Tag: 200-300

Novel and efficient one-step parallel synthesis of dibenzopyranones via Suzuki-Miyaura cross coupling was written by Vishnumurthy, Kodumuru;Makriyannis, Alexandros. And the article was included in Journal of Combinatorial Chemistry in 2010.Application In Synthesis of Methyl 2-bromo-4-fluorobenzoate This article mentions the following:

Microwave-promoted novel and efficient one-step parallel synthesis of dibenzopyranones and heterocyclic analogs from bromo arylcarboxylates and o-hydroxyarylboronic acids via Suzuki-Miyaura cross coupling reaction is described. Spontaneous lactonization gave dibenzopyranones and heterocyclic analogs bearing electron-donating and -withdrawing groups on both aromatic rings in good to excellent yields. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Application In Synthesis of Methyl 2-bromo-4-fluorobenzoate).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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. 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.Application In Synthesis of Methyl 2-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ni-catalyzed regioselective 1,2-dialkylation of alkenes enabled by the formation of two C(sp³)-C(sp³) bonds was written by Dhungana, Roshan K.;Sapkota, Rishi R.;Wickham, Laura M.;Niroula, Doleshwar;Giri, Ramesh. And the article was included in Journal of the American Chemical Society in 2020.Related Products of 166821-88-1 This article mentions the following:

The authors disclosed a Ni-catalyzed vicinal difunctionalization of alkenes with benzyl halides and alkylzinc reagents, which produces products with two new alkyl-alkyl bonds. This alkene dialkylation is effective in combining secondary benzyl halides and secondary alkylzinc reagents with internal alkenes, which furnishes products with three contiguous all-carbon secondary stereocenters. The products can be readily elaborated to access complex tetraene, benzosuberene, and bicyclodecene cores. The reaction also features as the most efficient alkene difunctionalization process to date with catalyst loadings down to 500 ppm and the catalytic turnover number (TON) and turnover frequency (TOF) registering up to 2 x 10³ and 165 h^-1 at rt, resp. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Related Products of 166821-88-1).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) 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). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Related Products of 166821-88-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective Radical Construction of 5-Membered Cyclic Sulfonamides by Metalloradical C-H Amination was written by Hu, Yang;Lang, Kai;Li, Chaoqun;Gill, Joseph B.;Kim, Isaac;Lu, Hongjian;Fields, Kimberly B.;Marshall, McKenzie;Cheng, Qigan;Cui, Xin;Wojtas, Lukasz;Zhang, X. Peter. 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:

Both arylsulfonyl and alkylsulfonyl azides can be effectively activated by the cobalt(II) complexes of D₂-sym. chiral amidoporphyrins for enantioselective radical 1,5-C-H amination to stereoselectively construct 5-membered cyclic sulfonamides. In addition to C-H bonds with varied electronic properties, the Co(II)-based metallo radical system features chemoselective amination of allylic C-H bonds and is compatible with heteroaryl groups, producing functionalized 5-membered chiral cyclic sulfonamides in high yields with high enantioselectivities. The unique profile of reactivity and selectivity of the Co(II)-catalyzed C-H amination is attributed to its underlying stepwise radical mechanism, which is supported by several lines of exptl. evidence. 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. 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.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery and optimization of a novel, selective and brain penetrant M₁ positive allosteric modulator (PAM): The development of ML169, an MLPCN probe was written by Reid, Paul R.;Bridges, Thomas M.;Sheffler, Douglas J.;Cho, Hyekyung P.;Lewis, L. Michelle;Days, Emily;Daniels, J. Scott;Jones, Carrie K.;Niswender, Colleen M.;Weaver, C. David;Conn, P. Jeffrey;Lindsley, Craig W.;Wood, Michael R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Reference of 61150-57-0 This article mentions the following:

This Letter describes a chem. lead optimization campaign directed at VU0108370, a weak M₁ PAM hit with a novel chem. scaffold from a functional HTS screen within the MLPCN. An iterative parallel synthesis approach rapidly established SAR for this series and afforded VU0405652 (ML169) (I), a potent, selective and brain penetrant M₁ PAM with an in vitro profile comparable to the prototypical M₁ PAM, BQCA, but with an improved brain to plasma ratio. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Reference of 61150-57-0).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones with antiproliferative activity. Study of the effects on HL-60 leukemia cells was written by Leoni, Alberto;Locatelli, Alessandra;Morigi, Rita;Rambaldi, Mirella;Cappadone, Concettina;Farruggia, Giovanna;Iotti, Stefano;Merolle, Lucia;Zini, Maddalena;Stefanelli, Claudio. And the article was included in European Journal of Medicinal Chemistry in 2014.Electric Literature of C9H11BrO This article mentions the following:

The synthesis of new substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones is reported. The antiproliferative activity was evaluated according to protocols available at the National Cancer Institute (NCI), Bethesda, MD. The action of the most active compound I was further studied in HL-60 leukemia cells. It causes a block in cell cycle progression, with cell arrest in the G2/M phase, associated with activation of apoptosis accompanied with increased oxidative stress and deregulation of the homeostasis of divalent cations, with significant increase in the cellular concentrations of free Ca²⁺ and Mg²⁺. 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. 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of CAPE derivatives as dual EGFR and CSK inhibitors with anticancer activity in a murine model of hepatocellular carcinoma was written by Liu, Xiaoyu;Du, Qianqian;Tian, Caiping;Tang, Mei;Jiang, Yingjun;Wang, Yong;Cao, Yang;Wang, Zhe;Wang, Zhenwei;Yang, Jing;Li, Yan;Jiao, Xiaozhen;Xie, Ping. And the article was included in Bioorganic Chemistry in 2021.Name: 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

Caffeic acid phenethyl ester (CAPE), a bioactive component extracted from propolis of honeybee hives, can inhibit hepatocellular carcinoma (HCC). In order to explore more stable CAPE derivatives, 25 compounds were designed, synthesized, and pharmacol. assessed in vitro and in vivo as anti-tumor agents in HCC. Compounds 8d, 8f, 8l, 8j, and 8k showed favorable antiproliferative activity than other compounds including CAPE in the HCC cell lines. Based on the result of QTRP (Quant. Thiol Reactivity Profiling), epidermal growth factor receptor (EGFR) and C-terminal Src kinase (CSK) were supposed to the targets of 8f, which was confirmed by binding mode anal. Furthermore, compounds 8f, 8l, 8j, 8k, 8g, and 8h showed potent inhibitory effects against both CSK and EGFR than other derivatives in an ADP-Glo kinase assay. The representative compound, 8f, potently inhibited various tumor growth in murine model including murine hepatocellular carcinoma H22, meanwhile downregulating the EGFR/AKT pathway and enhancing T cell proliferation through inhibition of CSK. Metabolic stability in vitro suggested 8f and 8k were more stable in mouse plasma than CAPE and susceptible to metabolism in liver microsomes. The overall excellent profile of compound 8f makes it a potential candidate for further preclin. investigation. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Name: 1-(2-Bromoethyl)-4-methoxybenzene).

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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New Pyrano-4H-benzo[g]chromene-5,10-diones with Antiparasitic and Antioxidant Activities was written by Al Nasr, Ibrahim S.;Jentzsch, Jana;Shaikh, Amin;Singh Shuveksh, Priti;Koko, Waleed S.;Khan, Tariq A.;Ahmed, Khursheed;Schobert, Rainer;Ersfeld, Klaus;Biersack, Bernhard. And the article was included in Chemistry & Biodiversity in 2021.Synthetic Route of C8H6Br2O2 This article mentions the following:

New pyranonaphthoquinone derivatives were synthesized and investigated for their activity against Trypanosoma brucei, Leishmania major, and Toxoplasma gondii parasites. The pentafluorophenyl derivative was efficacious against T. brucei with single digit micromolar EC50 values and against T. gondii with even sub-micromolar values. The 3-chloro-4,5-dimethoxyphenyl derivative showed an activity against amastigotes of Leishmania major parasites comparable to that of amphotericin B. In addition, antioxidant activities were observed for the bromophenyl derivatives, and their redox behavior was studied by cyclovoltammetry. Anti-parasitic and antioxidative activities of the new naphthoquinone derivatives appear uncorrelated. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Synthetic Route of C8H6Br2O2).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Synthetic Route of C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Large π-Conjugated Quinacridone Derivatives: Syntheses, Characterizations, Emission, and Charge Transport Properties was written by Chen, Weiping;Tian, Kui;Song, Xiaoxian;Zhang, Zuolun;Ye, Kaiqi;Yu, Gui;Wang, Yue. And the article was included in Organic Letters in 2015.Product Details of 615-55-4 This article mentions the following:

Two 11-ring-fused quinacridone derivatives, TTQA (I) and DCNTTQA (II), have been synthesized by ferric chloride mediated cyclization and Knoevenagel reaction. Replacement of the carbonyl groups (in TTQA) with dicyanoethylene groups (in DCNTTQA) not only red-shifted the emission to the near-IR region but also led to a nonplanar skeleton that significantly improved the solubility of DCNTTQA. Moreover, dicyanoethylene groups rendered DCNTTQA low-lying HOMO and LUMO levels. DCNTTQA-based solution-processed field-effect transistors showed a hole mobility up to 0.217 cm² V^-1 s^-1. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Product Details of 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. 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.Product Details of 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of potent and selective CDK8 inhibitors through FBDD approach was written by Han, Xingchun;Jiang, Min;Zhou, Chengang;Zhou, Zheng;Xu, Zhiheng;Wang, Lisha;Mayweg, Alexander V.;Niu, Rui;Jin, Tai-Guang;Yang, Song. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Name: Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate This article mentions the following:

A fragment library screen was carried out to identify starting points for novel CDK8 inhibitors. Optimization of a fragment hit guided by co-crystal structures led to identification of a novel series of potent CDK8 inhibitors which are highly ligand efficient, kinase selective and cellular active. Compound I was progressed to a mouse pharmacokinetic study and showed good oral bioavailability. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3Name: Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate).

Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3) 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. 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.Name: Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Selective synthesis of (Z)-4-aryl-5-[1-(aryl)methylidene]-3-bromo-2(5H)-furanones was written by Bellina, Fabio;Anselmi, Chiara;Viel, Stephane;Mannina, Luisa;Rossi, Renzo. And the article was included in Tetrahedron in 2001.Electric Literature of C8H6Br2O2 This article mentions the following:

4-Aryl-3-bromo-2(5H)-furanones have been selectively synthesized in satisfactory yields by treatment of easily available 3,4-dibromo-2(5H)-furanone either with arylboronic acids in the presence of Ag₂O and a catalytic amount of PdCl₂(MeCN)₂ or with aryl(trialkyl)stannanes in the presence of a catalyst precursor consisting of AsPh₃ and a Pd(II) or a Pd(0) compound These monobromo derivatives have been then used as precursors to a variety of (Z)-4-aryl-5-[1-(aryl)methylidene]-3-bromo-2(5H)-furanones (I) including the compound with the structure corresponding to that reported for naturally occurring rubrolide N. The structure and stereochem. of these synthetic compounds have been unambiguously established by NMR techniques. The cytotoxic activity of some of the compounds was evaluated. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Electric Literature of C8H6Br2O2).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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 C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary