Month: October 2022

《Diversity-Oriented Synthesis of Thiazolidine-2-imines via Microwave-Assisted One-Pot, Telescopic Approach and Its Interaction with Biomacromolecules》 was published in ACS Combinatorial Science in 2020. These research results belong to Saikia, Ananya Anubhav; Rao, Ramdas Nishanth; Maiti, Barnali; Balamurali, Musuvathi Motilal; Chanda, Kaushik. Synthetic Route of C2H4I2 The article mentions the following:

In this work, a one-pot, telescopic approach is described for the combinatorial library of thiazolidine-2-imines. The synthetic manipulation proceeds smoothly via the reaction of 2-aminopyridine/pyrazine/pyrimidine with substituted isothiocyanates followed by base catalyzed ring closure with 1,2-dibromoethane to obtain thiazolidine-2-imines with broad substrate scope and high functional group tolerance. The synthetic strategy merges well with the thiourea formation followed by base catalyzed ring closure reaction for the thiazolidine-2-imine synthesis in a more modular and straightforward approach. The synthetic procedure reported herein represents a cleaner route toward thiazolidine-2-imines as compared to traditional methodologies. Moreover, the biol. significance of combinatorially synthesized thiazolidin-2-imines has been investigated for their use as possible inhibitors for acetyl cholinesterase through mol. docking studies.1,2-Diiodoethane(cas: 624-73-7Synthetic Route of C2H4I2) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) 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.Synthetic Route of C2H4I2

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

《Liquid crystalline behaviors of three series of hockey stick-like compounds》 was written by Jin, Gege; Guo, Yongmin; Wu, Limin; Li, Yi; Li, Baozong; Yang, Yonggang. SDS of cas: 626-02-8 And the article was included in Molecular Crystals and Liquid Crystals in 2020. The article conveys some information:

Three series of meta-perfluoroalkylphenol esters are synthesized. Both SmA and SmC phases are identified. Their clearing points increase with increasing the perfluorocarbon chain length, while decrease with increasing the alkoxy chain length. Comparison of the 3-tridecafluorohexylbenzoates and 3-tridecafluorohexylphenol esters, the 3-tridecafluorohexylbenzoates show higher clearing points, indicating that the direction of the ester bond plays an important role in the thermostability of the liquid crystalline phases. Moreover, it was proposed that the compounds with short and long alkoxy chains packed into different structures.3-Iodophenol(cas: 626-02-8SDS of cas: 626-02-8) was used in this study.

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. SDS of cas: 626-02-8 Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

《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

《The Value of Failure: A Student-Driven Course-Based Research Experience in an Undergraduate Organic Chemistry Lab Inspired by an Unexpected Result》 was written by Heller, Stephen T.; Duncan, Andrew P.; Moy, Cheryl L.; Kirk, Sarah R.. Application In Synthesis of 1-Iodopyrrolidine-2,5-dione And the article was included in Journal of Chemical Education in 2020. The article conveys some information:

Research experiences are widely understood to be valuable for the intellectual and professional development of undergraduate science students. Course-based undergraduate research experiences (CUREs) have become popular as a means of engaging large numbers of students in research by leveraging institutional supports for laboratory courses. At Willamette University, we have adapted a guided inquiry experiment that gave unexpected results into a CURE in the lower-division organic chem. curriculum. This experience has engaged several cohorts of students in a seven-week investigation focused on identifying the mechanistic origin of a nonstereospecific hydroxybromination of Z-stilbene, an observation that contradicts how this addition reaction is presented in standard organic chem. curricula. Each year, the cohort exptl. “”discovers”” the anomalous stereochem. outcome of the addition reaction. Over the next three lab sessions, students execute their experiments, reconsidering and revising their hypotheses as their data dictate. The experience culminates in formal oral and written presentations of results. Student perceptions of the pedagogical value of the CURE, the effect of the lab on their self-efficacy, and the novelty of research being conducted were assessed in multiple class cohorts, while faculty perceptions of changes in student behavior and skill were also documented. The experimental process involved the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Application In Synthesis of 1-Iodopyrrolidine-2,5-dione)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Application In Synthesis of 1-Iodopyrrolidine-2,5-dione

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

《C14H10 polycyclic aromatic hydrocarbon formation by acetylene addition to naphthalenyl radicals observed》 was written by Yang, Jeehyun; Smith, Mica C.; Prendergast, Matthew B.; Chu, Te-Chun; Green, William H.. Synthetic Route of C10H7I And the article was included in Physical Chemistry Chemical Physics in 2021. The article conveys some information:

The formation of polycyclic aromatic hydrocarbons (PAHs) during combustion has a substantial impact on environmental pollution and public health. The hydrogen-abstraction-acetylene-addition (HACA) mechanism is expected to be a significant source of larger PAHs containing more than two rings. In this study, the reactions of 1-naphthalenyl and 2-naphthalenyl radicals with acetylene (C2H2) are investigated using VUV photoionization time-of-flight mass spectrometry at 500 to 800 K, 15 to 50 torr, and reaction times up to 10 ms. Our exptl. conditions allow us to probe the Bittner-Howard and modified Frenklach HACA routes, but not routes that require multiple radicals to drive the chem. The kinetic measurements are compared to a temperature-dependent kinetic model constructed using quantum chem. calculations and accounting for chem.-activation and fall-off effects. We measure significant quantities of C14H10 (likely phenanthrene and anthracene), as well as 2-ethynylnaphthalene (C12H8), from the reaction of the 2-naphthalenyl radical with C2H2; these results are consistent with the predictions of the kinetic model and the HACA mechanism, but contradict a previous exptl. study that indicated no C14H10 formation in the 2-naphthalenyl + C2H2 reaction. In the 1-naphthalenyl radical + C2H2 reaction system, the primary product measured is C12H8, consistent with the predicted formation of acenaphthylene via HACA. The present work provides direct exptl. evidence that single-radical HACA can be an important mechanism for the formation of PAHs larger than naphthalene, validating a common assumption in combustion models. The experimental part of the paper was very detailed, including the reaction process of 1-Iodonaphthalene(cas: 90-14-2Synthetic Route of C10H7I)

1-Iodonaphthalene(cas: 90-14-2) 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.Synthetic Route of C10H7I

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

Lee, Seung Cheol; Son, Jeong-Yu; Kim, Jin Young; Eom, Hyeonsik; Jang, Seong Bin; Lee, Phil Ho published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《Regioselective and Chemodivergent Synthesis of Azulenolactones and Azulenolactams from Rhodium(III)-Catalyzed Reactions of Azulenecarboxamides with Sulfoxonium Ylides》.Product Details of 1774-47-6 The article contains the following contents:

A regioselective and chemodivergent synthetic approach for azulenolactones I (R1 = H, 8-Me, 8-Ph; R2 = H, Cl, Me; R3 = Ph, 3-MeC6H4, 4-ClC6H4, etc.; R4 = H, Me, Ph, 3-MeOC6H4) and azulenolactams II (R1 = H, 8-Me; R2 = H, Cl, Me; R3 = nBu, Ph, 3-MeC6H4, etc.; R4 = H, Me, Ph, 3-MeOC6H4) as a new scaffold was demonstrated through Rh(III)-catalyzed reaction of N-methoxyazulene-1-carboxamides with sulfoxonium ylides. Sulfoxonium ylides that act as a precursor of secondary carbene was described, leading to the selective formation of azulenolactones and azulenolactams bearing two substituents on a newly introduced double bond. This method demonstrated functionalization of less reactive 2-position of azulene to overcome the natural reactivity. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Product Details of 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Product Details of 1774-47-6

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

Tague, Andrew J.; Putsathit, Papanin; Riley, Thomas V.; Keller, Paul A.; Pyne, Stephen G. published their research in ACS Medicinal Chemistry Letters in 2021. The article was titled 《Positional Isomers of Biphenyl Antimicrobial Peptidomimetic Amphiphiles》.Quality Control of 3-Iodophenol The article contains the following contents:

Small-mol. antimicrobial peptidomimetic amphiphiles represent a promising class of novel antimicrobials with the potential for widespread therapeutic application. To investigate the role of spatial positioning for key hydrophobic and hydrophilic groups on the antimicrobial efficacy and selectivity, positional isomers of the lead biphenyl antimicrobial peptidomimetic compound 1 were synthesized and subjected to microbial growth inhibition and mammalian toxicity assays. Positional isomer 4 exhibited 4-8x increased efficacy against the pathogenic Gram-neg. bacteria Pseudomonas aeruginosa and Escherichia coli (MIC = 2 μg/mL), while isomers 2, 3, and 7 exhibited a 4x increase in activity against Acinetobacter baumannii (MIC = 4 μg/mL). Changes in mol. shape had a significant impact on Gram-neg. antibacterial efficacy and the resultant spectrum of activity, whereas all structural isomers exhibited significant efficacy (MIC = 0.25-8 μg/mL) against Gram-pos. bacterial pathogens (e.g., methicillin-resistant Staphylococcus aureus, Streptococcus pneumoniae, and Enterococcus faecalis). In the experimental materials used by the author, we found 3-Iodophenol(cas: 626-02-8Quality Control of 3-Iodophenol)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Quality Control of 3-Iodophenol Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

Thorat, Vijaykumar H.; Aman, Hasil; Tsai, Yu-Lin; Pallikonda, Gangaram; Chuang, Gary Jing; Hsieh, Jen-Chieh published an article in 2021. The article was titled 《Cobalt-catalyzed coupling reactions of 2-halobenzamides with alkynes: investigation of ligand-controlled dual pathways》, and you may find the article in Organic Chemistry Frontiers.SDS of cas: 88-67-5 The information in the text is summarized as follows:

The Co-catalyzed reactions of 2-halobenzamides and alkynes to form isoquinolones or 2-vinyl benzamides were described here. The formation of the two selective products was fully controlled by adopted ligands. A study of the mechanism demonstrated that these two reactions proceed through different pathways. The radical process and the two-electron transfer activation of the C-X bond were resp. proposed for these two reactions. In the experimental materials used by the author, we found 2-Iodobenzoic acid(cas: 88-67-5SDS of cas: 88-67-5)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.SDS of cas: 88-67-5

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

Computed Properties of C4H4INO2In 2020 ,《Efficient Polymer Solar Cells Based on New Random Copolymers with Porphyrin-Incorporated Side Chains》 appeared in Macromolecular Chemistry and Physics. The author of the article were Liu, Zhixin; Huang, Zhuohao; Chen, Yuzhuo; Xu, Tao; Yu, Hao; Guo, Xia; Yan, Lei; Zhang, Maojie; Wong, Wai-Yeung; Wang, Xingzhu. The article conveys some information:

Two new wide bandgap block copolymers (PL1 and PL2) with porphyrin-incorporated side chains are designed and used as electron donors for solution-processed bulk heterojunction polymer solar cells. The photophys., electrochem., and photovoltaic properties, charge transport mobility and film morphol. of these 2 block copolymers are studied. Detailed studies reveal that the different alkyl groups and electron-withdrawing substituents on the porphyrin pendant units have significant influence on the polymer solubility, absorption energy level, band gap, and charge separation in the bulk-heterojunction thin films, and thus the overall photovoltaic performances. Organic photovoltaic devices derived from these copolymers and ([6,6]-phenyl-C71-butyric acid Me ester) (PC71BM) acceptor show the best power conversion efficiencies of 5.83% and 7.14%, resp. The inclusion of a certain proportion of side chain porphyrin group as a pendant in the traditional donor-acceptor (D-A) type polymer can broaden the mol. absorption range and become a full-color absorbing mol. The size of the porphyrin pendant also has an obvious effect on the properties of the mol. The results came from multiple reactions, including the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Computed Properties of C4H4INO2)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Computed Properties of C4H4INO2

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

Computed Properties of C5H4INIn 2021 ,《One-Pot Synthesis of 11C-Labelled Primary Benzamides via Intermediate [11C]Aroyl Dimethylaminopyridinium Salts》 appeared in Chemistry – A European Journal. The author of the article were Ferrat, Melodie; Dahl, Kenneth; Schou, Magnus. The article conveys some information:

Electrophilic 11C-labeled aroyl dimethylaminopyridinium salts, obtained in situ by carbonylative cross-coupling of aryl halides with [11C]carbon monoxide, were prepared for the first time and shown to be valuable intermediates in the synthesis of primary [11C]benzamides. The methodol. furnished a set of benzamide model compounds, including the two poly (ADP-ribose) polymerase (PARP) inhibitors niraparib and veliparib, in moderate to excellent radiochem. yields. In addition to providing a convenient and practical route to primary [11C]benzamides, the current method paves the way for future application of [11C]aroyl dimethylaminopyridinium halide salts in positron emission tomog. (PET) tracer synthesis. The experimental process involved the reaction of 4-Iodopyridine(cas: 15854-87-2Computed Properties of C5H4IN)

4-Iodopyridine(cas: 15854-87-2) is a halogenated heterocycle that is a building block for proteomics research. 4-Iodopyridine is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists.Computed Properties of C5H4IN

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