Bromides-buliding-blocks

Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp³)-H bond functionalization was written by Mori, Keiji;Umehara, Nobuaki;Akiyama, Takahiko. And the article was included in Chemical Science in 2018.Name: 2-Bromo-4-fluorobenzylbromide This article mentions the following:

Bronsted acid-catalyzed double C(sp³)-H bond functionalization of alkyl phenethyl ether derivatives was described. In this process, a [1,5]-[1,5]-hydride shift occurred successively to afford tricyclic fused pyran derivatives in excellent chem. yields with excellent diastereoselectivities (up to >20 : 1). The key to achieve this reaction was the introduction of two Me groups at the benzylic position, which was effective in both hydride shift processes: (1) the Thorpe-Ingold effect for the first hydride shift and (2) conformational control in the second hydride shift. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Name: 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of α-1-C-4′-arylbutyl-L-arabinoiminofuranoses, a new class of α-glucosidase inhibitors was written by Natori, Yoshihiro;Sakuma, Toshihiro;Yoshimura, Yuichi;Kinami, Kyoko;Hirokami, Yuki;Sato, Kasumi;Adachi, Isao;Kato, Atsushi;Takahata, Hiroki. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Recommanded Product: 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

A series of α-1-C-4′-arylbutyl-L-arabinoiminofuranoses, e.g. I, with functional groups attached to the Ph ring, which are potential α-glycosidase inhibitors, was designed and synthesized by using a Negishi cross-coupling reaction as the key reaction. Arylbutyl derivatives, e.g. I, showed potent inhibitory activities against intestinal maltase. Among them, difluorophenylbutyl derivative I showed good inhibition activities against intestinal isomaltase and sucrase as compared to com. drugs. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Recommanded Product: 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Recommanded Product: 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Oxidation for unsymmetrical bromo-1,10-phenanthrolines and subsequent hydroxylation, decarbonylation and chlorination reactions was written by Peng, Yu-Xin;Hu, Bin;Huang, Wei. And the article was included in Tetrahedron in 2018.Synthetic Route of C12H7BrN2 This article mentions the following:

Systematic investigation on the oxidation of unsym. bromo-phens is presented, where the reaction temperature is found to be the key parameter to generate oxidation or oxidation-bromination products. The regioselective C3-brominated compounds are produced in moderate yields in the cases of 2-bromo-phen and 4-bromo-phen. Subsequent hydroxylation and decarbonylation for bromo-phds are also studied, where a series of bromo-diazafluorenones and phen-triones have been isolated. Furthermore, various chlorination products have been obtained by treating bromo-phds or bromo-phts with excess POCl₃. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Synthetic Route of C12H7BrN2).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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 C12H7BrN2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of aminopiperidine-based Smac mimetics as IAP antagonists was written by Hennessy, Edward J.;Saeh, Jamal C.;Sha, Li;MacIntyre, Terry;Wang, Haiyun;Larsen, Nicholas A.;Aquila, Brian M.;Ferguson, Andrew D.;Laing, Naomi M.;Omer, Charles A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Electric Literature of C9H11BrO This article mentions the following:

A series of structurally unique Smac mimetics that act as antagonists of inhibitor of apoptosis proteins (IAPs) has been discovered. While most previously described Smac mimetics contain the proline ring (or a similar cyclic motif) found in Smac, a key feature of the compounds described herein is that this ring has been removed. Despite this, compounds in this series potently bind to cIAP1 and elicit the expected phenotype of cIAP1 inhibition in cancer cells. Marked selectivity for cIAP1 over XIAP is observed for these compounds, which is attributed to a slight difference in the binding groove between the two proteins and the resulting steric interactions with the inhibitors. XIAP binding can be improved by constraining the inhibitor so that these unfavorable steric interactions are minimized. 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. 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.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structural Optimizations of Thieno[3,2-b]pyrrole Derivatives for the Development of Metabolically Stable Inhibitors of Chikungunya Virus was written by Ching, Kuan-Chieh;Tran, Thi Ngoc Quy;Amrun, Siti Naqiah;Kam, Yiu-Wing;Ng, Lisa F. P.;Chai, Christina L. L.. And the article was included in Journal of Medicinal Chemistry in 2017.Synthetic Route of C5H3BrOS This article mentions the following:

Chikungunya virus (CHIKV) is a re-emerging vector-borne alphavirus, and there is no approved effective antiviral treatment currently available for CHIKV. We previously reported the discovery of thieno[3,2-b]pyrrole 1b that displayed good antiviral activity against CHIKV infection in vitro. However, it has a short half-life in the presence of human liver microsomes (HLMs) (T_1/2 = 2.91 min). Herein, we report further optimization studies in which potential metabolically labile sites on compound 1b were removed or modified, resulting in the identification of thieno[3,2-b]pyrrole 20 and pyrrolo[2,3-d]thiazole 23c possessing up to 17-fold increase in metabolic half-lives in HLMs and good in vivo pharmacokinetic properties. Compound 20 not only attenuated viral RNA production and displayed broad-spectrum antiviral activity against other alphaviruses and CHIKV isolates but also exhibited limited cytotoxic liability (CC₅₀ > 100 μM). These studies have identified two compounds that have the potential for further development as antiviral drugs against CHIKV infection. In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2Synthetic Route of C5H3BrOS).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C5H3BrOS

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, Synthesis, and Structure-Activity Relationship of a Novel Series of GluN2C-Selective Potentiators was written by Zimmerman, Sommer S.;Khatri, Alpa;Garnier-Amblard, Ethel C.;Mullasseril, Praseeda;Kurtkaya, Natalie L.;Gyoneva, Stefka;Hansen, Kasper B.;Traynelis, Stephen F.;Liotta, Dennis C.. And the article was included in Journal of Medicinal Chemistry in 2014.Synthetic Route of C8H6BrFO2 This article mentions the following:

NMDA receptors are tetrameric complexes composed of GluN1 and GluN2A-D subunits that mediate a slow Ca²⁺-permeable component of excitatory synaptic transmission. NMDA receptors have been implicated in a wide range of neurol. diseases and thus represent an important therapeutic target. We herein describe a novel series of pyrrolidinones, e.g., I, that selectively potentiate only NMDA receptors that contain the GluN2C subunit. The most active analogs tested were over 100-fold selective for recombinant GluN2C-containing receptors over GluN2A/B/D-containing NMDA receptors as well as AMPA and kainate receptors. This series represents the first class of allosteric potentiators that are selective for diheteromeric GluN2C-containing NMDA receptors. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Synthetic Route of C8H6BrFO2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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 C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of potent, non-carbonyl inhibitors of fatty acid amide hydrolase (FAAH) was written by Gowlugari, Sumithra;DeFalco, Jeff;Nguyen, Margaret T.;Kaub, Carl;Chi, Candace;Duncton, Matthew A. J.;Emerling, Daniel E.;Kelly, Michael G.;Kincaid, John;Vincent, Fabien. And the article was included in MedChemComm in 2012.Electric Literature of C9H11BrO This article mentions the following:

Fatty acid amide hydrolase (FAAH) inhibition is a promising target for the treatment of pain, anxiety and depression. The vast majority of FAAH inhibitors contain an electrophilic moiety and are known to react covalently with the enzyme. Herein we present the discovery of potent inhibitors, such as RN-450 29, which are based upon a novel tetrahydropyridopyridine scaffold lacking an obvious electrophilic site, and which appear to inhibit FAAH in a reversible and non-covalent manner. 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. 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). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Copper-Catalyzed Trifluoromethylation of Alkyl Bromides was written by Kornfilt, David J. P.;MacMillan, David W. C.. And the article was included in Journal of the American Chemical Society in 2019.Name: 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

Copper oxidative addition into organohalides is a challenging two-electron process. In contrast, formal oxidative addition of copper to C_sp² carbon-bromine bonds can be accomplished by employing latent silyl radicals under photoredox conditions. This novel paradigm for copper oxidative addition has now been applied to a Cu-catalyzed cross-coupling of C_sp³-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Name: 2-(Bromomethyl)-1,3-dimethylbenzene).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Name: 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A General Catalyst for Site-Selective C(sp³)-H Bond Amination of Activated Secondary over Tertiary Alkyl C(sp³)-H Bonds was written by Scamp, Ryan J.;Jirak, James G.;Dolan, Nicholas S.;Guzei, Ilia A.;Schomaker, Jennifer M.. And the article was included in Organic Letters in 2016.Recommanded Product: 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

The discovery of transition metal complexes capable of promoting general, catalyst-controlled and selective carbon-hydrogen (C-H) bond amination of activated secondary C-H bonds over tertiary alkyl C(sp³)-H bonds is challenging, as substrate control often dominates when reactive nitrene intermediates are involved. In this letter, we report the design of a new silver complex, [(Py₅Me₂)AgOTf]₂, that displays general and good-to-excellent selectivity for nitrene insertion into propargylic, benzylic, and allylic C-H bonds over tertiary alkyl C(sp³)-H bonds. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Recommanded Product: 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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). 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.Recommanded Product: 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Peptidomimetic inhibitors of renin incorporating topographically modified isosteres spanning the P₁(→P₃)-P₁ sites was written by Plummer, Mark;Hamby, James M.;Hingorani, Gary;Batley, Brian L.;Rapundalo, Stephen T.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 1993.COA of Formula: C23H26BrP This article mentions the following:

Cleardihydroxyethylene isostere-modified dipeptides I (R = Ph, Δ form; R = Ph, 1-naphthyl, cyclohexane form) and II (R¹ = Cl, H, R² = isobutyl; R¹ = H,. R² = Ph) incorporating topog. modified P₁(→P₃) side chains were prepared and investigated as structurally novel renin inhibitors. The binding affinities of peptides containing the above dihydroxyethylene isosteres exhibited near nanomolar affinities. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9COA of Formula: C23H26BrP).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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. 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.COA of Formula: C23H26BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary