Month: November 2022

Ydhyam, Sridhar; Cha, Jin Kun published their research in Organic Letters on December 4 ,2015. The article was titled 《Construction of Seven-Membered Carbocycles via Cyclopropanols》.Synthetic Route of C11H13BrO2 The article contains the following contents:

A new method for seven-membered ring annulation has been devised by an intramol. cross-coupling of cyclopropanols and aryl/alkenyl halides. This cyclization reaction is broad in scope and provides easy access to not only fused but also bridged bicyclic compounds In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-(2-bromophenyl)propanoate(cas: 135613-33-1Synthetic Route of C11H13BrO2)

Ethyl 3-(2-bromophenyl)propanoate(cas: 135613-33-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Synthetic Route of C11H13BrO2 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Zherikova, Kseniya V.; Svetlov, Aleksey A.; Kuratieva, Natalia V.; Verevkin, Sergey P. published 《Structure-property relationships in halogenbenzoic acids: Thermodynamics of sublimation, fusion, vaporization and solubility》.Chemosphere published the findings.Reference of 3-Bromo-2-methylbenzoic acid The information in the text is summarized as follows:

Temperature dependences of vapor pressures for 2-, 3-, and 4-bromobenzoic acid, as well as for five isomeric bromo-methylbenzoic acids were studied by the transpiration method. Melting temperatures and enthalpies of fusion for all isomeric bromo-methylbenzoic acids and 4-bromobenzoic acid were measured with a DSC. The molar enthalpies of sublimation and vaporization were derived. These data together with results available in the literature were collected and checked for internal consistency using a group-additivity procedure and results from X-ray structural diffraction studies. Specific (hydrogen bonding) interactions in the liquid and in the crystal phase of halogenbenzoic acids were quantified based on exptl. values of vaporization and sublimation enthalpies. Structure-property correlations of solubilities of halogenobenzoic acids with sublimation pressures and sublimation enthalpies were developed and solubilities of bromo-benzoic acids were estimated These new results resolve much of the ambiguity in the available thermochem. and solubility data on bromobenzoic acids. The approach based on structure property correlations can be applied for the assessment of water solubility of sparingly soluble drugs. The experimental process involved the reaction of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Reference of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Reference of 3-Bromo-2-methylbenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Zhang, Ling; Jiang, Ke; Li, Yanping; Zhao, Dian; Yang, Yu; Cui, Yuanjing; Chen, Banglin; Qian, Guodong published 《Microporous Metal-Organic Framework with Exposed Amino Functional Group for High Acetylene Storage and Excellent C2H2/CO2 and C2H2/CH4 Separations》.Crystal Growth & Design published the findings.Application In Synthesis of 3,5-Dibromoaniline The information in the text is summarized as follows:

A microporous metal-organic framework [Cu2L(H2O)2]·(DMF)0.5·(H2O)7, (ZJU-195, H4TTCA-NH2 = 5-amino-3,3,5,5-tetracarboxylic acid, DMF = N,N-dimethylformamide) has been designed, synthesized, structurally characterized, and examined for its gas storage and separation The activated ZJU-195a has achieved high C2H2 storages of 275.6 cm3·g-1 at 273 K and 214.2 cm3·g-1 at 298 K under 1.0 bar. Furthermore, ZJU-195a selectively adsorbs C2H2 over CO2 and CH4, exhibiting moderately high C2H2/CH4 and C2H2/CO2 separations at ambient conditions with an ideal adsorbed solution theory selectivity of 43.4-64.6 and 4.7-12.4, resp. In the part of experimental materials, we found many familiar compounds, such as 3,5-Dibromoaniline(cas: 626-40-4Application In Synthesis of 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Application In Synthesis of 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Paradiso, Veronica; Bertolasi, Valerio; Costabile, Chiara; Caruso, Tonino; Dabrowski, Michal; Grela, Karol; Grisi, Fabia published 《Expanding the Family of Hoveyda-Grubbs Catalysts Containing Unsymmetrical NHC Ligands》.Organometallics published the findings.Electric Literature of C9H11Br The information in the text is summarized as follows:

Hoveyda-Grubbs 2nd-generation catalysts containing N-alkyl/N’-aryl N-heterocyclic carbene (NHC) ligands were synthesized and studied in representative olefin metathesis reactions. Steric perturbations of unsym. NHCs were achieved through modulation of the hindrance of alkyl (neopentyl, neophyl, cyclohexyl) and aryl (2-isopropylphenyl, mesityl) substituents at the N atoms in combination with different backbone configurations (syn and anti). The NHC substitution patterns strongly influence the stability and reactivity of the corresponding complexes. In general, complexes bearing an anti NHC backbone are more stable and more active than their corresponding syn isomers. In both the series, the presence of bulky, highly branched N-alkyl groups tends to give reduced catalytic differences between syn and anti isomers, whereas the nature of the N’-aryl substituent (2-isopropylphenyl or mesityl) gives rise to different activity and/or selectivity. Of note, an N’-mesityl catalyst with anti backbone is highly competent in the ethenolysis of Et oleate, achieving up to 90% selectivity for the formation of terminal olefins. After reading the article, we found that the author used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Electric Literature of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Electric Literature of C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,De Leon, Cesar A.; Lang, Geoffrey; Saavedra, Marcos I.; Pratt, Matthew R. published 《Simple and efficient preparation of O- and S-GlcNAcylated amino acids through InBr3-catalyzed synthesis of β-N-acetylglycosides from commercially available reagents》.Organic Letters published the findings.Related Products of 13465-09-3 The information in the text is summarized as follows:

The facile synthesis of serine, threonine, and cysteine β-glycosides using com. available peracetylated β-N-acetylglucosamine (β-Ac4GlcNAc) and catalytic amounts of indium bromide (InBr3) is described. This method involves only inexpensive reagents that require no further modification or special handling. The reagents are simply mixed, dissolved, and refluxed to afford the GlcNAcylated amino acids in great yields (70-80%). This operationally simple procedure should facilitate the study of O-GlcNAcylation without necessitating expertise in synthetic carbohydrate chem. In the part of experimental materials, we found many familiar compounds, such as Indium(III) bromide(cas: 13465-09-3Related Products of 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.Related Products of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Nature Communications included an article by Wang, Xu-Qing; Wang, Wei; Li, Wei-Jian; Chen, Li-Jun; Yao, Rui; Yin, Guang-Qiang; Wang, Yu-Xuan; Zhang, Ying; Huang, Junlin; Tan, Hongwei; Yu, Yihua; Li, Xiaopeng; Xu, Lin; Yang, Hai-Bo. Product Details of 626-40-4. The article was titled 《Dual stimuli-responsive rotaxane-branched dendrimers with reversible dimension modulation》. The information in the text is summarized as follows:

With the aim of mimicking biol. machines, in which the delicate arrangement of nanomech. units lead to the output of specific functions upon the external stimulus, the construction of dual stimuli-responsive rotaxane-branched dendrimers was realized in this study. Starting from a switchable organometallic [2]rotaxane precursor, the employment of a controllable divergent approach allowed for the successful synthesis of a family of rotaxane-branched dendrimers up to the third generation with 21 switchable rotaxane moieties located on each branch. More importantly, upon the addition and removal of dimethylsulfoxide (DMSO) mol. or acetate anion as the external stimulus, the amplified responsiveness of the switchable rotaxane units endowed the resultant rotaxane-branched dendrimers the solvent- or anion-controlled mol. motions, thus leading to the dimension modulation. Therefore, we successfully constructed a family of rotaxane-branched dendrimers with dual stimuli-responsiveness that will be a privileged platform for the construction of dynamic supramol. materials. In the part of experimental materials, we found many familiar compounds, such as 3,5-Dibromoaniline(cas: 626-40-4Product Details of 626-40-4)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Product Details of 626-40-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Catalysts included an article by Willot, Sebastien J.-P.; Tieves, Florian; Girhard, Marco; Urlacher, Vlada B.; Hollmann, Frank; de Gonzalo, Gonzalo. Quality Control of Ethyl 5-bromovalerate. The article was titled 《P450BM3-catalyzed oxidations employing dual functional small molecules》. The information in the text is summarized as follows:

A set of dual functional small mols. (DFSMs) containing different amino acids has been synthesized and employed together with three different variants of the cytochrome P 450 monooxygenase P450BM3 from Bacillus megaterium in H2O2-dependent oxidation reactions. These DFSMs enhance P450BM3 activity with hydrogen peroxide as an oxidant, converting these enzymes into formal peroxygenases. This system has been employed for the catalytic epoxidation of styrene and in the sulfoxidation of thioanisole. Various P450BM3 variants have been evaluated in terms of activity and selectivity of the peroxygenase reactions. The results came from multiple reactions, including the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Quality Control of Ethyl 5-bromovalerate)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Quality Control of Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Bioconjugate Chemistry included an article by Park, Suho; Kim, Sun Young; Cho, Jongun; Jung, Doohwan; Seo, Donghoon; Lee, Jaeho; Lee, Sangkwang; Yun, Sanghyeon; Lee, Hyangsook; Park, Okku; Seo, Beomseok; Woo, Sung Ho; Park, Tae Kyo. SDS of cas: 21085-72-3. The article was titled 《Aryl Sulfate is a Useful Motif for Conjugating and Releasing Phenolic Molecules: Sulfur Fluorine Exchange Click Chemistry Enables Discovery of Ortho-Hydroxy-Protected Aryl Sulfate Linker》. The information in the text is summarized as follows:

A new self-immolative linker motif, Ortho Hydroxy-Protected Aryl Sulfate (OHPAS), was devised, and OHPAS-containing antibody drug conjugates (ADC) were tested in vitro and in vivo. Conveniently synthesized using Sulfur Fluorine Exchange (SuFEx) chem., it is based structurally on diaryl sulfate, with one aryl acting as a payload and the other as a self-immolative sulfate unit having a latent phenol function at the ortho position. The chem. stable OHPAS linker was stable in plasma samples from 5 different species, yet it can release the payload mol. smoothly upon chem. or biol. triggering. The payload release proceeds via intramol. cyclization, producing a cyclic sulfate coproduct that eventually hydrolyzes to a catechol monosulfate. A set of OHPAS-containing ADCs based on Trastuzumab were prepared with a drug to antibody ratio of ∼2, and were shown to be cytotoxic in 5 different cancer cell lines in vitro and dose-dependently inhibited tumor growth in a NCI-N87 mouse xenograft model. We conclude that OHPAS conjugates will be of considerable use for delivering phenol-containing payloads to tissues targeted for medical intervention. The experimental process involved the reaction of (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3SDS of cas: 21085-72-3)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.SDS of cas: 21085-72-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,MedChemComm included an article by Sharipova, Radmila R.; Belenok, Mayya G.; Garifullin, Bulat F.; Sapunova, Anastasiya S.; Voloshina, Alexandra D.; Andreeva, Olga V.; Strobykina, Irina Yu.; Skvortsova, Polina V.; Zuev, Yuriy F.; Kataev, Vladimir E.. Recommanded Product: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate. The article was titled 《Synthesis and anti-cancer activities of glycosides and glycoconjugates of diterpenoid isosteviol》. The information in the text is summarized as follows:

A series of glycosides and glycoconjugates of diterpenoid isosteviol (16-oxo-ent-beyeran-19-oic acid) with various monosaccharide residues were synthesized and their cytotoxicity against some human cancer and normal cell lines was assayed. Most of the synthesized compounds demonstrated moderate to significant cytotoxicity against human cancer cell lines M-HeLa and MCF-7. Three lead compounds exhibited selective cytotoxic activities against M-HeLa (IC50 = 10.0-15.1μM) that were three times better than the cytotoxicity of the anti-cancer drug Tamoxifen (IC50 = 28.0μM). Moreover, the lead compounds were not cytotoxic with respect to the normal human cell line Chang liver (IC50 > 100μM), whereas Tamoxifen inhibited the viability of normal human Chang liver cells with an IC50 value of 46.0μM. It was determined that the cytotoxicity of the lead compounds was due to induction of apoptosis proceeding along the mitochondrial pathway. The cytotoxic activity of the synthesized compounds substantially depended on the nature of the monosaccharide residue and its position, i.e., whether the monosaccharide residue was attached directly to the isosteviol skeleton or was moved away from it by means of a polymethylene linker. After reading the article, we found that the author used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Recommanded Product: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Recommanded Product: (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Chemistry of Materials included an article by Yuan, Yang; Li, Jiantang; Sun, Xiaodong; Li, Guanghua; Liu, Yunling; Verma, Gaurav; Ma, Shengqian. Product Details of 13465-09-3. The article was titled 《Indium-Organic Frameworks Based on Dual Secondary Building Units Featuring Halogen-Decorated Channels for Highly Effective CO2 Fixation》. The information in the text is summarized as follows:

Using a “”bifunctional ligand-directed strategy””, three isostructural indium-organic frameworks based on dual secondary building units (SBUs) were successfully constructed with targeted structures. In their frameworks, two types of unsaturated monomeric indium SBUs-[In(OOC-)2(-N-)X(H2O)] and [In(OOC-)2(-N-)X2]- (X = Cl, Br, and I; OOC- = dicarboxylphenyl-nicotinate) assemble to form 1D tubular channels with both open metal sites and weak base polarizing substituents. The trimeric indium SBUs [In3O(OOC-)6(DMA)3]+ serve as robust external linkers to extend into a 3D honeycomb double-walled framework with nanoscale channels. By changing the polarizing substituents in situ with different halogens (Cl-, Br-, and I-), three obtained isostructural MOFs show different channel characteristics, such as alkalinity of the polarizing substituents, acidity of the polarized open indium sites, extended channel sizes, and increased pore volumes (from -I to -Cl). Subsequently, the authors took the three MOFs collectively as a platform to investigate the impact of the different coordinated halide ions on channel functions, especially on CO2 adsorption and chem. conversion. Accordingly, the three nanochannel MOF catalysts exhibited highly effective performances in catalyzing cycloaddition of CO2 with large-sized epoxides, particularly styrene oxide, into value-added products-styrene carbonates with yields of 91-93% and high selectivity of 95-98%-under mild conditions. The authors speculated that the superior catalytic efficiencies of the three MOF catalysts could be ascribed to the synergistic effect of open indium sites as Lewis acid with different halide ions as weak base sites, which might enhance the catalytic selectivity through polarizing and activating CO2 mols. during the reaction process. After reading the article, we found that the author used Indium(III) bromide(cas: 13465-09-3Product Details of 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used in organic synthesis as a water tolerant Lewis acid. It efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones.Product Details of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary