Tag: 200-300

Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis was written by Campbell, Mark W.;Compton, Jordan S.;Kelly, Christopher B.;Molander, Gary A.. And the article was included in Journal of the American Chemical Society in 2019.Recommanded Product: Ethyl 4-bromo-2-fluorobenzoate This article mentions the following:

An intermol., photocatalytic dicarbofunctionalization (DCF) of olefins enabled by the merger of Giese-type addition with Ni/photoredox dual catalysis was realized. Capitalizing on the rapid addition of 3° radicals to alkenes and their reluctance toward single electron metalation to Ni complexes, regioselective alkylation and arylation of olefins is possible. This dual catalytic method not only permits elaborate species to be assembled from commodity materials, but also allows quaternary and tertiary centers to be installed in a singular, chemoselective olefin difunctionalization. This multicomponent process occurs under exceptionally mild conditions, compatible with a diverse range of functional groups and synthetic handles such as pinacolboronate esters. This technol. was directly applied to the synthesis of an intermediate to a preclin. candidate (TK-666) and its derivatives In the experiment, the researchers used many compounds, for example, Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2Recommanded Product: Ethyl 4-bromo-2-fluorobenzoate).

Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: Ethyl 4-bromo-2-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis of some novel thiazolidin-4-one derivatives bearing benzimidazole nucleus and biological evaluation of their possible in vitro antiinflammatory as cyclooxygenase inhibitors and antioxidant activity was written by Sahoo, U.;Seth, A. K.;Balaraman, R.;Velmurugan, R.. And the article was included in Asian Journal of Chemistry in 2015.Application of 85118-24-7 This article mentions the following:

A series of 2-[2-(4-cyanophenyl)-6-substituted-1H-benzimidazol-1-yl]-N-[2-(substituted)-4-oxo-1,3- thiazolidin-3-yl]acetamide I (R¹ = Cl, NO₂; R² = 4-H₃COC₆H₄, 3-BrC₆H₄, 1H-pyrazol-3-ylphenyl, etc.) were synthesized. The substituted o-phenylenediamines were reacted with substituted 4-cyanobenzaldehydes in the presence of sodium metabisulfite to furnish substituted 2-(4-cyanophenyl)-1H-benzimidazoles II. The N-alkylated product (2-(4-cyanophenyl)-benzimidazol-1-yl)-acetic acid Et esters were obtained by the further treatment of substituted 2-(4-cyanophenyl)-1H-benzimidazoles with Et chloroacetate in KOH/DMSO. The chem. reactions were conducted between hydrazine hydrate and the esters to synthesize 2-(4-cyanophenyl)-benzimidazol-1-yl-acetic acid hydrazides. When a mixture of 2-(4-cyanophenyl)-benzimidazol-1-yl-acetic acid hydrazides reacted with substituted aldehydes in ethanol, imine intermediates were formed. The reactions between a mixture of imine intermediates and thioglycollic acid in dioxane resulted in the formation of the title compound I. All the synthesized compounds were screened for their in vitro antioxidant and antiinflammatory activity. The in vitro antioxidant and antiinflammatory activity might be attributed due to the presence of more electrons withdrawing group and moiety having more lipophilicity also more electronegativity in nature. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Application of 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) 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.Application of 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Practical synthesis of some novel unsymmetrical 1,3-dialkylpyrimidine derivatives at room temperature was written by Khalafi-Nezhad, Ali;Zare, Abdolkarim;Parhami, Abolfath;Rad, Mohammad N. Soltani. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2006.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

The efficient synthesis of some novel unsym. 1,3-dialkylpyrimidines is described. N(3)-Alkylation of N(1)-substituted pyrimidine derivatives with various functionalized alkyl halides in the presence of catalytic amounts of tetrabutylammonium bromide (TBAB) and Cs₂CO₃ in MeCN affords the title compounds The reactions proceed at room temperature, and the products are obtained in good to excellent yields. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Quality Control of N-(5-Bromopentyl)phthalimide).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

7′-Substituted Benzothiazolothio- and Pyridinothiazolothio-Purines as Potent Heat Shock Protein 90 Inhibitors was written by Zhang, Lin;Fan, Junhua;Vu, Khang;Hong, Kevin;Le Brazidec, Jean-Yves;Shi, Jiandong;Biamonte, Marco;Busch, David J.;Lough, Rachel E.;Grecko, Roy;Ran, Yingqing;Sensintaffar, John L.;Kamal, Adeela;Lundgren, Karen;Burrows, Francis J.;Mansfield, Robert;Timony, Gregg A.;Ulm, Edgar H.;Kasibhatla, Srinivas R.;Boehm, Marcus F.. And the article was included in Journal of Medicinal Chemistry in 2006.SDS of cas: 615-55-4 This article mentions the following:

We report on the discovery of benzo- and pyridino- thiazolothiopurines as potent heat shock protein 90 inhibitors. The benzothiazole moiety is exceptionally sensitive to substitutions on the aromatic ring with a 7′-substituent essential for activity. Some of these compounds exhibit low nanomolar inhibition activity in a Her-2 degradation assay (28-150 nM), good aqueous solubility, and oral bioavailability profiles in mice. In vivo efficacy experiments demonstrate that compounds of this class inhibit tumor growth in an N87 human colon cancer xenograft model via oral administration as shown with compound 37 (8-(7-chlorobenzothiazol-2-ylsulfanyl)-9-(2-cyclopropylamino-ethyl)-9H- purin-6-ylamine)(I). In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4SDS of cas: 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) 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. 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.SDS of cas: 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of N-(3,4-Dimethylphenyl)-4-(4-isobutyrylphenyl)-2,3,3a,4,5,9b-hexahydrofuro[3,2-c]quinoline-8-sulfonamide as a Potent Dual MDM2/XIAP Inhibitor was written by Wu, Zhongzhi;Gu, Lubing;Zhang, Sicheng;Liu, Tao;Lukka, Pradeep B.;Meibohm, Bernd;Bollinger, John C.;Zhou, Muxiang;Li, Wei. And the article was included in Journal of Medicinal Chemistry in 2021.Formula: C6H5Br2N This article mentions the following:

Murine double minute 2 (MDM2) and X-linked inhibitor of apoptosis protein (XIAP) are important cell survival proteins in tumor cells. As a dual MDM2/XIAP inhibitor reported previously, compound MX69 has low potency with an IC₅₀ value of 7.5μM against an acute lymphoblastic leukemia cell line EU-1. Herein, we report the structural optimization based on the MX69 scaffold, leading to the discovery of a 25-fold more potent analog 14 (IC₅₀ = 0.3μM against EU-1). We demonstrate that 14 maintains its mode of action by dual targeting of MDM2 and XIAP through inducing MDM2 protein degradation and inhibiting XIAP mRNA translation, resp., which resulted in cancer cell growth inhibition and cell death. The results strongly suggest that the scaffold based on 14 is promising for further optimization to develop a new therapeutic agent for leukemia and possibly other cancers where MDM2 and XIAP are dysregulated. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Formula: C6H5Br2N).

3,4-Dibromoaniline (cas: 615-55-4) 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 carbon–bromine bond is electrophilic in nature. 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.Formula: C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of LOU064 (Remibrutinib), a Potent and Highly Selective Covalent Inhibitor of Bruton’s Tyrosine Kinase was written by Angst, Daniela;Gessier, Francois;Janser, Philipp;Vulpetti, Anna;Walchli, Rudolf;Beerli, Christian;Littlewood-Evans, Amanda;Dawson, Janet;Nuesslein-Hildesheim, Barbara;Wieczorek, Grazyna;Gutmann, Sascha;Scheufler, Clemens;Hinniger, Alexandra;Zimmerlin, Alfred;Funhoff, Enrico G.;Pulz, Robert;Cenni, Bruno. And the article was included in Journal of Medicinal Chemistry in 2020.Recommanded Product: 179232-29-2 This article mentions the following:

Bruton’s tyrosine kinase (BTK), a cytoplasmic tyrosine kinase, plays a central role in immunity and is considered an attractive target for treating autoimmune diseases. The use of currently marketed covalent BTK inhibitors is limited to oncol. indications based on their suboptimal kinase selectivity. We describe the discovery and preclin. profile of LOU064 (remibrutinib, 25), a potent, highly selective covalent BTK inhibitor. LOU064 exhibits an exquisite kinase selectivity due to binding to an inactive conformation of BTK and has the potential for a best-in-class covalent BTK inhibitor for the treatment of autoimmune diseases. It demonstrates potent in vivo target occupancy with an EC₉₀ of 1.6 mg/kg and dose-dependent efficacy in rat collagen-induced arthritis. LOU064 is currently being tested in phase 2 clin. studies for chronic spontaneous urticaria and Sjoegren’s syndrome. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Recommanded Product: 179232-29-2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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. 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.Recommanded Product: 179232-29-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Regioselectivity in the Aryne Cross-Coupling of Aryllithiums with Functionalized 1,2-Dibromobenzenes was written by Diemer, Vincent;Begaud, Manon;Leroux, Frederic R.;Colobert, Francoise. And the article was included in European Journal of Organic Chemistry in 2011.Computed Properties of C6H5Br2N This article mentions the following:

Tri- and tetrasubstituted ortho-bromobiaryls were synthesized in good-to-excellent yields by aryne cross-coupling reactions starting from 1,3-dimethoxybenzene and functionalized 1,2-dibromobenzenes. This study outlines the influence of the 1,2-dibromobenzene precursor as well as the reaction temperature on the outcome of the aryl-aryl bond formation and indicates, in the case of dissym. benzyne precursors, how structural parameters (electronic effects, steric hindrance, temperature, etc.) control the regioselectivity of the aryne cross-coupling reactions. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Computed Properties of C6H5Br2N).

3,4-Dibromoaniline (cas: 615-55-4) 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.Computed Properties of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Three-Component Ring-Opening Reactions of Cyclic Ethers, α-Diazo Esters, and Weak Nucleophiles under Metal-Free Conditions was written by Lu, Lin;Chen, Chuwei;Jiang, Huanfeng;Yin, Biaolin. And the article was included in Journal of Organic Chemistry in 2018.Reference of 2178-24-7 This article mentions the following:

A protocol for three-component reactions of cyclic ethers, α-diazo esters, and weak nitrogen, oxygen, carbon, and sulfur nucleophiles (pK_a = 2.2-14.8) to afford a variety of structurally complex α-oxyalkylated esters is reported. These reactions involve intermol. activation of the cyclic ether (present in excess) by the α-diazo ester to form an oxonium ylide under metal-free conditions, followed by ring opening by the nucleophile. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Reference of 2178-24-7).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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.Reference of 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dynamic Kinetic Asymmetric Cross-Benzoin Additions of β-Stereogenic α-Keto Esters was written by Goodman, C. Guy;Johnson, Jeffrey S.. And the article was included in Journal of the American Chemical Society in 2014.Electric Literature of C9H11BrO This article mentions the following:

The dynamic kinetic resolution of β-halo α-keto esters via an asym. cross-benzoin reaction is described. A chiral N-heterocyclic carbene catalyzes the umpolung addition of aldehydes to racemic α-keto esters. The resulting fully substituted β-halo glycolic ester products are obtained with high levels of enantio- and diastereocontrol [e.g., PhCHO + β-bromo-α-keto ester I â†?II in >95% conversion, > 20:1 dr, 94:6 er]. The high chemoselectivity observed is a result of greater electrophilicity of the α-keto ester toward the Breslow intermediate. The reaction products are shown to undergo highly diastereoselective substrate-controlled reduction to give highly functionalized stereotriads. 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. 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.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium-Catalyzed Dual Annulation: A Method for the Synthesis of Norneocryptolepine was written by Yeh, Li-Hsuan;Wang, Hung-Kai;Pallikonda, Gangaram;Ciou, Yu-Lun;Hsieh, Jen-Chieh. And the article was included in Organic Letters in 2019.Synthetic Route of C7H5BrFNO2 This article mentions the following:

A novel procedure for the Pd-catalyzed dual annulation reaction of I and derivatives to synthesize the norneocryptolepine derivatives involving the concerted construction of two central heterocycles is reported. The further methylation of norneocryptolepine (II) to afford its alkaloid analog neocryptolepine implies that synthesis of various neocryptolepine derivatives is feasible. The oxidative addition of Pd(0) is indicated as the key step to activate the intramol. addition of nitrile according to the mechanism study. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0Synthetic Route of C7H5BrFNO2).

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) 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. 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.Synthetic Route of C7H5BrFNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary