Month: October 2022

Tang, Ying-Jie; Fang, Wen-Le; Ren, Kui; Guo, Xiao-Feng; Wang, Hong published an article in 2021. The article was titled 《A turn-on homodimer fluorescent probe based on homo-FRET for the sensing of biothiols in lysosome: a trial of a new turn-on strategy》, and you may find the article in Analyst (Cambridge, United Kingdom).HPLC of Formula: 15164-44-0 The information in the text is summarized as follows:

Fluorescence resonance energy transfer (FRET) is often applied to construct fluorescent probes for acquiring high selectivity and sensitivity. According to the FRET theory, a homodimer composed of two identical fluorophores with a small Stokes shift has only weak fluorescence due to homo-FRET between fluorophores, and the fluorescence could be recovered after the destruction of the homodimer. In this study, we designed and synthesized a homodimer fluorescent probe, namely 1,3,5,7-tetramethyl-8-(4′-phenylthiophenol)-boron difluoride-dipyrrole methane dimer (D-TMSPB), based on this turn-on strategy. In D-TMSPB, the disulfide moiety was selected as the response moiety of biothiols, and BODIPY fluorophore was chosen as both donor and acceptor in FRET due to the ultra-small Stokes shifts and obvious overlap of its excitation/emission peak. D-TMSPB exhibited only weak fluorescence. After selective reaction with biothiols, FRET was destroyed and the derivative exhibited strong fluorescence at 514 nm with the limit of detection of about 0.15 μM for GSH. Notably, the derivative of biothiols shows remarkable fluorescence only in acidic conditions, which accords with the internal environment of lysosome. Thus, D-TMSPB was applied to image the biothiols of lysosome in living cells. The turn-on fluorescence of D-TMSPB indicated that homo-FRET is a practical strategy to design turn-on fluorescent probes, particularly for the sensing mechanism based on leaving groups.4-Iodobenzaldehyde(cas: 15164-44-0HPLC of Formula: 15164-44-0) was used in this study.

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.HPLC of Formula: 15164-44-0

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

Oda, Susumu; Kawakami, Bungo; Yamasaki, Yuki; Matsumoto, Ryuji; Yoshioka, Mayu; Fukushima, Daisuke; Nakatsuka, Soichiro; Hatakeyama, Takuji published an article in 2022. The article was titled 《One-Shot Synthesis of Expanded Heterohelicene Exhibiting Narrowband Thermally Activated Delayed Fluorescence》, and you may find the article in Journal of the American Chemical Society.Formula: C6H4ClI The information in the text is summarized as follows:

An expanded heterohelicene consisting of three BN2-embedded [4]helicene subunits (V-DABNA-Mes) was synthesized by 1-shot triple borylation. The key to success is the excessive use of B tribromide in an autoclave. Based on the multiple resonance effect of three B and six N atoms, V-DABNA-Mes exhibited a narrowband sky-blue thermally activated delayed fluorescence with a full width at half-maximum of 16 nm. The resonating π-extension minimized the singlet-triplet energy gap and enabled rapid reverse intersystem crossing with a rate constant of 4.4 × 105 s-1. The solution-processed organic light-emitting diode device, employed as an emitter, exhibited a narrowband emission at 480 nm with a high external quantum efficiency of 22.9%. The experimental process involved the reaction of 1-Chloro-3-iodobenzene(cas: 625-99-0Formula: C6H4ClI)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Formula: C6H4ClI

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

In 2022,Wang, Xiu; Pan, Shitao; Luo, Qinyu; Wang, Qian; Ni, Chuanfa; Hu, Jinbo published an article in Journal of the American Chemical Society. The title of the article was 《Controllable Single and Double Difluoromethylene Insertions into C-Cu Bonds: Copper-Mediated Tetrafluoroethylation and Hexafluoropropylation of Aryl Iodides with TMSCF2H and TMSCF2Br》.Electric Literature of C7H5IO The author mentioned the following in the article:

The selective difluoromethylene insertion into a C-Cu bond is a challenging task and is currently limited to either a single CF2 insertion into CuCF3 or double CF2 insertions into CuC6F5 (or (Z)-CF3CF = CFCu). Achieving both selective single and double CF2 insertions into the same C-Cu bond is even more difficult. Herein, highly controllable single and double CF2 insertions into CuCF2H species with a TMSCF2Br reagent have been described, affording two previously unknown fluoroalkylcopper species “”Cu(CF2)nCF2H”” (n = 1 and 2) independently under different reaction conditions. This work represents the first example of both single and double CF2 insertions into the same C-Cu bond in a highly selective manner. The synthetic value of the obtained “”Cu(CF2)nCF2H”” (n = 1 and 2) species is demonstrated by their reactions with aryl iodides, halogenation agents, and cinnamyl chloride, which enables the direct transfer of HCF2CF2 and HCF2CF2CF2 moieties into organic mols. The key to controllable fluorocarbon chain elongation from C1 to C2 and from C1 to C3 is presumably attributed to the different reactivities of “”Cu(CF2)nCF2H”” species (n = 0, 1, 2 and 3) and the loading of the TMSCF2Br reagent. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Electric Literature of C7H5IO)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Electric Literature of C7H5IO

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

In 2022,Matheau-Raven, Daniel; Dixon, Darren J. published an article in Journal of Organic Chemistry. The title of the article was 《A One-Pot Synthesis-Functionalization Strategy for Streamlined Access to 2,5-Disubstituted 1,3,4-Oxadiazoles from Carboxylic Acids》.Product Details of 15854-87-2 The author mentioned the following in the article:

A one-pot 1,3,4-oxadiazole synthesis-arylation strategy for accessing 2,5-disubstituted 1,3,4-oxadiazoles I [R1 = 3-pyridyl, 4-MeC6H4, 1-phenylcyclopropyl, etc.; R2 = Ph, 4-pyridyl, morpholino, etc.], from carboxylic acids, N-isocyaniminotriphenylphosphorane (NIITP) and aryl iodides, was reported. The reaction sequence, featuring a second stage copper-catalyzed 1,3,4-oxadiazole arylation, was found to tolerate (hetero)aryl, alkyl, and alkenyl carboxylic acids, and (hetero)aryl iodide coupling partners. The effectiveness of the two-stage strategy was exemplified by the late-stage functionalization of five carboxylic acid-containing APIs, and, an extension to the synthesis of aminated 1,3,4-oxadiazoles using N-benzoyloxy amine coupling partners, was also demonstrated. In the experimental materials used by the author, we found 4-Iodopyridine(cas: 15854-87-2Product Details of 15854-87-2)

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.Product Details of 15854-87-2

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

In 2022,Shao, Wenke; Wang, Qiufan; Zhang, Daohong published an article in Journal of Colloid and Interface Science. The title of the article was 《Defect engineering of P doped Fe7S8 porous nanoparticles for high-performance asymmetric supercapacitor and oxygen evolution electrocatalyst》.Safety of 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

Transition metal sulfides are promising battery-type materials for electrochem. energy storage and a great electrocatalyst for oxygen evolution reaction (OER). However, the poor conductivity and sluggish reaction kinetic as well as the deficiency of electrochem. active sites hinder the practical application of FexSy. Herein, we design Fe7S8 porous nanoparticles with surface phosphate ions and enriched sulfur-vacancies (P-Fe7S8), which is reported as a new high-specific-capacity material for asym. supercapacitor. Benefiting from the merits of substantially improved elec. conductivity and increased active sites, the optimized P-Fe7S8 neg. electrode delivers ultra-high specific capacitance of 804.7F/g at 0.4 mA. Moreover, the assembled NiS//P-Fe7S8 ASC presents an impressive specific capacitance of 335.9F/g at 1.2 A/g, a high energy d. of 134.8 Wh/kg at a power d. of 1042.1 W/kg, and great flexibility under different bending angles. Furthermore, the one-step vulcanization process is provided with universal applicability for the synthesis of NixFe1-xS bimetallic sulfide. With the synergy effect produced by the bimetal, the Ni0.5Fe0.5S hollow porous nanoparticles exhibit the remarkable activity of oxygen evolution reaction with a low overpotential of 174 mV at 10 mA cm-2 and Tafel slope of 41 mV dec-1. This simple method provides new insight into the synthesis of novel multifunctional metal sulfide nanomaterials. In the experiment, the researchers used many compounds, for example, 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Safety 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. Safety of 1-Iodopyrrolidine-2,5-dione

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

In 2022,Gagne-Boulet, Mathieu; Bouzriba, Chahrazed; Chavez Alvarez, Atziri Corin; Fortin, Sebastien published an article in Chemical Biology & Drug Design. The title of the article was 《Preparation and biological evaluation of new antimicrotubule agents: Modification of the imidazolidin-2-one moiety of phenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonates》.Synthetic Route of C6H5IO The author mentioned the following in the article:

We prepared and biol. evaluated 32 novel mols. named Ph 4-(dioxoimidazolidin-1-yl)benzenesulfonates (PID-SOs) and Et 2-(3-(4-(phenoxysulfonyl)phenyl)ureido)acetates (EPA-SOs). The antiproliferative activity of PID-SOs and EPA-SOs was assessed on four cancer cell lines (HT-1080, HT-29, M21, and MCF7). The most potent PID-SOs bearing an imidazolidin-2,4-dione group show antiproliferative activity in the nanomolar to low micromolar range (0.066 – 6 μM) while EPA-SOs and PID-SOs bearing an imidazolidin-2,5-dione moiety are mostly not active, exhibiting antiproliferative activity over 100 μM. The most potent PID-SOs (16-18) arrest the cell cycle progression in G2/M phase and interact with the colchicine-binding site leading to the microtubule and cytoskeleton disruption. Moreover, their antiproliferative activity is not impaired in vinblastine-, paclitaxel-, and multidrug-resistant cell lines. Finally, our study confirms that PID-SOs bearing the imidazolidin-2,4-dione moiety are a new family of promising antimitotics. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Synthetic Route of C6H5IO)

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. Synthetic Route of C6H5IO 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

In 2022,Agafonova, Anastasiya V.; Sakharov, Pavel A.; Smetanin, Ilia A.; Rostovskii, Nikolai V.; Khlebnikov, Alexander F.; Novikov, Mikhail S. published an article in Organic Chemistry Frontiers. The title of the article was 《Stannyl radical-mediated synthesis of 6H-1,3-oxazin-6-ones from 2-acyloxyazirines or whether free radicals can open the azirine ring》.Reference of 4-Iodobenzoic acid The author mentioned the following in the article:

A fundamentally new radical cascade reaction of 2-acyloxyazirines provides an effective one-step method for the preparation of 5-hydroxy-6H-1,3-oxazin-6-ones from Me 2-acyloxy-2H-azirine-2-carboxylates using a Bu3SnH/ACHN system as a source of stannyl radicals. The method provides high product yields from a variety of 2-aroyloxy-, 2-hetaroyloxy-, and 2-tert-alkylcarbonyloxy-substituted Me azirine-2-carboxylates. The decreasing volume of the acyloxy substituent causes a side reaction leading to the formation of Me oxazole-2-carboxylates. According to the DFT calculations, the switch between these reaction pathways occurs when changing the C1-substituent in the 2-azabuta-1,3-dien-4-oxyl intermediate, the volume of which controls further stabilization routes: radical-radical recombination or Z,E isomerization followed by recombination. The hydroxyl group in 5-hydroxy-6H-1,3-oxazin-6-ones can be easily replaced, through a triflation step, with aryl, pyridyl, alkenyl, alkynyl, and cyano groups by palladium-catalyzed cross-coupling reactions. 5-Hydroxy-6H-1,3-oxazin-6-ones were converted to pyridine-2,3(1H,4H)-diones in good yields via copper-catalyzed transannulation with 3-tolyl-2H-azirine. The key step of this new domino reaction is the copper-catalyzed pyrrolooxazine-oxazolopyridine isomerization, which, according to the DFT calculations, proceeds via a concerted mechanism. In addition to this study using 4-Iodobenzoic acid, there are many other studies that have used 4-Iodobenzoic acid(cas: 619-58-9Reference of 4-Iodobenzoic acid) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) 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.Reference of 4-Iodobenzoic acidHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

In 2022,Kotipalli, Ramesh; Nagireddy, Attunuri; Reddy, Maddi Sridhar published an article in Organic & Biomolecular Chemistry. The title of the article was 《Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles》.COA of Formula: C6H5ClIN The author mentioned the following in the article:

Herein, a dual-cyclizative coupling of ynone oxime ethers RC(=NOR1)CCR2 (R = Ph, furan-2-yl, 3,4,5-trimethoxyphenyl, etc.; R1 = Me, Bn; R2 = Ph, 6-methoxynaphthalen-2-yl, cyclohex-1-en-1-yl, phenanthren-9-yl, etc.) with acrylamides R3N(R4)C(O)C(CH2)R5 (R3 = 2-iodophenyl, 5-fluoro-2-iodophenyl, 2-bromophenyl, etc.; R4 = Me, Et; R5 = H, Me) for the synthesis of methylene-linked isoxazolyl 2-oxindoles I (R6 = H, 5-Et, 6-F, 5-Cl, etc.) was demonstrated. The cascade was triggered by a palladium(II)-catalyzed ynone oxime ether cyclization, which underwent a Heck-type coupling intercepted by an aryl iodide insertion. Control experiments were carried out to understand the mechanism. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7COA of Formula: C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).COA of Formula: C6H5ClIN

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

In 2022,Fang, Yuying; Tan, Qingyun; Zhou, Huihao; Gu, Qiong; Xu, Jun published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of novel diphenylbutene derivative ferroptosis inhibitors as neuroprotective agents》.Electric Literature of C6H5IO The author mentioned the following in the article:

Herein, with phenotypic assays, a new diphenylbutene derivative ferroptosis inhibitor, DPT was discovered. Based on this hit, new diphenylbutene derivatives I [R1 = H, 2-OMe, 3-OH, etc.; R2 = H, 3-OH, 4-OH, etc.] synthesized via condensation of (piperazinyl)pyrimidine and (phenyl)-phenylpentadienoic acids II and evaluated their ferroptosis inhibitory activities in HT22 mouse hippocampal neuronal cells and found that three compounds exhibited improved inhibitory activities compared with DPT. Among these active compounds, compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] displayed the most potent anti-ferroptosis activity (EC50 = 1.7μM). Further studies demonstrated that compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] was a specific ferroptosis inhibitor. It was revealed that different than the classic ferroptosis inhibitors, compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] blocked ferroptosis by increasing FSP1 protein level. Compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] could penetrate blood-brain barrier (BBB). In a rat model of ischemic stroke, compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] effectively mitigated cerebral ischemic injury. Therefore, it was confirmed that compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] as a novel ferroptosis inhibitor with a new scaffold, was promising for further development as an agent against neurol. diseases. The experimental process involved the reaction of 3-Iodophenol(cas: 626-02-8Electric Literature of C6H5IO)

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. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.Electric Literature of C6H5IO

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

Application of 624-73-7In 2016 ,《Poly(paraphenylene sulfide) and Poly(metaphenylene sulfide) via Light-Initiated SRN1-Type Polymerization of Halogenated Thiophenols》 appeared in Macromolecular Rapid Communications. The author of the article were Heine, Niklas B.; Studer, Armido. The article conveys some information:

In this work, the synthesis of various halogenated thiophenol derivatives is presented. These thiophenols are used as monomers in light-initiated SRN1-type radical polymerization reactions. The method provides easy access to industrially relevant poly(paraphenylene sulfide) and poly(metaphenylene sulfide). The influence of the halide leaving group and of other substituents in the thiophenol monomer on the polymerization process is investigated. In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Application of 624-73-7) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) 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 624-73-7

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