Month: February 2023

Manipulation of Intraparticle Charge Delocalization by Selective Complexation of Transition-Metal Ions with Histidine Moieties was written by Kang, Xiongwu;Li, Xiang;Hewitt, William M.;Zuckerman, Nathaniel B.;Konopelski, Joseph P.;Chen, Shaowei. And the article was included in Analytical Chemistry (Washington, DC, United States) in 2012.Related Products of 2314-37-6 This article mentions the following:

Ruthenium nanoparticles were cofunctionalized with pyrene and histidine moieties through Ru = carbene π bonds. The selective complexation of the histidine moiety with transition-metal ions led to a marked diminishment of the emission peak at 490 nm which arose from the nanoparticle-bridged pyrene moieties that behaved analogously to pyrene dimers with a conjugated spacer. This is accounted for by the polarization of the core electrons by the added pos. charge that impacted the intraparticle charge delocalization between the particle-bound pyrene moieties. This electronic interaction was likely facilitated by the π interactions between the metal ions and the imidazole ring as well as by the conjugated mol. backbone that linked the imidazole ring to the nanoparticle cores. Within the present exptl. context, of all the metal ions tested, the impacts were much more drastic with Pb²⁺, Co²⁺, and Hg²⁺ than with Li⁺, K⁺, Rb⁺, Mg²⁺, Ca²⁺, and Zn²⁺ ions, with the most sensitive variation observed with Pb²⁺. This is ascribed to the enhanced π interactions of the histidine moiety with the Pb²⁺, Co²⁺, and Hg²⁺ ions because of their capability of donating d electrons, a behavior consistent with prior studies based on conventional histidine-metal ion complexes. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Related Products of 2314-37-6).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Related Products of 2314-37-6

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

Synthesis and properties of artificial base pairs by use of halogen bonds was written by Tawarada, Ryuya;Seio, Kohji;Sekine, Mitsuo. And the article was included in Nucleic Acids Symposium Series in 2006.Recommanded Product: 15813-09-9 This article mentions the following:

Artificial base pairs by use of halogen bonding were designed and their interaction energies were estimated by ab initio calculations The optimized structures of the artificial base pairs were almost consistent with those of the canonical base pairs, and the interaction energies were ca. 5-11 kcal/mol. To investigate the thermal stability of the base pairs containing halogen bonds in oligodeoxynucleotide duplexes, deoxynucleoside 3′-phosphoramidite building blocks as halogen bonding acceptors and donors were synthesized and used for incorporation into oligodeoxynucleotides. UV-melting experiments suggest that these halogen bonding base pairs have low stability compared with the A-T base pair. Furthermore, the effect of the halogen bonding on stabilization of duplexes was studied in detail by comparison with the hybridization ability of oligodeoxynucleotides containing a modified base having a iodo group with that of the complementary DNA strands lacking the donor site. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Recommanded Product: 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. 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. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Recommanded Product: 15813-09-9

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

Arylselenyl Radical-Mediated Cyclization of N-(2-Alkynyl)anilines: Access to 3-Selenylquinolines was written by Zhu, Changlei;Nurko, Max;Day, Cynthia S.;Lukesh, John C. III. And the article was included in Journal of Organic Chemistry in 2022.HPLC of Formula: 5460-32-2 This article mentions the following:

An efficient and novel approach to accessing 3-selenylquinolines I [R¹ = H, 6-I, 8-Me, etc.; R² = n-Bu, Ph, 3-thienyl, etc.; R³ = Ph, 2-MeC₆H₄, 3-thienyl, etc.] from diaryl diselenides and acyclic, selenium-free substrates was described. Preliminary mechanistic studies indicated that the combination of CuCl₂ and air afforded an appropriate environment for producing arylselenyl radicals that initiated the cascade cyclization of N-(2-alkynyl)anilines, forming key Se-C and C-C bonds in a single step. Using this chem., a wide variety of 3-selenylquinolines were produced in moderate to excellent yield under mild conditions, highlighting the versatility and usefulness of this new method. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2HPLC of Formula: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.HPLC of Formula: 5460-32-2

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

Design of PAP-1, a selective small molecule Kv1.3 blocker, for the suppression of effector memory T cells in autoimmune diseases was written by Schmitz, Alexander;Sankaranarayanan, Ananthakrishnan;Azam, Philippe;Schmidt-Lassen, Kristina;Homerick, Daniel;Haensel, Wolfram;Wulff, Heike. And the article was included in Molecular Pharmacology in 2005.Application of 10297-05-9 This article mentions the following:

The lymphocyte K⁺ channel Kv1.3 constitutes an attractive pharmacol. target for the selective suppression of terminally differentiated effector memory T (T_EM) cells in T cell-mediated autoimmune diseases, such as multiple sclerosis and type 1 diabetes. Unfortunately, none of the existing small-mol. Kv1.3 blockers is selective, and many of them, such as correolide, 4-phenyl-4-[3-(methoxyphenyl)-3-oxo-2-azapropyl]cyclohexanone, and our own compound Psora-4 inhibit the cardiac K⁺ channel Kv1.5. By further exploring the structure-activity relationship around Psora-4 through a combination of traditional medicinal chem. and whole-cell patch-clamp, we identified a series of new phenoxyalkoxypsoralens that exhibit 2- to 50-fold selectivity for Kv1.3 over Kv1.5, depending on their exact substitution pattern. The most potent and “drug-like” compound of this series, 5-(4-phenoxybutoxy)psoralen (PAP-1), blocks Kv1.3 in a use-dependent manner, with a Hill coefficient of 2 and an EC₅₀ of 2 nM, by preferentially binding to the C-type inactivated state of the channel. PAP-1 is 23-fold selective over Kv1.5, 33- to 125-fold selective over other Kv1-family channels, and 500- to 7500-fold selective over Kv2.1, Kv3.1, Kv3.2, Kv4.2, HERG, calcium-activated K⁺ channels, Na⁺, Ca²⁺, and Cl^– channels. PAP-1 does not exhibit cytotoxic or phototoxic effects, is neg. in the Ames test, and affects cytochrome P 450-dependent enzymes only at micromolar concentrations PAP-1 potently inhibits the proliferation of human T_EM cells and suppresses delayed type hypersensitivity, a T_EM cell-mediated reaction, in rats. PAP-1 and several of its derivatives therefore constitute excellent new tools to further explore Kv1.3 as a target for immunosuppression and could potentially be developed into orally available immunomodulators. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Application of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Application of 10297-05-9

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

C-H functionalization of N-methylated amino acids and peptides as tool in natural product synthesis: Synthesis of Abyssenine A and Mucronine E was written by Kinsinger, Thorsten;Kazmaier, Uli. And the article was included in Organic Letters in 2018.Electric Literature of C8H7IO2 This article mentions the following:

N-Methylated amino acids and peptides with an 8-aminoquinoline (AQ) directing group can be subjected to stereoselective Pd-catalyzed β-functionalizations. The best results are obtained with aryl iodides, but alkyl and alkenyl side chains can also be introduced. The AQ protecting group can easily be removed, providing the free carboxylic acid, which can be used directly in peptide couplings. This protocol was used successfully as a key step in the synthesis of the cyclopeptide alkaloids abyssenine A and mucronine E. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Electric Literature of C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Electric Literature of C8H7IO2

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

Palladium-Catalyzed Enantioselective Cyclization of 1,6-Enynes through Intramolecular Chlorine Transfer as a Novel Strategy for Asymmetric Halopalladation was written by Tang, Junlong;Zhang, Liren;Wu, Wanqing;Yang, Shaorong;Jiang, Huanfeng. And the article was included in Chemistry – A European Journal.Electric Literature of C8H5IS This article mentions the following:

Herein, an intramol. chlorine transfer strategy is used to accomplish the enantioselective chloropalladation cyclization of 1,6-enynes RCCC(O)OCH₂CH=CHCH₂Cl (R = Et, Ph, thiophen-3-yl, 1-benzothiophen-3-yl, etc.). This reaction provides a redox-neutral approach to a variety of chiral α-chloromethylene-γ-butyrolactones I with excellent E selectivity and enantioselectivity. The precisely controlled coordination of palladium with both the in situ generated nucleophilic species and the monodentate phosphoramidite ligand is crucial for enantioselectivity. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Electric Literature of C8H5IS).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C8H5IS

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

Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis was written by Hafliger, Joel;Sokolova, Olga O.;Lenz, Madina;Daniliuc, Constantin G.;Gilmour, Ryan. And the article was included in Angewandte Chemie, International Edition in 2022.Category: iodides-buliding-blocks This article mentions the following:

The ubiquity of isochromans across the bioactive small mol. spectrum, the prominence of the anomeric effect in regulating conformation and the metabolic lability of the benzylic position, iodine(I)/iodine(III) catalysis was leveraged for the stereocontrolled generation of selectively fluorinated analogs. To augment the current arsenal of fluorocyclization reactions involving carboxylic acid derivatives, the reaction of readily accessible 2-vinyl benzaldehydes was disclosed (up to >95 : 05 d.r. and 97 : 03 e.r.). Key stereoelectronic interactions manifest themselves in the X-ray crystal structures of the products, thereby validating the [CH₂-CHF] fragment as a stereoelectronic mimic of the [O-CH(OR)] acetal motif. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Category: iodides-buliding-blocks).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Category: iodides-buliding-blocks

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

Divergent Synthesis of Fused Tetracyclic Heterocycles from Diarylalkynes Enabled by the Selective Insertion of Isocyanide was written by Li, Meng;Zhang, Ruixue;Gao, Qiushan;Jiang, Huanfeng;Lei, Ming;Wu, Wanqing. And the article was included in Angewandte Chemie, International Edition in 2022.Name: 4-Bromo-2-iodophenol This article mentions the following:

Herein, a direct and efficient synthesis of diverse polysubstituted fused tetracyclic heterocycles with good functional group tolerance from diarylalkynes under different palladium catalytic systems was presented. In this chem., an unprecedented intermol. nucleopalladation of diarylalkynes through the highly selective sequential double insertion of isocyanide was achieved for the first time. The practicality of this method was further demonstrated by the construction of various bioactive mols. and important structural motifs, with potential applications in materials science and biochem. In addition, d. functional theory calculations (DFT) elucidated an interesting “Pd walk” during the cyclization process. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Name: 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Name: 4-Bromo-2-iodophenol

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

NiH-catalyzed reductive hydrocarbonation of enol esters and ethers was written by Wang, Xiao-Xu;Yu, Lu;Lu, Xi;Zhang, Zhi-Lin;Liu, De-Guang;Tian, Changlin;Fu, Yao. And the article was included in CCS Chemistry in 2022.COA of Formula: C4H8ClI This article mentions the following:

Chiral dialkyl carbinols and their derivatives are significant synthetic building blocks in organic chem. and related fields. The development of convenient and efficient methods to access these compounds has long been an important endeavor. Herein, authors report a NiH-catalyzed reductive hydroalkylation and hydroarylation of enol esters and ethers. α-Oxoalkyl organonickel species were generated in situ in a catalytic mode and then participated in cross-coupling with alkyl or aryl halides. This approach enabled C(sp3)-C(sp3) and C(sp3)-C(sp2) bond formation under mild reductive conditions with simple operations, thereby boosting a broad substrate scope and good functional compatibility. Esters of enantioenriched dialkyl carbinols were accessed in a catalytic asym. version. Mechanistic studies demonstrated that this reaction proceeded through a syn-addition of Ni-H intermediate to an enol ester with high regio- and enantioselectivity. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9COA of Formula: C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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: C4H8ClI

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

Palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides to access 6H-dibenzopyrans was written by Chen, Li-Ping;Cheng, Shu-Lin;Fan, Xin-Yue;Zhu, Ji-Fa;Wang, Bi-Qin;Feng, Chun;Xiang, Shi-Kai. And the article was included in Organic Chemistry Frontiers in 2022.Quality Control of 3-Iodo-4-methoxybenzaldehyde This article mentions the following:

A palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides was developed. 3-Methyl-2-pyridone was used as a ligand to accelerate the cross-coupling and suppress the homo-coupling of 2-iodoanisoles. A variety of 6H-dibenzopyran derivatives such as I [R = H, F, Cl, etc., R¹ = 4-Me, 4-F, 4-MeO, etc.; R² = 8-Me, 8-Cl, 8-Ph, etc.] was prepared by this method. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Quality Control of 3-Iodo-4-methoxybenzaldehyde).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Quality Control of 3-Iodo-4-methoxybenzaldehyde

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