Category: bromides-buliding-blocks

Modeling Robust QSAR 3: SOM-4D-QSAR with Iterative Variable Elimination IVE-PLS: Application to Steroid, Azo Dye, and Benzoic Acid Series was written by Bak, Andrzej;Polanski, Jaroslaw. And the article was included in Journal of Chemical Information and Modeling in 2007.HPLC of Formula: 6515-58-8 This article mentions the following:

In the current paper we present a receptor-independent 4D-QSAR method based on self-organizing mapping (SOM-4D-QSAR) and in particular focus on its pharmacophore mapping ability. We use a novel stochastic procedure to verify the predictive ability of the method for a large population of 4D-QSAR models generated. This systematic study was conducted on a series of benzoic acids, azo dyes, and steroids that bind aromatase. We show that the 4D-QSAR method coupled with IVE-PLS provides a very stable and predictive modeling technique. The method enables us to identify the mol. motifs contributing the most to the fiber-dye affinity and the aromatase enzyme binding activity of the steroid. However, the method appeared much less effective for the benzoic acid series, in which the efficacy was limited by electronic effects strictly correlated to a single conformer. 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

Rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans by hybrid use of Lewis/Bronsted acid catalysts was written by Hoshino, Daiki;Mori, Keiji. And the article was included in Organic & Biomolecular Chemistry in 2020.Recommanded Product: 61150-57-0 This article mentions the following:

A rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans I [R¹ = H, 5-Me, 6-F, etc.; R² = H, 5-Me, 5-Br; R³ = H, Me, Et, Bn] via a [1,4]-hydride shift/cyclization/intermol. nucleophilic addition reaction sequence was reported. In this process, a Lewis acid promoted internal redox reaction ([1,4]-hydride shift/cyclization) followed by a Bronsted acid promoted intermol. reaction (generation of cyclic oxonium cation/intermol. Friedel-Crafts reaction) of indoles and (dibenzylamino)methyl-phenyl-trifluoro-ethanones occurred to give various 3-indolyl-1-trifluoromethyl-isobenzofurans in good chem. yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electrostatic effects accelerate decatungstate-catalyzed C-H fluorination using [¹⁸F]- and [¹⁹F]NFSI in small molecules and peptide mimics was written by Yuan, Zheliang;Yang, Hua;Malik, Noeen;Colovic, Milena;Weber, David S.;Wilson, Darryl;Benard, Francois;Martin, Rainer E.;Warren, Jeffrey J.;Schaffer, Paul;Britton, Robert. And the article was included in ACS Catalysis in 2019.Name: Isopentyltriphenylphosphonium bromide This article mentions the following:

The site-selective fluorination of unactivated C(sp³)-H bonds provides unique opportunities to rapidly alter drug properties or generate radiotracers for positron emission tomog. (PET) imaging. Toward this goal, photoactivated decatungstate (DT) is capable of generating carbon radicals through hydrogen atom transfer that subsequently undergo fluorination by reaction with N-fluorobenzenesulfonimide (NFSI) or [¹⁸F]NFSI. This process enables C(sp³)-H fluorination of a wide range of aliphatic compounds, though reaction rates can be highly variable and limit applications in radiotracer synthesis. Here, we demonstrate that cationic ammonium functions in aliphatic mols. promote formation of a precursor complex with DT that significantly increases the rate of C-H abstraction. The general utility of this rate-accelerating electrostatic effect is demonstrated on more than 30 ammonium-containing mols., including amino acids, heterocycles, and pseudopeptides. Moreover, this effect is highlighted in the rapid production of [¹⁸F]Glu-U-FHLeu, a ¹⁸F-labeled prostate specific membrane antigen (PSMA)-binding ligand. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Name: Isopentyltriphenylphosphonium bromide).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Name: Isopentyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New effective inhibitors of the Abelson kinase was written by Kraus, George A.;Gupta, Vinayak;Mokhtarian, Marjan;Mehanovic, Samir;Nilsen-Hamilton, Marit. And the article was included in Bioorganic & Medicinal Chemistry in 2010.Related Products of 2178-24-7 This article mentions the following:

The effects of substituents on the aryl ring were studied by the preparation and testing of several PD173955 analogs. Inserting a single carbon atom into the C-N bond in the aniline subunit (PDC) reduced the kinase inhibition by a factor of 200. Despite its decreased affinity for Abl compared with PD173955, PDC exhibits a Ki very similar to that reported for Imatinib. Increased water solubility is also gained by replacing the thiomethyl group with an amino or glycyl moiety. For both PD173955 and PDC, the analogs with amino groups in place of the methylthio group are 10 times more inhibitory than the parent mols. Two mols. were identified with Kis about three orders of magnitude lower than reported for Imatinib. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Related Products of 2178-24-7).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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.Related Products of 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Comparisons on isomeric 1,10-phenanthroline aromatic heterocyclic derivatives with triphenylamine and thiophene donors before and after rhenium(I) carbonyl complexation was written by Peng, Yu-Xin;Xu, Dan;Wang, Na;Tao, Tao;Hu, Bin;Huang, Wei. And the article was included in Tetrahedron in 2016.Synthetic Route of C12H7BrN2 This article mentions the following:

The authors have described herein a series of unsym. 1,10-phenanthroline (phen) based aromatic heterocyclic derivatives with triphenylamine (TPA) and thiophene donors (L1-L5) and their resp. neutral tricarbonyl rhenium(I) complexes ([Re(CO)₃Cl(L)] 6a–6e). Comparisons between isomeric compounds L1/L2 and 6a/6b as well as L3/L4/L5 and 6c/6d/6e have been made on their ¹H NMR and UV/visible spectra, single-crystal structures and d. function theory (DFT) calculations The alterations of conjugated system of the whole mols., originating from the introduction of 2-, 3- or 3,8-substituted TPA and thiophene groups of phen, are responsible for the structural and spectral discrepancy of these structural isomers. In particular, the introduction of TPA and/or thiophene donors at 2-position of phen (L1 and L3) leads to smaller band gaps than their resp. 3-substituted isomers (L2 and L4). In addition, rhenium(I) ion complexation could slightly lower the HOMO energy levels but significantly decrease the LUMO energy levels of the mol. system. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Synthetic Route of C12H7BrN2).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C12H7BrN2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New Analogs of Polyamine Toxins from Spiders and Wasps: Liquid Phase Fragment Synthesis and Evaluation of Antiproliferative Activity was written by Vassileiou, Christos;Kalantzi, Stefania;Vachlioti, Eleanna;Athanassopoulos, Constantinos M.;Koutsakis, Christos;Piperigkou, Zoi;Karamanos, Nikos;Stivarou, Theodora;Lymberi, Peggy;Avgoustakis, Konstantinos;Papaioannou, Dionissios. And the article was included in Molecules in 2022.HPLC of Formula: 954-81-4 This article mentions the following:

Polyamine toxins (PATs) are conjugates of polyamines (PAs) with lipophilic carboxylic acids, which have been recently shown to present antiproliferative activity. Ten analogs of the spider PATs Agel 416, HO-416b, and JSTX-3 and the wasp PAT PhTX-433 were synthesized with changes in the lipophilic head group and/or the PA chain, and their antiproliferative activity was evaluated on MCF-7 and MDA-MB-231 breast cancer cells, using Agel 416 and HO-416b as reference compounds All five analogs of PhTX-433 were of very low activity on both cell lines, whereas the two analogs of JSTX-3 were highly active only on the MCF-7 cell line with IC₅₀ values of 2.63-2.81 娓璏. Of the remaining three Agel 416 or HO-416b analogs, only the one with the spermidine chain was highly active on both cells with IC₅₀ values of 3.15-12.6 娓璏. The two most potent compounds in this series, Agel 416 and HO-416b, with IC₅₀ values of 0.09-3.98 娓璏 for both cell lines, were found to have a very weak cytotoxic effect on the MCF-12A normal breast cells. The present study points out that the structure of both the head group and the PA chain determine the strength of the antiproliferative activity of PATs and their selectivity towards different cells. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4HPLC of Formula: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.HPLC of Formula: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Customized Buchwald-type phosphines bearing an “inverted” pyrimidinium betaine as an aryl group surrogate – synthesis and coordination chemistry with gold(I) was written by Noel-Duchesneau, Ludovik;Lugan, Noel;Lavigne, Guy;Labande, Agnes;Cesar, Vincent. And the article was included in European Journal of Inorganic Chemistry in 2015.Quality Control of Ethyl (2-bromophenyl)acetate This article mentions the following:

A new ligand scaffold I (1, R = ⁱPr) inspired by Buchwald-type phosphines is disclosed. Its design consists of the formal replacement of the distal aryl group of the original archetype by a pyrimidinium betaine connected to the o-phosphinophenyl moiety through the C-5 position of its malonate subunit. A productive synthetic pathway towards this phosphine is described along with its ability to coordinate to a gold(I) center. A weak bonding interaction between the metal center and the malonate group is observed in the solid state. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Quality Control of Ethyl (2-bromophenyl)acetate).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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 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.Quality Control of Ethyl (2-bromophenyl)acetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Heterocyclics. XIII. Synthesis of substituted bromothiophenes was written by Fournari, Pierre;Guilard, Roger;Person, Maurice. And the article was included in Bulletin de la Societe Chimique de France in 1967.Category: bromides-buliding-blocks This article mentions the following:

Bromothiophenecarboxaldehydes of the general formula I are prepared and treated with aryl ketones to give compounds of the general formula II. Thus, 66 g. 2,3-dibromothiophene is treated with 0.273 mole BuLi and the organic Li compound obtained is treated with 30 g. HCONMe2 to give 13.5 g. 3-bromo-2-formylthiophene (III), b12 109-12鎺? thiosemicarbazone m. 246鎺? oxime m. 159鎺? Similarly prepared are (b.p./mm., m.p., m.p. thiosemicarbazone, and m.p. oxime given): I (R = R3 = H, R1 = CHO, R2 = Br), 118-20鎺?13, -, 221鎺? 104鎺? I (R = R1 = CHO, R2 = Br, R3 = H), 158-60鎺?13, 117-18鎺? -, -. I [R = R2 = R3 = H, R1 = CH(OEt)2] is treated with 0.13 mole BuLi and a solution of 12 g. Br is added to give 5 g. I (R = Br, R1 = CHO, R2 = R3 = H), m. 34鎺?(hexane); thiosemicarbazone m. 235鎺? oxime m. 86鎺? Similarly prepared are the following I (R2 = H) (R, R1, R3, b.p./mm., m.p., m.p. thiosemicarbazone, and m.p. oxime given): H, CHO, Br, 114-16鎺?17-18, -, 180鎺? 91鎺? Br, CHO, Br, 122-35鎺?12-14, 45-6鎺?(ligroine), 266鎺? 136鎺? The following I (R1 = H) are prepared according to known methods (R, R2, R3, b.p./mm., m.p., m.p. thiosemicarbazone, and m.p. oxime given): CHO, Br, H, -, 45-6鎺? 216鎺? 174鎺? CHO, H, Br, 112-14鎺?14, -, 173-4鎺? 152-4鎺? A mixture of 0.01 mole 0-HOC6H4Ac, 0.01 mole III, 1 ml. 5N NaOH, and 10 ml. EtOH is heated 2 hrs. at 60鎺?to give 10% 0-hydroxyphenyl 2-(3-bromo-2-thienyl)vinyl ketone, m. 124鎺? Similarly prepared are the following II (R = R2 = H, R1 = Br) (Ar, m.p., and % yield given): 0-HOC6H4, 108鎺? 11; 2,5-HO(O2N)C6H3, 195鎺? 65. A mixture of 0.01 mole 5-bromo-2-acetylthiophene, 0.01 mole 2-formylthiophene, 3.2 ml. N NaOH, and 20 ml. EtOH is refrigerated 2 hrs. to give 20% II (R = R1 = R2 = H, Ar + 5-bromo-2-thienyl), m. 113鎺? Similarly prepared are the following II (R2 = H) (Ar, R, R1, m.p., and % yield given): 5-bromo-2-thienyl, H, Br, 135鎺? 33; 5-bromo-2-thienyl, Br, H, 144鎺? 40; 2-thienyl, Br, H, 100鎺? 60; 2-pyridyl, Br, H, 145鎺? 80; 2-pyridyl, H, Br, 136鎺? 70. 3-Bromo-2-cyanothiophene (m. 50鎺? and the following I are prepared according to the P. Reynaud-R. Delaby method for the preparation of 2-cyanothiophene (R, R1, R2, R3, b.p./mm., and m.p. given): CN, H, Br, H, -, 45鎺?(ether-ligroine); CN, H, H, Br, 124鎺?34, -; Br, CN, H, H, 130鎺?22, -; H, CN, Br, H, -, 56 (ether-ligroine); H, CN, H, Br, -, 33鎺?(aqueous alc.); Br, CN, H, Br, -, 76鎺?(aqueous alc.). The bromocyanothiophenes (0.01 mole) are treated with 10 ml. H2O2 at 50鎺?in the presence of 4 ml. 25% KOH to give 4-bromo-2-thiophenecarboxamide, m. 153-4鎺? and the following I (R, R1, R2, R3, and m.p. given): CONH2, H, H, Br, 164鎺? Br, CONH2, H, H, 142鎺? H, CONH2, Br, H, 146鎺? H, CONH2, H, Br, 146鎺? Br, CONH2, H, Br, 140-1鎺? CONH2, Br, H, H, 103鎺? 5-Bromo-3-formylthiophene (0.005 mole) is treated with 800 mg. KMnO4 to give 0.6 g. 5-bromo-3-thiophenecarboxylic acid, m. 139鎺?(aqueous alc.). Similarly prepared are the following I (R, R1, R2, R3, and m.p. given): CO2H, Br, H, H, 197-8鎺? CO2H, H, Br, H, 123鎺? CO2H, H, H, Br, 142鎺? Br, CO2H, H, H, 180鎺? H, CO2H, Br, H, 159鎺? H, CO2H, H, Br, 139鎺? Br, CO2H, H, Br, 178鎺? N.M.R. data are given. In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2Category: bromides-buliding-blocks).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) 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. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of 1-(3,3-Dimethylbutyl)-3-(2-fluoro-4-methyl-5-(7-methyl-2-(methylamino)pyrido[2,3-d]pyrimidin-6-yl)phenyl)urea (LY3009120) as a Pan-RAF Inhibitor with Minimal Paradoxical Activation and Activity against BRAF or RAS Mutant Tumor Cells was written by Henry, James R.;Kaufman, Michael D.;Peng, Sheng-Bin;Ahn, Yu Mi;Caldwell, Timothy M.;Vogeti, Lakshminarayana;Telikepalli, Hanumaiah;Lu, Wei-Ping;Hood, Molly M.;Rutkoski, Thomas J.;Smith, Bryan D.;Vogeti, Subha;Miller, David;Wise, Scott C.;Chun, Lawrence;Zhang, Xiaoyi;Zhang, Youyan;Kays, Lisa;Hipskind, Philip A.;Wrobleski, Aaron D.;Lobb, Karen L.;Clay, Julia M.;Cohen, Jeffrey D.;Walgren, Jennie L.;McCann, Denis;Patel, Phenil;Clawson, David K.;Guo, Sherry;Manglicmot, Danalyn;Groshong, Chris;Logan, Cheyenne;Starling, James J.;Flynn, Daniel L.. And the article was included in Journal of Medicinal Chemistry in 2015.Recommanded Product: 5-Bromo-2-fluoro-4-methylaniline This article mentions the following:

The RAS-RAF-MEK-MAPK cascade is an essential signaling pathway, with activation typically mediated through cell surface receptors. The kinase inhibitors vemurafenib and dabrafenib, which target oncogenic BRAF V600E, have shown significant clin. efficacy in melanoma patients harboring this mutation. Because of paradoxical pathway activation, both agents were demonstrated to promote growth and metastasis of tumor cells with RAS mutations in preclin. models and are contraindicated for treatment of cancer patients with BRAF WT background, including patients with KRAS or NRAS mutations. To eliminate the issues associated with paradoxical MAPK pathway activation and to provide therapeutic benefit to patients with RAS mutant cancers, we sought to identify a compound not only active against BRAF V600E but also wild type BRAF and CRAF. On the basis of its superior in vitro and in vivo profile, compound 13 was selected for further development and is currently being evaluated in phase I clin. studies. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-fluoro-4-methylaniline (cas: 945244-29-1Recommanded Product: 5-Bromo-2-fluoro-4-methylaniline).

5-Bromo-2-fluoro-4-methylaniline (cas: 945244-29-1) 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. 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.Recommanded Product: 5-Bromo-2-fluoro-4-methylaniline

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