Tag: 200-300

Application of 1129-28-8In 2016 ,《Discovery of Novel Indoline Cholesterol Ester Transfer Protein Inhibitors (CETP) through a Structure-Guided Approach》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Wilson, Jonathan E.; Kurukulasuriya, Ravi; Reibarkh, Mikhail; Reiter, Maud; Zwicker, Aaron; Zhao, Kake; Zhang, Fengqi; Anand, Rajan; Colandrea, Vincent J.; Cumiskey, Anne-Marie; Crespo, Alejandro; Duffy, Ruth A.; Murphy, Beth Ann; Mitra, Kaushik; Johns, Douglas G.; Duffy, Joseph L.; Vachal, Petr. The article conveys some information:

Using the collective body of known (CETP) inhibitors as inspiration for design, a structurally novel series of tetrahydroquinoxaline CETP inhibitors were discovered. An exemplar from this series, compound I, displayed potent in vitro CETP inhibition and was efficacious in a transgenic cynomologus-CETP mouse HDL PD (pharmacodynamic) assay. However, an undesirable metabolic profile and chem. instability hampered further development of the series. A three-dimensional structure of tetrahydroquinoxaline inhibitor was proposed from 1H NMR structural studies, and this model was then used in silico for the design of a new class of compounds based upon an indoline scaffold. This work resulted in the discovery of compound II, which displayed potent in vitro CETP inhibition, a favorable PK-PD profile relative to tetrahydroquinoxaline I, and dose-dependent efficacy in the transgenic cynomologus-CETP mouse HDL PD assay. After reading the article, we found that the author used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Application of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Application of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis of bis-azobenzene derivatives with reactive bromohexyl unit and carboxylic acid group based on Disperse Yellow 7》 was published in European Journal of Chemistry in 2020. These research results belong to Darabut, Alina Madalina; Purikova, Olha Hennadiivna; Lobko, Yevheniia Volodymyrivna. Application of 629-03-8 The article mentions the following:

Two types of azobenzene derivatives I [R = CH2COOH, CH2COOEt, CH2(CH2)4CH2Br] based on Disperse Yellow 7 I [R = H] (4-[4-(phenylazo)phenylazo]-o-cresol) were synthesized. The first compound I [R = CH2(CH2)4CH2Br] was synthesized by alkylation of DY7 with an excess of 1,6-dibromohexane in the presence of a mild base (K2CO3). The second one I [R = CH2COOH] was obtained by the alk. hydrolysis of the ester bond of the newly obtained DY7 derivative with the ethoxycarbonyl group. The synthesized compounds were characterized by different spectral anal. techniques such as 1H NMR, 13C NMR, FT-IR, and UV-Vis. They could be employed for the synthesis of a wide variety of azo-based materials, which may be suitable for photochromic systems and mol. electronics applications. In the experiment, the researchers used many compounds, for example, 1,6-Dibromohexane(cas: 629-03-8Application of 629-03-8)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of pyrrolo-tetrathiafulvalene molecular bridge (6PTTF6) to study redox switching behavior of single molecules; synthesis of water-soluble thermoresponsive polylactides.Application of 629-03-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones》 was published in Journal of the American Chemical Society in 2020. These research results belong to Zhang, Dong; Su, Zhishan; He, Qianwen; Wu, Zhikun; Zhou, Yuqiao; Pan, Chenjing; Liu, Xiaohua; Feng, Xiaoming. SDS of cas: 5437-45-6 The article mentions the following:

Enantioselective diverse synthesis of a small-mol. collection with structural and functional similarities or differences in an efficient manner is an appealing but formidable challenge. Asym. preparation and branching transformations of tetrahydroindolizines in succession present a useful approach to the construction of N-heterocycle-containing scaffolds with functional group, and stereochem. diversity. Herein, we report a breakthrough toward this end via an initial diastereo- and enantioselective [3 + 2] cycloaddition between pyridinium ylides and enones, following diversified sequential transformations. Chiral N,N’-dioxide-earth metal complexes enable the generation of optically active tetrahydroindolizines in situ, across the strong background reaction for racemate-formation. In connection with deliberate sequential transformations, involving convenient rearom. oxidation, and light-active aza-Norrish II rearrangement, the tetrahydroindolizine intermediates were converted into the final library including 3-arylindolizine derivatives and dicarbofunctionalized 1,5-dicarbonyl compounds More importantly, the stereochem. of four-stereogenic centered tetrahydroindolizine intermediates could be efficiently transferred into axial chirality in 3-arylindolizines and vicinal pyridyl and aryl substituted 1,5-diketones. In addition, densely functionalized cyclopropanes and bridged cyclic compounds were also discovered depending on the nature of the pyridinium ylides. Mechanism studies were involved to explain the stereochem. during the reaction processes. After reading the article, we found that the author used Benzyl 2-bromoacetate(cas: 5437-45-6SDS of cas: 5437-45-6)

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is a synthetic chemical produced for industry from benzyl alcohol and acetic acid, but is also naturally present in the essential oils of many plants, including jasmine and ylang ylang.SDS of cas: 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Design, Synthesis and Biological Evaluation of Carbazole Derivatives as Antitubercular and Antibacterial Agents》 were Sellamuthu, Satheeshkumar; Bhat, Mohammad F.; Kumar, Ashok; Nath, Gopal; Singh, Sushil K.. And the article was published in Current Bioactive Compounds in 2019. Electric Literature of C6H5Br2N The author mentioned the following in the article:

Background: The neuroleptic chlorpromazine has been reported for antitubercular activity but the associated antipsychotic activity restricted its clin. presentation. Objectives: Novel derivatives of carbazole having structural similarity with chlorpromazine were designed, in an attempt to reduce the associated side effects, while retaining the antitubercular activity. Materials and Methods: The designed mols. were synthesized and screened for antitubercular and antibacterial activities. The blood-brain barrier (BBB) permeability and mammalian cell (VERO) cytotoxicity (CC50) were examined to determine the safety of compounds Results: Among the developed compounds, 14c, 15c, 16c and 17c were found to be promising against Mtb H37Rv at MIC of 1.56 mug/mL. They were also effective against S. aureus and E. coli at MIC of 0.98 and 7.81 mug/mL, resp. The BBB permeability of the compounds was found to be less than chlorpromazine. Therefore, the developed compounds are expected to have diminished antipsychotic effect. The compounds were further marked safe against mammalian VERO cells at CC50 > 90 mug/mL. Conclusion: The profound antitubercular activity with a concomitant reduction in BBB permeability of carbazole derivatives can pave new vista in the discovery of antitubercular drugs. In addition to this study using 3,5-Dibromoaniline, there are many other studies that have used 3,5-Dibromoaniline(cas: 626-40-4Electric Literature of C6H5Br2N) was used in this study.

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Electric Literature of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Energy Transfer to Ni-Amine Complexes in Dual Catalytic, Light-Driven C-N Cross-Coupling Reactions》 were Kudisch, Max; Lim, Chern-Hooi; Thordarson, Pall; Miyake, Garret M.. And the article was published in Journal of the American Chemical Society in 2019. Application of 402-43-7 The author mentioned the following in the article:

Dual catalytic light-driven cross-coupling methodologies utilizing a Ni(II) salt with a photocatalyst (PC) have emerged as promising methodologies to forge aryl C-N bonds under mild conditions. The recent discovery that the PC can be omitted and the Ni(II) complex directly photoexcited suggests that the PC may perform energy transfer (EnT) to the Ni(II) complex, a mechanistic possibility that has recently been proposed in other systems across dual Ni photocatalysis. Here, we report the first studies in this field capable of distinguishing EnT from electron transfer (ET), and the results are consistent with Förster-type EnT from the excited state [Ru(bpy)3]Cl2 PC to Ni-amine complexes. The structure and speciation of Ni-amine complexes that are the proposed EnT acceptors were elucidated by crystallog. and spectroscopic binding studies. With the acceptors known, quant. Förster theory was utilized to predict the ratio of quenching rate constants upon changing the PC, enabling selection of an organic phenoxazine PC that proved to be more effective in catalyzing C-N cross-coupling reactions with a diverse selection of amines and aryl halides. The results came from multiple reactions, including the reaction of 1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Application of 402-43-7)

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) 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. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Application of 402-43-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Enantioselective Construction of Quaternary All-Carbon Centers via Copper-Catalyzed Arylation of Tertiary Carbon-Centered Radicals》 were Wu, Lianqian; Wang, Fei; Chen, Pinhong; Liu, Guosheng. And the article was published in Journal of the American Chemical Society in 2019. Recommanded Product: 3,5-Dibromoaniline The author mentioned the following in the article:

An enantioselective copper-catalyzed arylation of tertiary carbon-centered radicals, leading to quaternary all-carbon stereocenters, has been developed herein. The tertiary carbon-centered radicals, including both benzylic and nonbenzylic radicals, were produced by the addition of trifluoromethyl radical to α-substituted acrylamides, and subsequently captured by chiral aryl copper(II) species to give C-Ar bonds with excellent enantioselectivity. Importantly, an acylamidyl (CONHAr) group adjacent to the tertiary carbon radical is essential for the asym. radical coupling. The reaction itself features broad substrate scope, excellent functional group compatibility and mild conditions. In addition to this study using 3,5-Dibromoaniline, there are many other studies that have used 3,5-Dibromoaniline(cas: 626-40-4Recommanded Product: 3,5-Dibromoaniline) was used in this study.

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Recommanded Product: 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Betti, Marco; Catarzi, Daniela; Varano, Flavia; Falsini, Matteo; Varani, Katia; Vincenzi, Fabrizio; Dal Ben, Diego; Lambertucci, Catia; Colotta, Vittoria published 《The aminopyridine-3,5-dicarbonitrile core for the design of new non-nucleoside-like agonists of the human adenosine A2B receptor》.European Journal of Medicinal Chemistry published the findings.Formula: C9H9BrO2 The information in the text is summarized as follows:

A new series of amino-3,5-dicyanopyridines I (R1 = OEt, cyclopropylmethoxy, NHCOCH3, etc.; R2 = COOMe, CONH2, CONHCH3, etc.) as analogs of the adenosine hA2B receptor agonist BAY60-6583 was synthesized. All the compounds that interact with the hA2B adenosine receptor display EC50 values in the range 9-350 nM behaving as partial agonists, with the only exception being the I (R1 = NHCOCH3, R2 = CONH2) which shows a full agonist profile. Moreover, the compound I (R1 = cyclopropylmethoxy, R2 = 1H-imidazol-2-yl) turns out to be 3-fold more active than BAY60-6583 although less selective. This result can be considered a real breakthrough due to the currently limited number of non-adenosine hA2B AR agonists reported in literature. To simulate the binding mode of nucleoside and non-nucleoside agonists at the hA2B AR, mol. docking studies were performed at homol. models of this AR subtype developed by using two crystal structures of agonist-bound A2A AR as templates. These investigations allowed to represent a hypothetical binding mode of hA2B receptor agonists belonging to the amino-3,5-dicyanopyridine series and to rationalize the observed SAR. In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Formula: C9H9BrO2)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Formula: C9H9BrO2 Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Sun, Ying-Ji; Li, Pei; Huang, Qian-Qian; Zhang, Jian-Jun; Itoh, Shinobu published 《Dioxygenation of Flavonol Catalyzed by Copper(II) Complexes Supported by Carboxylate-Containing Ligands: Structural and Functional Models of Quercetin 2,4-Dioxygenase》.European Journal of Inorganic Chemistry published the findings.SDS of cas: 1129-28-8 The information in the text is summarized as follows:

To obtain insights into the role of the carboxylate group of Glu73 in the active site of quercetin 2,4-dioxygenase (2,4-QD), the copper(II) complexes [CuIILn(AcO)] [1 (Ln = L1), 2 (Ln = L2), 3 (Ln = L3), and 4 (Ln = L4)] supported by carboxylate-containing ligands [L1H = 2-{[bis(pyridin-2-ylmethyl)amino]methyl}benzoic acid; L2H = 3-{[bis(pyridin-2-ylmethyl)amino]methyl}benzoic acid,; L3H = 2-({bis[2-(pyridin-2-yl)ethyl]amino}methyl)benzoic acid; L4H = 3-({bis[2-(pyridin-2-yl)ethyl]amino}methyl)benzoic acid] as well as the ternary CuII flavonolate (fla-) complexes [CuIILn(fla)] [5 (Ln = L1), 6 (Ln = L2), 7 (Ln = L3), and 8 (Ln = L4)] were synthesized and characterized as structural and functional models for the active site of 2,4-QD. The ternary complexes [CuIILn(fla)] showed different reactivities in the dioxygenation of bound flavonolate to benzoic acid, salicylic acid, and N,N-dimethylbenzamide at 75-90° (single-turnover reaction) in the order 5 >> 7 > 8 ≈ 6. A similar reactivity tendency was found in the catalytic dioxygenation of the substrate flavonol (multiturnover reaction) by the binary complexes. The different reactivities of the copper complexes could be attributed to the different Lewis acidities of the copper(II) ions induced by the different coordination environments of the ligands. The results will provide important insights into the pivotal catalytic role of the carboxylate group of Glu73 in 2,4-QD (no data). In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8SDS of cas: 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. SDS of cas: 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Kaiser, Felix; Schmidt, Andrea; Heydenreuter, Wolfgang; Altmann, Philipp Johannes; Casini, Angela; Sieber, Stephan A.; Kuehn, Fritz Elmar published 《Self-assembled palladium and platinum coordination cages: Photophysical studies and anticancer activity》.European Journal of Inorganic Chemistry published the findings.Name: 3,5-Dibromoaniline The information in the text is summarized as follows:

Self-assembled coordination cages are interesting as drug delivery systems. Therefore, the synthesis of new ML (M = Pd, Pt) mol. cages, derived from highly fluorescent, rigid polyaromatic ligands is reported and the first PtL cage with a ligand consisting of three pyridine moieties is described. Photophys. properties were examined showing high quantum yields of up to 48% for the methoxy-functionalized ligands. Coordination of the ligands to palladium and platinum ions reduces the metallocages’ fluorescence, however. The host-guest chem. of the palladium cage with cisplatin is investigated confirming the encapsulation. The cages encapsulating cisplatin show a significantly increased cytotoxicity towards A549 (human lung adenocarcinoma) cells compared to cisplatin, and thus appear to be promising delivery vectors for the anticancer drug cisplatin. The results came from multiple reactions, including the reaction of 3,5-Dibromoaniline(cas: 626-40-4Name: 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Name: 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

McNamara, Dennis J.; Berman, Ellen M.; Fry, David W.; Werbel, Leslie M. published an article in Journal of Medicinal Chemistry. The title of the article was 《Potent inhibition of thymidylate synthase by two series of nonclassical quinazolines》.Formula: C9H8BrNO4 The author mentioned the following in the article:

The synthesis and biol. activity of two series of nonclassical thymidylate synthase (TS) inhibitors are described. The first is a series of 10-propargyl-5,8-dideazafolic acid derivatives I (R = NH2; R1 = R2 = Cl, R3 = H; R1-R3 = OMe; R1 = R3 = H, R2 = Ac, F, cyano, CONH2, SO2NMe2, NO2, COCF3, OCF3) and the second is a series of 2-deamino derivatives I (R = H; R1 = R2 = Cl, R3 = H, R1-R3 = OMe; R1 = R3 = H, R4 = Ac), both bearing a more lipophilic substituent on the Ph ring than the CO-glutamate of classical antifolates. The compounds were tested for inhibition of purified L1210 TS and for inhibition of L1210 cell growth in vitro. Several of these nonclassical analogs approached the TS inhibitory potency of 10-propargyl-5,8-dideazafolic acid (II), a glutamate-containing TS inhibitor. I (R = NH2) were generally potent inhibitors of L1210 TS, with ED50s within the range of 0.51-11.5 μM for II. I (R = H) also exhibited significant, although diminished, TS inhibition. Both series were growth inhibitory to cells in tissue culture and this inhibition could be reversed by thymidine alone, indicating that the primary target was TS. None of the compounds was a potent inhibitor of dihydrofolate reductase. These studies indicate that the presence of the glutamate moiety in folate analogs is not an absolute requirement for potent inhibition of TS.Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4Formula: C9H8BrNO4) was used in this study.

Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4) 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. Formula: C9H8BrNO4 In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary