Month: January 2023

Didehydroisobenzofuran: A New Reactive Intermediate for Construction of Isoacenofuran was written by Matsuoka, Suguru;Jung, Sunna;Miyakawa, Kaoru;Chuda, Yu;Sugimoto, Ryo;Hamura, Toshiyuki. And the article was included in Chemistry – A European Journal in 2018.Formula: C10H8Br2O4 This article mentions the following:

An efficient generation method of didehydroisobenzofuran, a new heteroaryne species, was developed by bromine/lithium exchange of the dibromoisobenzofuran. The reactive intermediate, thus generated, was trapped by appropriate arynophile to give the [2+2], [2+3], and [2+4] cycloadducts, resp. Moreover, the reaction could be applied to the syntheses of isoanthracenofurans (anthra[2,3-c]furans), a new class of heteroacenes, with isoelectoronic structure to the corresponding acenoheteroles (anthra[2,3-b]furans). In the experiment, the researchers used many compounds, for example, Dimethyl 4,5-dibromophthalate (cas: 859299-66-4Formula: C10H8Br2O4).

Dimethyl 4,5-dibromophthalate (cas: 859299-66-4) 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. 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.Formula: C10H8Br2O4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, Synthesis, and Biological Evaluation of a Novel Class of γ-Secretase Modulators with PPARγ Activity was written by Hieke, Martina;Ness, Julia;Steri, Ramona;Dittrich, Michaela;Greiner, Christine;Werz, Oliver;Baumann, Karlheinz;Schubert-Zsilavecz, Manfred;Weggen, Sascha;Zettl, Heiko. And the article was included in Journal of Medicinal Chemistry in 2010.Name: 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

We present a novel class of dual modulators of γ-secretase and peroxisome proliferator-activated receptor γ (PPARγ) based on the structure of 2-(bis(phenethoxy)pyrimidin-2-ylthio)hexanoic acid (I, IC₅₀(Aβ42) = 22.8 μM, EC₅₀(PPARγ) = 8.3 μM). The modulation of both targets with approved drugs (i.e., amyloid-β 42 (Aβ42)-lowering NSAIDs for γ-secretase and glitazones for PPARγ) has demonstrated beneficial effects in in vitro and in vivo models of Alzheimer’s disease (AD). However, although NSAIDs and PPARγ agonists share similar structural features, no druglike compounds with dual activities as γ-secretase modulators (GSMs) and PPARγ agonists have been designed so far. On the basis of our initial lead structure I, we present the structure-activity relationships (SARs) of broad structural variations. A significant improvement was reached by the introduction of p-trifluoromethyl substituents at the Ph residues yielding compound 2-(4,6-bis(4-(trifluoromethyl)phenethoxy)pyrimidin-2-ylthio)hexanoic acid (II, IC₅₀(Aβ42) = 6.0 μM, EC₅₀(PPARγ) = 11.0 μM) and the replacement of the two Ph residues of I by cyclohexyl yielding a compound with IC₅₀(Aβ42) = 5.1 μM and EC₅₀(PPARγ) = 6.6 μM. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Name: 1-(2-Bromoethyl)-4-methoxybenzene).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and evaluation of anti-microbial and analgesic activity of some (4Z)-3-methyl-1-[(2-oxo-2H-chromen-4-yl) carbonyl]-1H-pyrazole-4,5-dione substitutedphenyl) hydrazone] was written by Sivakumar, K. K.;Rajasekaran, A.;Ponnilavarasan, I.;Somasundaram, A.;Sivasakthi, R.;Kamalaveni, S.. And the article was included in Pharmacia Lettre in 2010.Application of 615-55-4 This article mentions the following:

A series of (4Z)-3-methyl-1-[(2-oxo-2H-chromen-4-yl) carbonyl]-1H-pyrazole-4,5-dione 4-[(4-substitutedphenyl)hydrazone] (5a-i) have been synthesized. All the synthesized compounds were characterized on the basis of elemental anal. and spectral data (IR, ¹HNMR). The titled compounds were screened for their anti-inflammatory and analgesic activity. Among the synthesized compounds, compound 5a, 5c, 5g and 5h exhibited significant anti-microbial activity and compound 5a, 5b, 5d, 5h, and 5i exhibited significant analgesic activity compared with the standard drug (indomethacin 5 mg/kg) at the dose level of 50 mg/kg on oral administration. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Application of 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) 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. 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.Application of 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Double C-H amination by consecutive SET oxidations was written by Evoniuk, Christopher J.;Hill, Sean P.;Hanson, Kenneth;Alabugin, Igor V.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Related Products of 14425-64-0 This article mentions the following:

A new method for intramol. C-H oxidative amination is based on a FeCl₃-mediated oxidative reaction of anilines with activated sp³ C-H bonds. The amino group plays multiple roles in the reaction cascade: (1) as the activating group in single-electron-transfer (SET) oxidation process, (2) as a directing group in benzylic/allylic C-H activation at a remote position, and (3) internal nucleophile trapping reactive intermediates formed from the C-H activation steps. These multielectron oxidation reactions proceed with catalytic amounts of Fe(III) and inexpensive reagents. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Related Products 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Related Products of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations was written by Zhang, Wei;Mo, Jia Yi;He, Weiying;Kennepohl, Pierre;Sammis, Glenn M.. And the article was included in Chemistry – A European Journal in 2019.Product Details of 653-92-9 This article mentions the following:

Tetrahydrophthalazine derivatives found important applications in pharmaceutical research, but existing synthetic methods are unable to access them regio- and stereoselectively. Here, a new approach is presented that addresses these challenges by using a 6-endo-trig radical cyclization in the key step. The desired tetrahydrophthalazines can be accessed in high yields (55-98 %) and high diastereoselectivities for the trans-product (>95:5) starting either from readily accessible hydrazones, or from the corresponding aldehydes and substituted Boc-hydrazides in a one-pot process. The synthetic versatility of the tetrahydrophthalazine core was demonstrated by its straightforward conversion to dihydro-phthalazines, phthalazines, or pyrazolo dione derivatives Furthermore, the N-N bond was reduced to afford a new route to 1,4-diamines. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Product Details of 653-92-9).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Product Details of 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Integrated strategy for the synthesis of aromatic building blocks via upcycling of real-life plastic wastes was written by Qin, Yuman;Zhang, Tong;Ching, H. Y. Vincent;Raman, Gandhi Siva;Das, Shoubhik. And the article was included in Chem in 2022.Synthetic Route of C4H4BrNO2 This article mentions the following:

There is a high demand for aromatic compounds in petrochem. industries as well as in end-user industries. However, current synthesis of aromatics is entirely dependent on energy-intensive strategies. At the same time, the rapid growth of plastic wastes in landfills and oceans is alarming. As a solution to both dilemmas, we report here an integrated strategy for the synthesis of lower aromatics such as benzene, toluene, biphenyl, and salicylic acid from real-life PS-based wastes. Addnl., four bioactive compounds have been synthesized. Advantageously, gram-scale transformations of real-life PS-based wastes have been achieved to demonstrate the practicality. Finally, detailed mechanistic investigations have revealed the mechanism of this upcycling strategy and clearly demonstrated the role of each reagent involved in this reaction. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Synthetic Route of C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Synthetic Route of C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Consequences of the nonmonotonic variation of XH frequencies with ionic character on the frequency-Hammett constant relation was written by Laurence, Christian;Berthelot, Michel. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 1978.Reference of 6515-58-8 This article mentions the following:

A nonmonotonic variation of XH stretching frequencies with ionic character is illustrated for RC₆H₄XH (X = O, CH₂O, NH, NMe, CH₂NH, and S) where m– and p-substituents are expected to affect the polarity of the XH bond. It is explained why ν(XH)-Hammett constant relations are not always linear. Attempts to make the relations linear are unsuccessful. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Reference of 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Reference of 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cyclometalated (NNC)Ru(II) complex catalyzed β-methylation of alcohols using methanol was written by Ganguli, Kasturi;Belkova, Natalia V.;Kundu, Sabuj. And the article was included in Dalton Transactions in 2022.Computed Properties of C12H7BrN2 This article mentions the following:

Indolyl fragment containing phenanthroline based new ligands and their corresponding Ru(II) complexes I (R = H, OMe) were synthesized and fully characterized by various spectroscopic techniques. The catalytic activity of these newly synthesized cyclometalated (NNC)Ru(II) complexes I was explored towards the β-methylation of alcs. e.g., 1-phenylpropan-1-ol using methanol. Notably, these complexes I displayed superior reactivity compared to various (NNN)Ru(II) complexes. Utilizing this strategy, a wide range of primary, secondary, and aliphatic straight chain alcs. were selectively methylated. This protocol was further employed for the methylation of a few natural products and the gram scale synthesis of β-methylated alcs. A series of control experiments and kinetic studies was performed to understand the plausible reaction mechanism. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Computed Properties of C12H7BrN2).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) 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.Computed Properties of C12H7BrN2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New antibacterial cadiolide analogues active against antibiotic-resistant strains was written by Bekri, Sarra;Desriac, Florie;Barreau, Magalie;Clamens, Thomas;Gallavardin, Thibault;Nahenec-Martel, Patricia Le;Vieillard, Julien;Datoussaid, Yazid;Choukchou-Braham, Noureddine;Lesouhaitier, Olivier;Franck, Xavier;Leleu, Stephane. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Related Products of 108940-96-1 This article mentions the following:

The synthesis of new cadiolide analogs was carried out using a one-pot multicomponent synthesis. The antibacterial activity of these mols. was evaluated on standard and antibiotic-resistant bacterial strains chosen for their involvement in human health or in food-born poisoning. Four mols., I, II (R = Me, H), and III have shown good activities with MICs of 2μg/mL^-1. The introduction of an indole group or the conversion of the lactone into lactam have highlighted two new families of mols. with promising antibacterial activity. In addition, most of these active mols. are devoid of cytotoxic activity against keratinocyte cells. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Related Products of 108940-96-1).

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. 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 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of a New Class of Potent MMP Inhibitors by Structure-Based Optimization of the Arylsulfonamide Scaffold was written by Mori, Mattia;Massaro, Assunta;Calderone, Vito;Fragai, Marco;Luchinat, Claudio;Mordini, Alessandro. And the article was included in ACS Medicinal Chemistry Letters in 2013.Product Details of 14425-64-0 This article mentions the following:

A new class of potent matrix metalloproteinase (MMP) inhibitors designed by structure-based optimization of the well-known arylsulfonamide scaffold is presented. Mols. show an ethylene linker connecting the sulfonamide group with the P1′ aromatic portion and a D-proline residue bearing the zinc-binding group. The affinity improvement provided by these modifications led us to discover a nanomolar MMP inhibitor bearing a carboxylate moiety as zinc-binding group, which might be a promising lead mol. Notably, a significant selectivity for MMP-8, MMP-12, and MMP-13 was observed with respect to MMP-1 and MMP-7. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Product Details 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. 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.Product Details of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary