Tag: 200-300

《Reactions of sodium pentafluorophenolate with substituted pentafluorobenzenes》 was published in Journal of Organic Chemistry in 1967. These research results belong to De Pasquale, Ralph J.; Tamborski, Christ. Reference of Ethyl 2,3,4,5,6-pentafluorobenzoate The article mentions the following:

NaOC6F5 was prepared by proton exchange using NaOMeMeOH. This salt was freed from residual MeOH and treated with a series of substituted pentafluorobenzenes (C6F5R, R = CF3, CO2Et, C6F5, Br, Cl, F, H) using HCONMe2 as solvent. The major product arising from displacement of F para to the substituent was a fluorinated diphenyl ether. For some substituents (Cl, Br, H), displacement of o-F was competitive but minor. Mixtures of triphenyl ethers were occasionally observed. The relative reaction rates of these pentafluorobenzenes with NaOC6F5 were measured in HCONMe2 at 106°. These values when plotted against Hammett’s substituent constant σρ gave a reasonably straight line. From the slope, the σρ of a pentafluorophenyl group can be estimated as 0.4. The halide ion mobilities were qual. measured as F > Cl or Br which is consistent with a 2-step addition-elimination mechanism where the first step is ratedetg. 15 references. In the experimental materials used by the author, we found Ethyl 2,3,4,5,6-pentafluorobenzoate(cas: 4522-93-4Reference of Ethyl 2,3,4,5,6-pentafluorobenzoate)

Ethyl 2,3,4,5,6-pentafluorobenzoate(cas: 4522-93-4) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market.Reference of Ethyl 2,3,4,5,6-pentafluorobenzoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2022,Li, Qinlan; Guo, Qian; Wang, Shuyi; Wan, Shanhe; Li, Zhonghuang; Zhang, Jiajie; Wu, Xiaoyun published an article in European Journal of Medicinal Chemistry. The title of the article was 《Design and synthesis of proteolysis targeting chimeras (PROTACs) as an EGFR degrader based on CO-1686》.Formula: C10H22N2O2 The author mentioned the following in the article:

Epidermal growth factor receptor (EGFR) inhibitors represent the first-line treatment of non-small-cell lung cancer (NSCLC). However, the emergence of acquired drug resistance and side effects largely encumbered their application in clinic. The emerging technol. proteolysis targeting chimera (PROTAC) could be an alternative strategy to overcome these problems. Herein, we reported the discovery of EGFRL858R/T790M degraders based on CO-1686. Promising PROTAC 1q could effectively and selectively inhibit the growth of PC-9 (EGFRDel 19) and H1975 (EGFRL858R/T790M) cells, but not that of A549 (EGFRWT) cells. In addition, 1q could time- and dose-dependently induce degradation of EGFRL858R/T790M in H1975 cells with a DC50 value of 355.9 nM, while did not show obvious effect on the EGFRDel 19 and EGFRWT protein. Preliminary mechanism study demonstrated that the protein degradation was mediated through ubiquitin-proteasome system (UPS). Furthermore, 1q could significantly induce the apoptosis of H1975 cells and arrest the cells in G0/G1 phase. These findings demonstrated that compound 1q could be used as initial lead compound for the development of new EGFRL858R/T790M degraders based therapy. The experimental process involved the reaction of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Formula: C10H22N2O2)

Some of the reported applications of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3) include: synthesis of of a supermacrocycle that self-assemble to form organic nanotubes., preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye, synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT).Formula: C10H22N2O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Liu, Jing; Yu, Xufen; Chen, He; Kaniskan, H. Umit; Xie, Ling; Chen, Xian; Jin, Jian; Wei, Wenyi published an article in 2022. The article was titled 《TF-DUBTACs Stabilize Tumor Suppressor Transcription Factors》, and you may find the article in Journal of the American Chemical Society.Product Details of 51644-96-3 The information in the text is summarized as follows:

Targeted protein degradation approaches have been widely used for degrading oncogenic proteins, providing a potentially promising therapeutic strategy for cancer treatment. However, approaches to targeting tumor suppressor proteins are very limited, and only a few agonists have been developed to date. Here, we report the development of a platform termed TF-DUBTAC, which links a DNA oligonucleotide to a covalent ligand of the deubiquitinase OTUB1 via a click reaction, to selectively stabilize tumor suppressor transcription factors. We developed three series of TF-DUBTACs, namely, FOXO-DUBTAC, p53-DUBTAC, and IRF-DUBTAC, which stabilize FOXO3A, p53, and IRF3 in cells, resp., in an OTUB1-dependent manner. These results suggest that TF-DUBTAC is a generalizable platform to achieve selective stabilization of tumor suppressor transcription factors as a therapeutic means to suppress tumorigenesis. In addition to this study using tert-Butyl (5-aminopentyl)carbamate, there are many other studies that have used tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Product Details of 51644-96-3) was used in this study.

Some of the reported applications of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3) include: synthesis of of a supermacrocycle that self-assemble to form organic nanotubes., preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye, synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT).Product Details of 51644-96-3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Mao, Runyu; Xi, Shiyi; Shah, Sayali; Roy, Michael J.; John, Alan; Lingford, James P.; Gade, Gerd; Scott, Nichollas E.; Goddard-Borger, Ethan D. published an article in 2021. The article was titled 《Synthesis of C-mannosylated glycopeptides enabled by Ni-catalyzed photoreductive cross-coupling reactions》, and you may find the article in Journal of the American Chemical Society.Reference of H-Trp-OMe.HCl The information in the text is summarized as follows:

The biol. functions of tryptophan C-mannosylation are poorly understood, in part, due to a dearth of methods for preparing pure glycopeptides and glycoproteins with this modification. To address this issue, efficient and scalable methods are required for installing this protein modification. Here, we describe unique Ni-catalyzed cross-coupling conditions that utilize photocatalysis or a Hantzsch ester photoreductant to couple glycosyl halides with (hetero)aryl bromides, thereby enabling the α-C-mannosylation of 2-bromo-tryptophan, peptides thereof, and (hetero)aryl bromides more generally. We also report that 2-(α-D-mannopyranosyl)-L-tryptophan undergoes facile anomerization in the presence of acid: something that must be considered when preparing and handling peptides with this modification. These developments enabled the first automated solid-phase peptide syntheses of C-mannosylated glycopeptides, which we used to map the epitope of an antibody, as well as providing the first verified synthesis of Carmo-HrTH-I, a C-mannosylated insect hormone. To complement this approach, we also performed late-stage tryptophan C-mannosylation on a diverse array of peptides, demonstrating the broad scope and utility of this methodol. for preparing glycopeptides.H-Trp-OMe.HCl(cas: 7524-52-9Reference of H-Trp-OMe.HCl) was used in this study.

H-Trp-OMe.HCl(cas:7524-52-9) is one of amino acid derivatives. Amino acid derivatives represent an important category of skin penetration promoters. These compounds possess hydrophobic chains attached to an amino acid headgroup via a biodegradable ester bond. Due to the amphiphilic nature of these derivatives, it is possible for them to enter into the SC lipid barrier and significantly disorganize skin membrane lipids.Reference of H-Trp-OMe.HCl

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Uyanik, Muhammet; Tanaka, Hiroki; Ishihara, Kazuaki published an article in 2021. The article was titled 《I+/TBHP Catalysis For Tandem Oxidative Cyclization To Indolo[2,3-b]quinolines》, and you may find the article in Asian Journal of Organic Chemistry.Quality Control of H-Trp-OMe.HCl The information in the text is summarized as follows:

A chemoselective tandem oxidative cyclization/aromatization of indole derivatives tethered to aniline sulfonamides using catalytic amount of tetrabutylammonium in the presence of tert-Bu hydroperoxide (TBHP) as an oxidant under nearly neutral conditions at room temperature is reported. The corresponding indolo[2,3-b]quinolines were obtained as sulfonate salts, which could be easily isolated in anal. pure form via only a simple filtration of the crude reaction mixture The natural product quinindoline could be easily obtained after basic work-up of the sulfonate salt. Control experiments revealed that both ionic and radical active species could be generated in situ under mild conditions for the corresponding oxidative transformations to proceed in a chemoselective manner. In the experimental materials used by the author, we found H-Trp-OMe.HCl(cas: 7524-52-9Quality Control of H-Trp-OMe.HCl)

H-Trp-OMe.HCl(cas:7524-52-9) is one of amino acid derivatives. Amino acid derivatives represent an important category of skin penetration promoters. These compounds possess hydrophobic chains attached to an amino acid headgroup via a biodegradable ester bond. Due to the amphiphilic nature of these derivatives, it is possible for them to enter into the SC lipid barrier and significantly disorganize skin membrane lipids.Quality Control of H-Trp-OMe.HCl

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kervefors, Gabriella; Kersting, Leonard; Olofsson, Berit published their research in Chemistry – A European Journal in 2021. The article was titled 《Transition metal-free N-arylation of amino acid esters with diaryliodonium salts》.Synthetic Route of C12H15ClN2O2 The article contains the following contents:

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsym. diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess. In addition to this study using H-Trp-OMe.HCl, there are many other studies that have used H-Trp-OMe.HCl(cas: 7524-52-9Synthetic Route of C12H15ClN2O2) was used in this study.

H-Trp-OMe.HCl(cas:7524-52-9) is one of amino acid derivatives. Amino acid derivatives represent an important category of skin penetration promoters. These compounds possess hydrophobic chains attached to an amino acid headgroup via a biodegradable ester bond. Due to the amphiphilic nature of these derivatives, it is possible for them to enter into the SC lipid barrier and significantly disorganize skin membrane lipids.Synthetic Route of C12H15ClN2O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

《Synthesis and antimalarial activity of (S)-methyl-(7-chloroquinolin-4-ylthio)acetamidoalquilate derivatives》 was written by Colmenarez, Custodiana; Acosta, Maria; Rodriguez, Miguel; Charris, Jaime. Related Products of 7524-52-9 And the article was included in Journal of Chemical Research in 2020. The article conveys some information:

The synthesis of five new (S)-methyl-(7-chloroquinolin-4-ylthio)acetamidoalquilate derivatives I (R = Me, propan-2-yl, 2-methylpropyl, benzyl,1H-indol-3-ylmethyl) is carried out under a modified version of the Steglich esterification reaction between different L-amino acid Me esters (S)-H2NCH(R)C(O)OCH3.HCl and 2-(7-chloroquinolin-4-ylthio)acetic acid. Two of the compounds showed significant inhibition (>50%) of β-hematin formation. The two active structures were tested in vivo as potential antimalarials in mice infected with Plasmodium berghei ANKA, a chloroquine susceptible strain. Compounds I (R = propan-2-yl, 1H-indol-3-ylmethyl) exhibited antimalarial activity comparable to that of chloroquine. The experimental process involved the reaction of H-Trp-OMe.HCl(cas: 7524-52-9Related Products of 7524-52-9)

H-Trp-OMe.HCl(cas:7524-52-9) is one of amino acid derivatives. Amino acid derivatives represent an important category of skin penetration promoters. These compounds possess hydrophobic chains attached to an amino acid headgroup via a biodegradable ester bond. Due to the amphiphilic nature of these derivatives, it is possible for them to enter into the SC lipid barrier and significantly disorganize skin membrane lipids.Related Products of 7524-52-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Name: N-Boc-1,6-DiaminohexaneIn 2021 ,《Discovery of a PROTAC targeting ALK with in vivo activity》 appeared in European Journal of Medicinal Chemistry. The author of the article were Yan, Guoyi; Zhong, Xinxin; Yue, Lin; Pu, Chunlan; Shan, Huifang; Lan, Suke; Zhou, Meng; Hou, Xueyan; Yang, Jie; Li, Rui. The article conveys some information:

Anaplastic lymphoma kinase (ALK) was involved in the development of various cancer types. Although several ALK inhibitors have been advanced to clin. trials, the emergence of drug resistance has limited the clin. application of them. To overcome the drug resistance, proteolysis targeting chimeras (PROTACs) could be an alternative strategy. In this study, a series of ALK degraders were designed and synthesized. The degraders were developed through the conjugation of LDK378 and CRBN E3 ubiquitin ligase ligands. Among all the mols., compound I showed potent selective inhibitory activity to ALK and can decrease the cellular levels of ALK fusion proteins in a concentration- and time-dependent manner in H3122 cell line. Meanwhile, I showed improved anticancer activity in vitro comparing with LDK378 and the antiproliferative activity to xenograft tumor model was acceptable. All the results demonstrated that ALK degrader I with in vitro and in vivo anti-cancer activities was valuable for further investigation. In the experimental materials used by the author, we found N-Boc-1,6-Diaminohexane(cas: 51857-17-1Name: N-Boc-1,6-Diaminohexane)

N-Boc-1,6-Diaminohexane(cas: 51857-17-1) is used to prepare 1,3-Bis[6-(Boc-amino)hexyl]urea by reacting with carbonyl dichloride in the presence of triethylamine. Further, it is used as a reagent for the introduction of a C6-spacer.Name: N-Boc-1,6-Diaminohexane

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2014,Chemistry – A European Journal included an article by Cairns, Andrew G.; Senn, Hans Martin; Murphy, Michael P.; Hartley, Richard C.. Product Details of 1073353-89-5. The article was titled 《Expanding the Palette of Phenanthridinium Cations》. The information in the text is summarized as follows:

5,6-Disubstituted phenanthridinium cations have a range of redox, fluorescence and biol. properties. Some properties rely on phenanthridiniums intercalating into DNA, but the use of these cations as exomarkers for the reactive oxygen species (ROS), superoxide, and as inhibitors of acetylcholine esterase (AChE) do not require intercalation. A versatile modular synthesis of 5,6-disubstituted phenanthridiniums that introduces diversity by Suzuki-Miyaura coupling, imine formation and microwave-assisted cyclization is presented. Computational modeling at the d. functional theory (DFT) level reveals that the novel displacement of the aryl halide by an acyclic N-alkylimine proceeds by an SNAr mechanism rather than electrocyclization. It is found that the displacement of halide is concerted and there is no stable Meisenheimer intermediate, provided the calculations consistently use a polarizable solvent model and a diffuse basis set. After reading the article, we found that the author used 2-(2-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 1073353-89-5Product Details of 1073353-89-5)

2-(2-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 1073353-89-5) belongs to esters. Esters are more polar than ethers but less polar than alcohols. Product Details of 1073353-89-5 They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

An, Yunfei; Liu, Wenxia; Xie, Honglei; Fan, Haiyan; Han, Jun; Sun, Bin published an article on January 5 ,2022. The article was titled 《Construction and activity evaluation of novel benzodioxane derivatives as dual-target antifungal inhibitors》, and you may find the article in European Journal of Medicinal Chemistry.Electric Literature of C10H14ClNO2 The information in the text is summarized as follows:

Ergosterol exert the important function in maintaining the fluidity and osmotic pressure of fungal cells, and its key biosynthesis enzymes (squalene epoxidase, SE; 14 α-demethylase, CYP51) displayed the obvious synergistic effects. Therefore, authors expected to discover the novel antifungal compounds with dual-target (SE/CYP51) inhibitory activity. In the progress, authors screened the different kinds of potent fragments based on the dual-target features, and the method of fragment-based drug discovery (FBDD) was used to guide the construction of three different series of benzodioxane compounds Subsequently, their chem. structures were synthesized and evaluated. These compounds displayed the obvious biol. activity against the pathogenic fungal strains. Notably, (R)-N-(1-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-yl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide and N-((S)-3-methyl-1-oxo-1-(((R)-1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethyl)amino)butan-2-yl)-2,3-dihydrobenzo[b] [1,4]dioxine-5-carboxamide possessed the excellent broad-spectrum anti-fungal activity (MIC50, 0.125-2.0μg/mL) and the activity against drug-resistant strains (MIC50, 0.5-2.0μg/mL). Preliminary mechanism studies have confirmed that these compounds effectively inhibited the dual-target activity, they could cause fungal rupture and death by blocking the bio-synthetic pathway of ergosterol. Further experiments discovered that above compounds also maintained a certain of anti-fungal effect in vivo. The experimental part of the paper was very detailed, including the reaction process of H-Phg-OEt.HCl(cas: 59410-82-1Electric Literature of C10H14ClNO2)

H-Phg-OEt.HCl(cas: 59410-82-1) belongs to esters. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. Electric Literature of C10H14ClNO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics