Tag: 100-200

In 2017,Li, Zheng; Liu, Chunxia; Xu, Xue; Qiu, Qianqian; Su, Xin; Dai, Yuxuan; Yang, Jianyong; Li, Huilan; Shi, Wei; Liao, Chen; Pan, Miaobo; Huang, Wenlong; Qian, Hai published 《Discovery of phenylsulfonyl acetic acid derivatives with improved efficacy and safety as potent free fatty acid receptor 1 agonists for the treatment of type 2 diabetes》.European Journal of Medicinal Chemistry published the findings.Name: 1-Bromo-2-isopropylbenzene The information in the text is summarized as follows:

The free fatty acid receptor 1 (FFA1) has emerged as an attractive anti-diabetic target that mediates glucose-stimulated insulin secretion. Several FFA1 agonists have been reported, but many of them possessed somewhat high lipophilicity and/or mol. weight Herein, the authors describe the identification of sulfone-carboxylic acid moiety with the multiple advantages of reducing lipophilicity, cytotoxicity and β-oxidation associated with compound 2 (I). Further structure-activity relationship study based on the privileged scaffolds led to the discovery of 2-{(4-[(2′-chloro-[1,1′-biphenyl]-3-yl)methoxy]phenyl)sulfonyl}acetic acid (compound 20), which showed a better balance than compound 2 in terms of physicochem. properties, cytotoxicity profiles and pharmacokinetic properties. Subsequent in vivo studies demonstrated that compound 20 robustly improves the glucose tolerance both in normal and type 2 diabetic models without the risk of hypoglycemia. Compared to the high risk of TAK-875 induced liver toxicity, there was no significant adverse effects such as hepatic and renal toxicity were observed in the chronic toxicity studies of compound 20 even at the higher dose. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Name: 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Name: 1-Bromo-2-isopropylbenzene The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Edwards, Jacob T.; Merchant, Rohan R.; McClymont, Kyle S.; Knouse, Kyle W.; Qin, Tian; Malins, Lara R.; Vokits, Benjamin; Shaw, Scott A.; Bao, Deng-Hui; Wei, Fu-Liang; Zhou, Ting; Eastgate, Martin D.; Baran, Phil S. published 《Decarboxylative alkenylation》.Nature (London, United Kingdom) published the findings.Recommanded Product: Methyl 3-bromopropanoate The information in the text is summarized as follows:

Olefin chem., through pericyclic reactions, polymerizations, oxidations, or reductions, has an essential role in the manipulation of organic matter. Despite its importance, olefin synthesis still relies largely on chem. introduced more than three decades ago, with metathesis being the most recent addition Here we describe a simple method of accessing olefins with any substitution pattern or geometry from one of the most ubiquitous and variegated building blocks of chem.: alkyl carboxylic acids. The activating principles used in amide-bond synthesis can therefore be used, with nickel- or iron-based catalysis, to extract carbon dioxide from a carboxylic acid and economically replace it with an organozinc-derived olefin on a molar scale. We prepare more than 60 olefins across a range of substrate classes, and the ability to simplify retrosynthetic anal. is exemplified with the preparation of 16 different natural products across 10 different families. The results came from multiple reactions, including the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Recommanded Product: Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Recommanded Product: Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Gao, Dong; Zeng, Juan; Wang, Xiaodong; Liu, Yu; Li, Wang; Hu, Yunlong; Gao, Ningning; Diao, Yuwen; Wang, Zhulin; Jiang, Wenqi; Chen, Jinhua; Jin, Guangyi published 《Conjugation of weak ligands with weak antigens to activate TLR-7: A step toward better vaccine adjuvants》.European Journal of Medicinal Chemistry published the findings.Computed Properties of C4H7BrO2 The information in the text is summarized as follows:

To study the structure-activity relationship (SAR) of Toll-like receptor 7 (TLR-7) agonists based on 8-oxoadenines, a novel subset of C9-substituted 8-hydroxy-2-(2-methoxyethoxy)-adenines and their antigen conjugates were synthesized. In vitro, the ability of cytokines (IL-12p70 and IFN-γ) induction of ligands with alkyl acid at C9-position were very weak compared with benzoic acid counter parts. Unexpectedly, its antigen conjugates that conjugated with proteins or peptides with weak immunogenicity, showed enhanced activity of cytokines induction. After administered systemically in mice in vivo, all conjugates induced prolonged increase in pro-inflammatory cytokines and antigen-specific IgG levels in serum compared with free compounds Results from mol. dynamics (MD) simulations further confirmed the conclusion and provided the details of interaction to explain the phenomenon of experiment In conclusion, we discovered that TLR-7 could be activated via some conjugates of weak ligand and weak antigen, which could be safer adjuvant candidates for vaccines in the future. The experimental process involved the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Computed Properties of C4H7BrO2)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.Computed Properties of C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Knorr, Rudolf; Lattke, Ernst; Ruhdorfer, Jakob; von Roman, Ulrich; Firl, Joachim; Boehrer, Petra published 《What can 13C and 1H NMR lithiation shifts tell us about the charge distribution in α-arylvinyllithium compounds?》.Journal of Organometallic Chemistry published the findings.Application of 7073-94-1 The information in the text is summarized as follows:

The energetically stabilizing delocalization of neg. elec. charge from the Li-C(α) bond into the aryl π system of α-arylvinyllithiums, Ar-C(Li)=CH2, is most efficient with an orthogonal relationship of the aryl ring plane and the C=C double-bond plane. This aryl conformation remains favored with at least one ortho-substituent in the α-aryl group. The lithiation NMR shifts, Δδ = δ(R-Li) – δ(R-H), of the remote, para-positioned 13C and 1H nuclei appear to be dominated by the delocalized π charge (quasi-benzyllithium), as judged through comparison of the C-para/para-H lithiation shift quotients with that of benzyllithium. The magnitudes |Δδ(C-para)| observed with two α-(2-alkylphenyl)vinyllithiums are highest for the trisolvated monomers in THF and decrease with decreasing solvation and increasing aggregation. In 3-lithio-1,1-dimethylindene, on the other hand, the α-aryl group is conformationally fixed in a coplanar relationship with the C=C double bond; this prevents a direct π charge delocalization from the Li-C(α) bond into the adjacent aryl ring with the expected result of Δδ(C-para) ≈ 0 in the absence of electron donor ligands. However, the disolvated dimer of this conformationally flattened α-arylvinyllithium exhibited a Δδ(C-para) value whose magnitude was reduced by only 51% from that of the disolvated dimer of the above α-(2-methylphenyl)vinyllithium with its orthogonal orientation. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application of 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Application of 7073-94-1 Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Xia; Hu, Nvdan; Kong, Wenlong; Song, Baoan; Li, Shengkun published an article on January 5 ,2022. The article was titled 《Facile and divergent optimization of chromazonarol enabled the identification of simplified drimane meroterpenoids as novel pharmaceutical leads》, and you may find the article in European Journal of Medicinal Chemistry.Quality Control of 2-Bromobenzene-1,4-diol The information in the text is summarized as follows:

The diversity of drimane hydroquinones was significantly expanded by the facile construction of (+)-chromazonarol relevant natural products, isomers, and analogs for the discovery of new pharmaceutical leads. The structure-activity relationship of (+)-chromazonarol relevant (non)-natural products was delineated via the synergistic interaction of the programmable synthesis and bioactivity-guided screening. The first divergent derivatization of (+)-chromazonarol demonstrated that the phenolic hydroxyl group is one inviolable requirement for antifungal effect. Pinpoint modification of (+)-yahazunol manifested the position of hydroxyl group was crucial for both antifungal and antitumor activities. (+)-Albaconol, (+)-neoalbaconol, and two (+)-yahazunol isomers proved to be the novel pharmaceutical leads. The probable macromol. targets were estimated to deliver new information about the biol. potentials resident in (+)-yahazunol relevant products. This work also featured the first synthesis of (+)-albaconol and (+)-neoalbaconol, the first biol. exploration of (+)-dictyvaric acid and improved preparation of (+)-8-epi-puupehedione and a promising pelorol analog. The results came from multiple reactions, including the reaction of 2-Bromobenzene-1,4-diol(cas: 583-69-7Quality Control of 2-Bromobenzene-1,4-diol)

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. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Quality Control of 2-Bromobenzene-1,4-diol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Angewandte Chemie, International Edition included an article by Wu, Shuo; Wu, Xinxin; Wang, Dongping; Zhu, Chen. Computed Properties of C4H6BrFO2. The article was titled 《Regioselective Vinylation of Remote Unactivated C(sp3)-H Bonds: Access to Complex Fluoroalkylated Alkenes》. The information in the text is summarized as follows:

Regioselective incorporation of a particular functional group into aliphatic sites by direct activation of unreactive C-H bonds is of great synthetic value. Despite advances in radical-mediated functionalization of C(sp3)-H bonds by a hydrogen-atom transfer process, the site-selective vinylation of remote C(sp3)-H bonds still remains underexplored. Reported herein is a new protocol for the regioselective vinylation of unactivated C(sp3)-H bonds. The remote C(sp3)-H activation is promoted by a C-centered radical instead of the commonly used N and O radicals. The reaction possesses high product diversity and synthetic efficiency, furnishing a plethora of synthetically valuable E alkenes bearing tri-/di-/mono-fluoromethyl and perfluoroalkyl groups. The experimental process involved the reaction of Ethylbromofluoroacetate(cas: 401-55-8Computed Properties of 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.Computed Properties of C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of 1-(Bromomethyl)-1-methylcyclobutaneOn June 12, 2019, Wang, Chenyu; Zolotarskaya, Olga; Ashraf, Kayesh M.; Wen, Xuejun; Ohman, Dennis E.; Wynne, Kenneth J. published an article in ACS Applied Materials & Interfaces. The article was 《Surface Characterization, Antimicrobial Effectiveness, and Human Cell Response for a Biomedical Grade Polyurethane Blended with a Mixed Soft Block PTMO-Quat/PEG Copolyoxetane Polyurethane》. The article mentions the following:

Infection is a serious medical complication associated with health care environments. Despite advances, the 5-10% incidence of infections for hospital patients is well documented. Sources of pathogenic organisms include medical devices such as catheters and endotracheal tubes. Offering guidance for curbing the spread of such infections, a model antimicrobial coating is described herein that kills bacteria on contact but is compatible with human cells. To achieve these characteristics, a novel blend of a conventional biomedical grade polyurethane (Tecoflex) with mixed soft block polyurethane is described. The functional polyurethane (UP-C12-50-T) has a copolyoxetane soft block P-C12-50 with quaternary ammonium (C12) and PEG-like side chains and a conventional poly(tetramethylene oxide) (PTMO, T) soft block. DSC and DMA data point to limited miscibility of UP-C12-50-T with Tecoflex. The blend of Tecoflex with 10 wt % UP-C12-50-T designated UP-C12-50-T-10 radically changed surface properties. Evidence for surface concentration of the P-C12-50 soft block was obtained by at. force microscopy (AFM), dynamic contact angles (DCAs), zeta potentials (ζ), and XPS. The antimicrobial effectiveness of the blend coatings was established by the ASTM E2149 “”shake flask”” test for challenges of E. coli and a methicillin resistant strain of S. epidermidis. Cytocompatibility was demonstrated with an in vitro test designed for direct contact (ISO 10993-5). Growth of human mesenchymal stem cells (MSCs) beside and under UP-C12-50-T-10 indicated remarkable biocompatibility for a composition that is also strongly antimicrobial. Overall, the results point to a model coating with a level of P-C12-50 that combines high antimicrobial effectiveness and low toxicity to human cells. In the part of experimental materials, we found many familiar compounds, such as 1-(Bromomethyl)-1-methylcyclobutane(cas: 98775-14-5Safety of 1-(Bromomethyl)-1-methylcyclobutane)

1-(Bromomethyl)-1-methylcyclobutane(cas: 98775-14-5) is a mumber of cyclobutanes. In contrast to cyclopropane, cyclobutane is not planar but “puckered”. Puckering, which occurs when hydrogen atoms are twisted away from each other, reduces hydrogen–hydrogen eclipsing interactions. This twisting does not produce a fully staggered arrangement of hydrogen atoms because the decrease in torsional strain energy is balanced by some increase in the bond angle strain.Safety of 1-(Bromomethyl)-1-methylcyclobutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

COA of Formula: C4H6BrFO2On October 21, 2020 ,《Cobalt-Catalyzed α-Arylation of Substituted α-Bromo α-Fluoro β-Lactams with Diaryl Zinc Reagents: Generalization to Functionalized Bromo Derivatives》 was published in Chemistry – A European Journal. The article was written by Lorion, Melanie M.; Koch, Vanessa; Nieger, Martin; Chen, Hi-Yung; Lei, Aiwen; Braese, Stefan; Cossy, Janine. The article contains the following contents:

A cobalt-catalyzed cross-coupling of α-bromo α-fluoro β-lactams with diarylzinc or diallylzinc reagents is herein disclosed. The protocol proved to be general, chemoselective and operationally simple allowing the C4 functionalization of β-lactams. The substrate scope was expanded to α-bromo lactams and amides, α-bromo lactones and esters as well as N- and O-containing heterocycles. In the experiment, the researchers used Ethylbromofluoroacetate(cas: 401-55-8COA of Formula: 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.COA of Formula: C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Qi; Wang, Leqi; Hu, Xinping; Zhou, Chuhang; Tang, Yingwei; Ma, Yining; Wang, Xiaoxiao; Liu, Yan published their research in Journal of Chinese Pharmaceutical Sciences in 2021. The article was titled 《Fabrication of deoxycholic acid-modified polymeric micelles and their transmembrane transport》.Related Products of 539-74-2 The article contains the following contents:

Oral administration is the best way for the most patients due to the good compliance, and intestinal epithelium is the main barrier of oral drug absorption. In order to overcome the small intestine epithelial barrier to orally deliver water-insoluble drugs, deoxycholic acid (DA), a substrate of the intestinal bile acid transporters, conjugated poly (2-ethyl-2-oxazoline)-poly (D, L-lactide) (DA-PEOz-PLA) was designed and synthesized, and deoxycholic acid-modified polymeric micelles composed of DA-PEOz-PLA and mPEG-PLA were fabricated to encapsulate model drug coumarin 6 (C6) based on intestinal bile acid pathway. The structure of DA-PEOz-PLA was confirmed using 1H NMR and TLC, and the mol. weight measured by GPC was 10034 g/mol with a PDI of 1.51. The C6-loaded polymeric micelles with drug loading content of 0.085% were characterized to have 40.11 nm in diameter and uniform spherical morphol. observed by TEM. Furthermore, the deoxycholic acid-modified polymeric micelles were demonstrated to further enhance the transmembrane transport efficiency. The mechanic study evidenced that anchorage of deoxycholic acid onto the micelles surface enriched their transcellular transport pathway. Therefore, the designed deoxycholic acid-modified polymeric micelles might have a promising potential for oral delivery of water-insoluble drugs. The results came from multiple reactions, including the reaction of Ethyl 3-bromopropanoate(cas: 539-74-2Related Products of 539-74-2)

Ethyl 3-bromopropanoate(cas: 539-74-2) 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. Related Products of 539-74-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Regio- and Enantioselective Ni-Catalyzed Formal Hydroalkylation, Hydrobenzylation, and Hydropropargylation of Acrylamides to α-Tertiary Amides》 was written by Shi, Lou; Xing, Ling-Ling; Hu, Wen-Bo; Shu, Wei. Formula: C6H11BrO2 And the article was included in Angewandte Chemie, International Edition in 2021. The article conveys some information:

The development of enantioselective alkyl-alkyl cross-couplings with coinstantaneous formation of a stereogenic center without the use of sensitive organometallic species is attractive yet challenging. Herein, we report the intermol. regio- and enantioselective formal hydrofunctionalizations of acrylamides, forging a stereogenic center α-position to the newly formed Csp3-Csp3 bond for the first time. The use of a newly developed chiral ligand enables the electronically-reversed formal hydrofunctionalizations, including hydroalkylation, hydrobenzylation, and hydropropargylation, offering an efficient way to access diverse enantioenriched amides with a tertiary α-stereogenic carbon center which is facile to racemize. This operationally simple protocol allows for the anti-Markovnikov enantioselective hydroalkylation, and unprecedented hydrobenzylation, hydropropargylation under mild conditions with excellent functional group compatibility, delivering a wide range of amides with excellent levels of enantioselectivity. The experimental process involved the reaction of Ethyl 4-bromobutyrate(cas: 2969-81-5Formula: C6H11BrO2)

Ethyl 4-bromobutyrate(cas: 2969-81-5) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Formula: C6H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary