Tag: 200-300

Hiscocks, Hugh G.; Yit, Dylan Lee; Pascali, Giancarlo; Ung, Alison T. published their research in Monatshefte fuer Chemie in 2021. The article was titled 《Incorporation of the pentafluorosulfanyl group through common synthetic transformations》.Computed Properties of C12H15ClN2O2 The article contains the following contents:

The incorporation of SF5 group into model amino acids has been achieved using com. available synthons substituted with this group. This work investigates the influence of the -SF5 group on a variety of common synthetic transformations utilized in fields of bioconjugation and drug development, namely, amide coupling, reductive amination, diazo-coupling, and CuAAC “”Click”” reactions. The influence of the novel substituent on the success of these common transformations is presented, and alternative approaches for those which proved unsatisfactory are proposed herein. In addition to this study using H-Trp-OMe.HCl, there are many other studies that have used H-Trp-OMe.HCl(cas: 7524-52-9Computed Properties 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.Computed Properties of C12H15ClN2O2

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

《Functional characterization of a PROTAC directed against BRAF mutant V600E》 was written by Posternak, Ganna; Tang, Xiaojing; Maisonneuve, Pierre; Jin, Ting; Lavoie, Hugo; Daou, Salima; Orlicky, Stephen; Goullet de Rugy, Theo; Caldwell, Lauren; Chan, Kin; Aman, Ahmed; Prakesch, Michael; Poda, Gennady; Mader, Pavel; Wong, Cassandra; Maier, Stefan; Kitaygorodsky, Julia; Larsen, Brett; Colwill, Karen; Yin, Zhe; Ceccarelli, Derek F.; Batey, Robert A.; Taipale, Mikko; Kurinov, Igor; Uehling, David; Wrana, Jeff; Durocher, Daniel; Gingras, Anne-Claude; Al-Awar, Rima; Therrien, Marc; Sicheri, Frank. Application In Synthesis of N-Boc-1,6-Diaminohexane And the article was included in Nature Chemical Biology in 2020. The article conveys some information:

Abstract: The RAF family kinases function in the RAS-ERK pathway to transmit signals from activated RAS to the downstream kinases MEK and ERK. This pathway regulates cell proliferation, differentiation and survival, enabling mutations in RAS and RAF to act as potent drivers of human cancers. Drugs targeting the prevalent oncogenic mutant BRAF(V600E) have shown great efficacy in the clinic, but long-term effectiveness is limited by resistance mechanisms that often exploit the dimerization-dependent process by which RAF kinases are activated. Here, we investigated a proteolysis-targeting chimera (PROTAC) approach to BRAF inhibition. The most effective PROTAC, termed P4B, displayed superior specificity and inhibitory properties relative to non-PROTAC controls in BRAF(V600E) cell lines. In addition, P4B displayed utility in cell lines harboring alternative BRAF mutations that impart resistance to conventional BRAF inhibitors. This work provides a proof of concept for a substitute to conventional chem. inhibition to therapeutically constrain oncogenic BRAF. [graphic not available: see fulltext]. The results came from multiple reactions, including the reaction of N-Boc-1,6-Diaminohexane(cas: 51857-17-1Application In Synthesis of N-Boc-1,6-Diaminohexane)

N-Boc-1,6-Diaminohexane(cas: 51857-17-1) is a compound useful in organic synthesis used in the preparation of mixed self-assembled monolayers (SAMs) that resist adsorption of proteins using the reaction of amines with a SAM that presents interchain carboxylic anhydride groupsApplication In Synthesis of N-Boc-1,6-Diaminohexane

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

In 2018,Fernandes, Carlos; Benfeito, Sofia; Amorim, Ricardo; Teixeira, Jose; Oliveira, Paulo J.; Remiao, Fernando; Borges, Fernanda published 《Desrisking the Cytotoxicity of a Mitochondriotropic Antioxidant Based on Caffeic Acid by a PEGylated Strategy》.Bioconjugate Chemistry published the findings.Recommanded Product: tert-Butyl (5-aminopentyl)carbamate The information in the text is summarized as follows:

Mitochondrial oxidative damage is related to diverse pathologies, including cancer and neurodegenerative diseases. Shielding mitochondria from oxidative damage with mitochondriotropic antioxidants is by now considered an effective therapeutic strategy. Despite the success of the approach, some concerns related with cytotoxicity have been reported. For instance, AntiOxCIN6 is a mitochondriotropic antioxidant based on caffeic acid (CAF) that is cytotoxic in hepatocarcinoma (HepG2) cell lines. PEGylation, often used to enhance drug pharmacol. and pharmaceutical properties, was herein applied to modulate AntiOxCIN6 toxicity drawbacks. So, a dual-functionalization of polyethylene glycol (PEG) with TPP+ and CAF as targeting and antioxidant arms, resp., was performed by a two-step amidation strategy using Et chloroformate and EDC/NHS as coupling reagents. The data showed that the antioxidant properties related with CAF moiety were maintained in the CAF-PEG-TPP conjugate (CPTPP) and that PEGylation process reverted the loss of ability to chelate iron observed with AntiOxCIN6.. In cellular studies, CPTPP was nontoxic to human HepG2 and neuronal (SH-SY5Y) cells, while both CAF and AntiOxCIN6 demonstrated harmful effects in the same cell lines. The lack of cytotoxic events linked to oxidative stress levels observed with CPTPP suggested that PEGylation process somehow modulates the putative toxicity related with the presence of a catechol moiety and/or the TPP+ cation. In addition, the mitochondrial oxygen consumption was not significantly affected by CPTPP treatment in SH-SY5Y cells when compared with nontreated cells. CPTPP showed remarkable antioxidant effects in cell-based assays against several oxidative stress-induced agents (H2O2, t-BHP, and FeNTA). From the data it can be concluded that PEGylation technol. can modulate the toxicity of mitochondriotropic antioxidants without disturbing the antioxidant profile of the core antioxidant. PEGylation can be considered a relevant tool to hasten the difficulties related to the design and development of mitochondrial nontoxic and operative drug candidates. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Recommanded Product: tert-Butyl (5-aminopentyl)carbamate)

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).Recommanded Product: tert-Butyl (5-aminopentyl)carbamate

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

In 2018,Yang, Xue; Michiels, Thomas J. M.; de Jong, Coen; Soethoudt, Marjolein; Dekker, Niek; Gordon, Euan; van der Stelt, Mario; Heitman, Laura H.; van der Es, Daan; IJzerman, Adriaan P. published 《An Affinity-Based Probe for the Human Adenosine A2A Receptor》.Journal of Medicinal Chemistry published the findings.Application In Synthesis of tert-Butyl (5-aminopentyl)carbamate The information in the text is summarized as follows:

Using activity-based protein profiling (ABPP), functional proteins can be interrogated in their native environment. Despite their pharmaceutical relevance, G protein-coupled receptors (GPCRs) have been difficult to address through ABPP. In the current study, the authors took the prototypical human adenosine A2A receptor (hA2AR) as the starting point for the construction of a chem. toolbox allowing two-step affinity-based labeling of GPCRs. First, the authors equipped an irreversibly binding hA2AR ligand with a terminal alkyne to serve as probe. The authors showed that the probe irreversibly and concentration-dependently labeled purified hA2AR. Click-ligation with a sulfonated cyanine-3 fluorophore allowed us to visualize the receptor on SDS-PAGE. The authors further demonstrated that labeling of the purified hA2AR by the probe could be inhibited by selective antagonists. Lastly, the authors showed successful labeling of the receptor in cell membranes overexpressing hA2AR, making the probe a promising affinity-based tool compound that sets the stage for the further development of probes for GPCRs. The experimental process involved the reaction of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Application In Synthesis of tert-Butyl (5-aminopentyl)carbamate)

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).Application In Synthesis of tert-Butyl (5-aminopentyl)carbamate

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

The author of 《Phenylmalonic and nitrophenylmalonic acids and esters》 were Basterfield, S.; Hamilton, L. A.. And the article was published in Trans. Roy. Soc. Can. III in 1933. Electric Literature of C11H11NO6 The author mentioned the following in the article:

Shaking PhCH(CO2Me)2 (I) in Et2O with dilute aqueous NaOH for 1 hr. at room temperature gives an aqueous alk. solution which with acid gives 80-90% of PhCH(CO2H)2 (II). The method of Wislicenus (Ber. 27, 1091(1894)) gives only a 25% yield. I with concentrated HNO3 and concentrated H2SO4 gives Me p-nitrophenylmalonate (III), m. 95°. III on hydrolysis by the above method gives only p-O2NC6H4CH2CO2H. II with concentrated HNO3 and concentrated H2SO4 gives o-nitrophenylmalonic acid, m. 133° (decomposition). Contrary to expectations p-O2NC6H4CH2CO2Me does not condense with (OC2Me)2 (cf. Rising and Stieglitz, C. A. 12, 908). p-EtOOCNHC6H4CH2CO2Me condenses with (CO2Me)2 to give Me p-carbethoxyaminophenylmalonate, viscous oil, b5 110°. Reduction of 2,4(O2N)2C6H3CH(CO2Me)2 (IV) with (NH4)2S gives 2 isomeric Me nitroaminophenylmalonates, m. 131° and 190°. IV on hydrolysis does not give the expected acid. The experimental process involved the reaction of Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9Electric Literature of C11H11NO6)

Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9) belongs to esters.Electric Literature of C11H11NO6 They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones.

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

Gierczyk, Blazej; Leska, Boguslawa; Brzezinski, Bogumil; Schroeder, Grzegorz published their research in Supramolecular Chemistry on December 31 ,2002. The article was titled 《Podand solvents for organic reactions》.Synthetic Route of C11H11NO6 The article contains the following contents:

Three tris(oxaalkyl)phenylsilanes and two tris(oxaalkyl) phosphates were used as podand solvents in kinetic studies of proton transfer reactions between C-acids: di-Me (4-nitrophenyl)malonate or phenyl-4-nitrophenylcyanomethane and the strong base: 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD). The acceptor numbers were measured for all new podand solvents. The kinetic parameters for studied reactions were obtained, discussed and compared with those of acetonitrile and OP(OEt)3 as nonpodand solvents. The second order rate constants strongly decreased and the energy barrier increased for the proton transfer reaction in podand solvents. Spectroscopic observations showed that ionic products were strongly stabilized and therefore their lifetime was relatively long. The podand solvents formed the ionic channels in which ionic products are strongly solvated.Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9Synthetic Route of C11H11NO6) was used in this study.

Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9) belongs to esters.Synthetic Route of C11H11NO6 They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones.

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

Application In Synthesis of (S)-tert-Butyl 3-(2-hydroxyethyl)morpholine-4-carboxylateOn November 1, 2004 ,《Enzymatic resolution of cyclic N-Boc protected β-amino acids》 appeared in Tetrahedron: Asymmetry. The author of the article were Pousset, Cyrille; Callens, Roland; Haddad, Mansour; Larcheveque, Marc. The article conveys some information:

Me and Et esters of N-Boc homoproline, homopipecolic acid and 3-carboxymethyl-morpholine were kinetically resolved by hydrolysis catalyzed by Burkholderia cepacia lipase to give the corresponding acids and residual esters in enantiomeric excesses better than 99% (E >100). After reading the article, we found that the author used (S)-tert-Butyl 3-(2-hydroxyethyl)morpholine-4-carboxylate(cas: 813433-76-0Application In Synthesis of (S)-tert-Butyl 3-(2-hydroxyethyl)morpholine-4-carboxylate)

(S)-tert-Butyl 3-(2-hydroxyethyl)morpholine-4-carboxylate(cas: 813433-76-0) 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.Application In Synthesis of (S)-tert-Butyl 3-(2-hydroxyethyl)morpholine-4-carboxylate

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

Recommanded Product: 4522-93-4On October 4, 2019 ,《Synthetic Methodologies for Perfluoroaryl-Substituted (Diaryl)methylphosphonates, -Phosphinates via SNAr Reaction》 was published in Journal of Organic Chemistry. The article was written by Fujii, Kohei; Ito, Shigekazu; Mikami, Koichi. The article contains the following contents:

The new synthetic methodologies for perfluoroaryl-substituted (diaryl)methylphosphonates, -phosphinates via nucleophilic aromatic substitution (SNAr) were developed. Benzylphosphonate and α-fluorobenzylphosphonate reacted with a wide variety of perfluoroarenes via SNAr reaction. The reaction took place quickly and gave perfluoroarylated phosphonates in high yields. Highly diastereoselective SNAr reaction with binaphthyl-based chiral phosphinates was further carried out. The experimental part of the paper was very detailed, including the reaction process of Ethyl 2,3,4,5,6-pentafluorobenzoate(cas: 4522-93-4Recommanded Product: 4522-93-4)

Ethyl 2,3,4,5,6-pentafluorobenzoate(cas: 4522-93-4) belongs to esters. Esters are more polar than ethers but less polar than alcohols. Recommanded Product: 4522-93-4 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

Formula: C10H22N2O2In 2017 ,《Comparative Structural Studies of Four Homologous Thioamidic Unclosed Crytpands: Self-Encapsulation of Lariat Arm, Odd-Even Effects, Anomalously Short S···S Chalcogen Bonding, and More》 was published in Crystal Growth & Design. The article was written by Dabrowa, Kajetan; Ceborska, Magdalena; Pawlak, Marcin; Jurczak, Janusz. The article contains the following contents:

Unclosed cryptands (UCs) 4a-d containing flexible (CH2)n spacers (n = 2-5) and a fixed p-nitrophenyl thioamide substituent (lariat arm) were synthesized and characterized by single crystal X-ray anal. Comparative anal. of their crystal structures provided an opportunity to recognize that conformation of 4a-d and occurrence of lattice solvent strictly depend on the length and parity of aliphatic linkers. Namely, the degree of self-inclusion of the lariat arm within the macrocyclic cavity was found to increase with greater elongation of the CH2 spacer. Odd-membered UCs (4b and 4d) showed a tendency to crystallize without lattice solvent, while even-membered UCs (4a and 4c) crystallized as various solvates. For two solvates of UC 4c anomalously short and highly directional C=S···S=C chalcogen interactions (dS···S = 3.21-3.35 Å) were observed between adjacent UC mols., forming a dimeric cube-like supramol. assembly. Packing of dimers and the length of homo-chalcogen interaction were affected by lattice solvent. Evaluation of data on C=S···S=C contacts retrieved from Cambridge Structural Database suggests that a precisely positioned external H-bond donor (NH or water) is important for stabilization of this type of noncovalent interaction.tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Formula: C10H22N2O2) 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).Formula: C10H22N2O2

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

In 2022,Yu, Xufen; Cheng, Meng; Lu, Kaylene; Shen, Yudao; Zhong, Yue; Liu, Jing; Xiong, Yue; Jin, Jian published an article in Journal of Medicinal Chemistry. The title of the article was 《Exploring Degradation of Mutant and Wild-Type Epidermal Growth Factor Receptors Induced by Proteolysis-Targeting Chimeras》.Category: esters-buliding-blocks The author mentioned the following in the article:

Several epidermal growth factor receptor (EGFR) proteolysis-targeting chimeras (PROTACs), including MS39 and MS154 developed by us, have been reported to effectively degrade the mutant but not the wild-type (WT) EGFR. However, the mechanism underlying the selectivity in degrading the mutant over the WT EGFR has not been elucidated. Here, we report comprehensive structure-activity relationship studies that led to the discovery of two novel EGFR degraders, 31 (MS9449) and 72 (MS9427), and mechanistic studies of these EGFR degraders. Compounds 31 (I) and 72(II) selectively degraded the mutant but not the WT EGFR through both ubiquitination/proteasome and autophagy/lysosome pathways. Interestingly, we found that the mutant but not the WT EGFR can effectively form EGFR-PROTAC-E3 ligase ternary complexes. Furthermore, we found that PI3K inhibition sensitized WT EGFR to PROTAC-induced degradation and combination treatment with a PI3K inhibitor enhanced antiproliferation activities of EGFR degraders in cancer cells harboring WT EGFR, providing a potential therapeutic strategy for patients with WT EGFR overexpression. The results came from multiple reactions, including the reaction of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Category: esters-buliding-blocks)

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).Category: esters-buliding-blocks

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