Month: January 2023

NIR Emission in Borondifluoride Complexes of 2′-Hydroxychalcone Derivatives Containing an Acetonaphthone Ring was written by D’Aleo, Anthony;Heresanu, Vasile;Giorgi, Michel;Le Guennic, Boris;Jacquemin, Denis;Fages, Frederic. And the article was included in Journal of Physical Chemistry C in 2014.Computed Properties of C8H6Br2O2 This article mentions the following:

The synthesis of BF₂ complexes of 2′-hydroxychalcone derivatives containing the hydroxynaphthone ring is reported. TD-DFT calculations confirm the charge transfer character of the lowest-energy transition band and reveal large values for the ground-state dipole moment. The fluorescence emission spectra in the solid state are considerably red shifted relative to those in solution, leading to maximum emission wavelengths spanning from the far red to the NIR. The emission properties are clearly characteristic of tightly packed chromophores with strong excitonic coupling, as confirmed by x-ray structure anal. and electronic absorption spectroscopy. The optical properties of the 6 dyes 1-BF₂-6-BF₂ are discussed in terms of interchromophoric interactions in the crystal and dipole moment values. Dyes 3-BF₂ and 4-BF₂ emit light at 690 and 751 nm with 13% and 6.5% efficiencies, resp., and as such they represent very appealing materials. Compound 6-BF₂ presents an emission maximum wavelength at 804 nm with a fluorescence quantum yield value of 2%. This class of solid-state fluorophores may lead to exciting prospects for the generation of advanced materials. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Computed Properties of 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. 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.Computed Properties of C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A forward chemical screen in zebrafish identifies a retinoic acid derivative with receptor specificity was written by Das, Bhaskar C.;McCartin, Kellie;Liu, Ting-Chun;Peterson, Randall T.;Evans, Todd. And the article was included in PLoS One in 2010.Category: bromides-buliding-blocks This article mentions the following:

Background: Retinoids regulate key developmental pathways throughout life, and have potential uses for differentiation therapy. It should be possible to identify novel retinoids by coupling new chem. reactions with screens using the zebrafish embryonic model. Principal Findings: We synthesized novel retinoid analogs and derivatives by amide coupling, obtaining 80-92% yields. A small library of these compounds was screened for bioactivity in living zebrafish embryos. We found that several structurally related compounds significantly affect development. Distinct phenotypes are generated depending on time of exposure, and we characterize one compound (BT10) that produces specific cardiovascular defects when added 1 day post fertilization. When compared to retinoic acid (ATRA), BT10 shows similar but not identical changes in the expression pattern of embryonic genes that are known targets of the retinoid pathway. Reporter assays determined that BT10 interacts with all three RAR receptor sub-types, but has no activity for RXR receptors, at all concentrations tested. Conclusions: Our screen has identified a novel retinoid with specificity for retinoid receptors. This lead compound may be useful for manipulating components of retinoid signaling networks, and may be further derivatized for enhanced activity. In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Category: bromides-buliding-blocks).

4-Amino-3-bromophenol (cas: 74440-80-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

One-Pot Base-Mediated Synthesis of Functionalized Aza-Fused Polycyclic Quinoline Derivatives was written by Jiang, Zeng-qiang;Miao, Da-zhuang;Tong, Yao;Pan, Qiang;Li, Xiao-tong;Hu, Ren-he;Han, Shi-qing. And the article was included in Synthesis in 2015.Electric Literature of C10H11BrO2 This article mentions the following:

A new one-pot protocol has been developed for a facile and efficient synthesis of aza-fused polycyclic quinolines (e.g., pyrrolo[1,2-a]quinoline derivatives) by a base-catalyzed reaction of 2-formylpyrrole with and (2-halophenyl)acetonitrile derivatives This reaction proceeded under transition metal-free conditions and showed high functional group tolerance, with the desired products being formed in good yield. Under optimized conditions the synthesis of the target compounds was achieved using phosphoric acid potassium salt (1:3) (potassium phosphate) and DMSO as reagent-solvent combination. Starting materials included 2-(bromo)benzeneacetonitrile, 2-(iodo)benzeneacetonitrile, 2-(chloro)benzeneacetonitrile, 2-(chloro)benzeneacetic acid ester as nitrile components. Aldehydes included 1H-pyrrole-2-carboxaldehyde, 1H-indole-2-carboxaldehyde derivatives, 1H-imidazole-2-carboxaldehyde derivatives The title compounds thus formed included pyrrolo[1,2-a]quinoline derivatives and imidazo[1,2-a]quinoline derivatives (nitriles, carboxylic acid esters). In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Electric Literature of C10H11BrO2).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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.Electric Literature of C10H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and Antitumor Activity of Staurosporine Derivatives was written by Li, Gang;Wu, Dan;Xu, Yanchao;He, Wenwen;Wang, Dongyang;Zhu, Weiming;Wang, Liping. And the article was included in Natural Product Communications in 2022.Related Products of 128-08-5 This article mentions the following:

Twenty-four derivatives of staurosporine were synthesized by modification at the 3â€?N, 3- and 7-positions. Of these compounds, 16 were synthesized for the first time and their structures were determined by NMR spectroscopy, ECD, and HRESIMS. Their inhibitory activities against seven tumor cell lines, MV4-11 (leukemia), MCF-7 (breast carcinoma), HCT-116 (colon cancer), TE-1 (esophageal carcinoma), PATU8988 T (pancreatic cancer), HOS (osteosarcoma) and GBC-SD (gallbladder cancer), and human normal liver cell L-02 were evaluated using a Cell Counting Kit-8. The IC₅₀ values for 7-oxo-3â€?N-benzoylstaurosporin (4) on MV4-11 and PATU8988 T cells were 0.078 and 0.666 μmol/L, and the selection indexes were 1254 and 147, resp. The IC₅₀ values of 7-oxo-3-chloro-3â€?N-benzoylstaurosporine (5) and (7R)-7-hydroxy-3-bromo-3 â€?N-acetylstaurosporine (24) on MCF-7 cells were 0.029 and 0.021 μmol/L, and the selection indexes were 102 and 221, resp. The above compounds have the potential to be developed further into antitumor drugs due to the advantages of high efficiency and low toxicity. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Related Products of 128-08-5).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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.Related Products of 128-08-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Scope and limitations of lithium-ethylenediamine-THF-mediated cleavage at the α-position of aromatics: deprotection of aryl methyl ethers and benzyl ethers under mild conditions was written by Shindo, Takeyuki;Fukuyama, Yasuaki;Sugai, Takeshi. And the article was included in Synthesis in 2004.COA of Formula: C9H11Br This article mentions the following:

The scope and limitations of lithium-ethylenediamine-THF-mediated reductive bond cleavage at the α-position of aromatics were examined Very mild conditions such as lithium metal and ethylenediamine, in oxygen-free THF, were quite effective for the demethylation of aromatic ethers even at as low as -10°C. Allyl benzyl ethers were also deprotected under these conditions with very little change of the allylic alc. moiety. 2,6-Dimethylbenzyl ether was developed as an alternative to benzyl ether, which was readily cleaved under these conditions. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7COA of Formula: C9H11Br).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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). 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.COA of Formula: C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of the biotinylated anti-HIV compound BMMP and the target identification study was written by Kamo, Masahiro;Tateishi, Hiroshi;Koga, Ryoko;Okamoto, Yoshinari;Otsuka, Masami;Fujita, Mikako. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2016.Safety of N-(5-Bromopentyl)phthalimide This article mentions the following:

BMMP [2-(benzothiazol-2-ylmethylthio)-4-methylpyrimidine], an inhibitor of HIV-1 replication, was linked to biotin to study the interaction with the presumed target, HIV-1 Pr55^Gag or CA, by means of surface plasmon resonance. The synthesized biotin-BMMP inhibited HIV-1 replication to a similar extent as BMMP alone, but did not interact with Pr55^Gag or CA, suggesting that BMMP exerts its activity by a different mechanism. The synthesis of the target compound was achieved by a reaction of (3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid (biotin) with 2-[[(2-benzothiazolyl)methyl]thio]-4-pyrimidinehexanamine. The title compound thus formed was N-[[[[(benzothiazolyl)methyl]thio]pyrimidinyl]hexyl]biotinamide (biotin-BMMP). In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Safety of N-(5-Bromopentyl)phthalimide).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Safety of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ferroelectric and Antiferroelectric Smectic and Columnar Liquid Crystalline Phases Formed by Silylated and Non-Silylated Molecules with Fluorinated Bent Cores was written by Keith, Christina;Dantlgraber, Gert;Reddy, R. Amaranatha;Baumeister, Ute;Tschierske, Carsten. And the article was included in Chemistry of Materials in 2007.Computed Properties of C8H7BrO2 This article mentions the following:

Novel liquid crystalline materials with fluorinated biphenyl-based bent aromatic cores were synthesized. The influence of F substitution at the aromatic core and the effects of combining oligosiloxane units and F substitution were studied. The mesophases were studied by polarizing microscopy, calorimetry, x-ray diffraction, and electrooptical studies. Different types of polar smectic and columnar phases were observed Depending on the position of the F substituents antiferroelec. and surface-stabilized ferroelec. switching subtypes of optically isotropic smectic phases composed of domains with opposite chirality sense (dark conglomerate phases) were obtained. All columnar phases represent ribbon phases with an oblique lattice. One type of columnar phase shows ferroelec. switching (Col_obP_FE), and the other shows antiferroelec. switching (Col_obP_A) which changes to a nonclassical antiferroelec. switching at reduced temperature During the switching process the mols. reorganize by rotation on a cone in the Col_obP_FE phase and by rotation around the mol. long axis in the antiferroelec. columnar phase. The switching around the long axis is of special interest as it changes the suprastructural chirality of the LC system. Development of phase structures and switching behavior is discussed with respect to the influences of internal and external interfaces. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Computed Properties of C8H7BrO2).

3-Bromophenyl acetate (cas: 35065-86-2) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Computed Properties of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective Palladium-Catalyzed Intramolecular α-Arylative Desymmetrization of 1,3-Diketones was written by Zhu, Chendan;Wang, Dingyi;Zhao, Yue;Sun, Wei-Yin;Shi, Zhuangzhi. And the article was included in Journal of the American Chemical Society in 2017.Quality Control of 2-Bromo-4-fluorobenzylbromide This article mentions the following:

In the presence of Pd(OAc)₂ and a nonracemic diphenylphosphinoferrocenyloxazoline (FOXAP) (or its enantiomer), 2-bromoarylalkyl 1,3-cycloalkanediones such as I underwent enantioselective intramol. arylation and desymmetrization to yield nonracemic bridged benzo-fused bicycloalkanediones such as II in 35-99% yields and in 73-95% ee; a bromobenzyl phenylcyclohexanedione underwent cyclization to yield a bridged dione as a single diastereomer in 94% ee. Using this method, the sesquiterpene (-)-parvifoline was prepared in fourteen steps and 92% ee. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Quality Control of 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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 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.Quality Control of 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Utilization of an Active Site Mutant Receptor for the Identification of Potent and Selective Atypical 5-HT_2C Receptor Agonists was written by Carpenter, Joseph;Wang, Ying;Wu, Gang;Feng, Jianxin;Ye, Xiang-Yang;Morales, Christian L.;Broekema, Matthias;Rossi, Karen A.;Miller, Keith J.;Murphy, Brian J.;Wu, Ginger;Malmstrom, Sarah E.;Azzara, Anthony V.;Sher, Philip M.;Fevig, John M.;Alt, Andrew;Bertekap, Robert L.;Cullen, Mary Jane;Harper, Timothy M.;Foster, Kimberly;Luk, Emily;Xiang, Qian;Grubb, Mary F.;Robl, Jeffrey A.;Wacker, Dean A.. And the article was included in Journal of Medicinal Chemistry in 2017.Formula: C7H8BrNO2 This article mentions the following:

Agonism of the 5-HT_2C receptor represents one of the most well-studied and clin. proven mechanisms for pharmacol. weight reduction Selectivity over the closely related 5-HT_2A and 5-HT_2B receptors is critical as their activation has been shown to lead to undesirable side effects and major safety concerns. In this communication, we report the development of a new screening paradigm that utilizes an active site mutant D134A (D3.32) 5-HT_2C receptor to identify atypical agonist structures. We addnl. report the discovery and optimization of a novel class of nonbasic heterocyclic amide agonists of 5-HT_2C. SAR investigations around the screening hits provided a diverse set of potent agonists at 5-HT_2C with high selectivity over the related 5-HT_2A and 5-HT_2B receptor subtypes. Further optimization through replacement of the amide with a variety of five- and six-membered heterocycles led to the identification of 6-(1-ethyl-3-(quinolin-8-yl)-1H-pyrazol-5-yl)pyridazin-3-amine (69). Oral administration of 69 to rats reduced food intake in an ad libitum feeding model, which could be completely reversed by a selective 5-HT_2C antagonist. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3Formula: C7H8BrNO2).

Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Formula: C7H8BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reactions of organic anions. 114. Specific ortho orientation in the vicarious substitution of hydrogen in aromatic nitro compounds with carbanion of chloromethylphenyl sulfone was written by Makosza, M.;Glinka, T.;Kinowski, A.. And the article was included in Tetrahedron in 1984.SDS of cas: 76437-44-0 This article mentions the following:

Vicarious nucleophilic substitution of hydrogen atoms in nitroarenes with chloromethyl Ph sulfone proceeds selectively ortho to the nitro group when carried out in Me₃COK/THF base/solvent system. In the majority of 3-substituted nitrobenzene derivatives substitution occurs at the most hindered position 2. These conditions offer an efficient method of synthesis of 2,6 and 2,3-disubstituted nitrobenzene derivatives In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0SDS of cas: 76437-44-0).

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.SDS of cas: 76437-44-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary