Category: 76283-09-5

Kaplan, Justin M.; Hruszkewycz, Damian P.; Strambeanu, Iulia I.; Nunn, Christopher J.; VanGelder, Kelsey F.; Dunn, Anna L.; Wozniak, Derek I.; Dobereiner, Graham E.; Leitch, David C. published an article on January 14 ,2019. The article was titled 《Scalable and Chemoselective Synthesis of γ-Keto Esters and Acids via Pd-Catalyzed Carbonylation of Cyclic β-Chloro Enones》, and you may find the article in Organometallics.HPLC of Formula: 76283-09-5 The information in the text is summarized as follows:

The Pd-catalyzed carbonylation of cyclic β-chloro enones using simple phosphine ligands is described. Screening identified P(Me)(t-Bu)2 as the most general ligand for an array of chloro enone electrophiles. The reaction scope was evaluated on a milligram scale across 80 examples, with excellent reactivity observed in nearly every case. Carbonylation can be achieved even in the presence of potentially sensitive or inhibitory functional groups, including basic nitrogens as well as aryl chlorides or bromides. Twenty examples were run on a gram scale, demonstrating scalability and practical utility. Using P(Me)(t-Bu)2, the reaction rate depends on both nucleophile and electrophile identity, with completion times varying between 3 and >18 h under a standard set of conditions. Switching to P(t-Bu)3 for the carbonylation of 3-chlorocyclohex-2-enone with MeOH results in a dramatic rate increase, enabling effective catalysis with kinetics consistent with rate-limiting mass transfer. Stoichiometric oxidative addition of 3-chlorocyclohex-2-enone and 3-oxocyclohex-1-enecarbonyl chloride to both Pd[P(t-Bu)3]2 and Pd(PCy3)2 has enabled characterization and isolation of several potential catalytic intermediates, including Pd-vinyl and Pd-acyl species supported by P(t-Bu)3 and PCy3 ligands. Monitoring the oxidative addition of 3-chlorocyclohex-2-enone to Pd(PCy3)2 by NMR spectroscopy indicates that coordination of the alkene precedes oxidative addition As a result of these studies, Me 3-oxocyclohex-1-enecarboxylate was synthesized via Pd-catalyzed carbonylation of 3-chlorocyclohex-2-enone in 90% yield on a 60 g scale with only 0.5 mol % catalyst loading.4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5HPLC of Formula: 76283-09-5) was used in this study.

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. HPLC of Formula: 76283-09-5 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Donzel, Maxime; Elhabiri, Mourad; Davioud-Charvet, Elisabeth published their research in Journal of Organic Chemistry on August 6 ,2021. The article was titled 《Bioinspired Photoredox Benzylation of Quinones》.Computed Properties of C7H5Br2F The article contains the following contents:

3-Benzylmenadiones were obtained in good yield by using a blue-light-induced photoredox process in the presence of Fe(III), oxygen, and γ-terpinene acting as a hydrogen-atom transfer agent. This methodol. is compatible with a wide variety of diversely substituted 1,4-naphthoquinones as well as various cheap, readily available benzyl bromides with excellent functional group tolerance. The benzylation mechanism was investigated and supports a three-step radical cascade with the key involvement of the photogenerated superoxide anion radical. The experimental process involved the reaction of 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Computed Properties of C7H5Br2F)

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. Computed Properties of C7H5Br2F In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzeneOn September 9, 2021 ,《1,4,9-Triazaspiro[5.5]undecan-2-one Derivatives as Potent and Selective METTL3 Inhibitors》 was published in Journal of Medicinal Chemistry. The article was written by Dolbois, Aymeric; Bedi, Rajiv K.; Bochenkova, Elena; Muller, Anna; Moroz-Omori, Elena V.; Huang, Danzhi; Caflisch, Amedeo. The article contains the following contents:

N6-methyladenosine (m6A) is the most frequent of the 160 RNA modifications reported so far. Accumulating evidence suggests that the METTL3/METTL14 protein complex, part of the m6A regulation machinery, is a key player in a variety of diseases including several types of cancer, type 2 diabetes, and viral infections. Here we report on a protein crystallog.-based medicinal chem. optimization of a METTL3 hit compound that has resulted in a 1400-fold potency improvement (IC50 of 5 nM for the lead compound 22 (UZH2)(I) in a time-resolved Forster resonance energy transfer (TR-FRET) assay). The series has favorable ADME properties as physicochem. characteristics were taken into account during hit optimization. UZH2 shows target engagement in cells and is able to reduce the m6A/A level of polyadenylated RNA in MOLM-13 (acute myeloid leukemia) and PC-3 (prostate cancer) cell lines. In addition to this study using 4-Bromo-1-(bromomethyl)-2-fluorobenzene, there are many other studies that have used 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Name: 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. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ren, Bo; Liu, Rong-Chun; Ji, Kegong; Tang, Jiang-Jiang; Gao, Jin-Ming published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Design, synthesis and in vitro antitumor evaluation of novel pyrazole-benzimidazole derivatives》.Computed Properties of C7H5Br2F The author mentioned the following in the article:

A series of novel pyrazole-benzimidazole derivatives I [R = Br, MeO; R1 = Pr, benzyl, cinnamyl, etc.] were designed, synthesized and evaluated for their in-vitro antiproliferative activity against the HCT116, MCF-7 and Huh-7 cell lines. Among them, compounds I [R = Br, R1 = Pr, 4-(trifluoromethyl)benzyl; R = MeO, 4-cyanomethyl] showed significant antiproliferative activity against HCT116 cell lines with the IC50 values of 4.33, 5.15 and 4.84μM, resp. Moreover, fluorescent staining studies showed compound I [R = Br, R1 = 4-(trifluoromethyl)benzyl] could induce cancer cells apoptosis. The flow cytometry assay revealed that compound I [R = Br, R1 = 4-(trifluoromethyl)benzyl] could induce cell cycle arrest at G0/G1 phase. All in all, these consequences suggested that pyrazole-benzimidazole derivatives I could serve as promising compounds for further research to develop novel and highly potent cancer therapy agents. In the experiment, the researchers used 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Computed Properties of C7H5Br2F)

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. Computed Properties of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schneider, Leon N.; Tanzer Krauel, Eva-Maria; Deutsch, Carl; Urbahns, Klaus; Bischof, Tobias; Maibom, Kristina A. M.; Landmann, Johannes; Keppner, Fabian; Kerpen, Christoph; Hailmann, Michael; Zapf, Ludwig; Knuplez, Tanja; Bertermann, Ruediger; Ignat’ev, Nikolai V.; Finze, Maik published an article in Chemistry – A European Journal. The title of the article was 《Stable and Storable N(CF3)2 Transfer Reagents》.Application In Synthesis of 4-Bromo-1-(bromomethyl)-2-fluorobenzene The author mentioned the following in the article:

Fluorinated groups are essential for drug design, agrochems., and materials science. The bis(trifluoromethyl)amino group is an example of a stable group that has a high potential. While the number of mols. containing perfluoroalkyl, perfluoroalkoxy, and other fluorinated groups is steadily increasing, examples with the N(CF3)2 group are rare. One reason is that transfer reagents are scarce and metal-based storable reagents are unknown. Herein, a set of CuI and AgI bis(trifluoromethyl)amido complexes stabilized by N- and P-donor ligands with unprecedented stability are presented. The complexes are stable solids that can even be manipulated in air for a short time. They are bis(trifluoromethyl)amination reagents as shown by nucleophilic substitution and Sandmeyer reactions. In addition to a series of benzylbis(trifluoromethyl)amines, 2-bis(trifluoromethyl)amino acetate was obtained, which, upon hydrolysis, gives the fluorinated amino acid-N,N-bis(trifluoromethyl)glycine.4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Application In Synthesis of 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.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application In Synthesis of 4-Bromo-1-(bromomethyl)-2-fluorobenzene 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

Synthetic Route of C7H5Br2FOn May 13, 2021 ,《Design and Structure-Activity Relationships of Isothiocyanates as Potent and Selective N-Acylethanolamine-Hydrolyzing Acid Amidase Inhibitors》 appeared in Journal of Medicinal Chemistry. The author of the article were Malamas, Michael S.; Pavlopoulos, Spiro; Alapafuja, Shakiru O.; Farah, Shrouq I.; Zvonok, Alexander; Mohammad, Khadijah A.; West, Jay; Perry, Nicholas Thomas; Pelekoudas, Dimitrios N.; Rajarshi, Girija; Shields, Christina; Chandrashekhar, Honrao; Wood, Jodi; Makriyannis, Alexandros. The article conveys some information:

N-Acylethanolamines are signaling lipid mols. implicated in pathophysiol. conditions associated with inflammation and pain. N-Acylethanolamine acid amidase (NAAA) favorably hydrolyzes lipid palmitoylethanolamide, which plays a key role in the regulation of inflammatory and pain processes. The synthesis and structure-activity relationship studies encompassing the isothiocyanate pharmacophore have produced potent low nanomolar inhibitors for hNAAA, while exhibiting high selectivity (>100-fold) against other serine hydrolases and cysteine peptidases. We have followed a target-based structure-activity relationship approach, supported by computational methods and known cocrystals of hNAAA. We have identified systemically active inhibitors with good plasma stability (t1/2 > 2 h) and microsomal stability (t1/2 ∼ 15-30 min) as pharmacol. tools to investigate the role of NAAA in inflammation, pain, and drug addiction. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Synthetic Route of C7H5Br2F)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Synthetic Route of C7H5Br2F Organobromine compounds have fallen under increased scrutiny for their environmental impact.

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

《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

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

Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzeneOn September 15, 2019 ,《A fragment-like approach to PYCR1 inhibition》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H. N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven. The article contains the following contents:

Pyrroline-5-carboxylate reductase 1 (PYCR1) is the final enzyme involved in the biosynthesis of proline and has been found to be upregulated in various forms of cancer. Due to the role of proline in maintaining the redox balance of cells and preventing apoptosis, PYCR1 is emerging as an attractive oncol. target. Previous PYCR1 knockout studies led to a reduction in tumor growth. Accordingly, a small mol. inhibitor of PYCR1 could lead to new treatments for cancer, and a focused screening effort identified pargyline as a fragment-like hit. Herein the design and synthesis of the first tool compounds as PYCR1 inhibitors, derived from pargyline, which were assayed to assess their ability to attenuate the production of proline, are reported. Structural activity studies have revealed the key determinants of activity, with the most potent compound, 4-bromobenzyl(propargyl)methylamine, showing improved activity in vitro in enzyme (IC50 = 8.8μM) and pathway relevant effects in cell-based assays. The results came from multiple reactions, including the reaction of 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzene)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzene The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary