Author: Jessica.F

In 2022,Mao, Shuai; Zhao, Yahao; Luo, Zixuan; Wang, Ruizhe; Yuan, Bo; Hu, Jianping; Hu, Linghao; Zhang, San-Qi; Ye, Xiaoxing; Wang, Mingliang; Chen, Zhengkai published an article in Frontiers in Chemistry (Lausanne, Switzerland). The title of the article was 《Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation》.Quality Control of 4-Iodopyridine The author mentioned the following in the article:

A photo-induced C-S radical cross-coupling of aryl iodides and disulfides under transition-metal and external photosensitizer free conditions for the synthesis of aryl sulfides at room temperature has been presented, which features mild reaction conditions, broad substrate scope, high efficiency, and good functional group compatibility. The developed methodol. could be readily applied to forge C-S bond in the field of pharmaceutical and material science. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Quality Control of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Quality Control of 4-Iodopyridine

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

In 2022,Bouzriba, Chahrazed; Chavez Alvarez, Atziri Corin; Gagne-Boulet, Mathieu; Ouellette, Vincent; Lacroix, Jacques; Cote, Marie-France; C.-Gaudreault, Rene; Fortin, Sebastien published an article in European Journal of Medicinal Chemistry. The title of the article was 《Branched alkyl of phenyl 4-(2-oxo-3-alkylimidazolidin-1-yl)benzenesulfonates as unique cytochrome P450 1A1-activated antimitotic prodrugs: Biological evaluation and mechanism of bioactivation》.Safety of 3-Iodophenol The author mentioned the following in the article:

We recently discovered a new family of prodrugs deriving from Ph 4-(2-oxo-3-imidazolidin-1-yl)benzenesulfonates (PIB-SOs) bioactivatable by cytochrome P 450 1A1 (CYP1A1) into potent antimitotics referred to as Ph 4-(2-oxo-3-alkylimidazolidin-1-yl)benzenesulfonates (PAIB-SOs). PAIB-SOs display significant selectivity toward human breast cancer cells based on the N-dealkylation of PAIB-SOs into their corresponding PIB-SOs by CYP1A1. In this study, we have evaluated the mol. mechanism of the bioactivation of PAIB-SOs into PIB-SOs by branching the linear alkyl chain on the imidazolidin-2-one (IMZ) moiety of PAIB-SOs by branched alkyl groups such as iso-Pr, iso-Bu and sec-Bu. Our results show that PAIB-SOs bearing an iso-Bu group on the IMZ moiety and either a methoxy, a chloro or a bromo group at positions 3, 3,5 or 3,4,5 on the aromatic ring B exhibit antiproliferative activity ranging from 0.13 to 6.9 μM and selectivity toward MCF7 and MDA-MB-468 mammary cancer cells comparatively to other cell lines tested. Moreover, the most potent and selective PAIB-SOs bearing an iso-Bu group and either a 3,5-Cl (44), 3,5-Br (45) or a 3,4,5-OMe (46) on the IMZ moiety exhibit antiproliferative activity in the sub-micromolar range and high selectivity ratios toward mammary cancer cells. They stop the cell cycle of MCF7 cells in the G2/M phase and disrupt their cytoskeleton. Furthermore, our studies evidenced that PAIB-SOs bearing either an iso-Pr, a sec-Bu or an iso-Bu group are hydroxylated on the carbon atom adjacent to the IMZ (Cα-OH) but only PAIB-SOs bearing an iso-Bu group are bioactivated into PIB-SOs. Finally, PAIB-SOs 45 and 46 exhibit low toxicity toward normal cells and chick embryos and are thus promising antimitotic prodrugs highly selective toward CYP1A1-expressing breast cancer cells. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Safety 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Safety of 3-Iodophenol

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

Synthetic Route of C7H7IIn 2019 ,《Polymer-Supported Bis-1,2,4-triazolium Ionic Tag Framework for an Efficient Pd(0) Catalytic System in Biomass Derived γ-Valerolactone》 appeared in ACS Sustainable Chemistry & Engineering. The author of the article were Valentini, Federica; Mahmoudi, Hamed; Bivona, Lucia Anna; Piermatti, Oriana; Bagherzadeh, Mojtaba; Fusaro, Luca; Aprile, Carmela; Marrocchi, Assunta; Vaccaro, Luigi. The article conveys some information:

A resin-bound 1,2,4-triazolium ionic tag has been used as support for the preparation of solid palladium nanoparticles (Pd(0)-POLI-TAG-Pd). Owing to the pincer-type architecture of the triazolium ligand, the stabilization of a high amount of palladium nanoparticles (16 wt %) has been possible. The catalytic system has been fully characterized and used in low amounts (i.e., 0.1 mol % palladium loading) in representative Heck-Mizoroki cross-coupling processes. A negligible release of the metal was demonstrated, and a high activity was obtained over more runs. Besides, the protocol has been optimized for the use of safe biomass-derived γ-valerolactone reaction medium. In addition to this study using 1-Iodo-4-methylbenzene, there are many other studies that have used 1-Iodo-4-methylbenzene(cas: 624-31-7Synthetic Route of C7H7I) was used in this study.

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Synthetic Route of C7H7I

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

Safety of 2-Iodobenzoic acidIn 2019 ,《Formation of Benzylic Iodides via a Nickel Catalyzed Diastereoselective Dearomative Carboiodination Reaction of Indoles》 was published in Angewandte Chemie, International Edition. The article was written by Marchese, Austin D.; Lind, Florian; Mahon, Aine E.; Yoon, Hyung; Lautens, Mark. The article contains the following contents:

A diastereoselective dearomative carboiodination reaction is reported. Herein, a novel metal-catalyzed approach for the preparation of reactive secondary benzylic iodides I (R1 = H, 8-Br, 9-Me, etc.; R2 = Me, Et, Ph, etc.; R3 = H, 2-OMe, 2-F) is reported. Utilizing the unique reactivity of nickel, the carboiodination reaction of non-activated aromatic double bonds provided a previously unattainable class of iodides. A broadly applicable method to avoid the use of a metallic reducing agent by utilizing an alkyl phosphite as the ligand has been discussed. The reaction is thought to proceed through a syn intramol. carbonickelation across 2-substituted indole, followed by a diastereoretentive reductive elimination of the carbon-iodine bond. The complex iodinated indolines generated in the reaction were obtained in moderate to good yields and good to excellent diastereoselectivity. The products were easily functionalized by a variety of synthetic methods. In the experiment, the researchers used many compounds, for example, 2-Iodobenzoic acid(cas: 88-67-5Safety of 2-Iodobenzoic acid)

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. Safety of 2-Iodobenzoic acid 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

《Synthesis of 3-((trifluoromethyl)thio)indoles via trifluoromethylthiolation of 2-alkynyl azidoarenes with AgSCF3》 was written by Phetcharawetch, Jongkonporn; Betterley, Nolan M.; Reutrakul, Vichai; Soorukram, Darunee; Leowanawat, Pawaret; Kuhakarn, Chutima. Application of 63069-48-7This research focused ontrifluoromethylthio indole preparation; alkynyl azidoarene silver trifluoromethanethiolate trifluoromethylthiolation. The article conveys some information:

Direct and effective trifluoromethylthiolation of 2-alkynyl azidoarenes 2-CCR-4-R1-5-R2C6H2N3 (R = n-Bu, Ph, thiophen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.; R1 = H, Me, Cl, CF3, etc.; R2 = H, Cl) with silver(I) trifluoromethanethiolate (AgSCF3) has been developed for the construction of 3-((trifluoromethyl)thio)indoles I. The trifluoromethylthiolation protocol is compatible with a broad substrate scope, providing a variety of 3-((trifluoromethyl)thio)indoles in moderate to good yields within one step, open-air, and short reaction time. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7Application of 63069-48-7) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Application of 63069-48-7

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

Reid, Jolene P.; Proctor, Rupert S. J.; Sigman, Matthew S.; Phipps, Robert J. published their research in Journal of the American Chemical Society on December 4 ,2019. The article was titled 《Predictive Multivariate Linear Regression Analysis Guides Successful Catalytic Enantioselective Minisci Reactions of Diazines》.COA of Formula: C24H20I2O4 The article contains the following contents:

The Minisci reaction is one of the most direct and versatile methods for forging new carbon-carbon bonds onto basic heteroarenes: a broad subset of compounds ubiquitous in medicinal chem. While many Minisci-type reactions result in new stereocenters, control of the absolute stereochem. has proved challenging. An asym. variant was recently realized using chiral phosphoric acid catalysis, although in that study the substrates were limited to quinolines and pyridines. Mechanistic uncertainties and nonobvious enantioselectivity trends made the task of extending the reaction to important new substrate classes challenging and time-intensive. Herein, we describe an approach to address this problem through rigorous anal. of the reaction landscape guided by a carefully designed reaction data set and facilitated through multivariate linear regression (MLR) anal. These techniques permitted the development of mechanistically informative correlations providing the basis to transfer enantioselectivity outcomes to new reaction components, ultimately predicting pyrimidines to be particularly amenable to the protocol. The predictions of enantioselectivity outcomes for these valuable, pharmaceutically relevant motifs were remarkably accurate in most cases and resulted in a comprehensive exploration of scope, significantly expanding the utility and versatility of this methodol. This successful outcome is a powerful demonstration of the benefits of utilizing MLR anal. as a predictive platform for effective and efficient reaction scope exploration across substrate classes. The results came from multiple reactions, including the reaction of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3COA of Formula: C24H20I2O4)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides.COA of Formula: C24H20I2O4 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.

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

In 2017,Nuhant, Philippe; Oderinde, Martins S.; Genovino, Julien; Juneau, Antoine; Gagne, Yohann; Allais, Christophe; Chinigo, Gary M.; Choi, Chulho; Sach, Neal W.; Bernier, Louise; Fobian, Yvette M.; Bundesmann, Mark W.; Khunte, Bhagyashree; Frenette, Mathieu; Fadeyi, Olugbeminiyi O. published 《Visible-Light-Initiated Manganese Catalysis for C-H Alkylation of Heteroarenes: Applications and Mechanistic Studies》.Angewandte Chemie, International Edition published the findings.Safety of tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

A visible-light-driven Minisci protocol that employs an inexpensive earth-abundant metal catalyst, decacarbonyldimanganese Mn2(CO)10, to generate alkyl radicals from alkyl iodides has been developed. This Minisci protocol is compatible with a wide array of sensitive functional groups, including oxetanes, sugar moieties, azetidines, tert-Bu carbamates (Boc-group), cyclobutanes, and spirocycles. The robustness of this protocol is demonstrated on the late-stage functionalization of complex nitrogen-containing drugs. Photophys. and DFT studies indicate a light-initiated chain reaction mechanism propagated by Mn(CO)5 radical. The rate-limiting step is the iodine abstraction from an alkyl iodide by Mn(CO)5 radical. In the experiment, the researchers used many compounds, for example, 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. 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.Safety of tert-Butyl 4-iodopiperidine-1-carboxylate

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

In 2019,European Journal of Medicinal Chemistry included an article by Salah Ayoup, Mohammed; Wahby, Yasmin; Abdel-Hamid, Hamida; Ramadan, El Sayed; Teleb, Mohamed; Abu-Serie, Marwa M.; Noby, Ahmed. HPLC of Formula: 88-67-5. The article was titled 《Design, synthesis and biological evaluation of novel α-acyloxy carboxamides via Passerini reaction as caspase 3/7 activators》. The information in the text is summarized as follows:

In the current study, a new series of multifunctional Passerini products was synthesized and evaluated as potent caspase-dependent apoptotic inducers. The synthetic strategy adopted this isocyanide-based multicomponent reaction to possibly mimic the pharmacophoric features of various lead apoptotic inducers, where a series of α-acyloxy carboxamides I (R = C2H5, CH2C6H5, 4-ClC6H4, etc.) was prepared from p-nitrophenyl isonitrile, cyclohexanone and various carboxylic acids RCOOH. Accordingly, the main amide-based scaffold was decorated by substituents with varying nature and size to gain more information about structure-activity relationship. All the synthesized compounds were screened for cytotoxicity against normal human fibroblasts and their potential anticancer activities against three human cancer cell lines; MCF-7 (breast), NFS-60 (myeloid leukemia), and HepG-2 (liver) utilizing MTT assay. Among the most active compounds, I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) were more potent and safer than doxorubicin with nanomolar IC50 values and promising selectivity indexes. Mechanistically, I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) induced apoptosis by significant caspase activation in all the screened cancer cell lines utilizing flow cytometric anal. and caspase 3/7 activation assay. Again, I (R = 4-NO2C6H4, CH(OH)C6H5) recorded higher activation percentages than doxorubicin, while I (R = CH2C6H5) showed comparable results. Apoptosis-inducing factor1 (AIF1) quantification assay declared that I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) didn’t mediate apoptosis through AIF1-dependent pathway (i.e. only by caspase activation). Physicochem. properties, pharmacokinetic profiles, ligand efficiency metrics and drug-likeness data of all the synthesized compounds were computationally predicted and showed that I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) could be considered as drug-like candidates. Finally, selected compounds were preliminarily screened for possible antimicrobial activities searching for dual anticancer/antimicrobial agents as an advantageous approach for cancer therapy. The experimental part of the paper was very detailed, including the reaction process of 2-Iodobenzoic acid(cas: 88-67-5HPLC of Formula: 88-67-5)

2-Iodobenzoic acid(cas: 88-67-5) belongs to 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.HPLC of Formula: 88-67-5

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

In 2019,Industrial & Engineering Chemistry Research included an article by Okubo, Masayoshi; Kitayama, Yukiya; Taniyama, Tomoya; Minami, Hideto; Liu, Xiang; Huang, Chujuan. Computed Properties of C4H4INO2. The article was titled 《Synthesis of Block Copolymer Particles by One-Pot, Two-Step Dispersion Reversible Chain Transfer Catalyzed Polymerization (Dispersion RTCP) in Supercritical Carbon Dioxide》. The information in the text is summarized as follows:

Direct synthesis of micrometer-sized, poly(Me methacrylate)-block-polystyrene (PMMA-b-PS) particles by one-pot, two-step dispersion reversible chain transfer catalyzed polymerization (dispersion RTCP) with nitrogen catalyst was successfully demonstrated in supercritical carbon dioxide (scCO2). The mol. weight distribution was clearly shifted to higher mol. weight side compared to that of PMMA-I prepared in the first step, indicating the successful synthesis of the block copolymer. This was supported by thin-layer chromatog. result. The blocking efficiency, which was obtained from the two number-distribution curves of mol. weight measured from gel permeation chromatog. with dual detectors (refractive index and UV), was 87%.1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Computed Properties of C4H4INO2) was used in this study.

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

The author of 《Continuous-Flow Electrochemical Generator of Hypervalent Iodine Reagents: Synthetic Applications》 were Elsherbini, Mohamed; Winterson, Bethan; Alharbi, Haifa; Folgueiras-Amador, Ana A.; Genot, Celina; Wirth, Thomas. And the article was published in Angewandte Chemie, International Edition in 2019. Electric Literature of C7H7I The author mentioned the following in the article:

An efficient and reliable electrochem. generator of hypervalent iodine reagents has been developed. In the anodic oxidation of iodoarenes to hypervalent iodine reagents under flow conditions, the use of electricity replaces hazardous and costly chem. oxidants. Unstable hypervalent iodine reagents can be prepared easily and coupled with different substrates to achieve oxidative transformations in high yields. The unstable, electrochem. generated reagents can also easily be transformed into classic bench-stable hypervalent iodine reagents through ligand exchange. The combination of electrochem. and flow-chem. advantages largely improves the ecol. footprint of the overall process compared to conventional approaches. In the experiment, the researchers used many compounds, for example, 1-Iodo-4-methylbenzene(cas: 624-31-7Electric Literature of C7H7I)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Electric Literature of C7H7I

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