Tag: 200-300

One-Pot Alkene Hydroboration/Palladium-Catalyzed Migratory Suzuki-Miyaura Cross-Coupling was written by Baumgartner, Yann;Baudoin, Olivier. And the article was included in ACS Catalysis in 2020.COA of Formula: C10H13BrO This article mentions the following:

Chain-walking is a powerful approach toward the functionalization of C-H bonds remote to a functional group. Whereas various Pd-catalyzed migratory cross-couplings have been developed in the past years, the design of an efficient migratory version of the popular Suzuki-Miyaura cross-coupling has remained elusive. The current article reports a one-pot procedure consisting of alkene hydroboration and migratory Suzuki-Miyaura coupling of the resulting alkylboronic acid intermediate. A high regioselectivity for the benzylic position of the initial alkene was achieved by using P(t-Bu)₂Me as the ligand and an ortho-substituted aryl electrophile. Regioconvergence from alkene positional and geometrical isomers and long-range migration were demonstrated. Mechanistic investigations indicated that the migration occurs through a partially reversible, nondissociative mechanism. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3COA of Formula: C10H13BrO).

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.COA of Formula: C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of aromatic amine type dendrimer in the presence of palladium(0) catalyst was written by Moriwaki, Kazuyuki;Takada, Masahiro;Ohno, Toshinobu;Miyata, Toshiyuki. And the article was included in Kagaku to Kogyo (Osaka) in 2001.HPLC of Formula: 162258-89-1 This article mentions the following:

Aromatic amine type dendrimer bis(4′-tert-butylbiphenyl-4-yl)aniline (BBA) and bis[4-bis(4′-tert-butylbiphenyl-4-yl)aminophenyl]aniline (bis-BBA) were successfully synthesized using aryl bromide and aniline. Aryl bromide and aniline easily reacted in the presence of Pd catalyst to give these tertiary aromatic amines. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1HPLC of Formula: 162258-89-1).

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. 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.HPLC of Formula: 162258-89-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

2-Amino-4-aryl-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitriles with Microtubule-Disruptive, Centrosome-Declustering, and Antiangiogenic Effects in vitro and in vivo was written by Kohler, Leonhard H. F.;Reich, Sebastian;Begemann, Gerrit;Schobert, Rainer;Biersack, Bernhard. And the article was included in ChemMedChem in 2022.SDS of cas: 108940-96-1 This article mentions the following:

A series of fifteen 2-amino-4-aryl-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitriles were synthesized via a three-component reaction of 4-hydroxycoumarin, malononitrile, and diversely substituted benzaldehydes or pyridine carbaldehydes. The compounds were tested for anticancer activities against a panel of eight human tumor cell lines. A few derivatives with high antiproliferative activities and different cancer cell specificity were identified and investigated for their modes of action. They led to microtubule disruption, centrosome de-clustering and G2/M cell cycle arrest in 518 A2 melanoma cells. They also showed anti-angiogenic effects in vitro and in vivo. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1SDS of cas: 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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.SDS of cas: 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Thiophene and furan selenides. 2. Metal plating and acylation of alkyl-(2-thienyl)selenides was written by Sukiasyan, A. N.;Litvinov, V. P.;Gol’dfarb, Ya. L.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1970.Application of 29421-99-6 This article mentions the following:

Me 2-thienyl selenide (I) b15 80-2°, n20D 1.6175; Me 5-methyl-2-thienyl selenide (II) b14 94-5°, 1.5985. I (7.08 g) and 4 ml POCl3 mixed in DMF at below 20° and heated 5 hr at 100° gave, after quenching in ice, 85% 5-methylseleno-2-thiophenecarboxaldehyde (III), b3 125-6°, m. 18°; semicarbazone m. 177.5-8.5°. Oxidation of III with Ag2O gave 5-methylseleno-2-thiophenecarboxylic acid (IV), m. 108-9°. II similarly treated with POCl3 in DMF gave 26% 2-methylseleno-5-methyl-3-thiophenecarboxaldehyde (V), m. 34-5° (semicarbazone m. 196.5-7°), which also oxidized to the carboxylic acid, m. 188-9°, with Ag2O. 5-Methyl-3-thiophenecarboxaldehyde (VI) treated with HC(OEt)3 in the presence of concentrated HCl in EtOH 20 hr gave the di-Et acetal of VI, b10 105-8°, 1.4892, which, with BuLi at -20°, then refluxed in Et2O, treated with powd. Se at -20°, refluxed 2 hr, and refluxed with MeI 1 hr gave 28% V di-Et acetal, b2 117-20°, 1.5579, which, heated with concentrated HCl 10 hr gave 85% V. I and AcCl in PhCl treated with SnCl4 at 0°, and kept 1 hr at 20° gave, after aqueous HCl treatment, 75% 5-methylseleno-2-acetothienone, m. 35.5° (semicarbazone m. 200-1.5°), which oxidized with iodine in pyridine to IV. Similarly prepared was 25% 2-methylseleno-5-methyl-3-acetothienone, m. 91.5-2.5°, which oxidized with iodine-pyridine to the corresponding acid, m. 188-9°. 4-Bromo-2-thiophenecarboxaldehyde, m. 46-7°, was reduced with N2H4 to 90% 4-bromo-2-methylthiophene, b22 77-8°, 1.5727, which was conventionally converted into 5-methyl-3-thiophenecarboxaldehyde, b10 80-1°, 1.5672. 2-Methyl-3,5-dibromothiophene, b8 93°, 1.6068, treated at -70° with BuLi in Et2O under N, followed by Me2Se2 and holding 1 hr gave after aqueous treatment 75.4% 4-bromo-2-methylseleno-5-methylthiophene, b8 123-6°, 1.6340, which, with BuLi in Et2O at -70° 2 hr, followed by 2 hr with added DMF, gave, after aqueous treatment, 70.9% 4-bromo-5-methyl-2-thiophenecarboxaldehyde, b1 90-2°, m. 55°, which with Ag2O oxidized to the corresponding acid, m. 198.5-9.5°. I and BuLi at -70° in Et2O 2.5 hr gave, after acidification following treatment with Dry Ice, 80.6% 2-thiophenecarboxylic acid, m. 125.5-6.5°. BuLi and thiophene under such conditions gave no such acid and yielded only unchanged thiophene. BuLi and mixed I and 2-methylthiophene gave after similar treatment 66.4% 2-thiophenecarboxylic acid only. Acetylation of mixed I and 2-(methylthio)thiophene with AcCl in PhCl with SnCl4 gave 5-methylseleno-2-acetothienone and 5-(methylthio)-2-acetothienone in 1:1.6 ratio with much unreacted starting material. In the experiment, the researchers used many compounds, for example, 4-Bromo-5-methylthiophene-2-carboxylic acid (cas: 29421-99-6Application of 29421-99-6).

4-Bromo-5-methylthiophene-2-carboxylic acid (cas: 29421-99-6) 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.Application of 29421-99-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, computational studies, synthesis and in vitro antimicrobial evaluation of benzimidazole based thio-oxadiazole and thio-thiadiazole analogues was written by Noureldin, Nada A.;Richards, Jennifer;Kothayer, Hend;Baraka, Mohammed M.;Eladl, Sobhy M.;Wootton, Mandy;Simons, Claire. And the article was included in BMC Chemistry in 2021.Reference of 14425-64-0 This article mentions the following:

Two series of benzimidazole based thio-oxadiazole and thio-thiadiazole analogs were designed and synthesized as novel antimicrobial drugs through inhibition of phenylalanyl-tRNA synthetase (PheRS), which is a promising antimicrobial target. Compounds were designed to mimic the structural features of phenylalanyl adenylate (Phe-AMP) the PheRS natural substrate. A 3D conformational alignment for the designed compounds and the PheRS natural substrate revealed a high level of conformational similarity, and a mol. docking study indicated the ability of the designed compounds to occupy both Phe-AMP binding pockets. A mol. dynamics (MD) simulation comparative study was performed to understand the binding interactions with PheRS from different bacterial microorganisms. The synthetic pathway of the designed compounds proceeded in five steps starting from benzimidazole. The fourteen synthesized compounds 5a-d, 6a-c, 8a-d and 9a-c were purified, fully characterised and obtained in high yield. In vitro antimicrobial evaluation against five bacterial strains showed a moderate activity of compound 8b with MIC value of 32 μg/mL against S. aureus, while all the synthesized compounds showed weak activity against both E. faecalis and P. aeruginosa (MIC 128 μg/mL). Compound 8b provides a lead compound for further structural development to obtain high affinity PheRS inhibitors. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Reference of 14425-64-0).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Strategy for the Synthesis of Sulfonamides on DNA was written by Liu, Wei;Deng, Wei;Sun, Saisai;Yu, Chunyan;Su, Xubo;Wu, Aliang;Yuan, Youlang;Ma, Zhonglin;Li, Ke;Yang, Hongfang;Peng, Xuanjia;Dietrich, Justin. And the article was included in Organic Letters in 2019.Name: Methyl 4-bromo-2-(trifluoromethyl)benzoate This article mentions the following:

An efficient method is reported to synthesize sulfonamides on DNA from sulfinic acids or sodium sulfinates and amines in the presence of iodine under mild conditions. This method demonstrates a major expansion of scope of sulfonamide formation on DNA through the utilization of a novel sodium carbonate-sodium sulfinate bifunctional reagent class. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-(trifluoromethyl)benzoate (cas: 957207-58-8Name: Methyl 4-bromo-2-(trifluoromethyl)benzoate).

Methyl 4-bromo-2-(trifluoromethyl)benzoate (cas: 957207-58-8) 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). 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: Methyl 4-bromo-2-(trifluoromethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Substructure Combination Strategy to Create Potent and Selective Transthyretin Kinetic Stabilizers that Prevent Amyloidogenesis and Cytotoxicity was written by Choi, Sung-Wook;Reixach, Natalia;Connelly, Stephen;Johnson, Steven M.;Wilson, Ian A.;Kelly, Jeffery W.. And the article was included in Journal of the American Chemical Society in 2010.Recommanded Product: 108940-96-1 This article mentions the following:

Transthyretin aggregation-associated proteotoxicity appears to cause several human amyloid diseases. Rate-limiting tetramer dissociation and monomer misfolding of transthyretin (TTR) occur before its aggregation into cross-β-sheet amyloid fibrils. Small mol. binding to and preferential stabilization of the tetrameric state of TTR over the dissociative transition state raises the kinetic barrier for dissociation, imposing kinetic stabilization on TTR and preventing aggregation. This is an effective strategy to halt neurodegeneration associated with polyneuropathy, according to recent placebo-controlled clin. trial results. In three recent papers, we systematically ranked possibilities for the three substructures composing a typical TTR kinetic stabilizer, using fibril inhibition potency and plasma TTR binding selectivity data. Herein, we have successfully employed a substructure combination strategy to use these data to develop potent and selective TTR kinetic stabilizers that rescue cells from the cytotoxic effects of TTR amyloidogenesis. Of the 92 stilbene and dihydrostilbene analogs synthesized, nearly all potently inhibit TTR fibril formation. Seventeen of these exhibit a binding stoichiometry of >1.5 of a maximum of 2 to plasma TTR, while displaying minimal binding to the thyroid hormone receptor (<20%). Six analogs were definitively categorized as kinetic stabilizers by evaluating dissociation time-courses. High-resolution TTR·(kinetic stabilizer)₂ crystal structures (1.31-1.70 Å) confirmed the anticipated binding orientation of the 3,5-dibromo-4-hydroxyphenyl substructure and revealed a strong preference of the isosteric 3,5-dibromo-4-aminophenyl substructure to bind to the inner thyroxine binding pocket of TTR. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Recommanded Product: 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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–bromine 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: 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Monohalogenphenols was written by Wohlleben, William J.. And the article was included in Berichte der Deutschen Chemischen Gesellschaft in 1910.Application of 35065-86-2 This article mentions the following:

o-Chlorophenyl acetate, ClC₆H₄OAc; colorless, concentric prisms, m. -20.5 to -19.5°; b₁₅ 103°; d₄²⁰ 1.2166. m-Nitrobenzoate, bundles of colorless prisms, m. 98°. m-Chlorophenyl acetate, colorless needles, m. -1.5 to -0.5°; b₂₁ 116.5°; d₄²⁰ 1.2209. Benzoate, lustrous prisms, m. 71-2°. m-Nitrobenzoate, colorless, concentric needles, m. 94-5°. Ethyl ether, b₇₁₇ 204-5°; d₄²⁰ 1.1712. 2-Chloro-4-hydroxyazobenzene, HOC₆H₃ClN : NPh, from benzenediazonium chloride and Na m-chlorophenolate; lustrous, orange-red needles, m. 114-5°. p-Chlorophenyl acetate, long needles, m. 7-8°; b_12.5 108°; d₄²⁰ 1.2248. m-Nitrobenzoate, silky lustrous, concentric needles, m. 124.5°. All 3 chlorophenols dissolve in excess of concentrate, aqueous Na₂CO₃, at the ordinary temperature Com. o-chloro-and bromophenols contain quantities of PhOH. o-Bromophenyl acetate, BrC₆H₄OAc, water-clear oil with an ethereal odor, b₂₅ 147-50°; d₂₀⁴ 1.4924. m-Bromophenyl acetate resembles the o-derivative; b40 149° d₄²⁰ 1.5478. Benzoate, microscopic, rhombic plates, m. 86°. p-Bromophenyl acetate, colorless needles, m. 21.5°; b₂₅ 128°. Benzoate, prepared by the Schotten-Baumann method; m. 104°. Contrary to the statements of others it dissolves readily in C₆H₆, at the ordinary temperature p-Iodophenol, m. 93-4°. Acetate, colorless plates, m. 32-2.5°. Benzoate, colorless needles from ligroin, hexagonal or rhombic plates from acetone +H₂O, m. II8.5-9.5°. m-Nitrobenzoate, bundles of hair-like needles, resembling glass wool; m. 120-1°. Phenylsulphonate, bundles of long, white, silky lustrous needles, m. 52-3°, previously softening. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Application of 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) 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.Application of 35065-86-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Benzo[1,2-c]1,2,5-oxadiazole N-oxide derivatives as potential antitrypanosomal drugs. Structure-activity relationships. Part II was written by Aguirre, Gabriela;Cerecetto, Hugo;Di Maio, Rossanna;Gonzalez, Mercedes;Porcal, Williams;Seoane, Gustavo;Ortega, Miguel A.;Aldana, Ignacio;Monge, Antonio;Denicola, Ana. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2002.HPLC of Formula: 827-24-7 This article mentions the following:

The preparation of new derivatives of benzo[1,2-c]1,2,5-oxadiazole N-oxide is described. These derivatives were chosen to investigate and confirm previous structural features found necessary to display an adequate antitrypanosomal activity. The compounds synthesized were tested in vitro against epimastigote forms of Trypanosoma cruzi. The presence of a bromine atom in the benzo system produced compounds less active than the corresponding de-halo analogs. However, 5-(bromomethyl)-7-bromobenzo[1,2-c]oxadiazole N-oxide was the most cytotoxic compound against T. cruzi. For this, the 50% ID was determined, it was of the same order as that of Nifurtimox. From statistical anal., a relationship between lipophilic-hydrophilic balance of the derivatives with their effectiveness as antichagasic compounds could be established. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7HPLC of Formula: 827-24-7).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) 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.HPLC of Formula: 827-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of N-ethylpyridine-2-carboxamide derivatives as a novel scaffold for orally active γ-secretase modulators was written by Sekioka, Ryuichi;Honda, Shugo;Honjo, Eriko;Suzuki, Takayuki;Akashiba, Hiroki;Mitani, Yasuyuki;Yamasaki, Shingo. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Reference of 179232-29-2 This article mentions the following:

Gamma-secretase modulators (GSMs) are promising disease-modifying drugs for Alzheimer’s disease because they can selectively decrease pathogenic amyloid-β42 (Aβ42) levels. Here we report the discovery of orally active N-ethylpyridine-2-carboxamide derivatives as GSMs. The isoindolinone moiety of 5-[8-(benzyloxy)-2-methylimidazo[1,2-a]pyridin-3-yl]-2-ethyl-2,3-dihydro-1H-isoindol-1-one hydrogen chloride (1a) was replaced with a picolinamide moiety. Optimization of the benzyl group significantly improved GSM activity and mouse microsomal stability. 5-{8-[([1,1′-Biphenyl]-4-yl)methoxy]-2-methylimidazo[1,2-a]pyridin-3-yl}-N-ethylpyridine-2-carboxamide hydrogen chloride (1v) potently reduced Aβ42 levels with an IC₅₀ value of 0.091μM in cultured cells without inhibiting CYP3A4. Moreover, 1v demonstrated a sustained pharmacokinetic profile and significantly reduced brain Aβ42 levels in mice. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Reference of 179232-29-2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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. 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.Reference of 179232-29-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary