Tag: 200-300

Carbonylation of bromo(bromomethyl)benzenes to alkyl carboalkoxyphenylacetates catalyzed by cobalt carbonyl was written by Shim, Sang Chul;Doh, Chil Hoon;Lee, Dong Yub;Youn, Young Zoo;Lee, Seung Yub;Chae, Shin Ae;Oh, Dae Hee;Oh, Hunseung. And the article was included in Bulletin of the Korean Chemical Society in 1992.Synthetic Route of C10H11BrO2 This article mentions the following:

Carbonylation of bromo(bromomethyl)benzene catalyzed by cobalt carbonyl gave (alkoxycarbonyl)phenylacetates. Carbonylation of 1-bromo-4-(bromomethyl)benzene with CO/Co₂(CO)₈/EtOH/MeI gave 98% Et [4-(ethoxycarbonyl)phenyl]acetate. The effects of base and alcs. in this reaction were examined In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Synthetic Route of C10H11BrO2).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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. 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.Synthetic Route of C10H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis was written by Guo, Lei;Yuan, Mingbin;Zhang, Yanyan;Wang, Fang;Zhu, Shengqing;Gutierrez, Osvaldo;Chu, Lingling. And the article was included in Journal of the American Chemical Society in 2020.COA of Formula: C8H6BrFO2 This article mentions the following:

A visible-light-promoted photoredox/nickel protocol for the enantioselective three-component carboarylation of alkenes with tertiary and secondary alkyltrifluoroborates and aryl bromides is described. This redox-neutral protocol allows for facile and divergent access to a wide array of enantioenriched 灏?alkyl-浼?arylated carbonyls, phosphonates, and sulfones in high yields and excellent enantioselectivities from readily available starting materials. We also report a modular and enantioselective synthesis of flurbiprofen analogs and piragliatin lead compound to demonstrate synthetic utility. Exptl. and computational mechanistic studies were performed to gain insights into the mechanism and origin of chemo- and enantioselectivity. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2COA of Formula: C8H6BrFO2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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.COA of Formula: C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

4-Alkyloxyimino Derivatives of Uridine-5′-triphosphate: Distal Modification of Potent Agonists as a Strategy for Molecular Probes of P2Y₂, P2Y₄, and P2Y₆ Receptors was written by Jayasekara, P. Suresh;Barrett, Matthew O.;Ball, Christopher B.;Brown, Kyle A.;Hammes, Eva;Balasubramanian, Ramachandran;Harden, T. Kendall;Jacobson, Kenneth A.. And the article was included in Journal of Medicinal Chemistry in 2014.Name: 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Extended N⁴-(3-arylpropyl)oxy derivatives of uridine-5′-triphosphate were synthesized and potently stimulated phospholipase C stimulation in astrocytoma cells expressing G protein-coupled human (h) P2Y receptors (P2YRs) activated by UTP (P2Y_2/4R) or UDP (P2Y₆R). The potent P2Y₄R-selective N⁴-(3-phenylpropyl)oxy agonist was Ph ring-substituted or replaced with terminal heterocyclic or naphthyl rings with retention of P2YR potency. This broad tolerance for steric bulk in a distal region was not observed for dinucleoside tetraphosphate agonists with both nucleobases substituted. The potent N⁴-(3-(4-methoxyphenyl)-propyl)oxy analog I (EC₅₀: P2Y₂R, 47 nM; P2Y₄R, 23 nM) was functionalized for chain extension using click tethering of fluorophores as prosthetic groups. The BODIPY conjugate exhibited EC₅₀ values of 70, 66, and 23 nM at the hP2Y_2/4/6Rs, resp., and specifically labeled cells expressing the P2Y₆R. Thus, an extended N⁴-(3-arylpropyl)oxy group accessed a structurally permissive region on three G_q-coupled P2YRs, and potency and selectivity were modulated by distal structural changes. This freedom of substitution was utilized to design of a pan-agonist fluorescent probe of a subset of uracil nucleotide-activated hP2YRs. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Name: 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Name: 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Terminal Trifluoromethylation of Ketones via Selective C-C Cleavage of Cycloalkanols Enabled by Hypervalent Iodine Reagents was written by Wu, Shuang;Li, Junzhao;He, Ru;Jia, Kunfang;Chen, Yiyun. And the article was included in Organic Letters in 2021.Synthetic Route of C10H13BrO This article mentions the following:

The first terminal trifluoromethylation at aryl and alkyl ketone’s 绾? 鏈? 钄? or more remote sites via selective C-C bond cleavage of cycloalkanols was reported. The noncovalent interactions between alcs. and hypervalent iodines(III) reagents were disclosed to activate both alcs. and the Togni I reagent in the dual photoredox/copper catalysis for the transformation. This reaction was scalable to the gram-scale synthesis, applicable to the structurally complex steroid trifluoromethylation, and extendable to the pentafluoroethylation. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Synthetic Route of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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.Synthetic Route of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tricyclic pharmacophore-based molecules as novel integrin 浼?sub>v灏?sub>3 antagonists. Part IV: Preliminary control of 浼?sub>v灏?sub>3 selectivity by meta-oriented substitution was written by Kubota, Dai;Ishikawa, Minoru;Ishikawa, Midori;Yahata, Naokazu;Murakami, Shoichi;Fujishima, Kazuyuki;Kitakaze, Masafumi;Ajito, Keiichi. And the article was included in Bioorganic & Medicinal Chemistry in 2006.Formula: C8H6BrFO2 This article mentions the following:

To establish the in vivo efficacy of 浼?sub>v灏?sub>3/浼?sub>IIb灏?sub>3 dual antagonists possessing a tricyclic pharmacophore, a corresponding 浼?sub>v灏?sub>3-selective antagonist was required as a control. We initially took two synthetic approaches to obtain 浼?sub>v灏?sub>3-selective antagonists based on the RGD recognition pattern or on modification of the dihedral angle between the central benzene ring and the adjacent heterocycle, but both proved unsuccessful. However, synthesis of novel antagonists with meta-substitution of the central benzene ring generated weak selectivity for 浼?sub>v灏?sub>3 over 浼?sub>IIb灏?sub>3 for the first time in the family of compounds with the tricyclic pharmacophore. Optimization of meta-oriented antagonists furnished an 浼?sub>v灏?sub>3-selective antagonist exhibiting inhibitory activity not only in a receptor-binding assay, but also in a cell adhesion assay. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-fluorobenzoate (cas: 334792-52-8Formula: C8H6BrFO2).

Methyl 3-bromo-5-fluorobenzoate (cas: 334792-52-8) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. 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.Formula: C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dynamic Kinetic Resolution of Biaryl Atropisomers via Peptide-Catalyzed Asymmetric Bromination was written by Gustafson, Jeffrey L.;Lim, Daniel;Miller, Scott J.. And the article was included in Science (Washington, DC, United States) in 2010.Safety of Methyl 2-bromo-4-fluorobenzoate This article mentions the following:

Despite the widespread use of axially chiral, or atropisomeric, biaryl ligands in modern synthesis and the occurrence of numerous natural products exhibiting axial chirality, few catalytic methods have emerged for the direct asym. preparation of this compound class. Here, the authors present a tripeptide-derived small-mol. catalyst for the dynamic kinetic resolution of racemic biaryl substrates. The reaction proceeds via an atropisomer-selective electrophilic aromatic substitution reaction using simple bromination reagents. The result is an enantioselective synthesis that delivers chiral nonracemic biaryl compounds with excellent optical purity and good isolated chem. yields (in most cases a >95:5 enantiomer ratio and isolated yields of 65 to 87%). A mechanistic model is advanced that accounts for the basis of selectivity observed In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Safety of Methyl 2-bromo-4-fluorobenzoate).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. 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.Safety of Methyl 2-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of 6,7-Dibromoflavone and Its Regioselective Diversification via Suzuki-Miyaura Reactions was written by Jordan, Sandor;Pajtas, David;Patonay, Tamas;Langer, Peter;Konya, Krisztina. And the article was included in Synthesis in 2017.Computed Properties of C8H7BrO2 This article mentions the following:

The first synthesis pathway to 6,7-dibromoflavone and its transformations to 7-aryl-6-bromo- and 6,7-diarylflavones by Suzuki-Miyaura reactions are presented. Due to the different electronic effects of bromo substituents, the first attack proceeded with good site selectivity at position 7. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Computed Properties of C8H7BrO2).

3-Bromophenyl acetate (cas: 35065-86-2) 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. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Computed Properties of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

QSAR’s from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods was written by Good, Andrew C.;Peterson, Stephen J.;Richards, W. Graham. And the article was included in Journal of Medicinal Chemistry in 1993.SDS of cas: 6515-58-8 This article mentions the following:

It has recently been shown that good quant. structure-activity relationships can be obtained through statistical anal. of mol. similarity matrixes. Here we extend the technique to seven addnl. mol. series, previously studied using Comparative Mol. Field Anal. (CoMFA) methodol. The results are used to confirm technique applicability across a wider range of QSAR problems and to compare quant. the ability of various similarity indexes to describe biol. systems. The relative merits of this technique in comparison to CoMFA are discussed. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8SDS of cas: 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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). 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.SDS of cas: 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and fungicidal activities of boscalid and its analogs was written by Yu, Kang-ping;Li, Ze-fang;Yin, Hong-bo;Liu, Mu-lan;Li, Hui. And the article was included in Xiandai Nongyao in 2015.Safety of 4-Bromo-4′-tert-butylbiphenyl This article mentions the following:

A novel method was employed for preparing boscalid and its alkyl analogs via Friedel-Crafts alkylation, nitration, reduction, condensation, and reverse Friedel-Crafts alkylation from 4-halobiphenyl. Then boscalid and seven analogs were confirmed by ¹H NMR, mass spectrum and IR anal. Preliminary bioassays indicated that the target compounds were effective to some of tested pathogens at 50 mg/L. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Safety of 4-Bromo-4′-tert-butylbiphenyl).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Safety of 4-Bromo-4′-tert-butylbiphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Indanylidenes. 2. Design and Synthesis of (E)-2-(4-Chloro-6-fluoro-1-indanylidene)-N-methylacetamide, a Potent Antiinflammatory and Analgesic Agent without Centrally Acting Muscle Relaxant Activity was written by Musso, David L.;Orr, G. Faye;Cochran, Felicia R.;Kelley, James L.;Selph, Jeffrey L.;Rigdon, Greg C.;Cooper, Barrett R.;Jones, Michael L.. And the article was included in Journal of Medicinal Chemistry in 2003.Computed Properties of C7H5Br2F This article mentions the following:

Extension of the structure-activity relationship studies that led to the discovery of the nonsedating potent muscle relaxant, antiinflammatory, and analgesic agent (E)-2-(4,6-difluoro-1-indanylidene)acetamide has given rise to (E)-2-(4-chloro-6-fluoro-1-indanylidene)-N-methylacetamide (I). I is a potent antiinflammatory and analgesic agent without centrally acting muscle relaxant activity. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Computed Properties of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. 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. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Computed Properties of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary