Category: 6515-58-8

Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters was written by Pokorny, Jan;Olejnikova, Denisa;Frydrych, Ivo;Liskova, Barbora;Gurska, Sona;Benicka, Sandra;Sarek, Jan;Kotulova, Jana;Hajduch, Marian;Dzubak, Petr;Urban, Milan. And the article was included in European Journal of Medicinal Chemistry in 2021.Synthetic Route of C8H7BrO2 This article mentions the following:

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 5婵炴挾鎸紀l/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 many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Synthetic Route of C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine bond is electrophilic, i.e. alkyl bromides are alkylating agents. 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 C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors was written by Pan, Liangkun;Zheng, Qiang;Chen, Yu;Yang, Rui;Yang, Yanyan;Li, Zhongjun;Meng, Xiangbao. And the article was included in European Journal of Medicinal Chemistry in 2018.COA of Formula: C8H7BrO2 This article mentions the following:

Indoleamine 2,3-dioxygenase 1 mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure-activity relationship was investigated. Among them, five compounds, e.g., I,displayed potent IDO1 inhibitory activities with IC₅₀ values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clin. trial III evaluation. In addition, three compounds, e.g. II, decreased the kynurenine levels in rat plasma by 30%-50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound II (IDO1 IC₅₀ = 120 nM) showed promising TDO inhibition (IC₅₀ 72 nM) and was identified as an IDO1/TDO dual inhibitor. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8COA of Formula: C8H7BrO2).

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). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. COA of Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium(II) and platinum(II) complexes of ((2-pyridyl)pyrazol-1-ylmethyl)benzoic acids: Synthesis, Solid state characterisation and biological cytotoxicity was written by McKay, Aidan P.;Lo, Warrick K. C.;Preston, Dan;Giles, Gregory I.;Crowley, James D.;Barnsley, Jonathan E.;Gordon, Keith C.;McMorran, David A.. And the article was included in Inorganica Chimica Acta in 2016.COA of Formula: C8H7BrO2 This article mentions the following:

The new ligands 3-(3-(2-pyridyl)pyrazol-1-ylmethyl)benzoic acid (L2) and 5-(3-(2-pyridyl)pyrazol-1-ylmethyl)benzene 1,3-dicarboxylic acid (L3) are reported and the synthesis and characterization of [PdCl₂(L)] and [PtCl₂(L)] complexes of these and the previously reported 4-(3-(2-pyridyl)pyrazol-1-ylmethyl)benzoic acid (L1) are described. In the solid state, the square planar complexes assemble via hydrogen bonding interactions involving COOH and M-Cl groups as well as by various 闁?stacking interactions involving the aromatic rings on the ligands and, notably, the chelate rings. Hirshfeld surface anal. has been used to gain insight into the assembly of the mols. Preliminary studies of the biol. cytotoxicity of the [PtCl₂(L)] complexes against A549 and MDA-MB-231 cancer cell lines are reported. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8COA of Formula: C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. 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.COA of Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Antagonists of the human adenosine A_2A receptor. Part 3: Design and synthesis of pyrazolo[3,4-d]pyrimidines, pyrrolo[2,3-d]pyrimidines and 6-arylpurines was written by Gillespie, Roger J.;Cliffe, Ian A.;Dawson, Claire E.;Dourish, Colin T.;Gaur, Suneel;Jordan, Allan M.;Knight, Antony R.;Lerpiniere, Joanne;Misra, Anil;Pratt, Robert M.;Roffey, Jonathan;Stratton, Gemma C.;Upton, Rebecca;Weiss, Scott M.;Williamson, Douglas S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.Recommanded Product: 3-(Bromomethyl)benzoic acid This article mentions the following:

A series of pyrazolo[3,4-d]pyrimidine, pyrrolo[2,3-d]pyrimidine and 6-arylpurine adenosine A_2A antagonists is described. Many examples were highly selective against the human A₁ receptor sub-type and were active in an in vivo model of Parkinson’s disease. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Recommanded Product: 3-(Bromomethyl)benzoic acid).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. 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.Recommanded Product: 3-(Bromomethyl)benzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel Selective PDE4 Inhibitors. 3. In Vivo Antiinflammatory Activity of a New Series of N-Substituted cis-Tetra- and cis-Hexahydrophthalazinones was written by Van der Mey, Margaretha;Boss, Hildegard;Hatzelmann, Armin;Van der Laan, Ivonne J.;Sterk, Geert J.;Timmerman, Hendrik. And the article was included in Journal of Medicinal Chemistry in 2002.Formula: C8H7BrO2 This article mentions the following:

The synthesis and biol. activities of a series of N-substituted cis-4a,5,6,7,8,8a-hexa- and cis-4a,5,8,8a-tetrahydro-2H-phthalazin-1-ones I [XY = (CH₂)₂, HC:CH; R = Me, cyclopentyl, allyl, PhCOCH₂, etc.] are described. It was found that compounds bearing a cycloalkyl group at the 2-position exhibit the highest PDE4 inhibitory activities (pIC₅₀ = 8.6-9.4). The N-cycloheptyl- and N-adamantanyltetrahydrophthalazinones I (XY = HC:CH; R = cycloheptyl, 2-adamantyl) and II [R¹ = R² = Me, R¹R² = (CH₂)₄] show high in vivo antiinflammatory activities after oral application. Addnl., some phthalazinones were found to exhibit potent suppression of LPS-induced TNF濞?release and show moderate potency against fMLP-stimulated production of ROS. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Formula: C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. 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.Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nucleophilicities of selected ions in water at 195 闁硅櫣鐓?was written by Reed, Gregg A.;Dimmel, Donald R.;Malcolm, Earl W.. And the article was included in Journal of Organic Chemistry in 1993.Recommanded Product: 6515-58-8 This article mentions the following:

The reaction of a benzyl aryl ether with selected ions was studied to determine relative nucleophilicities at 195 闁硅櫣鐓?in water. Nucleophilic displacement by the ions occurred at the benzyl carbon to liberate a phenolic group. The primary products of the displacement were independently synthesized and reacted in alkali to determine their stability. Hydrosulfide ion was 20 times more reactive than hydroxide ion with this substrate, while anthrahydroquinone ion was 17 times more reactive. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Recommanded Product: 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). 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.Recommanded Product: 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel Deazaflavin Analogues Potently Inhibited Tyrosyl DNA Phosphodiesterase 2 (TDP2) and Strongly Sensitized Cancer Cells toward Treatment with Topoisomerase II (TOP2) Poison Etoposide was written by Kankanala, Jayakanth;Ribeiro, Carlos J. A.;Kiselev, Evgeny;Ravji, Azhar;Williams, Jessica;Xie, Jiashu;Aihara, Hideki;Pommier, Yves;Wang, Zhengqiang. And the article was included in Journal of Medicinal Chemistry in 2019.COA of Formula: C8H7BrO2 This article mentions the following:

Topoisomerase II (TOP2) poisons as anticancer drugs work by trapping TOP2 cleavage complexes (TOP2cc) to generate DNA damage. Repair of such damage by tyrosyl DNA phosphodiesterase 2 (TDP2) could render cancer cells resistant to TOP2 poisons. Inhibiting TDP2, thus, represents an attractive mechanism-based chemosensitization approach. Currently known TDP2 inhibitors lack cellular potency and/or permeability. We report herein two novel subtypes of the deazaflavin TDP2 inhibitor core. By introducing an addnl. Ph ring to the N-10 Ph ring (subtype 11) or to the N-3 site of the deazaflavin scaffold (subtype 12), we have generated novel analogs with considerably improved biochem. potency and/or permeability. Importantly, many analogs of both subtypes, particularly compounds 11a, 11e, 12a, 12b, and 12h, exhibited much stronger cancer cell sensitizing effect than the best previous analog 4a toward the treatment with etoposide, suggesting that these analogs could serve as effective cellular probes. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8COA of Formula: C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. 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.COA of Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

3-{[4-(4-Pyridyl)pyrimidin-2-yl]sulfanylmethyl}benzoic acid was written by Zhu, Hai-Bin;Wang, Hai;Ji, Jun-Feng. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2008.Quality Control of 3-(Bromomethyl)benzoic acid This article mentions the following:

The title compound, C₁₇H₁₃N₃O₂S, was prepared by reaction of 4-(4-pyridyl)pyrimidine-2-thiol with 3-(bromomethyl)benzoic acid under basic conditions. Each pair of mols. is mutually linked via O-H…N hydrogen bonds, forming a dimer. The packing of the dimers is stabilized by C-H…锜?interactions involving the methylene unit of the -CH₂S- linkage and benzene rings. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Quality Control of 3-(Bromomethyl)benzoic acid).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fabrication and performance of all-solid-state dye-sensitized solar cells using synthetic carboxylated and pyridylated chlorophyll derivatives was written by Cui, Yuxiao;Zhao, Wenjie;Ogasawara, Shin;Wang, Xiao-Feng;Tamiaki, Hitoshi. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2018.Electric Literature of C8H7BrO2 This article mentions the following:

All-solid-state dye-sensitized solar cells (DSSCs) based on a mesoporous TiO₂ electrode were fabricated using synthetic chlorophyll derivatives as a photosensitizer and 2,2閳?7,7閳?tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9閳?spirobifluorene as a hole-transport material. Me pyropheophorbides-a possessing a carboxy group in the C3-substituent as the anchoring moiety to the TiO₂ surface were effective DSSCs. Direct conjugation of the COOH group with the terminus of the C3-vinyl group gave the highest solar energy-to-electricity conversion efficiency (鐣? of 2.25%. Insertion of a 1,3-phenylene group in the connection partially suppressed the efficiency by 25% (鐣?= 1.68%), whereas insertion of an isomeric 1,4-phenylene moiety decreased to one third (0.75%). A pyridyl group was not useful as the sensitizer anchor due to its low binding affinity to the TiO₂ electrode. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Electric Literature of C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Electric Literature of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Oleanolic acid and its derivatives: New inhibitor of protein tyrosine phosphatase 1B with cellular activities was written by Zhang, Yi-Nan;Zhang, Wei;Hong, Di;Shi, Lei;Shen, Qiang;Li, Jing-Ya;Li, Jia;Hu, Li-Hong. And the article was included in Bioorganic & Medicinal Chemistry in 2008.HPLC of Formula: 6515-58-8 This article mentions the following:

Protein tyrosine phosphatase 1B is a key factor in the neg. regulation of insulin pathway and a promising target for treatment of diabetes and obesity. Herein, a series of competitive inhibitors were optimized from oleanolic acid, a natural triterpenoid identified against PTP1B by screening libraries of traditional Chinese medicinal herbs. Modifying at 3 and 28 positions, the authors obtained compound (I) with a K_i of 130 nM, which exhibited good selectivity between other phosphatases involved in insulin pathway except T-cell protein tyrosine phosphatase. Further evaluation in cell models illustrated that the derivatives enhanced insulin receptor phosphorylation in CHO/hIR cells and also stimulated glucose uptake in L6 myotubes with or addition of without insulin. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8HPLC of Formula: 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.HPLC of Formula: 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary