Month: October 2022

《Rhodium-Catalyzed Atroposelective Click Cycloaddition of Azides and Alkynes》 was written by Zeng, Linwei; Li, Jiaming; Cui, Sunliang. Computed Properties of C9H9BrO2This research focused ontriazole preparation enantioselective; azide alkyne atroposelective click cycloaddition rhodium catalyst; Atroposelectivity; Click Chemistry; Cycloaddition; Rhodium Catalysis; Triazoles. The article conveys some information:

Herein, a rhodium-catalyzed enantioselective click cycloaddition of azides R1N3 (R1 = benzyl, 2-naphthyl, pyridin-3-yl, etc.) and alkynes R3CCR2 (R2 = Ph, 2-naphthyl, cyclopropyl, etc.; R3 = 2-hydroxynaphthalen-1-yl, 6-bromo-2-hydroxynaphthalen-1-yl, 6-hydroxyquinolin-5-yl, etc.) for rapid and modular access to atropisomeric triazoles I in excellent yields and enantioselectivities was reported. The process is mild, efficient and scalable, and features broad substrate scope. In the experiment, the researchers used many compounds, for example, Benzyl 2-bromoacetate(cas: 5437-45-6Computed Properties of C9H9BrO2)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Computed Properties of C9H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Salt-Stabilized Silylzinc Pivalates for Nickel-Catalyzed Carbosilylation of Alkenes》 was written by Wang, Jixin; Duan, Zhili; Liu, Xingchen; Dong, Shoucheng; Chen, Kaixin; Li, Jie. COA of Formula: C7H5Br2F And the article was included in Angewandte Chemie, International Edition on April 19 ,2022. The article conveys some information:

The authors herein report the preparation of solid and salt-stabilized silylzinc pivalates from the corresponding silyllithium reagents via transmetalation with Zn(OPiv)2. These resulting organosilylzinc pivalates show enhanced air and moisture stability and unique reactivity in the silylative difunctionalization of alkenes. Thus, a practical chelation-assisted Ni-catalyzed regioselective alkyl and benzylsilylation of alkenes was developed, which provides an easy method to access alkyl silanes with broad substrate scope and wide functional group compatibility. Kinetic experiments highlight that the OPiv-coordination is crucial to improve the reactivity of silylzinc pivalates. Also, late-stage functionalizations of druglike mols. and versatile modifications of the products illustrate the synthetical utility of this protocol. The experimental part of the paper was very detailed, including the reaction process of 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5COA of Formula: C7H5Br2F)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Organobromine compounds are produced naturally by marine creatures (sponges, corals, sea slugs, tunicates, sea fans) and seaweed, plants, fungi, lichen, algae, bacteria, microbes, and some mammals. COA of Formula: C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Spectroscopic and electronic structure characterization of hydrogen bonding in 2-Bromohydroquinone》 was written by Malaganvi, Shivanand S.; Tonannavar Yenagi, Jayashree; Tonannavar, J.. SDS of cas: 583-69-7 And the article was included in Journal of Molecular Structure on April 5 ,2019. The article conveys some information:

2-Bromohydroquinone species form both intra- and inter-mol. H-bonds. The evidences for the H-bonds have been observed in the solid-phase Mid IR (4000-400 cm-1) and Near IR (8000-5000 cm-1) absorption spectra with two intensely broad bands near 3263 and 3222 cm-1 and a broad absorption in 7000-5200 cm-1 with a band maximum at 6335 cm-1. Dimer and trimer models with DFT’s B3LYP and BP86 functionals using 6-31G(d) and 6-311++G(d,p) basis sets have been proposed for the -O-H···O bonding in 2-Bromohydroquinone. Out of the four predicted conformers, one trans and one cis conformers with nearly 1:1 Boltzmann populations, are separated by very small energy difference of 0.03 kcal/mol and this is confirmed by two chem. shifts at 9.0 and 9.3 ppm from an 1H NMR spectrum. On the basis of Quantum Theory of Atoms in Mols. (AIM) and reduced d. gradient plots of electron densities and its isosurfaces by non-covalent interactions (NCI) method, the influence of the -O-H···Br, weak van der Waals and -O-H···O bond interactions on the stability of dimer and trimer structures have been analyzed. From the natural bond orbital (NBO) anal., it is explained that the formation of H-bonding may be attributed to charge transfer from the lone pair orbital n(O) of the base Oxygen into the vacant antibonding orbital σ*(OH) of the acid OH in the -O-H···O bonding. The Near IR concentration-dependent spectra demonstrate that the sample of 2-Bromohydroquinone is composed of -O-H···O bonded species and dissociate into non-bonded species as the mole fraction of the solvent (acetonitrile/1,4-dioxane) is increased. The band observed at 7095 cm-1 at 0.09 M is identified as the first overtone of the -O-H stretching mode of the weak complex of 2-Bromohydroquinone and acetonitrile. The solvent effects on all the observed solution-phase NIR spectra are not ruled out. In addition to this study using 2-Bromobenzene-1,4-diol, there are many other studies that have used 2-Bromobenzene-1,4-diol(cas: 583-69-7SDS of cas: 583-69-7) was used in this study.

2-Bromobenzene-1,4-diol(cas: 583-69-7) 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. SDS of cas: 583-69-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzeneOn November 15, 2021 ,《Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters》 appeared in European Journal of Medicinal Chemistry. The author of the article were Pokorny, Jan; Olejnikova, Denisa; Frydrych, Ivo; Liskova, Barbora; Gurska, Sona; Benicka, Sandra; Sarek, Jan; Kotulova, Jana; Hajduch, Marian; Dzubak, Petr; Urban, Milan. The article conveys some information:

A set of new substituted dienes were synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Four compounds had IC50 below 5μmol/L; I and II were selected for studies of the mechanism of action. Cell cycle anal. revealed an increase in the number of apoptotic cells at 5 x IC50 concentration, where activation of irreversible changes leading to cell death can be expected. Both I and II led to the accumulation of cells in the G0/G1 phase with partial inhibition of DNA/RNA synthesis at 1 x IC50 and almost complete inhibition at 5 x IC50. Interestingly, compound II at 5 x IC50 caused the accumulation of cells in the S phase. Higher concentrations of tested drugs probably inhibit more off-targets than lower concentrations Mechanisms disrupting cellular metabolism can induce the accumulation of cells in the S phase. Both compounds I and II trigger selective apoptosis in cancer cells via intrinsic pathway, which we have demonstrated by changes in the expression of the crucial apoptosis-related protein. Pharmacol. parameters of derivative I were superior to II, therefore I was the finally selected candidate for the development of anticancer drug. In the experiment, the researchers used 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene)

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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene

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

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

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

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

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

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