bromides-buliding-blocks Archives - Page 301 of 1419

Boebel, Timothy A.’s team published research in Tetrahedron in 64 | CAS: 401797-04-4

Tetrahedron published new progress about 401797-04-4. 401797-04-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronate Esters,Boronic acid and ester, name is 2-(3-Bromo-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BBrO3, Formula: C13H18BBrO3.

Boebel, Timothy A. published the artcileConversion of 1,3-disubstituted arenes to chiral α,α-diaryl methylammonium chlorides using arene borylation, Formula: C13H18BBrO3, the publication is Tetrahedron (2008), 64(29), 6824-6830, database is CAplus.

A two-step conversion of 1,3-disubstituted arenes to chiral α,α-diaryl methylammonium chlorides is described. In this procedure, arenes are converted to aryl boronic esters by iridium-catalyzed borylation, and the aryl boronic esters are converted to enantioenriched amines by subsequent rhodium-catalyzed addition to chiral tert-butanesulfinamides.

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

Ponce, Yovani Marrero’s team published research in QSAR & Combinatorial Science in 26 | CAS: 518-67-2

QSAR & Combinatorial Science published new progress about 518-67-2. 518-67-2 belongs to bromides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is Dimidium bromide, and the molecular formula is C20H18BrN3, Quality Control of 518-67-2.

Ponce, Yovani Marrero published the artcileAtom-based 2D quadratic indices in drug discovery of novel tyrosinase inhibitors: results of In Silico studies supported by experimental results, Quality Control of 518-67-2, the publication is QSAR & Combinatorial Science (2007), 26(4), 469-487, database is CAplus.

Herein we present results of QSAR studies of tyrosinase inhibitors employing one of the atom-based TOMOCOMD-CARDD (acronym of TOpol. Mol. COMputer Design-Computer Aided “Rational” Drug Design) descriptors, mol. quadratic indexes, and Linear Discriminant Anal. (LDA) as pattern recognition method. In this way, a database of 246 organic chems., reported as tyrosinase inhibitors having great structural variability, was analyzed and presented as a helpful tool, not only for theor. chemists but also for other researchers in this area. In total, 12 LDA-based QSAR models were obtained, the first six with the non-stochastic total and local quadratic indexes and the six remaining models with the stochastic mol. descriptors. The best two models for the non-stochastic and stochastic mol. descriptors, showed an appropriate overall accuracy (92.68 and 89.10%, resp.) and a high Matthews correlation coefficient (C of 0.85 and of 0.84, correspondingly) when applied to the training set. External validation series were also used to validate the obtained models; the 91.67% (C = 0.82) and 90.00% (C = 0.78), were correctly classified, resp. To show the possibilities of the present approach for the ligand-based virtual screening of tyrosinase inhibitors, the developed models were used afterwards in a simulation of a virtual search for tyrosinase inhibitors. For instance, more than 93% (93.33%) and 96% (96.66%) of the screened chems. were correctly classified by the two best LDA-based QSAR models developed with non-stochastic and stochastic quadratic indexes, resp. Finally, the combination of the obtained models permitted the selection/identification of new diterpenoidal alkaloid leads as tyrosinase inhibitors. The found activity is supported by observed inhibitory effects on mushroom tyrosinase enzyme, even comparable with some reference tyrosinase inhibitors. These results support a role for TOMOCOMD-CARDD descriptors in the biosilico discovery of novel tyrosinase inhibitors from large databases of chem. structures (virtual or “in silico”), which may be used to prevent or treat pigmentation disorders.

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

Kofron, William G.’s team published research in Journal of the American Chemical Society in 90 | CAS: 594-81-0

Journal of the American Chemical Society published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Name: 2,3-Dibromo-2,3-dimethylbutane.

Kofron, William G. published the artcileDisplacement on halogen vs. carbon and on halogen vs. hydrogen of certain polyhalides by diphenylmethide ion in liquid ammonia, Name: 2,3-Dibromo-2,3-dimethylbutane, the publication is Journal of the American Chemical Society (1968), 90(15), 4126-9, database is CAplus.

Na and K diphenylmethide (I), prepared from diphenylmethane (II) and the corresponding alkali amide in liquid NH3 underwent displacement on halogen with ethylene bromide and iodide to form the dimer, 1,1,2,2-tetraphenylethane (III), and presumably ethylene; in contrast, I underwent displacement on C (SN2) with ethylene chloride to give the twofold alkylation product. Similarly, potassio salt I underwent displacement on halogen with 2,3-dibromo-2,3-dimethylbutane, 1,1,2,2-tetrabromoethane, and hexachloroethane to form dimer III and an olefinic product. The olefinic products from the tetrabromo- and hexachloroethanes were dibromoethylene and tetrachloroethylene, resp., potassio salt I also underwent displacement on halogen with these olefinic halides to afford apparently acetylene. Potassio salt I underwent diplacement on H with 1,1-dichloroethane to regenerate II, and displacement on halogen with 1,1,1-trichloroethane and benzotrichloride to form a mixture of II and III; in these cases the halide was converted to an alddimine. Potassio salt I underwent displacement on halogen with N-bromosuccinimide to give dimer III and succinimide.

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

Li, Yi-Shan et al. published their research in Scientific Reports in 2019 | CAS: 80480-15-5

2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Formula: C18H11BrO

Direct in situ labeling of target drugs with a fluorophore probe to improve MALDI-MS detection sensitivity in micro-liter plasma was written by Li, Yi-Shan;Lu, Chi-Yu. And the article was included in Scientific Reports in 2019.Formula: C18H11BrO The following contents are mentioned in the article:

Nonsteroidal anti-inflammatory drugs (NSAIDs) are widely used for symptomatic relief from fever, inflammation, and chronic pain associated with a variety of human disorders. Long-term usage of these drugs can result in severe syndromes; hence, their dose should be controlled carefully and their side effects such as Stevens-Johnson syndrome, toxic epidermal necrolysis, phototoxicity, acute interstitial nephritis, gastrointestinal bleeding, cardiovascular diseases, and liver injury should be considered. Furthermore, the widely used combination of NSAIDs as over-the-counter (OTC) drugs with other drugs leads to adverse drug-drug interactions. Therefore, development of a throughput method to rapidly screen 20 NSAIDs in biol. samples is necessary to safeguard human health. In this work, we selected a suitable fluorophore probe coupled with in situ micro-labeling (<2 min) on stainless plate for the fast detection of NSAIDs in plasma samples at the micro-liter level (5μL) without complicated sample preparation and separation Every step undertaken in the protocol was also at the micro-liter level; thus, a small amount of blood collected from the human finger will suffice to determine the drug concentration in blood using the proposed method. Furthermore, the proposed method we developed was also matched the modern trends of green anal. chem. towards miniaturization of anal. methodologies. This study involved multiple reactions and reactants, such as 2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5Formula: C18H11BrO).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yu, Songjie et al. published their research in Journal of the American Chemical Society in 2015 | CAS: 80480-15-5

2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.SDS of cas: 80480-15-5

Rhodium-Catalyzed C-H Activation of Phenacyl Ammonium Salts Assisted by an Oxidizing C-N Bond: A Combination of Experimental and Theoretical Studies was written by Yu, Songjie;Liu, Song;Lan, Yu;Wan, Boshun;Li, Xingwei. And the article was included in Journal of the American Chemical Society in 2015.SDS of cas: 80480-15-5 The following contents are mentioned in the article:

Rh(III)-catalyzed C-H activation assisted by an oxidizing directing group has evolved to a mild and redox-economic strategy for the construction of heterocycles. Despite the success, these coupling systems are currently limited to cleavage of an oxidizing N-O or N-N bond. Cleavage of an oxidizing C-N bond, which allows for complementary carbocycle synthesis, is unprecedented. α-Ammonium acetophenones with an oxidizing C-N bond were designed as substrates for Rh(III)-catalyzed C-H activation under redox-neutral conditions. The coupling with α-diazo esters afforded benzocyclopentanones, and the coupling with unactivated alkenes such as styrenes and aliphatic olefins gave ortho-olefinated acetophenoes. In both systems the reactions proceeded with a broad scope, high efficiency, and functional group tolerance. Also, efficient 1-pot coupling of diazo esters was realized starting from α-bromoacetophenones and triethylamine. The reaction mechanism for the coupling with diazo esters was studied by a combination of exptl. and theor. methods. In particular, three distinct mechanistic pathways were scrutinized by DFT studies, which revealed that the C-H activation occurs via a C-bound enolate-assisted concerted metalation-deprotonation mechanism and is rate-limiting. In subsequent C-C formation steps, the lowest energy pathway involves two rhodium carbene species as key intermediates. This study involved multiple reactions and reactants, such as 2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5SDS of cas: 80480-15-5).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Crimmins, Michael T.’s team published research in Journal of the American Chemical Society in 109 | CAS: 69361-41-7

Journal of the American Chemical Society 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, Formula: C7H13BrSi.

Crimmins, Michael T. published the artcileIntramolecular photocycloaddition-cyclobutane fragmentation: total synthesis of (±)-laurenene, Formula: C7H13BrSi, the publication is Journal of the American Chemical Society (1987), 109(20), 6199-200, database is CAplus.

Nature’s only known existing fenestrane, laurenene (I) was prepared via an elevated temperature intramol. [2+2] photochem. cycloaddition of diene II. This established the highly sterically congested center of the laurenene skeleton which contains 3 contiguous quaternary C. Reductive cleavage of the cyclobutane produced during the photocycloaddition provides an intermediate which was used to form the remaining 7 membered ring via an intramol. aldol-dehydration reaction. The [5.5.5.7] fenestrane III which was prepared in 12.7% yield was transformed to I in 5 steps.

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

Casalta, Clement’s team published research in Organic Letters in 23 | CAS: 89694-44-0

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Synthetic Route of 89694-44-0.

Casalta, Clement published the artcileIridium(III) Catalyzed Z-Selective Allylic Arylation of α-Fluoro But-1-enoic Acid Amides via β-F-Elimination in Water, Synthetic Route of 89694-44-0, the publication is Organic Letters (2021), 23(21), 8122-8126, database is CAplus and MEDLINE.

Allylic arylation of α-fluoro but-1-enoic acid amides with arylboronic acids was carried out in water by comparing the catalytic activity of iridium(III) and rhodium(III). Ir(III) has shown a strong superiority over Rh(III) to give allyl-aryl coupling products with excellent stereoselectivity in favor of the Z-isomer. The origin of high stereoselectivity is perhaps because of the a coordination of iridium Ir-N or Ir-O.

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

Levitre, Guillaume’s team published research in Organic Letters in 24 | CAS: 401-55-8

Organic Letters 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, Application In Synthesis of 401-55-8.

Levitre, Guillaume published the artcileSynthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis, Application In Synthesis of 401-55-8, the publication is Organic Letters (2022), 24(17), 3194-3198, database is CAplus and MEDLINE.

A metallaphotoredox method for the preparation of α-fluorinated areneacetates R-R¹ [R = 4-MeC₆H₄, 3-FC₆H₄, 4-BrC₆H₄, etc.; R¹ = CFC(O)OEt, CF₂C(O)OEt, CF₂P(O)OEt₂] based on the synergistic combination of Ir/Cu dual catalysis from boronic acids was reported. The mild conditions allowed broad functional group tolerance, including substrates containing aldehydes, free phenols and N-Boc-protected amines. Mechanistic investigations support a process proceeding via photoredox/copper dual catalysis.

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

Erickson, Paul R.’s team published research in Environmental Science & Technology in 46 | CAS: 111865-47-5

Environmental Science & Technology 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.

Erickson, Paul R. published the artcilePhotochemical Formation of Brominated Dioxins and Other Products of Concern from Hydroxylated Polybrominated Diphenyl Ethers (OH-PBDEs), Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Environmental Science & Technology (2012), 46(15), 8174-8180, database is CAplus and MEDLINE.

The photochem. conversion of selected hydroxylated polybrominated di-Ph ethers (OH-PBDEs) to dioxins and other products was investigated. OH-PBDEs, which are both transformation products of polybrominated di-Ph ethers and naturally occurring compounds, undergo direct photolysis to yield a number of products that may have a higher toxicity than their parent. The compounds investigated were 6-OH-PBDE 99, 6′-OH-PBDE 100, and 6′-OH-PBDE 118. Of special interest was 6′-OH-PBDE 118, a potential transformation product of PBDE 153 that is capable of photochem. generating 2,3,7,8-tetrabromodibenzo-p-dioxin, the most toxic brominated dioxin congener. Photolysis experiments were conducted at two different pH values to assess the photochem. behavior of both the phenol and phenolate form of the compounds The percent conversion to dioxin and other photoproducts was determined and the natural product, 6-OH-PBDE 99, was found to have the highest conversion to dioxin (7%). The reaction quantum yields ranged from 0.027 to 0.16 across all photolysis conditions. In addition, it is shown that all three compounds are capable of photochem. generating other compounds of concern, including brominated phenols and a dibenzofuran.

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

Garcia-Lopez, Jose-Antonio’s team published research in Organic Letters in 16 | CAS: 89694-44-0

Garcia-Lopez, Jose-Antonio published the artcileUse of 2-Bromophenylboronic Esters as Benzyne Precursors in the Pd-Catalyzed Synthesis of Triphenylenes, Quality Control of 89694-44-0, the publication is Organic Letters (2014), 16(9), 2338-2341, database is CAplus and MEDLINE.

Ortho-Substituted aryl boronates, e.g., I (X= Br, OTf), are introduced as aryne precursors for transition-metal-catalyzed transformations. On treatment with ^tBuOK and Pd(0), metal-bound aryne intermediates are formed that undergo effective trimerization to form useful triphenylene compds, e.g., II. For meta-substituted arynes, the 3:1 product ratio in favor of non-C₃ sym. material is indicative of a benzyne mechanism.

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