Tag: 200-300

Photoinduced electron transfer quenching and sugar effects on the electrostatic interaction between an anionic Ru(II) complex and cationic bipyridinium derivatives functionalized with boronic acids was written by Uddin, Jamal Md.;DiCesare, Nicolas;Lakowicz, Joseph R.. And the article was included in Inorganica Chimica Acta in 2012.Formula: C12H16BBrO2 This article mentions the following:

The photoinduced electron transfer quenching of an anionic ruthenium(II) metal-ligand-complex (Ru(dpp(SO₃Na)))₂(mcbpy)Cl₂ by two boronic acid functionalized benzyl viologen (BV²⁺) derivatives has been investigated as well as their response to sugar. The electrostatic interaction between these two charge species lead to the formation of static quenching which is removed in presence of sugar due to the formation of a neutral zwitterionic quencher. Spectral data, quenching parameters and sugar titration curves are presented and discussed in term of future developments of optical sensors for sugar. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Formula: C12H16BBrO2).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Formula: C12H16BBrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Alkylboronic Esters from Copper-Catalyzed Borylation of Primary and Secondary Alkyl Halides and Pseudohalides was written by Yang, Chu-Ting;Zhang, Zhen-Qi;Tajuddin, Hazmi;Wu, Chen-Cheng;Liang, Jun;Liu, Jing-Hui;Fu, Yao;Czyzewska, Maria;Steel, Patrick G.;Marder, Todd B.;Liu, Lei. And the article was included in Angewandte Chemie, International Edition in 2012.COA of Formula: C13H14BrNO2 This article mentions the following:

Authors have developed an unprecedented copper-catalyzed cross-coupling reaction of unactivated alkyl halides and pseudohalides with diboron reagents. This reaction can be used to prepare primary and secondary alkylboronic esters with diverse structures and functional groups, many of which would be difficult to access by other means. The reaction is efficient, practically simple, and gives easy isolation of the products which can be further enhanced through the use of polymer-supported ligands. It is also reported a mild and practical protocol for the Suzuki-Miyaura coupling of alkylboronic esters with both aryl bromides and chlorides. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4COA of Formula: C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.COA of Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Sultams and Cyclic N-Sulfonyl Ketimines via Iron-Catalyzed Intramolecular Aliphatic C-H Amidation was written by Zhong, Dayou;Wu, Di;Zhang, Yan;Lu, Zhiwu;Usman, Muhammad;Liu, Wei;Lu, Xiuqiang;Liu, Wen-Bo. And the article was included in Organic Letters in 2019.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Cyclic sulfonamides (sultams) play a unique role in drug discovery and synthetic chem. A direct synthesis of sultams by an intramol. C(sp³)-H amidation reaction using an iron complex in situ derived from Fe(ClO₄)₂ and aminopyridine ligand is reported. This strategy features a readily available catalyst and tolerates a broad variety of substrates as demonstrated by 22 examples (up to 89% yield). A one-pot iron-catalyzed amidation/oxidation procedure for the synthesis of cyclic N-sulfonyl ketimines is also realized with up to 92% yield (eight examples). The synthetic utility of the method is validated by a gram-scale reaction and derivatization of the products to ring-fused sultams. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and Structure-Activity Relationships of Stilbene Retinoid Analogs Substituted with Heteroaromatic Carboxylic Acids was written by Beard, Richard L.;Colon, Diana F.;Gillett, Samuel J.;Henry, Elizabeth;Marler, Deborah K.;Song, Tae;Denys, Lydia;Garst, Michael E.;Arefieg, Taghreed. And the article was included in Journal of Medicinal Chemistry in 1995.Computed Properties of C8H7BrO2 This article mentions the following:

Retinoids elicit biol. responses by activating a series of nuclear receptors. Six retinoid receptors belonging to two families are currently known: retinoic acid receptors (RAR_α,β,andγ) and retinoid X receptors (RXR_α,β,andγ). Stilbene retinoid analogs of retinoic acid (RA), such as (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)propen-1-yl]benzoic acid (TTNPB) and (E)-4-[2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)propen-1-yl]benzoic acid (3-methyl-TTNPB) (I), display differential RAR and RXR activities, depending on the substituent at C3 of the naphthalene ring. The authors report here structural modifications of the benzoate moiety of I that result in analogs with greater RXR selectivity as well as those with pan-agonist (activate both RAR and RXR receptors) activities, analyze the structural features that impart receptor selectivity, and describe a stereoselective method for the synthesis of these analogs. The biol. activities associated with the RAR and RXR receptors were examined by testing representative examples with different receptor activation profiles for their ability to induce tissue transglutaminase (Tgase) activity in a human promyelocytic leukemia cell line (HL-60 cdm-1) and to inhibit tumor-promoter-induced ornithine decarboxylase (ODC) activity in hairless mouse skin. These results suggest that RAR agonists and RXR agonists may have different therapeutic applications. Finally, the authors show that RXR agonists are significantly reduced in teratogenic potency relative to RAR agonists and may therefore have significant advantages in clin. practice. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Computed Properties of C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Computed Properties of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-Activity Relationship Probing of the Natural Marine Antifoulant Barettin was written by Labriere, Christophe;Cervin, Gunnar;Pavia, Henrik;Hansen, Joern H.;Svenson, Johan. And the article was included in Marine Biotechnology in 2021.Category: bromides-buliding-blocks This article mentions the following:

In the current study the antifouling activity of 29 synthetic analogs e.g., I designed and inspired by the potent antifouling effect seen for benzo[g]dipodazine were reported. The library contains mainly not only dipodazine derivatives but also disubstituted diketopiperazines and compounds incorporating alternative heterocyclic cores such as hydantoin, creatinine, and rhodanine. Several of the prepared compounds inhibit the settlement of Amphibalanus improvisus cyprids at low micromolar concentrations, in parity with the natural barettin. While several highly active compounds were prepared by incorporating the benzo[g]indole as hydrophobic substituent, the remarkable antifouling effect reported for benzo[g]dipodazine was not observed when evaluated in the study. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Category: bromides-buliding-blocks).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Crystal-Packing Trends for a Series of 6,9,12,15,18-Pentaaryl-1-hydro[60]fullerenes was written by Kennedy, Robert D.;Halim, Merissa;Khan, Saeed I.;Schwartz, Benjamin J.;Tolbert, Sarah H.;Rubin, Yves. And the article was included in Chemistry – A European Journal in 2012.Name: 4-Bromo-4′-tert-butylbiphenyl This article mentions the following:

The relationship between the size of the substituents of aryl groups in a series of fifteen 6,9,12,15,18-pentaaryl-1-hydro[60]fullerenes and the solid-state structures and packing motifs of these compounds has been analyzed. Pentaarylfullerenes have a characteristic “badminton shuttlecock” shape that causes several derivatives to crystallize into columnar stacks. However, many pentaarylfullerenes form non-stacked structures with, for example, dimeric, layered, diamondoid, or feather-in-cavity relationships between mols. Computational modeling gave a qual. estimate of the best shape match between the ball and socket surfaces of each pentaarylfullerene. The best match was for pentaarylfullerenes with large, spherically shaped para-substituents on the aryl groups. The series of pentaarylfullerenes was characterized by single-crystal X-ray diffraction. A total of 34 crystal structures were obtained as various solvates and were categorized by their packing motifs. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Name: 4-Bromo-4′-tert-butylbiphenyl).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Name: 4-Bromo-4′-tert-butylbiphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Catalytic Enantioselective Cyclization/Cross-Coupling with Alkyl Electrophiles was written by Cong, Huan;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2014.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

As part of our ongoing effort to expand the scope of cross-coupling reactions of alkyl electrophiles, we have pursued a strategy wherein the nucleophilic coupling partner includes a pendant olefin; after transmetalation by such a substrate, if β-migratory insertion proceeds faster than direct cross-coupling, an addnl. carbon-carbon bond and stereocenter can be formed. With the aid of a nickel/diamine catalyst (both components are com. available), we have established the viability of this approach for the catalytic asym. synthesis of 2,3-dihydrobenzofurans and indanes. Furthermore, we have applied this new method to the construction of the dihydrobenzofuran core of fasiglifam, as well as to a cross-coupling with a racemic alkyl electrophile; in the latter process, the chiral catalyst controls two stereocenters, one that is newly generated in a β-migratory insertion and one that begins as a mixture of enantiomers. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

First Total Synthesis of ω-Phenyl Δ6 Fatty Acids and their Leishmanicidal and Anticancer Properties was written by Carballeira, Nestor M.;Morales-Guzman, Christian;Alvarez-Benedicto, Ester;Torres-Martinez, Zally;Delgado, Yamixa;Griebenow, Kai H.;Tinoco, Arthur D.;Reguera, Rosa M.;Perez-Pertejo, Yolanda;Carbajo-Andres, Ruben;Balana-Fouce, Rafael. And the article was included in Current Topics in Medicinal Chemistry (Sharjah, United Arab Emirates) in 2018.Formula: C10H13BrO This article mentions the following:

The first total synthesis of ω-Ph Δ6 fatty acids (FA), e.g., 10-cyclohexyl-6-decynoic acid, 16-phenylhexadecanoic acid, and (Z)-10-Phenyl-6-decenoic acid, and their cytotoxicity (A549) and leishmanicidal (L. infantum) activities are described. The novel 16-phenyl-6-hexadecynoic acid and the known 16-phenylhexadecanoic acid were synthesized in 7-8 steps with overall yields of 46% and 41%, resp. The syntheses of the unprecedented 10-phenyl-6-decynoic acid, 10-cyclohexyl-6-decynoic acid and 10-(4-methoxyphenyl)-6-decynoic acid was also performed in 3 steps with 73-76% overall yields. The use of lithium acetylide coupling enabled the 4-step synthesis of 10-phenyl-6Z-decenoic acid with a 100% cis-stereochem. The cytotoxicity of these novel FA was determined against A549 cells and L. infantum promastigotes and amastigotes. Among the ω-phenylated FA, the best cytotoxicity towards A549 was displayed by 16-phenyl-6-hexadecynoic acid, with an IC₅₀ of 18 ± 1 μM. On the other hand, among the C₁₀ acids, 10-cyclohexyl-6-decynoic acid presented the best cytotoxicity (IC₅₀ = 40 ± 2 μM) towards A549. Based on caspase-3/7 studies, neither of the FA induced apoptosis in A549, thus implying other mechanisms of cell death. The antileishmanial studies were performed with the top Leishmania donovani topoisomerase IB (LdTopIB) inhibitors, namely 16-phenyl-6-hexadecynoic acid and 16-phenylhexadecanoic acid (EC₅₀ between 14 and 36 μM, resp.), acids that did not stabilize the cleavage complexes between LdTopIB and DNA. Acids 16-phenyl-6-hexadecynoic acid and 16-phenylhexadecanoic acid displayed cytotoxicity towards L. infantum amastigotes (IC₅₀ = 3-6 μM) and L. infantum promastigotes (IC₅₀ = 60-70 μM), but low toxicity towards murine splenocytes. This results identified 16-phenyl-6-hexadecynoic acid as the optimum ω-phenylated acid of the series. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Formula: C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Formula: C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Benzylic Alcohols by C-H Oxidation was written by Tanwar, Lalita;Boergel, Jonas;Ritter, Tobias. And the article was included in Journal of the American Chemical Society in 2019.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Selective methylene C-H oxidation for the synthesis of alcs. with a broad scope and functional group tolerance is challenging due to the high proclivity for further oxidation of alcs. to ketones. Here, authors report the selective synthesis of benzylic alcs. employing bis(methanesulfonyl) peroxide as an oxidant. Authors attempt to provide a rationale for the selectivity for monooxygenation, which is distinct from previous work; a proton-coupled electron transfer mechanism (PCET) may account for the difference in reactivity. Authors envision that our method will be useful for applications in the discovery of drugs and agrochems. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and anticancer activity of chromone-based analogs of lavendustin A was written by Nam, Dong Hyuk;Lee, Ki Yong;Moon, Chang Sang;Lee, Yong Sup. And the article was included in European Journal of Medicinal Chemistry in 2010.Application of 14425-64-0 This article mentions the following:

Lavendustin A and hormothamnione were reported to exhibit cytotoxic effects on tumor cell lines. In the present studies, a series of chromone-based lavendustin analogs were synthesized as a simplified hybrid of hormothamnione and lavendustin A by the reductive-amination of formyl-chromone with various amines followed by aminoalkylation. Most compounds synthesized showed significantly improved potencies compared to the standard compound lavendustin A against most of cancer cell lines tested indicating that the removal of styryl group enhanced cancer cell growth inhibitory activities. Compound I and II showed the most potent inhibitory activities with GI₅₀ values in the range of 6.01-9.92 μg/mL on A-549 and HCT-15 cells. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application of 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary