Category: bromides-buliding-blocks

In 2013,Xia, Guangxin; You, Xiaodi; Liu, Lin; Liu, Haiyan; Wang, Jianfa; Shi, Yufang; Li, Ping; Xiong, Bing; Liu, Xuejun; Shen, Jingkang published 《Design, synthesis and SAR of piperidyl-oxadiazoles as 11β-hydroxysteroid dehydrogenase 1 inhibitors》.European Journal of Medicinal Chemistry published the findings.Related Products of 76006-33-2 The information in the text is summarized as follows:

The potential roles of 11β-HSD1 inhibitors in metabolic syndrome, T2D and obesity were well established and currently several classes of 11β-HSD1 inhibitors have been developed as promising agents against metabolic diseases. To find potent compounds with good pharmacokinetics, the authors used the bioisosterism approach, and designed the compounds I (R = Ph, cyclohexyl) bearing a 1,2,4-oxadiazole ring to replace the amide group in compound II. Guided by docking study, they then transformed compound I (R = phenyl) into a potent lead compound III by changing the sulfonamide group to an amide. To elaborate this series of piperidyl-oxadiazole derivatives as human 11β-HSD1 inhibitors, they explored the structure-activity relationship of several parts of the lead compound Based on their potency toward human 11β-HSD1 two compounds IV (R1 = 2-Me-3-Br-C6H3, cyclohexyl) were advanced to pharmacokinetic study. It was found that compounds IV are potent and selective human 11β-HSD1 inhibitors with better pharmacokinetic properties than those of the original piperidine-3-carboxamide compound II, and suitable for further in vivo preclin. study in primate model. The experimental process involved the reaction of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Related Products of 76006-33-2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Related Products of 76006-33-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2009,Gao, Shuanhu; Wang, Qiaoling; Chen, Chuo published 《Synthesis and Structure Revision of Nakiterpiosin》.Journal of the American Chemical Society published the findings.Related Products of 76006-33-2 The information in the text is summarized as follows:

This manuscript describes a convergent synthesis and the revision of the relative stereochem. of nakiterpiosin (I), a marine C-nor-D-homosteroid. Our synthesis features a late-stage carbonylative Stille cross-coupling reaction and a photo-Nazarov cyclization reaction that deliver the complete nakiterpiosin skeleton efficiently. In the part of experimental materials, we found many familiar compounds, such as 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Related Products of 76006-33-2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) 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. In contrast, terrestrial plants account only for a few bromine-containing compounds.Related Products of 76006-33-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Huihui; Wang, Min; Wu, Xinxin; Zhu, Chen published an article on February 15 ,2021. The article was titled 《Heterocyclization reagents for rapid assembly of N-fused heteroaromatic compounds from alkenes》, and you may find the article in Angewandte Chemie, International Edition.Formula: C4H6BrFO2 The information in the text is summarized as follows:

N-Fused heterocycles are of particular use and upmost importance in multiple fields. Herein, we disclose a conceptually new approach for the rapid assembly of N-fused heteroaromatic compounds from alkenes. A portfolio of strategically designed heterocyclization reagents are readily prepared for the cascade reaction. A plethora of N-fused heteroaromatic compounds including seven types of heterocyclic core are furnished. The protocol features a broad functional-group compatibility and high product diversity, and provides a practical tool for late-stage heteroaryl compound elaboration. After reading the article, we found that the author used Ethylbromofluoroacetate(cas: 401-55-8Formula: C4H6BrFO2)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Formula: C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Kaolin-assisted Aromatic Chlorination and Bromination》 were Hirano, Masao; Monobe, Hiroyuki; Yakabe, Shigetaka; Morimoto, Takashi. And the article was published in Journal of Chemical Research, Synopses in 1998. HPLC of Formula: 30752-31-9 The author mentioned the following in the article:

Moist kaolin catalyzes the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl, But, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, resp.) with NaClO2 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, resp., under mild and neutral conditions. After reading the article, we found that the author used 1-Bromo-4-(cyclohexyloxy)benzene(cas: 30752-31-9HPLC of Formula: 30752-31-9)

1-Bromo-4-(cyclohexyloxy)benzene(cas: 30752-31-9) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.HPLC of Formula: 30752-31-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Automated grindstone chemistry: a simple and facile way for PEG-assisted stoichiometry-controlled halogenation of phenols and anilines using N-halosuccinimides》 were Das, Dharmendra; Bhosle, Akhil A.; Chatterjee, Amrita; Banerjee, Mainak. And the article was published in Beilstein Journal of Organic Chemistry in 2022. Computed Properties of C6H5BrO2 The author mentioned the following in the article:

A simple elec. mortar-pestle was used for the development of a green and facile mechanochem. route for the catalyst-free halogenation of phenols and anilines via liquid-assisted grinding using PEG-400 as the grinding auxiliary. A series of mono-, di-, and tri-halogenated phenols and anilines was synthesized in good to excellent yields within 10-15 min in a chemoselective manner by controlling the stoichiometry of N-halosuccinimides (NXS, X = Br, I, and Cl). It was observed that PEG-400 plays a key role in controlling the reactivity of the substrates and to afford better regioselectivity. Almost exclusive para-selectivity was observed for the aromatic substrates with free o- and p-positions for mono- and dihalogenations. As known, the decarboxylation (or desulfonation) was observed in the case of salicylic acids and anthranilic acids (or sulfanilic acids) leading to 2,4,6-trihalogenated products when 3 equiv of NXS was used. Simple instrumentation, metal-free approach, cost-effectiveness, atom economy, short reaction time, and mild reaction conditions are a few noticeable merits of this environmentally sustainable mechanochem. protocol. In the part of experimental materials, we found many familiar compounds, such as 2-Bromobenzene-1,4-diol(cas: 583-69-7Computed Properties of C6H5BrO2)

2-Bromobenzene-1,4-diol(cas: 583-69-7) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Computed Properties of C6H5BrO2 Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Son, Jung-Ho; Phuan, Puay-Wah; Zhu, Jie S.; Lipman, Elena; Cheung, Amy; Tsui, Ka Yi; Tantillo, Dean J.; Verkman, Alan S.; Haggie, Peter M.; Kurth, Mark J. published an article in European Journal of Medicinal Chemistry. The title of the article was 《1-Benzylspiro[piperidine-4,1′-pyrido[3,4-b]indole] ‘co-potentiators’ for minimal function CFTR mutants》.Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene The author mentioned the following in the article:

A spiro [piperidine-4,1-pyrido [3,4-b]indoles] I (R1 = 6-OMe, 6-Br, 6-Cl, 7-OMe; R2 = benzyl, furan-2-ylmethyl, pyridin-2-ylmethyl, etc.) class of co-potentiators that function in synergy with existing CFTR potentiators such as VX-770 or GLGP1837 to restore channel activity of a defined subset of minimal function cystic fibrosis transmembrane conductance regulator (CFTR) mutants has been described. Here, structure-activity studies were conducted to improve their potency over the previously identified compound, I (R1 = 6-OMe; R2 = benzyl) 20 (originally termed CP-A01). Targeted synthesis of 37 spiro [piperidine-4,1-pyrido [3,4-b]indoles] I was generally accomplished using versatile two or three step reaction protocols with each step having high efficiency. Structure-activity relationship studies established that analog I [R1 = 6-OMe; R2 = (2,4,5-trifluorophenyl)methyl], with 6′-methoxyindole and 2,4,5-trifluorobenzyl substituents, had the greatest potency for activation of N1303K-CFTR, with EC50 ∼600 nM representing an ∼17-fold improvement over the original compound identified in a small mol. screen.4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene) was used in this study.

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) 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. Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Carlson, Brenden; Kaminsky, Werner; Tong, Linyue; Phelan, Gregory D. published their research in Journal of Chemical Crystallography on December 31 ,2015. The article was titled 《Structure and Phase Transition of 4,7-Bis-(4′-cyano-biphenyl-4-yl)-[1,10]phenanthroline》.Reference of 4,7-Bis(4-bromophenyl)-1,10-phenanthroline The article contains the following contents:

4,7-Bis-(4′-cyano-biphenyl-4-yl)-[1,10]phenanthroline (cnbiphphen) is synthesized from a palladium mediated coupling between 4-cyanobenzene boronic acid and 4,7-bis(4-bromophenyl)-[1,10]phenanthroline. The single crystal X-ray structure was measured at both 298(2) K and 90(2) K. The asym. unit of the title compound in the low-temperature phase, C38H22N4·HCCl3, is comprised of one cnbiphphen mol. and one chloroform solvent mol. Addnl. symmetry relates one-half of the title compound to the other at room temperature During cooling the structure experiences a reversible phase transition from A 2/a (different setting of C 2/c, with a and c exchanged to match lattice parameters of both phases) to P 21/c. The crystal packing of the title compound consists primarily of electronic charge interactions between the cyano moieties. The chloroform solvent mol-ecule is situated in a cavity between two phenanthroline systems and is associated to two nitrogen atoms of cnbiphphen mols. through Cl3C-H···Nphen van der Waals interaction.4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9Reference of 4,7-Bis(4-bromophenyl)-1,10-phenanthroline) was used in this study.

4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Reference of 4,7-Bis(4-bromophenyl)-1,10-phenanthroline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Formula: C6H2BrF2NO2On September 15, 2020 ,《Discovery of carboxyl-containing biaryl ureas as potent RORγt inverse agonists》 was published in European Journal of Medicinal Chemistry. The article was written by Sun, Nannan; Huang, Yafei; Yu, Mingcheng; Zhao, Yunpeng; Chen, Ji-An; Zhu, Chenyu; Song, Meiqi; Guo, Huimin; Xie, Qiong; Wang, Yonghui. The article contains the following contents:

GSK805 (1) is a potent RORγt inverse agonist, but a drawback of 1 is its low solubility, leading to a limited absorption in high doses. We have explored detailed structure-activity relationship on the amide linker, biaryl and arylsulfonyl moieties of 1 trying to improve solubility while maintaining RORγt activity. As a result, a novel series of carboxyl-containing biaryl urea derivatives was discovered as potent RORγt inverse agonists with improved drug-like properties. Compound 3i(I) showed potent RORγt inhibitory activity and subtype selectivity with an IC50 of 63.8 nM in RORγ FRET assay and 85 nM in cell-based RORγ-GAL4 promotor reporter assay. Reasonable inhibitory activity of 3i was also achieved in mouse Th17 cell differentiation assay (76% inhibition at 0.3 μM). Moreover, 3i had greatly improved aqueous solubility at pH 7.4 compared to 1, exhibited decent mouse PK profile and demonstrated some in vivo efficacy in an imiquimod-induced psoriasis mice model. In addition to this study using 2-Bromo-1,3-difluoro-5-nitrobenzene, there are many other studies that have used 2-Bromo-1,3-difluoro-5-nitrobenzene(cas: 886762-62-5Formula: C6H2BrF2NO2) was used in this study.

2-Bromo-1,3-difluoro-5-nitrobenzene(cas: 886762-62-5) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties. Formula: C6H2BrF2NO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Guofeng; Wu, Yi; Wu, Hai-Hong; Yang, Junfeng; Zhang, Junliang published their research in Journal of the American Chemical Society in 2021. The article was titled 《Pd/GF-Phos-Catalyzed Asymmetric Three-component Coupling Reaction to Access Chiral Diarylmethyl Alkynes》.Computed Properties of C9H11Br The article contains the following contents:

Herein, a Pd-catalyzed enantioselective three-component coupling of N-tosylhydrazone, aryl halide and terminal alkyne under mild conditions utilizing a novel chiral sulfinamide phosphine ligand (GF-Phos), which provided a facile access to chiral diarylmethyl alkynes, the useful synthons in organic synthesis as well as exists as skeleton in many bioactive mols. was reported. A pair of enantiomers of the product could be easily prepared using the same chiral ligand by simply changing the aryl substituents of the N-tosylhydrazone, aryl halide. The salient features of this reaction included the readily available starting materials, general substrate scope, high enantioselectivity, ease of scale up, mild reaction conditions and versatile transformations. After reading the article, we found that the author used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Computed Properties of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Computed Properties of C9H11Br In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Vang, Zoua Pa; Reyes, Albert; Sonstrom, Reilly E.; Holdren, Martin S.; Sloane, Samantha E.; Alansari, Isabella Y.; Neill, Justin L.; Pate, Brooks H.; Clark, Joseph R. published their research in Journal of the American Chemical Society in 2021. The article was titled 《Copper-Catalyzed Transfer Hydrodeuteration of Aryl Alkenes with Quantitative Isotopomer Purity Analysis by Molecular Rotational Resonance Spectroscopy》.Name: Ethyltriphenylphosphonium bromide The article contains the following contents:

A copper-catalyzed alkene transfer hydrodeuteration reaction that selectively incorporates one hydrogen and one deuterium atom across an aryl alkene was described. The transfer hydrodeuteration protocol was selective across a variety of internal and terminal alkenes and was also demonstrated on an alkene-containing complex natural product analog. Beyond using 1H, 2H, and 13C NMR anal. to measure reaction selectivity, six transfer hydrodeuteration products were analyzed by mol. rotational resonance (MRR) spectroscopy. The application of MRR spectroscopy to the anal. of isotopic impurities in deuteration chem. was further explored through a measurement methodol. that was compatible with high-throughput sample anal. In the first step, the MRR spectroscopy signatures of all isotopic variants accessible in the reaction chem. were analyzed using a broadband chirped-pulse Fourier transform microwave spectrometer. With the signatures in hand, measurement scripts were created to quant. analyze the sample composition using a com. cavity enhanced MRR spectrometer. The sample consumption was below 10 mg with anal. times on the order of 10 min using this instrument-both representing order-of-magnitude reduction compared to broadband MRR spectroscopy. To date, these measurements represent the most precise spectroscopic determination of selectivity in a transfer hydrodeuteration reaction and confirm that product regioselectivity ratios of >140:1 were achievable under this mild protocol. In the part of experimental materials, we found many familiar compounds, such as Ethyltriphenylphosphonium bromide(cas: 1530-32-1Name: Ethyltriphenylphosphonium bromide)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. It is also used as catalysts in the synthesis of certain organic compounds and as a pharmaceutical intermediate.Name: Ethyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary