Category: 98946-18-0

On March 8, 2018, Lopez-Tapia, Francisco; Brotherton-Pleiss, Christine; Yue, Peibin; Murakami, Heide; Costa Araujo, Ana Carolina; Reis dos Santos, Bruna; Ichinotsubo, Erin; Rabkin, Anna; Shah, Raj; Lantz, Megan; Chen, Suzie; Tius, Marcus A.; Turkson, James published an article.Synthetic Route of 98946-18-0 The title of the article was Linker variation and structure-activity relationship analysis of carboxylic acid-based small molecule STAT3 inhibitors. And the article contained the following:

The mol. determinants for the activities of the reported benzoic acid (SH4-54), salicylic acid (BP-1-102), and benzohydroxamic acid (SH5-07)-based STAT3 inhibitors were investigated to design optimized analogs. All three leads are based on an N-methylglycinamide scaffold, with its two amine groups condensed with three different functionalities. The three functionalities and the CH2 group of the glycinamide scaffold were sep. modified. The replacement of the pentafluorobenzene or cyclohexylbenzene, or replacing the benzene ring of the aromatic carboxylic or hydroxamic acid motif with heterocyclic components (containing nitrogen and oxygen elements) all decreased potency. Notably, the Ala-linker analogs, (I) (R1 = H and OH), and the Pro-based derivative (II) (X = CH2), all with (R)-configuration at the chiral center, had improved inhibitory activity and selectivity against STAT3 DNA-binding activity in vitro, with IC50 of 3.0 ± 0.9, 1.80 ± 0.94, and 2.4 ± 0.2 μM, resp. Compounds I and II and other analogs inhibited constitutive STAT3 phosphorylation and activation in human breast cancer and melanoma lines, and blocked tumor cell viability, growth, colony formation, and migration in vitro. Pro-based analog, II (X = O)(sodium salt), with a relatively polar tetrahydropyranyl (THP) ring, instead of the cyclohexyl, showed improved permeability. In general, the (R)-configuration Pro-based analogs showed the overall best profile, including physicochem. properties (e.g., microsomal metabolic stability, Caco-2 permeability), and in particular, II (X = CH2) showed improved tumor-cell specificity. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Synthetic Route of 98946-18-0

The Article related to amino acid sulfonamide synthesis stat3 inhibitor structure activity pharmacokinetic, antitumor agent metabolic stability permeability stat3 dna binding inhibitor, alanine proline sulfonylation pentafluorobenzene cyclohexylbenzene acylation amination reductive alkylation, sulfonamide methylglycinamide drug design mechanism action and other aspects.Synthetic Route of 98946-18-0

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On March 4, 2020, Kayser, Silke; Temperini, Piero; Poulie, Christian B. M.; Staudt, Markus; Nielsen, Birgitte; Pickering, Darryl S.; Bunch, Lennart published an article.Recommanded Product: tert-Butyl trichloroacetimidate The title of the article was A Diversity Oriented Synthesis Approach to New 2,3-trans-Substituted L-Proline Analogs as Potential Ligands for the Ionotropic Glutamate Receptors. And the article contained the following:

Discovery of chem. tools for the ionotropic glutamate receptors continues to be a challenging task. Herein we report a diversity-oriented approach to new 2,3-trans-L-proline analogs whereby we study how the spatial orientation of the distal carboxylate group influence on binding affinity and receptor class and subtype selectivity. In total 10 new analogs were synthesized and the 14 stereoisomers characterized in binding assays at native rat ionotropic glutamate receptors, and at cloned human homomeric kainic acid (KA) receptor subtypes GluK1-3. The study identified isoxazole analogs (I) (R1 = OH, CO2H), which displayed selectivity in binding at native N-methyl-D-aspartate (NMDA) receptors over native α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) and KA receptors, in the high nanomolar to low micromolar range. Furthermore, analogs (II) showed preference in binding affinity for GluK3 over GluK1,2. Finally, analog (III) displayed high nanomolar affinity for native NMDA receptors as well as for homomeric GluK3 receptors. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Recommanded Product: tert-Butyl trichloroacetimidate

The Article related to proline analog enantioselective diastereoselective synthesis ka nmda ampa ligand, ka nmda ampa ionotropic glutamate receptor binding structure activity, aryl proline trans cis epimerization coupling aminoquinoline alkynylation protection, diversity-oriented synthesis, ionotropic glutamate receptors, proline analogs, sar study and other aspects.Recommanded Product: tert-Butyl trichloroacetimidate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On February 1, 2020, Pedatella, Silvana; Cerchia, Carmen; Manfra, Michele; Cioce, Anna; Bolognese, Adele; Lavecchia, Antonio published an article.Reference of tert-Butyl trichloroacetimidate The title of the article was Antitumor agents 7. Synthesis, antiproliferative activity and molecular modeling of new L-lysine-conjugated pyridophenoxazinones as potent DNA-binding ligands and topoisomerase IIα inhibitors. And the article contained the following:

A series of L-lysine-conjugated pyridophenoxazinones (I), (II), (III) and (IV) were designed and synthesized for developing compounds with multimodal anticancer potentialities. All compounds inhibited the proliferation of a panel of human liquid and solid neoplastic cell lines. Compounds I (X = N, Y = CH) and IV (X = N, Y = CH) were the most active compounds with IC50 values in the submicromolar range. UV-vis, 1H NMR, unwinding, and docking experiments demonstrated that they intercalate between the middle 5′-GC-3′ base pairs with the carboxamide side chain lying into major groove. Charge-transfer contribution to the complex stability, evaluated by ab initio calculations, was found to correlate with cytotoxicity. Relaxation and cleavage assays showed that I (X = N, Y = CH) and IV (X = N, Y = CH) selectively target Topo IIα over Topo IIβ and stimulate the formation of covalent Topo II-DNA complexes, functioning as poisons. Moreover, compound IV (X = N, Y = CH) induced DNA damage and arrested MCF-7 cells at the G2/M phase. Altogether, the work provides interesting structure-activity relationships in the pyridophenoxazinone-L-lysine conjugate series and identifies IV (X = N, Y = CH) as a promising candidate for further in vivo evaluation. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Reference of tert-Butyl trichloroacetimidate

The Article related to lysine pyridophenoxazinone synthesis antitumor agent dna damage topoisomerase inhibiting, structure activity antitumor dna binding enzyme inhibiting mol docking, dna lysine pyridophenoxazinone complex, mol structure lysine pyridophenoxazinone hydrogen bond qm ab initio, antiproliferative activity, dna damage, docking studies and other aspects.Reference of tert-Butyl trichloroacetimidate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Xu, Youwen; Cankaya, Aylin Sibel; Hoque, Ruma; Lee, So Jeong; Shea, Colleen; Kersting, Lena; Schueller, Michael; Fowler, Joanna S.; Szalda, David; Alexoff, David; Riehl, Barbara; Gleede, Tassilo; Ferrieri, Richard A.; Qu, Wenchao published an article in 2018, the title of the article was Synthesis of L-[4-11C]asparagine by ring-opening nucleophilic 11C-cyanation reaction of a chiral cyclic sulfamidate precursor.Safety of tert-Butyl trichloroacetimidate And the article contains the following content:

The development of a convenient and rapid method to synthesize radiolabeled, enantiomerically pure amino acids (AAs) as potential positron emission tomog. (PET) imaging agents for mapping various biochem. transformations in living organisms remains a challenge. This is especially true for the synthesis of carbon-11-labeled AAs given the short half-life of carbon-11 (11C, t1/2=20.4 min). A facile synthetic pathway to prepare enantiomerically pure 11C-labeled L-asparagine was developed using a partially protected serine as a starting material with a four-step transformation providing a chiral five-membered cyclic sulfamidate as the radiolabeling precursor. Its structure and absolute configuration were confirmed by X-ray crystallog. Utilizing a [11C]cyanide nucleophilic ring opening reaction followed by selective acidic hydrolysis and deprotection, enantiomerically pure L-[4-11C]asparagine was synthesized. Further optimization of reaction parameters, including base, metal ion source, solvent, acid component, reaction temperature and reaction time, a reliable two-step method for synthesizing L-[4-11C]asparagine was presented: within a 45±3 min (n = 5, from end-of-bombardment), the desired enantiomerically pure product was synthesized with the initial nucleophilic cyanation yield of 69±4 % (n = 5) and overall two-step radiochem. yield of 53±2 % (n = 5) based on starting [11C]HCN, and with radiochem. purity of 96±2 % (n = 5). The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Safety of tert-Butyl trichloroacetimidate

The Article related to asparagine 11c labeled enantioselective total radiosynthesis pet imaging agent, chiral cyclic sulfamidate precursor ring opening nucleophilic cyanation hydrolysis, amino acid crystal structure, racemization cyanation kinetics reaction mechanism, amino acids, nucleophilic, radiochemistry, ring opening, sulfamidate and other aspects.Safety of tert-Butyl trichloroacetimidate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On December 31, 2019, He, Zhi-Tao; Hartwig, John F. published an article.Related Products of 98946-18-0 The title of the article was Palladium-catalyzed α-arylation for the addition of small rings to aromatic compounds. And the article contained the following:

A generally applicable approach to attach small rings to a wide range of aromatic compounds by palladium-catalyzed α-arylation of cyclopropyl, cyclobutyl and azetidinyl esters was reported. The direct α-arylation of cyclopropyl esters and cyclobutyl esters was achieved in high yield by ensuring that rate of coupling exceeded rate of Claisen condensation. The α-arylation of azetidines was achieved without ring opening of strained saturated heterocycle by conducting reactions with an azetidine derivative bearing a benzyl protecting group on nitrogen. Mechanistic studies showed that α-arylation of small rings was challenging because of the weak acidity of α C-H bond (cyclopropanes), strong sensitivity of strained esters to Claisen condensation (cyclobutatanes), or facile decomposition of enolates (azetidinyl esters). The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Related Products of 98946-18-0

The Article related to aryl cyclobutyl ester preparation, cyclobutyl ester aryl bromide alpha arylation palladium catalyst, azetidinyl ester aryl preparation, azetidine ester aryl bromide alpha arylation palladium catalyst, cyclopropyl ester aryl preparation, bromoarene cyclopropyl ester alpha arylation palladium catalyst and other aspects.Related Products of 98946-18-0

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On November 28, 2020, Hawkins, Paige M. E.; Tran, Wendy; Nagalingam, Gayathri; Cheung, Chen-Yi; Giltrap, Andrew M.; Cook, Gregory M.; Britton, Warwick J.; Payne, Richard J. published an article.Recommanded Product: tert-Butyl trichloroacetimidate The title of the article was Total synthesis and antimycobacterial activity of Ohmyungsamycin A, Deoxyecumicin, and Ecumicin. And the article contained the following:

The ohmyungsamycin and ecumicin natural product families are structurally related cyclic depsipeptides that display potent antimycobacterial activity. Herein the total syntheses of ohmyungsamycin A, deoxyecumicin, and ecumicin are reported, together with the direct biol. comparison of members of these natural product families against Mycobacterium tuberculosis (Mtb), the etiol. agent of tuberculosis (TB). The synthesis of each of the natural products employed a solid-phase strategy to assemble the linear peptide precursor, involving a key on-resin esterification and an optional on-resin dimethylation step, before a final solution-phase macrolactamization between the non-proteinogenic N-methyl-4-methoxy-L-tryptophan amino acid and a bulky N-methyl-L-valine residue. The synthetic natural products possessed potent antimycobacterial activity against Mtb with MIC90’s ranging from 110-360 nM and retained activity against Mtb in Mtb-infected macrophages. Deoxyecumicin also exhibited rapid bactericidal killing against Mtb, sterilizing cultures after 21 days. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Recommanded Product: tert-Butyl trichloroacetimidate

The Article related to natural product cyclic peptide ohmyungsamycin deoxyecumicin ecumicin total synthesis, cyclopeptide antimycobacterial agent tuberculostatic drug, deoxyecumicin sterilizing agent mycobacterium tuberculosis, solid phase peptide synthesis esterification dimethylation macrolactamization, natural products, peptides, solid-phase synthesis, total synthesis, tuberculosis and other aspects.Recommanded Product: tert-Butyl trichloroacetimidate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On April 1, 2021, Xiong, Shili; Wang, Nan; Liu, Chao; Shen, Huaxing; Qu, Zengqiang; Zhu, Lijun; Bai, Xiaosong; Hu, Hong-gang; Cong, Wei; Zhao, Liang published an article.SDS of cas: 98946-18-0 The title of the article was Design, synthesis, and anti-tumor activities of novel Brevinin-1BYa peptidomimetics. And the article contained the following:

Brevinin-1BYa is an amphibian skin-derived peptide that exhibits promising anti-microbial activity against gram-pos. and -neg. bacteria. However, the anti-tumor activity of Brevinin-1BYa remains unclear, and, more importantly, its therapeutic application is limited owing to its poor protease and reduction stability. In this study, a series of novel Brevinin-1BYa derivatives, including O-linked N-acetyl-glucosamine glyclopeptides and disulfide bond mimetics, were designed and synthesized. Addnl., their anti-tumor activity against human prostate cancer cell line C4-2B, human NSCLC cell line A549 (adenocarcinoma), and human hepatoma cells line HuH-7 was investigated. Among these, the thioether bridge substituted peptidomimetic Brevinin-1BYa-3 displayed improved reduction stability, more stable secondary structure, greater protease stability, and increased anti-tumor activity compared with the original peptide, rendering it a promising leading compound for drug development, particularly for applications against malignant tumors. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).SDS of cas: 98946-18-0

The Article related to cyclic peptide synthesis glycopeptide antitumor structure activity drug design, homoserine bromination solid phase synthesis peptide coupling oxidative cyclization, peptidomimetic click chem azide alkyne cycloaddition copper catalyst lactamization, secondary structure enzymic stability peptide folding hemolysis, anti-tumor activity, brevinin-1bya and other aspects.SDS of cas: 98946-18-0

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On December 1, 2019, Wu, Renbo; Liu, Song; Liu, Yajing; Sun, Yuli; Cheng, Xuebo; Huang, Yong; Yang, Zequn; Wu, Zehui published an article.Synthetic Route of 98946-18-0 The title of the article was Synthesis and biological evaluation of [18F](2S,4S)4-(3-fluoropropyl) arginine as a tumor imaging agent. And the article contained the following:

Designing novel 18F-labeled amino acid derivatives for targeted amino acid transporters is an attractive strategy for the development of therapeutic and diagnostic agents for cancer therapy. In this work, we have developed a novel 3-fluoropropyl analog of arginine, namely, (2S,4S)4-[18F]FPArg, [18F]1, to be used as a probe for studying arginine metabolism Optically pure and labeled with 18F and 19F, (2S,4S)4-(3-fluoropropyl)arginine was synthesized and isolated in high radiochem. purity (>95%). In vitro uptake assays in human MCF-7 cells revealed that [18F]1 enters cells mainly via sodium-independent cationic amino acid transporters and was inhibited >62% by arginine. [18F]1 showed a high cellular uptake of 7.3 ± 0.24% and 6.07 ± 0.3% uptake/100 mg protein after incubation in MCF-7 and MDA-MB-231 cells for 120 min, resp. In vivo biodistribution studies demonstrated that [18F]1 provided high tumor uptake and high tumor to muscle ratios (5:1 at the 30 and 60 min time points). In vivo PET imaging studies demonstrated tumor-specific uptake in nude mice bearing MCF-7 breast tumors with an excellent tumor-to-muscle ratio. These results suggest that [18F]1 is a promising tracer for clin. breast cancer imaging and may be used to diagnose and monitor diseases that are associated with arginine metabolism The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Synthetic Route of 98946-18-0

The Article related to fluoropropyl arginine 18f isotope synthesis tumor imaging agent pet, amino acid uptake breast tumor biodistribution metabolism diagnostic agent, pyrazole carboxamidine guanidinylation mitsunobu reaction protection coupling fluorination reduction, phase transfer catalyst steric hindrance, arginine, breast cancer, cationic amino acid transporter and other aspects.Synthetic Route of 98946-18-0

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Thiede, Sebastian; Wosniok, Paul R.; Herkommer, Daniel; Debnar, Thomas; Tian, Maoqun; Wang, Tongtong; Schrempp, Michael; Menche, Dirk published an article in 2017, the title of the article was Total Synthesis of Leupyrrins A1 and B1, Highly Potent Antifungal Agents from the Myxobacterium Sorangium cellulosum.Name: tert-Butyl trichloroacetimidate And the article contains the following content:

Full details on the design, elaboration, and application of efficient strategies for the high-yielding total syntheses of leupyrrins A1 and B1 (I and II, resp.), unique antifungal agents from the myxobacterium Sorangium cellulosum, are reported. A sequential zirconocene-mediated diyne-cyclization, and regioselective opening of the zirconacyclopentadiene intermediate enabled a concise entry into the unique dihydrofuran fragment, whereas another domino reaction was developed for the butyrolactone involving a one-pot lactol opening, stereoselective aldehyde addition and in situ lactonization. Furthermore, an innovative sp2-sp3-cross-coupling for pyrrole functionalization and an optimized HATU-mediated amide coupling protocol of two elaborate fragments were established. In addition, an unusual protective group strategy, involving a Teoc-acetonide protected amine in combination with tert-Bu and acetate esters, was successfully elaborated. These tactics and strategies are generally useful and may be also applied in the synthesis of other functionalized compounds It is expected that the material which was obtained by these total syntheses will enable the further exploration of the biol. profile of these potent antifungal agents. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).Name: tert-Butyl trichloroacetimidate

The Article related to leupyrrin a1 b1 synthesis, zirconocene mediated diyne cyclization regioselective opening zirconacyclopentadiene leupyrrin synthesis, lactol ring opening stereoselective aldehyde addition lactonization leupyrrin synthesis, cross coupling pyrrole functionalization leupyrrin synthesis, hatu mediated amide coupling leupyrrin synthesis and other aspects.Name: tert-Butyl trichloroacetimidate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics