Month: February 2023

Direct Synthesis of Pyrazolo[5,1-a]isoindoles via Intramolecular Palladium-Catalyzed C-H Bond Activation was written by Choi, Young Lok;Lee, Hyuk;Kim, Bum Tae;Choi, Kihang;Heo, Jung-Nyoung. And the article was included in Advanced Synthesis & Catalysis in 2010.Synthetic Route of C7H5Br2F This article mentions the following:

An efficient, direct synthesis of pyrazolo[5,1-a]isoindoles, e.g., I, employing a palladium-catalyzed intramol. C-H bond activation of 1-(2-halobenzyl)pyrazoles has been developed. The use of lithium chloride (LiCl) was found to be essential in these reactions, to suppress further C-H bond activation at the C-3 position of pyrazolo[5,1-a]isoindole, when C-3 is unsubstituted. This protocol can be applied to the synthesis of a pyrazolo[5,1-a]isoquinoline possessing a six-membered central ring system and a fully substituted pyrazolo[5,1-a]isoindole using sequential intra- and intermol. C-H bond activation. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Synthetic Route of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Synthetic Route of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular Borylation via Sequential B-Mes Bond Cleavage for the Divergent Synthesis of B,N,B-Doped Benzo[4]helicenes was written by Knoeller, Julius A.;Meng, Guoyun;Wang, Xiang;Hall, David;Pershin, Anton;Beljonne, David;Olivier, Yoann;Laschat, Sabine;Zysman-Colman, Eli;Wang, Suning. And the article was included in Angewandte Chemie, International Edition in 2020.Synthetic Route of C8H8Br2 This article mentions the following:

New sym. and unsym. B,N,B-doped benzo[4]helicenes 3–6闁?strong>a/b have been achieved in good yields, using a three-step process, starting from N(tolyl)₃ in a highly divergent manner (7 examples). A borinic acid functionalized 1,4-B,N-anthracene 1 was found to display unprecedented reactivity, acting as a convenient and highly effective precursor for selective formation of bromo-substituted B,N,B-benzo[4]helicenes 2闁?strong>a/2闁?strong>b via intramol. borylation and sequential B-Mes bond cleavage in the presence of BBr₃. Subsequent reaction of 2闁?strong>a/2闁?strong>b with Ar-Li provided a highly effective toolbox for the preparation of sym./unsym. functionalized B,N,B-helicenes. Their high photoluminescence quantum yields along with the small 闁剧粯婀?sub>ST suggest their potential as thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs). In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Synthetic Route of C8H8Br2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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.Synthetic Route of C8H8Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Visible-Light Photoredox Decarboxylation of Perfluoroarene Iodine(III) Trifluoroacetates for C-H Trifluoromethylation of (Hetero)arenes was written by Yang, Bin;Yu, Donghai;Xu, Xiu-Hua;Qing, Feng-Ling. And the article was included in ACS Catalysis in 2018.Product Details of 957207-58-8 This article mentions the following:

A scalable and operationally simple decarboxylative trifluoromethylation of (hetero)arenes with easily accessible C₆F₅I(OCOCF₃)₂ under photoredox catalysis has been developed. This method is tolerant of various (hetero)arenes and functional groups. Notably, C₆F₅I is recycled from the decarboxylation reaction and further used for the preparation of C₆F₅I(OCOCF₃)₂. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the application of trifluoroacetic acid in trifluoromethylation reactions. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-(trifluoromethyl)benzoate (cas: 957207-58-8Product Details of 957207-58-8).

Methyl 4-bromo-2-(trifluoromethyl)benzoate (cas: 957207-58-8) 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. 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.Product Details of 957207-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HCF₂Se/HCF₂S Installation by Tandem Substitutions from Alkyl Bromides was written by Zhang, Min;Lin, Jin-Hong;Xiao, Ji-Chang. And the article was included in Journal of Organic Chemistry in 2021.Synthetic Route of C9H11BrO This article mentions the following:

Herein authors describe an efficient construction of HCF₂Se and HCF₂S groups by tandem substitutions between alkyl bromides and a reagent system consisting of MSeCN (or MSCN) and Ph₃P+CF₂H Br-. The tandem process occurs via the first nucleophilic substitution of alkyl bromides by -SeCN (or -SCN) and the subsequent nucleophilic difluoromethylation. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Synthetic Route of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Synthetic Route of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and biological evaluation of phthalimide-alkylamine derivatives as balanced multifunctional cholinesterase and monoamine oxidase-B inhibitors for the treatment of Alzheimer’s disease was written by Sang, Zhipei;Wang, Keren;Wang, Huifang;Yu, Lintao;Wang, Huijuan;Ma, Qianwen;Ye, Mengyao;Han, Xue;Liu, Wenmin. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Application of 954-81-4 This article mentions the following:

A series of phthalimide-alkylamine derivs, e.g., I, were synthesized and evaluated as multi-functions inhibitors for the treatment of Alzheimer’s disease (AD). The results showed that compound I could be regarded as a balanced multi-targets active mol. It exhibited potent and balanced inhibitory activities against ChE and MAO-B (huAChE, huBuChE, and huMAO-B with IC₅₀ values of 1.2 婵炴挾鎷? 3.8 婵炴挾鎷?and 2.6 婵炴挾鎷? resp.) with low selectivity. Both kinetic anal. of AChE inhibition and mol. modeling study suggested that I binds simultaneously to the catalytic active site and peripheral anionic site of AChE. Interestingly, compound I abided by Lipinski’s rule of five. Furthermore, our investigation proved that I indicated weak cytotoxicity, and it could cross the blood-brain barrier (BBB) in vitro. The results suggest that compound I, an interesting multi-targeted active mol., offers an attractive starting point for further lead optimization in the drug-discovery process against Alzheimer’s disease. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Application of 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of ¹⁸F-labeled radiotracers for PET imaging of the adenosine A₂A receptor: synthesis, radiolabeling and preliminary biological evaluation was written by Lai, Thu Hang;Schroder, Susann;Toussaint, Magali;Dukic-Stefanovic, Sladjana;Kranz, Mathias;Ludwig, Friedrich-Alexander;Fischer, Steffen;Steinbach, Jorg;Deuther-Conrad, Winnie;Brust, Peter;Moldovan, Rares-Petru. And the article was included in International Journal of Molecular Sciences in 2021.Related Products of 61150-57-0 This article mentions the following:

The adenosine A2A receptor (A2AR) represents a potential therapeutic target for neurodegenerative diseases. Aiming at the development of a positron emission tomog. (PET) radiotracer to monitor changes of receptor d. and/or occupancy during the A2AR-tailored therapy, authors designed a library of fluorinated analogs based on a recently published lead compound (PPY). Among those, the highly affine 4-fluorobenzyl derivate (K_i(hA_2AR) = 5.3 nM) and the 2-fluorobenzyl derivate (K_i(hA_2AR) = 2.1 nM) were chosen for ¹⁸F-labeling via an alc. enhanced copper-mediated procedure starting from the corresponding boronic acid pinacol ester precursors. Investigations of the metabolic stability of compound I (R = p-¹⁸F, o-¹⁸F) in CD-1 mice by radio-HPLC anal. revealed parent fractions of more than 76% of total activity in the brain. Specific binding of I (R = o-¹⁸F)on mice brain slices was demonstrated by in vitro autoradiog. In vivo PET/magnetic resonance imaging (MRI) studies in CD-1 mice revealed a reasonable high initial brain uptake for both radiotracers, followed by a fast clearance. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Related Products of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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. 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.Related Products of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

First Structure-Activity Relationship Study of Potent BLT2 Agonists as Potential Wound-Healing Promoters was written by Hernandez-Olmos, Victor;Heering, Jan;Planz, Viktoria;Liu, Ting;Kaps, Alexander;Rajkumar, Rinusha;Gramzow, Matthias;Kaiser, Astrid;Schubert-Zsilavecz, Manfred;Parnham, Michael J.;Windbergs, Maike;Steinhilber, Dieter;Proschak, Ewgenij. And the article was included in Journal of Medicinal Chemistry in 2020.Product Details of 653-92-9 This article mentions the following:

The first potent leukotriene B4 (LTB4) receptor type 2 (BLT2) agonists, endogenous 12(S)-hydroxyheptadeca-5Z,8E,10E-trienoic acid (12-HHT), and synthetic CAY10583 (CAY) have been recently described to accelerate wound healing by enhanced keratinocyte migration and indirect stimulation of fibroblast activity in diabetic rats. CAY represents a very valuable starting point for the development of novel wound-healing promoters. In this work, the first structure-activity relationship study for CAY scaffold-based BLT2 agonists is presented. The newly prepared derivatives showed promising in vitro wound-healing activity. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Product Details of 653-92-9).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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.Product Details of 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective semireduction of allenes was written by Chen, Zhiwei;Dong, Vy M.. And the article was included in Nature Communications in 2017.Electric Literature of C9H11BrO This article mentions the following:

Herein, Rh-catalyzed regio- and enantioselective semiredn. of allenes to generate chiral benzylic motifs is reported. Rh-hydride catalysis solves a synthetic challenge by affording the enantioselective reduction of allenes, thereby yielding access to motifs commonly used in medicinal chem. A designer Josiphos ligand promotes the generation of chiral benzylic isomers, when combined with a Hantzsch ester as the reductant. This semiredn. proceeds chemoselectively in the presence of other functional groups, which are typically reduced using conventional hydrogenations. Isotopic labeling studies support a mechanism where the hydride is delivered to the branched position of a Rh-allyl intermediate. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Electric Literature of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Per-halogenation of primary hydroxy groups of 閻?cyclodextrin was written by Aoki, Nobuyoshi;Hattori, Kenjiro. And the article was included in Kenkyu Hokoku – Kanagawa-ken Sangyo Gijutsu Sogo Kenkyusho in 2005.HPLC of Formula: 53784-83-1 This article mentions the following:

Per-halogenation of primary hydroxyl groups of 閻?cyclodextrin (閻?CD) was investigated as an important way for the regioselective modification of 閻?CD. The high regioselectivity in the halogenation was discussed in terms of the reactivity to the S_N2 reaction at each position on the anhydroglucopyranose unit. The reaction using halogenating reagent, such as, methanesulfonyl chloride, thionyl chloride, and thionyl bromide, yielded the corresponding per-6-chloro-per-6-deoxy-閻?CD (80 and 90% yield) or per-6-bromo-per-6-deoxy-閻?CD (70% yield) after several hours. The obtained product was halogenated only at C-6 and the halogenation at a secondary position was not observed The reactivity at C-3 of 閻?CD was lower than the corresponding reaction of other saccharides, such as cellulose. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-閻?Cyclodextrin (cas: 53784-83-1HPLC of Formula: 53784-83-1).

Heptakis(6-Bromo-6-Deoxy)-閻?Cyclodextrin (cas: 53784-83-1) 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. 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.HPLC of Formula: 53784-83-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The synthesis of oxa-analogs and homologs of naturally occurring polyamines was written by Lin, P. Kong Thoo;Kuksa, V. A.;Maguire, N. M.. And the article was included in Synthesis in 1998.Formula: C13H14BrNO2 This article mentions the following:

A number of polyamine oxa-analogs were synthesized. Spermidine oxa-analogs and homologs were made from N-(aminooxypropyl)phthalimide which was obtained either by deprotection of the corresponding Fmoc-protected compound or from the reaction between 3-Br(CH₂)₃NH₂ and N-hydroxyphthalimide, both reactions involving an unusual rearrangement mechanism. Sulfonated derivatives, upon Mitsunobu condensation with N-protected 3-HO(CH₂)₃NH₂ or N-alkylation with N-(bromoalkyl)phthalimides, afforded the fully protected spermidine and spermine oxa-analogs and homologs. Subsequent sequential deprotection gave spermidine analogs. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Formula: C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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). 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: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary