Tag: 200-300

Copper-Catalyzed Carboarylation of Alkynes via Vinyl Cations was written by Walkinshaw, Andrew J.;Xu, Wenshu;Suero, Marcos G.;Gaunt, Matthew J.. And the article was included in Journal of the American Chemical Society in 2013.Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

Copper-catalyzed arylation of electron rich alkynes reveals stabilized trisubstituted vinyl cation equivalent that react with pendant arene nucleophiles to form all carbon tetrasubstituted alkenes, e.g. I. The new process streamlines the synthesis of important medicinally relevant mols. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and antiproliferative activity of marine bromotyrosine purpurealidin I and its derivatives was written by Bhat, Chinmay;Ilina, Polina;Tilli, Irene;Voracova, Manuela;Bruun, Tanja;Barba, Victoria;Hribernik, Nives;Lillsunde, Katja-Emilia;Maki-Lohiluoma, Eero;Ruffer, Tobias;Lang, Heinrich;Yli-Kauhaluoma, Jari;Kiuru, Paula;Tammela, Paivi. And the article was included in Marine Drugs in 2018.Formula: C8H6Br2O2 This article mentions the following:

The first total synthesis of the marine bromotyrosine purpurealidin I (1) using trifluoroacetoxy protection group and its dimethylated analog (29) is reported along with 16 simplified bromotyrosine derivatives lacking the tyramine moiety. Their cytotoxicity was evaluated against the human malignant melanoma cell line (A-375) and normal skin fibroblast cells (Hs27) together with 33 purpurealidin-inspired simplified amides, and the structure-activity relationships were investigated. The synthesized simplified analogs without the tyramine part retained the cytotoxic activity. Purpurealidin I (1) showed no selectivity but its simplified pyridin-2-yl derivative (36) had the best improvement in selectivity (Selectivity index 4.1). This shows that the marine bromotyrosines are promising scaffolds for developing cytotoxic agents and the full understanding of the elements of their SAR and improving the selectivity requires further optimization of simplified bromotyrosine derivatives In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Formula: C8H6Br2O2).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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. 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.Formula: C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Species-Selective Pyrimidineamine Inhibitors of Trypanosoma brucei S-Adenosylmethionine Decarboxylase was written by Volkov, Oleg A.;Brockway, Anthony J.;Wring, Stephen A.;Peel, Michael;Chen, Zhe;Phillips, Margaret A.;De Brabander, Jef K.. And the article was included in Journal of Medicinal Chemistry in 2018.Recommanded Product: 96558-78-0 This article mentions the following:

New therapeutic options are needed for treatment of human African trypanosomiasis (HAT) caused by protozoan parasite Trypanosoma brucei. S-Adenosylmethionine decarboxylase (AdoMetDC) is an essential enzyme in the polyamine pathway of T. brucei. Previous attempts to target this enzyme were thwarted by the lack of brain penetration of the most advanced series. Herein, the authors describe a T. brucei AdoMetDC inhibitor series based on a pyrimidineamine pharmacophore that the authors identified by target-based high-throughput screening. The pyrimidineamines showed selectivity for T. brucei AdoMetDC over the human enzyme, inhibited parasite growth in whole-cell assay, and had good predicted blood-brain barrier penetration. The medicinal chem. program elucidated structure-activity relationships within the series. Features of the series that were required for binding were revealed by determining the x-ray crystal structure of TbAdoMetDC bound to one analog. The pyrimidineamine series provides a novel starting point for an anti-HAT lead optimization. In the experiment, the researchers used many compounds, for example, 3-Bromo-5-chlorophenylamine (cas: 96558-78-0Recommanded Product: 96558-78-0).

3-Bromo-5-chlorophenylamine (cas: 96558-78-0) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: 96558-78-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Copper-Mediated Trifluoromethylation of α-Diazo Esters with TMSCF₃: The Important Role of Water as a Promoter was written by Hu, Mingyou;Ni, Chuanfa;Hu, Jinbo. And the article was included in Journal of the American Chemical Society in 2012.Recommanded Product: Ethyl (2-bromophenyl)acetate This article mentions the following:

Copper-mediated trifluoromethylation of α-diazo esters with TMSCF₃ reagent has been developed as a new method to prepare α-trifluoromethyl esters. This trifluoromethylation reaction represents the first example of fluoroalkylation of a non-fluorinated carbene precursor. Water plays an important role in promoting the reaction by activating the “CuCF₃” species prepared from CuI/TMSCF₃/CsF (1.0:1.1:1.1). The scope of this trifluoromethylation reaction is broad, and its efficiency is demonstrated in the synthesis of a variety of aryl-, benzyl-, and alkyl-substituted 3,3,3-trifluoropropanoates. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Recommanded Product: Ethyl (2-bromophenyl)acetate).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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). In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: Ethyl (2-bromophenyl)acetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of new fluorine substituted derivatives as angiotensin II receptor antagonists with anti-hypertension and anti-tumor effects was written by Da, Ya-jing;Yuan, Wei-dong;Xin, Ting;Nie, Yong-yan;Ye, Ying;Yan, Yi-Jia;Liang, Li-sha;Chen, Zhi-long. And the article was included in Bioorganic & Medicinal Chemistry in 2012.Recommanded Product: Methyl 2-bromo-4-fluorobenzoate This article mentions the following:

The synthesis and pharmaceutical activity of new potent non-tetrazole angiotensin II (Ang II) receptor antagonists were described. These compounds were fluorine substituted derivatives of Losartan, Valsartan and Irbesartan with carboxylic acid group as replacements to the known potent tetrazole moiety at the 2′-biphenyl position. Their activities were evaluated by Ang II receptor binding assay as well as by in vivo assay. All of the synthesized compounds showed nanomolar affinity for the AT₁ receptor subtype. The vivo biol. evaluation showed that compounds 1a, 2 and 4 (I) produced a dose-dependent antihypertensive effect both in spontaneously hypertensive rats (SHR) and renal hypertensive rats (RHR). Compound 4 especially showed an efficient and long-lasting effect in reducing blood pressure which can last more than 24 h at dose of 10 mg/kg in SHR, which was much better than control Losartan and Valsartan. Compound 4 can also inhibit the prostate cancer in vitro and in vivo. So compound 4 was selected for in-depth investigation as potent, novel and long-lasting non-tetrazole anti-hypertension and anti-tumor drug candidate. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Recommanded Product: 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–bromine 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.Recommanded Product: Methyl 2-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Selective Phenelzine Analogue Inhibitor of Histone Demethylase LSD1 was written by Prusevich, Polina;Kalin, Jay H.;Ming, Shonoi A.;Basso, Manuela;Givens, Jeffrey;Li, Xin;Hu, Jianfei;Taylor, Martin S.;Cieniewicz, Anne M.;Hsiao, Po-Yuan;Huang, Rong;Roberson, Heather;Adejola, Nkosi;Avery, Lindsay B.;Casero, Robert A. Jr.;Taverna, Sean D.;Qian, Jiang;Tackett, Alan J.;Ratan, Rajiv R.;McDonald, Oliver G.;Feinberg, Andrew P.;Cole, Philip A.. And the article was included in ACS Chemical Biology in 2014.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Lysine-specific demethylase 1 (LSD1) is an epigenetic enzyme that oxidatively cleaves Me groups from monomethyl and di-Me Lys 4 of histone H3 (H3K4Me1, H3K4Me2) and can contribute to gene silencing. This study describes the design and synthesis of analogs of a monoamine oxidase antidepressant, phenelzine, and their LSD1 inhibitory properties. A novel phenelzine analog (bizine) containing a phenyl-butyrylamide appendage was shown to be a potent LSD1 inhibitor in vitro and was selective vs. monoamine oxidases A/B and the LSD1 homolog, LSD2. Bizine was found to be effective at modulating bulk histone methylation in cancer cells, and ChIP-seq experiments revealed a statistically significant overlap in the H3K4 methylation pattern of genes affected by bizine and those altered in LSD1-/- cells. Treatment of two cancer cell lines, LNCaP and H460, with bizine conferred a reduction in proliferation rate, and bizine showed additive to synergistic effects on cell growth when used in combination with two out of five HDAC inhibitors tested. Moreover, neurons exposed to oxidative stress were protected by the presence of bizine, suggesting potential applications in neurodegenerative disease. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of 2-methyl-5-amino-4-oxo-3-sulfonyl esters as precursors of pseudodipeptides was written by Severi, D.;Ettouati, L.;Paris, J.. And the article was included in Letters in Peptide Science in 2002.Related Products of 2178-24-7 This article mentions the following:

The synthesis of 2-methyl-5-amino-4-oxo-3-sulfonyl esters Boc-NHCHRCOCH(SO₂Ph)CHMeCO₂Et (Boc = tert-butoxycarbonyl, R = H or Me), potential precursors of XaaΨ[COCH₂]Ala, XaaΨ[E-CH:CH]Ala and XaaΨ[CH₂CH₂]Ala pseudodipeptides, has been investigated by alkylation of glycine- and alanine-derived β-keto sulfones with Et 2-bromo- or 2-(triflyloxy)propionate under basic conditions. Yields of 2-methyl-5-amino-4-oxo-3-sulfonyl esters are low but starting β-keto sulfones are recovered in good yield. 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–bromine 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. Related Products of 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Determination of chlorophenols by capillary gas chromatography was written by Krijgsman, Willem;Van de Kamp, Cornelis G.. And the article was included in Journal of Chromatography in 1977.Name: 3-Bromophenyl acetate This article mentions the following:

Single step determination of chlorophenols was achieved by capillary gas chromatog. in which compounds were acetylated prior to injection onto a capillary column coated with SE-30 (stationary phase). The column was connected to an electron capture detector, permitting determinations in ng and sub-ng ranges; e.g. the lower limit of detection for pentachlorophenol acetate [1441-02-7] was ∼1 pg. Principal operating conditions were: separation column 25 m × 0.35 mm; injection block temperature 215°; detector temperature 290°; carrier and splitting gas, He; purge gas, N. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Name: 3-Bromophenyl acetate).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine 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.Name: 3-Bromophenyl acetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Non-Peptide RGD Surrogates Which Mimic a Gly-Asp β-Turn: Potent Antagonists of Platelet Glycoprotein IIb-IIIa was written by Fisher, Matthew J.;Gunn, Bruce;Harms, Cathy S.;Kline, Allen D.;Mullaney, Jeffrey T.;Nunes, Anne;Scarborough, Robert M.;Arfsten, Ann E.;Skelton, Marshall A.;Um, Suzane L.;Utterback, Barbara G.;Jakubowski, Joseph A.. And the article was included in Journal of Medicinal Chemistry in 1997.Synthetic Route of C13H14BrNO2 This article mentions the following:

A cyclic heptapeptide which contains an Arg-Gly-Asp sequence has good affinity for the platelet receptor GPIIb-IIIa and was chosen for study by ¹H NMR techniques. The key RGD sequence of this mol. was found to reside in a conformationally defined type II’ Gly-Asp β-turn, and this information was used in the design of simple non-peptide RGD mimics. Disubstituted isoquinolones bearing an acidic side chain at position 2 and a basic side chain at position 6 were prepared and found to have modest affinity for GPIIb-IIIa. Systematic modification of the basic residue contained in these mols. yielded compounds with high affinity for GPIIb-IIIa. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Synthetic Route of C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. 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 C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Indolyl Azaspiroketal Mannich Bases Are Potent Antimycobacterial Agents with Selective Membrane Permeabilizing Effects and in Vivo Activity was written by Nyantakyi, Samuel Agyei;Li, Ming;Gopal, Pooja;Zimmerman, Matthew;Dartois, Veronique;Gengenbacher, Martin;Dick, Thomas;Go, Mei-Lin. And the article was included in Journal of Medicinal Chemistry in 2018.Recommanded Product: 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

The inclusion of an azaspiroketal Mannich base in the membrane targeting antitubercular 6-methoxy-1-n-octyl-1H-indole scaffold resulted in analogs with improved selectivity and submicromolar activity against Mycobacterium tuberculosis H37Rv. The potency enhancing properties of the spiro-ring fused motif was affirmed by SAR and validated in a mouse model of tuberculosis. As expected for membrane inserting agents, the indolyl azaspiroketal Mannich bases perturbed phospholipid vesicles, permeabilized bacterial cells and induced the mycobacterial cell envelope stress reporter promoter piniBAC. Surprisingly, their membrane disruptive effects did not appear to be associated with bacterial membrane depolarization. This profile was not uniquely associated with azaspiroketal Mannich bases but was characteristic of indolyl Mannich bases as a class. Whereas resistant mycobacteria could not be isolated for a less potent indolyl Mannich base, the more potent azaspiroketal analog displayed low spontaneous resistance mutation frequency of 10-8/CFU. This may indicate involvement of an addnl. envelope-related target in its mechanism of action. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Recommanded Product: 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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.Recommanded Product: 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary