Month: February 2023

Asymmetric Reductive Amination/Ring-Closing Cascade: Direct Synthesis of Enantioenriched Biaryl-Bridged NH Lactams was written by Zhang, Yao;Liu, Yun-Qi;Hu, Le’an;Zhang, Xumu;Yin, Qin. And the article was included in Organic Letters in 2020.Name: Methyl 2-bromo-4-fluorobenzoate This article mentions the following:

We report here a Ru-catalyzed enantioselective synthesis of biaryl-bridged NH lactams through asym. reductive amination and a spontaneous ring-closing cascade from keto esters and NH₄OAc with H₂ as reductant. The reaction features broad substrate generality and high enantioselectivities (up to >99% ee). To showcase the practical utility, a highly enantioselective synthesis of 5-ethylindolobenzazepinone C, a promising antimitotic agent, has been rapidly completed. Furthermore, the amide group in the products enables versatile elaborations through directed C-H functionalization. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Name: 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. 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 2-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and study of anti-proliferative effect of new series of 1H-imidazo[4,5-c]quinoline derivatives in MCF-7 (human breast cancer) cells was written by Senthilkumar, Natarajan;Ravichandran, Yesudass Dominic. And the article was included in Journal of the Indian Chemical Society in 2015.Related Products of 143945-65-7 This article mentions the following:

New series of 2-(4-(7-fluoro-8-aryl-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)acetonitrile derivatives I (R = Ph, 4-IC₆H₄) of biol. interest have been synthesized from com. available 2-amino-5-bromo-4-fluorobenzoic acid with good yield (70%). The synthesized compounds were also screened for anti-proliferative effect on MCF-7 (human breast cancer cell line). Among them compound I (R = Ph) showed moderate inhibition compared to control. Mol. docking studies of the synthesized compounds was done on estrogen receptor (PDB: 3ERT). In the experiment, the researchers used many compounds, for example, 2-Amino-5-bromo-4-fluorobenzoic acid (cas: 143945-65-7Related Products of 143945-65-7).

2-Amino-5-bromo-4-fluorobenzoic acid (cas: 143945-65-7) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Related Products of 143945-65-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Towards eco-friendly marine antifouling biocides – Nature inspired tetrasubstituted 2,5-diketopiperazines was written by Grant, Thomas M.;Rennison, David;Cervin, Gunnar;Pavia, Henrik;Hellio, Claire;Foulon, Valentin;Brimble, Margaret A.;Cahill, Patrick;Svenson, Johan. And the article was included in Science of the Total Environment in 2022.Product Details of 108940-96-1 This article mentions the following:

Marine biofouling plagues all maritime industries at vast economic and environmental cost. Previous and most current methods to control biofouling have employed highly persistent toxins and heavy metals, including tin, copper, and zinc. These toxic methods are resulting in unacceptable environmental harm and are coming under immense regulatory pressure. Eco-friendly alternatives are urgently required to effectively mitigate the neg. consequence of biofouling without causing collateral harm. Amphiphilic micropeptides have recently been shown to exhibit excellent broad-spectrum antifouling activity, with a non-toxic mode of action and innate biodegradability. The present work focused on incorporating the pharmacophore derived from amphiphilic micropeptides into a 2,5-diketopiperazine (DKP) scaffold. This privileged structure is present in a vast number of natural products, including marine natural product antifoulants, and provides advantages of synthetic accessibility and adaptability. A novel route to sym. tetrasubstituted DKPs was developed and a library of amphiphilic 2,5-DKPs were subsequently synthesized. These biodegradable compounds were demonstrated to be potent marine antifoulants displaying broad-spectrum activity in the low micromolar range against a range of common marine fouling organisms. The outcome of planned coating and field trials will dictate the future development of the lead compounds In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Product Details of 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-Based Design of 1,4-Dibenzoylpiperazines as β-Catenin/B-Cell Lymphoma 9 Protein-Protein Interaction Inhibitors was written by Wisniewski, John A.;Yin, Jinya;Teuscher, Kevin B.;Zhang, Min;Ji, Haitao. And the article was included in ACS Medicinal Chemistry Letters in 2016.HPLC of Formula: 334792-52-8 This article mentions the following:

A small-mol. inhibitor with a 1,4-dibenzoylpiperazine scaffold was designed to match the critical binding elements in the β-catenin/B-cell lymphoma 9 (BCL9) protein-protein interaction interface. Inhibitor optimization led to a potent inhibitor that can disrupt the β-catenin/BCL9 interaction and exhibit 98-fold selectivity over the β-catenin/cadherin interaction. The binding mode of new inhibitors was characterized by structure-activity relationships and site-directed mutagenesis studies. Cell-based studies demonstrated that this series of inhibitors can selectively suppress canonical Wnt signaling and inhibit growth of Wnt/β-catenin-dependent cancer cells. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-fluorobenzoate (cas: 334792-52-8HPLC of Formula: 334792-52-8).

Methyl 3-bromo-5-fluorobenzoate (cas: 334792-52-8) 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. 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: 334792-52-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Note on the preparation of alkyl- and oxaalkyldimethylsilanols was written by Boksanyi, Laszlo;Liardon, Olivier;Kovats, Ervin. And the article was included in Helvetica Chimica Acta in 1976.Recommanded Product: 4457-67-4 This article mentions the following:

Approx. 15 trialkylsilanols were prepared Thus, RMe2SiCl, prepared in 50-83% yield by Grignard reaction of Me2SiCl2 with RBr, were hydrolyzed to give 29-94% RMe2SiOH (R = Me, Et, Pr, hexyl, decyl, tetradecyl, octadecyl, docosyl). Also, RMe2SiCl (R = oxaalkyl), prepared in 68-90% yield by hydrosilylation of oxaalkenes, were hydrolyzed to give 42-95% RMe2SiOH (R = MeO(CH2)n, MeOCH2CH2O(CH2)n, n = 3-5; 5,8,11,14,17-pentaoxaoctadecyl). In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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: 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A chemoselective Reformatsky-Negishi approach to α-haloaryl esters was written by Wong, Brian;Linghu, Xin;Crawford, James J.;Drobnick, Joy;Lee, Wendy;Zhang, Haiming. And the article was included in Tetrahedron in 2014.Recommanded Product: 2178-24-7 This article mentions the following:

A practical synthesis of α-haloaryl esters was achieved via a chemoselective Negishi coupling of poly-halogenated aromatics and Reformatskii reagents in the presence of catalytic Pd(dba)₂ and Xantphos. This chem. tolerates a variety of aryl halides and was successfully applied to the synthesis of Ibuprofen. The α-haloaryl ester products, exemplified by Et 2-(4-bromo-2-chlorophenyl)acetate , can be further functionalized via palladium or copper catalysis to afford an array of α-aryl esters. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Recommanded Product: 2178-24-7).

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.Recommanded Product: 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of a novel chemotype of potent human ENaC blockers using a bioisostere approach. Part 1: Quaternary amines was written by Hunt, Thomas;Atherton-Watson, Hazel C.;Axford, Jake;Collingwood, Stephen P.;Coote, Kevin J.;Cox, Brian;Czarnecki, Sarah;Danahay, Henry;Devereux, Nick;Howsham, Catherine;Hunt, Peter;Paddock, Victoria;Paisley, Derek;Young, Alice. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Computed Properties of C10H13BrO This article mentions the following:

We report the identification of a novel series of human epithelial sodium channel (ENaC) blockers that are structurally distinct from the pyrazinoyl guanidine chemotype found in prototypical ENaC blockers such as amiloride. Following a rational design hypothesis a series of quaternary amines were prepared and evaluated for their ability to block ion transport via ENaC in human bronchial epithelial cells (HBECs). Compound 11 has an IC₅₀ of 200 nM and is efficacious in the Guinea-pig tracheal p.d. (TPD) model of ENaC blockade with an ED₅₀ of 44 μg kg^-1 at 1 h. As such, pyrazinoyl quaternary amines represent the first examples of a promising new class of human ENaC blockers. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Computed Properties of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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.Computed Properties of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and antibacterial activities of cadiolides A, B and C and analogues was written by Boulange, Agathe;Parraga, Javier;Galan, Abraham;Cabedo, Nuria;Leleu, Stephane;Sanz, Maria Jesus;Cortes, Diego;Franck, Xavier. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Application of 108940-96-1 This article mentions the following:

A one-pot multicomponent synthesis of natural butenolides named cadiolides A, B, C and analogs has been realized. An antibacterial structure activity relationship shows that the presence of phenolic hydroxyl groups and the number and position of bromine atoms on the different aromatic rings are important features for antibacterial activity, besides it was demonstrated the tolerance of both benzene and furan ring at position 3 of the butenolide nucleus. Furthermore, none of the most relevant antibacterial compounds showed any cytotoxicity in freshly isolated human neutrophils. The synthesis of the target compounds was achieved using 6-(4-methoxyphenyl)-2,2-dimethyl-4H-1,3-dioxin-4-one derivatives and 6-(2-furanyl)-2,2-dimethyl-4H-1,3-dioxin-4-one as key intermediates. The title compounds thus formed included (5Z)-3-(4-hydroxybenzoyl)-4-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylene]-2(5H)-furanone derivatives, (5Z)-3-(3,5-dibromo-4-hydroxybenzoyl)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2(5H)-furanone (i.e., cadiolide B). In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Application of 108940-96-1).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Neighboring-group effects on the rate of metal ion catalyzed decarboxylation of dimethyloxalacetic acid was written by Claus, Kenneth G.;Rund, John V.. And the article was included in Inorganic Chemistry in 1969.Application of 22426-14-8 This article mentions the following:

Some rates of the metal ion catalyzed reaction of dimethyloxalacetic acid to give 2-oxo-3-methylbutanoic acid and CO2 are reported. The catalysts are 1:1 complexes of 2-substituted 1,10-phenanthrolines with zinc (II) and manganese (II). In the complexes, the substituents are quite close to the metal ions and could affect the reaction rate by several modes of interaction with the metal or the substrate. The principal effect in zinc complexes is the result of the electron-donating power of the substituent. For manganese complexes, steric inhibition of the approach of the substrate to the metal ion seems to be more important. Some amine substituents are examined to see whether they may be able to react directly with the substrate. The syntheses for some new phenanthroline derivatives are reported. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Application of 22426-14-8).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 22426-14-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Expeditious synthesis of 1-aminoindane derivatives achieved by [1,4]-hydride shift mediated C(sp³)-H bond functionalization was written by Mori, Keiji;Kurihara, Kazuki;Akiyama, Takahiko. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.Name: 2-Bromo-4-fluorobenzylbromide This article mentions the following:

Described herein is a [1,4]-hydride shift mediated expeditious synthesis of 1-aminoindane derivatives A wide variety of substrates could be employed in this reaction to afford various indane derivatives in good to excellent chem. yields. E.g., The desired [1,4]-hydride shift process was realized when benzylidenemalonate (I) was employed as the substrate. Upon treatment of I with 5 mol% Yb(OTf)₃ in refluxing ClCH₂CH₂Cl, the desired reaction proceeded smoothly to afford indane derivative II in a quant. yield with a short reaction time (0.5 h). Examination of the amine moiety revealed that the sterically hindered amine is the key to achieving both low catalyst loading and excellent chem. yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Name: 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary