDLINE.

A novel series of tertiary amines as retinoid-related orphan receptor gamma-t (RORγt) inverse agonists was discovered through agonist/inverse agonist conversion. The level of RORγt inhibition can be enhanced by modulating the conformational disruption of H12 in RORγt LBD. Linker exploration and rational design led to the discovery of more potent indole-based RORγt inverse agonists, e.g., I.

ACS Medicinal Chemistry Letters published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C25H23NO4, Name: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

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

Fu, Wen published the artcileSynthesis of polymerizable quaternary thiazole salts and their application as antibacterial agents for dental resin, Name: 1-Bromododecane, the publication is Journal of the Mechanical Behavior of Biomedical Materials (2022), 105183, database is CAplus and MEDLINE.

For the purpose of endowing dental resin with antibacterial activity without impairing physicochem. properties, polymerizable quaternarized thiazole salts (QAMEMT-x) with different alkyl chain length (12, 14, and 16) were synthesized and characterized by FT-IR and ¹H-NMR spectra. After adding 5 wt% of QAMEMT-x into Bis-GMA/TEGDMA (50/50, weight/weight) dental resin, double bond conversion (DC), volumetric shrinkage (VS), flexural strength (FS) and modulus (FM), water sorption (WS) and solubility (SL), and antibacterial activity against Streptococcus mutans (S. mutans) of obtained resin systems were investigated. The results showed that 5 wt% of QAMEMT-x had no influence on DC, FS, FM, WS, and SL (α > 0.05), while could reduce VS of dental resin (α < 0.05). Cured resins with 5 wt% of QAMEMT-x all showed antibacterial activity against S. mutans, and QAMEMT-16 could endow cured resin with the strongest antibacterial activity which showed an antibacterial efficiency of more than 99%.

Journal of the Mechanical Behavior of Biomedical Materials published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, Name: 1-Bromododecane.

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

Ren, Bo published the artcileDesign, synthesis and in vitro antitumor evaluation of novel pyrazole-benzimidazole derivatives, Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128097, database is CAplus and MEDLINE.

A series of novel pyrazole-benzimidazole derivatives I [R = Br, MeO; R¹ = Pr, benzyl, cinnamyl, etc.] were designed, synthesized and evaluated for their in-vitro antiproliferative activity against the HCT116, MCF-7 and Huh-7 cell lines. Among them, compounds I [R = Br, R¹ = Pr, 4-(trifluoromethyl)benzyl; R = MeO, 4-cyanomethyl] showed significant antiproliferative activity against HCT116 cell lines with the IC₅₀ values of 4.33, 5.15 and 4.84μM, resp. Moreover, fluorescent staining studies showed compound I [R = Br, R¹ = 4-(trifluoromethyl)benzyl] could induce cancer cells apoptosis. The flow cytometry assay revealed that compound I [R = Br, R¹ = 4-(trifluoromethyl)benzyl] could induce cell cycle arrest at G0/G1 phase. All in all, these consequences suggested that pyrazole-benzimidazole derivatives I could serve as promising compounds for further research to develop novel and highly potent cancer therapy agents.

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, Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Peng, Qiang published the artcileThieno[3,4-b]pyrazine-based low bandgap photovoltaic copolymers: Turning the properties by different aza-heteroaromatic donors, Category: bromides-buliding-blocks, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2011), 49(20), 4458-4467, database is CAplus.

A new series of low-bandgap copolymers based on electron-accepting thieno[3,4-b]pyrazine (TPZ) and different electron-donating aza-heteroaromatic units, such as carbazole (CZ), dithieno[3,2-b:2′,3′-d]pyrrole (TPR) and dithieno[3,2-b:2′,3′-e]pyridine (TPY), have been synthesized by Suzuki or Stille coupling polymerization The resulting copolymers were characterized by NMR, elemental anal., gel permeation chromatog., thermogravimetric anal., and differential scanning calorimetry. UV-vis absorption and cyclic voltammetry measurements show that TPZ-based copolymer with TPR has the best absorption due to the strongest intramol. charge transfer effect and smallest bandgap. The basic electronic structure of D-A model compounds of these copolymers were also studied by d. functional theory (DFT) calculations The conclusion of calculation agreed also well with the exptl. results. The polymer solar cells (PSCs) based on these copolymers were fabricated with a typical structure of ITO/PEDOT:PSS/copolymer:PC₇₁BM/Ca/Al under the illumination of AM 1.5G, 100 mW cm^-2. The performance results showed that TPZ-based copolymer with TPR donor segments showed highest efficiency of 1.55% due to enhanced short-circuit c.d. The present results indicate that good electronic, optical, and photovoltaic properties of TPZ-based copolymers can be achieved by just fine-tuning the structures of aza-heteroaromatic donor segments for their application in PSCs. © 2011 Wiley Periodicals, Inc., J Polym Sci Part A: Polym Chem, 2011.

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 C4Br2N2O4S, Category: bromides-buliding-blocks.

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