Tag: 300-400

《Discovery of LOU064 (Remibrutinib), a Potent and Highly Selective Covalent Inhibitor of Bruton’s Tyrosine Kinase》 was written by Angst, Daniela; Gessier, Francois; Janser, Philipp; Vulpetti, Anna; Walchli, Rudolf; Beerli, Christian; Littlewood-Evans, Amanda; Dawson, Janet; Nuesslein-Hildesheim, Barbara; Wieczorek, Grazyna; Gutmann, Sascha; Scheufler, Clemens; Hinniger, Alexandra; Zimmerlin, Alfred; Funhoff, Enrico G.; Pulz, Robert; Cenni, Bruno. Computed Properties of C10H18INO2 And the article was included in Journal of Medicinal Chemistry in 2020. The article conveys some information:

Bruton’s tyrosine kinase (BTK), a cytoplasmic tyrosine kinase, plays a central role in immunity and is considered an attractive target for treating autoimmune diseases. The use of currently marketed covalent BTK inhibitors is limited to oncol. indications based on their suboptimal kinase selectivity. We describe the discovery and preclin. profile of LOU064 (remibrutinib, 25), a potent, highly selective covalent BTK inhibitor. LOU064 exhibits an exquisite kinase selectivity due to binding to an inactive conformation of BTK and has the potential for a best-in-class covalent BTK inhibitor for the treatment of autoimmune diseases. It demonstrates potent in vivo target occupancy with an EC90 of 1.6 mg/kg and dose-dependent efficacy in rat collagen-induced arthritis. LOU064 is currently being tested in phase 2 clin. studies for chronic spontaneous urticaria and Sjoegren’s syndrome. In addition to this study using tert-Butyl 4-iodopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Computed Properties of C10H18INO2) was used in this study.

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Computed Properties of C10H18INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2017,Lu, Xi; Wang, Yan; Zhang, Ben; Pi, Jing-Jing; Wang, Xiao-Xu; Gong, Tian-Jun; Xiao, Bin; Fu, Yao published 《Nickel-Catalyzed Defluorinative Reductive Cross-Coupling of gem-Difluoroalkenes with Unactivated Secondary and Tertiary Alkyl Halides》.Journal of the American Chemical Society published the findings.COA of Formula: C10H18INO2 The information in the text is summarized as follows:

In the presence of Ni(cod)2 and an imidazolinylpyridine ligand, 1,1-difluoroalkenes such as I underwent chemoselective and diastereoselective reductive defluorinative coupling reactions with secondary alkyl bromides and iodides such as iodocyclohexane mediated by bis(pinacolato)diboron and tripotassium phosphate to yield (Z)-arylfluoroalkenes such as II in 36-95% yields and in 8:1->50:1 Z:E diastereoselectivities; the reaction was also used to couple difluoroalkenes with primary alkyl iodides and 1,1-difluoroalkyl bromides using a catalyst generated from NiBr2(diglyme) and 4,7-dimethoxy-1,10-phenanthroline. In the experimental materials used by the author, we found tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3COA of Formula: C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.COA of Formula: C10H18INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2019,Journal of the American Chemical Society included an article by Li, Jie; Ren, Qianyi; Cheng, Xinyi; Karaghiosoff, Konstantin; Knochel, Paul. COA of Formula: C10H18INO2. The article was titled 《Chromium(II)-Catalyzed Diastereoselective and Chemoselective Csp2-Csp3 Cross-Couplings Using Organomagnesium Reagents》. The information in the text is summarized as follows:

A simple protocol for performing chromium-catalyzed highly diastereoselective alkylations of arylmagnesium halides with cyclohexyl iodides at ambient temperature has been developed. Furthermore, this ligand-free CrCl2 enables efficient electrophilic alkenylations of primary, secondary and tetiary alkylmagnesium halides with readily available alkenyl acetates. Moreover, this chemoselective C-C coupling reaction with stereodefined alkenyl acetates proceeds in a stereoretentive fashion. A wide range of functional groups on alkyl iodides and alkenyl acetates are well tolerated, thus furnishing functionalized Csp2-Csp3 coupling products in good yields and high diastereoselectivity. Detailed mechanistic studies suggest that the in situ generated low-valent chromium(I) species might be the active catalyst for these Csp2-Csp3 cross-couplings. After reading the article, we found that the author used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3COA of Formula: C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.COA of Formula: C10H18INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridineOn June 5, 2020, Reddy, Chennakesava; Shaikh, Javed Y.; Bhat, Ramakrishna G. published an article in Journal of Organic Chemistry. The article was 《Access to Hetero-Benzyl Scaffolds via Transient-Ligand-Enabled Direct γ-C(sp3)-H Arylation of 3-Methylheteroarene-2-Carbaldehydes》. The article mentions the following:

An efficient and straightforward method has been developed for the synthesis of β-benzyl-substituted 5-membered heterocyclic carbaldehydes via transient directing-group-enabled direct γ-C(sp3)-H arylation of 3-methylheteroarene-2-carbaldehydes. A wide range of 3-methylheteroarene carbaldehydes undergo coupling with a variety of aryl iodides, including less reactive iodo pyridine derivatives to provide a library of highly selective functionalized products in good to excellent yields. Some of these products have been successfully utilized in synthesizing useful synthetic intermediates. In the experiment, the researchers used 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Reference of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine)

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Reference of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 301673-14-3In 2022 ,《A Small-Molecule Oral Agonist of the Human Glucagon-like Peptide-1 Receptor》 was published in Journal of Medicinal Chemistry. The article was written by Griffith, David A.; Edmonds, David J.; Fortin, Jean-Philippe; Kalgutkar, Amit S.; Kuzmiski, J. Brent; Loria, Paula M.; Saxena, Aditi R.; Bagley, Scott W.; Buckeridge, Clare; Curto, John M.; Derksen, David R.; Dias, Joao M.; Griffor, Matthew C.; Han, Seungil; Jackson, V. Margaret; Landis, Margaret S.; Lettiere, Daniel; Limberakis, Chris; Liu, Yuhang; Mathiowetz, Alan M.; Patel, Jayesh C.; Piotrowski, David W.; Price, David A.; Ruggeri, Roger B.; Tess, David A.. The article contains the following contents:

Peptide agonists of the glucagon-like peptide-1 receptor (GLP-1R) have revolutionized diabetes therapy, but their use has been limited because they require injection. Herein, we describe the discovery of the orally bioavailable, small-mol., GLP-1R agonist PF-06882961 (danuglipron). A sensitized high-throughput screen was used to identify 5-fluoropyrimidine-based GLP-1R agonists that were optimized to promote endogenous GLP-1R signaling with nanomolar potency. Incorporation of a carboxylic acid moiety provided considerable GLP-1R potency gains with improved off-target pharmacol. and reduced metabolic clearance, ultimately resulting in the identification of danuglipron. Danuglipron increased insulin levels in primates but not rodents, which was explained by receptor mutagenesis studies and a cryogenic electron microscope structure that revealed a binding pocket requiring a primate-specific tryptophan 33 residue. Oral administration of danuglipron to healthy humans produced dose-proportional increases in systemic exposure (NCT03309241). This opens an opportunity for oral small-mol. therapies that target the well-validated GLP-1R for metabolic health. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application of 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Application of 301673-14-3

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Haoyu; Tang, Xinxin; Pang, Jia Hao; Wu, Xiangyang; Yeow, Edwin K. L.; Wu, Jie; Chiba, Shunsuke published their research in Journal of the American Chemical Society in 2021. The article was titled 《Polysulfide anions as visible light photoredox catalysts for aryl cross-couplings》.Electric Literature of C10H18INO2 The article contains the following contents:

Polysulfide anions are endowed with unique redox properties, attracting considerable attentions for their applications in alkali metals-sulfur batteries. However, the employment of these anionic species in redox catalysis for small mol. synthesis remains underdeveloped due to their moderate-poor electrochem. potential in the ground state, whereas some of them are characterized by photoabsorptions in visible spectral regions. Herein, we disclose the use of polysulfide anions as visible light photoredox catalysts for aryl cross-coupling reactions. The reaction design enables single-electron reduction of aryl halides upon the photoexcitation of tetrasulfide dianions (S42-). The resulting aryl radicals are engaged in (hetero)biaryl cross-coupling, borylation, and hydrogenation in a redox catalytic regime involving S4• -/S42- and S3• -/S32- redox couples. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Electric Literature of C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Electric Literature of C10H18INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Polarity Umpolung Strategy for the Radical Alkylation of Alkenes》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Liu, Jige; Wu, Shuo; Yu, Jiajia; Lu, Chenxi; Wu, Zhen; Wu, Xinxin; Xue, Xiao-Song; Zhu, Chen. SDS of cas: 301673-14-3 The article mentions the following:

Free radical mediated alkylation of alkenes is a challenging and largely unmet goal. Disclosed here is a conceptually novel “”polarity umpolung”” strategy for radical alkylation of alkenes using a portfolio of easily accessed, difunctional alkylating reagents. This strategy is achieved by substituting inherently nucleophilic alkyl radicals with electrophilic sulfone-bearing surrogates, thus inverting the usual mode of reactivity. Along with alkylation, either an heteroaryl or oximino group is concurrently incorporated into the alkenes by a consecutive docking and migration process, leading to valuable products. The reaction displays a broad functional-group tolerance under mild reaction conditions. The protocol opens new vistas for the late-stage modification of complex natural products and drug mols. containing alkene moieties. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3SDS of cas: 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.SDS of cas: 301673-14-3

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2018,Zhou, Fang; Zhu, Jin; Zhang, Yao; Zhu, Shaolin published 《NiH-Catalyzed Reductive Relay Hydroalkylation: A Strategy for the Remote C(sp3)-H Alkylation of Alkenes》.Angewandte Chemie, International Edition published the findings.Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

The terminal-selective, remote C(sp3)-H alkylation of alkenes was achieved by a relay process combining NiH-catalyzed hydrometalation, chain walking, and alkylation. This method enables the construction of unfunctionalized C(sp3)-C(sp3) bonds under mild conditions from two simple feedstock chems., namely olefins and alkyl halides. The practical value of this transformation is further demonstrated by the large-scale and regioconvergent alkylation of isomeric mixtures of olefins at low catalyst loadings. In addition to this study using tert-Butyl 4-iodopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate) was used in this study.

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yedase, Girish Suresh; Jha, Avishek Kumar; Yatham, Veera Reddy published an article in 2022. The article was titled 《Visible-Light Enabled C(sp3)-C(sp2) Cross-Electrophile Coupling via Synergistic Halogen-Atom Transfer (XAT) and Nickel Catalysis》, and you may find the article in Journal of Organic Chemistry.Safety of tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

The first visible-light-mediated cross-coupling of unactivated alkyl iodides with aryl bromides through synergistic halogen atom transfer (XAT) and nickel catalysis was reported. This simple protocol operated under mild reaction conditions and tolerates a variety of functional groups affording C(sp3)-C(sp2) cross-coupling products R1R2 [R1 = pyrimidin-5-yl, 4-CO2MeC6H4, 4-F3CC6H4, etc.; R2 = i-Pr, i-Bu, cyclohexyl, etc.] in good to moderate yields. The experimental process involved the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Safety of tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Safety of tert-Butyl 4-iodopiperidine-1-carboxylate

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Keylor, Mitchell H.; Gulati, Anmol; Kattar, Solomon D.; Johnson, Rebecca E.; Chau, Ryan W.; Margrey, Kaila A.; Ardolino, Michael J.; Zarate, Cayetana; Poremba, Kelsey E.; Simov, Vladimir; Morriello, Gregori J.; Acton, John J.; Pio, Barbara; Yan, Xin; Palte, Rachel L.; McMinn, Spencer E.; Nogle, Lisa; Lesburg, Charles A.; Adpressa, Donovon; Lin, Shishi; Neelamkavil, Santhosh; Liu, Ping; Su, Jing; Hegde, Laxminarayan G.; Woodhouse, Janice D.; Faltus, Robert; Xiong, Tina; Ciaccio, Paul J.; Piesvaux, Jennifer; Otte, Karin M.; Wood, Harold B.; Kennedy, Matthew E.; Bennett, David Jonathan; DiMauro, Erin F.; Fell, Matthew J.; Fuller, Peter H. published an article in 2022. The article was titled 《Structure-Guided Discovery of Aminoquinazolines as Brain-Penetrant and Selective LRRK2 Inhibitors》, and you may find the article in Journal of Medicinal Chemistry.Formula: C10H18INO2 The information in the text is summarized as follows:

The leucine-rich repeat kinase 2 (LRRK2) protein has been genetically and functionally linked to Parkinson′s disease (PD), a disabling and progressive neurodegenerative disorder whose current therapies are limited in scope and efficacy. In this report, we describe a rigorous hit-to-lead optimization campaign supported by structural enablement, which culminated in the discovery of brain-penetrant, candidate-quality mols. as represented by compounds 22 and 24. These compounds exhibit remarkable selectivity against the kinome and offer good oral bioavailability and low projected human doses. Furthermore, they showcase the implementation of stereochem. design elements that serve to enable a potency- and selectivity-enhancing increase in polarity and hydrogen bond donor (HBD) count while maintaining a central nervous system-friendly profile typified by low levels of transporter-mediated efflux and encouraging brain penetration in preclin. models. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Formula: C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Formula: C10H18INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com