Tag: 100-200

Gu, Ruirui; Lehn, Jean-Marie published their research in Journal of the American Chemical Society in 2021. The article was titled 《Constitutional Dynamic Selection at Low Reynolds Number in a Triple Dynamic System: Covalent Dynamic Adaptation Driven by Double Supramolecular Self-Assembly》.Related Products of 2969-81-5 The article contains the following contents:

A triple dynamic complex system has been designed, implementing a dynamic covalent process coupled to two supramol. self-assembly steps. To this end, two dynamic covalent libraries (DCLs), DCL-1 and DCL-2, have been established on the basis of dynamic covalent C=C/C=N organo-metathesis between two Knoevenagel derivatives and two imines. Each DCL contains a barbituric acid-based Knoevenagel constituent that may undergo a sequential double self-organization process involving first the formation of hydrogen-bonded hexameric supramol. macrocycles that subsequently undergo stacking to generate a supramol. polymer SP yielding a viscous gel state. Both DCLs display selective self-organization-driven amplification of the constituent that leads to the SP. Dissociation of the SP on heating causes reversible randomization of the constituent distributions of the DCLs as a function of temperature Furthermore, diverse distribution patterns of DCL-2 were induced by modulation of temperature and solvent composition The present dynamic systems display remarkable self-organization-driven constitutional adaptation and tunable composition by coupling between dynamic covalent component selection and two-stage supramol. organization. In more general terms, they reveal dynamic adaptation by component selection in low Reynolds number conditions of living systems where frictional effects dominate inertial behavior. In the experimental materials used by the author, we found Ethyl 4-bromobutyrate(cas: 2969-81-5Related Products of 2969-81-5)

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Related Products of 2969-81-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Luo, Guoshun; Lin, Xin; Ren, Shengnan; Wu, Shuangjie; Wang, Xin; Ma, Luyu; Xiang, Hua published their research in European Journal of Medicinal Chemistry in 2021. The article was titled 《Development of novel tetrahydroisoquinoline-hydroxamate conjugates as potent dual SERDs/HDAC inhibitors for the treatment of breast cancer》.Category: bromides-buliding-blocks The article contains the following contents:

Concomitant inhibition of estrogen receptor alpha (ERα) and histone deacetylase (HDAC) signaling has been proven effective in endocrine-resistant ER+ breast cancers. Herein, a series of tetrahydroisoquinoline (THIQ)-hydroxamate conjugates were rationally designed and synthesized as dual SERDs/HDAC inhibitors by incorporating the hydroxamate, a known HDAC pharmacophore, into a privileged THIQ scaffold of selective ERα degraders (SERDs). Some of these THIQ-hydroxamate conjugates displayed remarkable HDAC6 inhibition and improved antiproliferative activity against MCF-7 cells. Particularly, the most potent HDAC inhibitor 19k also exhibits potent ERα binding affinity, good ERα degradation efficacy and the best antiproliferative activity. Besides, 19k displayed superior antitumor efficacy than the drug combination (Fulvestrant + SAHA) through promoting ERα degradation and histone acetylation in an MCF-7 xenograft model, without causing observable toxicity. Collectively, this study validates the therapeutic potential of a dual-acting compound with potent ERα degradation efficacy and HDAC6 inhibition in breast cancer. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-bromopropanoate(cas: 539-74-2Category: bromides-buliding-blocks)

Ethyl 3-bromopropanoate(cas: 539-74-2) 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. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sheng, Jie; Ni, Hui-Qi; Ni, Shan-Xiu; He, Yan; Cui, Ru; Liao, Guang-Xu; Bian, Kang-Jie; Wu, Bing-Bing; Wang, Xi-Sheng published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Diversity-Oriented Synthesis of Aliphatic Fluorides via Reductive C(sp3)-C(sp3) Cross-Coupling Fluoroalkylation》.Application In Synthesis of 4-Bromobutanoic acid The article contains the following contents:

A direct nickel-catalyzed monofluoromethylation of unactivated alkyl halides e.g., (3-bromopropyl)benzene using a low-cost industrial raw material, bromofluoromethane, by demonstrating a general and efficient reductive cross-coupling of two alkyl halides e.g., (3-bromopropyl)benzene and e.g., (2-bromo-2-fluoroethyl)benzene was described. Results with 1-bromo-1-fluoroalkane also demonstrate the viability of monofluoroalkylation, which further established the first example of reductive C(sp3)-C(sp3) cross-coupling fluoroalkylation. These transformations demonstrate high efficiency, mild conditions, and excellent functional-group compatibility, especially for a range of pharmaceuticals and biol. active compounds Mechanistic studies support a radical pathway. Kinetic studies reveal that the reaction is first-order dependent on catalyst and alkyl bromide whereas the generation of monofluoroalkyl radical is not involved in the rate-determining step. This strategy provides a general and efficient method for the synthesis of aliphatic fluorides e.g, (4-fluorobutyl)benzene. In addition to this study using 4-Bromobutanoic acid, there are many other studies that have used 4-Bromobutanoic acid(cas: 2623-87-2Application In Synthesis of 4-Bromobutanoic acid) was used in this study.

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Application In Synthesis of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Computed Properties of C4H6BrFO2On May 16, 2022 ,《Biocatalytic Asymmetric Construction of Secondary and Tertiary Fluorides from β-Fluoro-α-Ketoacids》 appeared in Angewandte Chemie, International Edition. The author of the article were Fang, Jason; Turner, Laura E.; Chang, Michelle C. Y.. The article conveys some information:

Fluorine is a critical element for the design of bioactive compounds, driving advances in selective and sustainable fluorination. However, stereogenic tertiary fluorides pose a synthetic challenge and are thus present in only a few approved drugs (fluticasone, solithromycin, and sofosbuvir). The aldol reaction of fluorinated donors provides an atom-economical approach to asym. C-F motifs via C-C bond formation. Authors report that the type II pyruvate aldolase HpcH and engineered variants perform addition of β-fluoro-α-ketoacids (including fluoropyruvate, β-fluoro-α-ketobutyrate, and β-fluoro-α-ketovalerate) to diverse aldehydes. The reactivity of HpcH towards these fluoro-donors grants access to enantiopure secondary or tertiary fluorides. In addition to representing the first synthesis of tertiary fluorides via biocatalytic carboligation, the afforded products could improve the diversity of fluorinated building blocks and enable the synthesis of fluorinated drug analogs. In the experimental materials used by the author, we found Ethylbromofluoroacetate(cas: 401-55-8Computed Properties of C4H6BrFO2)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Computed Properties of C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 2623-87-2In 2022 ,《Molecular Docking, Synthesis, characterization and preliminary cytotoxic evaluation of new 1, 3,4-Thiadiazole derivatives as EGFR inhibitors》 was published in Materials Today: Proceedings. The article was written by Abdulkhaleq, Zainab M.; Hassan Mohammed, Mohammed. The article contains the following contents:

A new 1,3,4-Thiadiazole derivatives derived from the Methyl-3-hydroxy benzoate were synthesized by a conventional method. The mol.-docking study of the synthesized compounds(s) against EGFR kinase revealed that such compounds occupied the critical site of EGFR kinase pocket with good positioning.compounds (M1,M2,M3 and M4) showed an inhibitory effect against EGFR kinase. Novel compounds were synthesized and confirmed by spectroscopic anal., including AT-IR, 1HNMRS and13C-NMRS. The crystal structure of EGFR with a Gefitinib as a co-crystalized ligand was gained from the protein data-bank (PDB code 4WKQ). The docking was carried by Autodock vina and the visualization by chimera, the charge of the protein mols. was modelled by AMBERff14SB force field, while the small mols. by AM1-BCC. Compounds M2,M4 IC50 (11 mM) and (7.9 mM) resp., exhibited cytotoxic activity against A549 lung cancer cells better than standard (gefitinib IC50 = 20.8 Mm). which were matched by the mol. docking studies that showed that the target compounds may be considered as potential inhibitors of EGFR kinase. From the docking study, it was concluded that piperidine, morpholine and methyl-piperazine moiety were very successful to bind tightly to EGFR kinase pocket receptors by making numerous interaction modes. In addition to this study using 4-Bromobutanoic acid, there are many other studies that have used 4-Bromobutanoic acid(cas: 2623-87-2SDS of cas: 2623-87-2) was used in this study.

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).SDS of cas: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of o-BromobenzaldehydeIn 2020 ,《Construction of Various Bridged Polycyclic Skeletons by Palladium-Catalyzed Dearomatization》 was published in Angewandte Chemie, International Edition. The article was written by Mu, Xingye; Yu, Hanxiao; Peng, Henian; Xiong, Wenrui; Wu, Ting; Tang, Wenjun. The article contains the following contents:

In the presence of [Pd(cinnamyl)Cl]2, an arylbenzoxaphospholane ligand, and K2CO3 in toluene, bromoaryl-substituted bicyclic phenols such as I underwent dearomative cyclization reactions to yield tetracyclic arenes such as II; a variety of ring systems with differing bridging patterns and carbocyclic and heterocyclic linkers were prepared using the method. The method was used to prepare partial ring systems for the alkaloids aspernomine and strychnochromine and to prepare dracaenone analogs. Bis(bromophenyl)- and bis(bromobenzyl)-substituted bicycles underwent enantioselective desymmetrization by dearomative cyclization using [Pd(cinnamyl)Cl]2 and nonracemic arylbenzoxaphospholane ligands to give bromoaryl- and bromobenzyl-substituted tetracycles in 33-99% ee (absolute configuration undetermined). After reading the article, we found that the author used o-Bromobenzaldehyde(cas: 6630-33-7Application In Synthesis of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application In Synthesis of o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 6630-33-7In 2021 ,《Mildness in preparative conditions directly affects the otherwise straightforward syntheses outcome of Schiff-base isoniazid derivatives: Aroylhydrazones and their solvolysis-related dihydrazones》 was published in Journal of Molecular Structure. The article was written by Cukierman, Daphne S.; Evangelista, Beatriz N.; Neto, Carlos Castanho; Franco, Chris H. J.; Costa, Luiz Antonio S.; Diniz, Renata; Limberger, Jones; Rey, Nicolas A.. The article contains the following contents:

The two series of novel isoniazid-derived compounds prepared from a pair of different aldehyde precursors, as well as the solvolysis, under harsh synthetic conditions, of the initially formed aroylhydrazones, leaded to unexpected dihydrazones was described. All compounds were unequivocally characterized in solution using 1D and 2D NMR experiments in DMSO-d6 and, in the solid-state, by other classic techniques. System I was composed by 2-(1H-pyrazol-1-yl)benzaldehyde and its hydrazone derivatives, while system II comprised 2-(4-metoxyphenoxy)benzaldehyde and its related Schiff-base products. The first aldehyde was obtained for the first time via the copper-catalyzed Ullmann C-N coupling between 2-bromobenzaldehyde and pyrazole. Single crystals of its aroylhydrazone and dihydrazone derivatives were isolated and thoroughly characterized, included Hirshfeld surfaces and energy frameworks studies. Finally, it was described as NMR and theor.-based proposed reaction pathway for the unexpected formation of the dihydrazones involving the solvolysis of the initially formed isonicotinoyl hydrazone followed by attack to a second free aldehyde mol. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Application of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application of 6630-33-7It is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 539-74-2In 2021 ,《Synthesis of novel pyrazolo[3,4-b]quinolinebisphosphonic acids and an unexpected intramolecular cyclization and phosphonylation reaction》 appeared in Organic & Biomolecular Chemistry. The author of the article were Teixeira, Fatima C.; Lucas, Carla; Curto, M. Joao M.; Andre, Vania; Duarte, M. Teresa; Teixeira, Antonio P. S.. The article conveys some information:

Novel pyrazolo[3,4-b]quinoline α-ketophosphonic and hydroxymethylenebisphosphonic acid compounds were synthesized using different methodologies, starting from 2-chloro-3-formylquinoline 1. New phosphonic acid compounds were obtained as N-1 derivatives with a side chain with 1 or 3 (n = 1 or 3) methylene groups. All phosphonic acid compounds and their corresponding ester and carboxylic acid precursors were fully characterized, and their structures elucidated by spectroscopic data, using NMR techniques and IR and high-resolution mass spectroscopy. During the process to obtain the N-1 substituted derivative with two methylene groups (n = 2) in the side chain, an unexpected addition-cyclization cascade reaction was observed, involving the phosphonylation of an aromatic ring and the formation of a new six-member lactam ring to afford a tetracyclic ring system. This was an unexpected result since other pyrazolo[3,4-b]quinoline derivatives and all corresponding pyrazolo[3,4-b]pyridine derivatives already prepared, under similar exptl. conditions, did not undergo this reaction. This domino reaction occurs with different phosphite reagents but only affords the six-member ring. The spectroscopic data allowed the identification of the new synthesized tetracyclic compounds and the x-ray diffraction data of compound 11 enabled the confirmation of the proposed structures. The results came from multiple reactions, including the reaction of Ethyl 3-bromopropanoate(cas: 539-74-2Related Products of 539-74-2)

Ethyl 3-bromopropanoate(cas: 539-74-2) 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 contrast, terrestrial plants account only for a few bromine-containing compounds.Related Products of 539-74-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis of 2-Aminoquinazoline- and 2-Aminopyrimidine-Fused Hybrid Scaffolds by Copper-Catalyzed C(sp2)-N Coupling and Cyclization Followed by Oxidation》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Kwak, Jung Pyo; Dao, Pham Duy Quang; Cho, Chan Sik. Electric Literature of C7H5BrO The article mentions the following:

2-(2-Bromoaryl)- and 2-(2-bromovinyl)-4,7-dimethoxybenzimidazoles are coupled and cyclized with cyanamide as a building block in DMF in the presence of a catalytic amount of a copper catalyst along with a base to give the corresponding 2-aminoquinazoline- and 2-aminopyrimidine-fused 4,7-dimethoxybenzimidazoles in good yields. Subsequent oxidation of such N-fused hybrid scaffolds by treatment of ceric ammonium nitrate in acetonitrile/H2O affords unprecedented 2-aminoquinazoline- and 2-aminopyrimidine-fused benzimidazolequinones. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Electric Literature of C7H5BrO)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Electric Literature of C7H5BrOIt is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Highly Selective, Amine-Derived Cannabinoid Receptor 2 Probes》 was published in Chemistry – A European Journal in 2020. These research results belong to Westphal, Matthias V.; Sarott, Roman C.; Zirwes, Elisabeth A.; Osterwald, Anja; Guba, Wolfgang; Ullmer, Christoph; Grether, Uwe; Carreira, Erick M.. Safety of 4-Bromobutanoic acid The article mentions the following:

The endocannabinoid (eCB) system is implied in various human diseases ranging from central nervous system to autoimmune disorders. Cannabinoid receptor 2 (CB2R) is an integral component of the eCB system. Yet, the downstream effects elicited by this G protein-coupled receptor upon binding of endogenous or synthetic ligands are insufficiently understood-likely due to the limited arsenal of reliable biol. and chem. tools. Herein, we report the design and synthesis of CB2R-selective cannabinoids along with their in vitro pharmacol. characterization (binding and functional studies). They combine structural features of HU-308 and AM841 to give chimeric ligands that emerge as potent CB2R agonists with high selectivity over the closely related cannabinoid receptor 1 (CB1R). The synthesis work includes convenient preparation of substituted resorcinols often found in cannabinoids. The utility of the synthetic cannabinoids in this study is showcased by preparation of the most selective high-affinity fluorescent probe for CB2R to date. The results came from multiple reactions, including the reaction of 4-Bromobutanoic acid(cas: 2623-87-2Safety of 4-Bromobutanoic acid)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Safety of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary