Month: February 2023

Discovery of imidazoleisoindole derivatives as potent IDO1 inhibitors: Design, synthesis, biological evaluation and computational studies was written by Zou, Yi;Wang, Fang;Wang, Yan;Sun, Qirui;Hu, Yue;Li, Yuezhen;Liu, Wen;Guo, Wenjie;Huang, Zhangjian;Zhang, Yihua;Xu, Qiang;Lai, Yisheng. And the article was included in European Journal of Medicinal Chemistry in 2017.Product Details of 15813-09-9 This article mentions the following:

Indoleamine-2,3-dioxygenase-1 (IDO1) is an attractive target for cancer immunotherapy. Herein, a series of novel imidazoleisoindole derivatives were prepared and evaluated for their ability to inhibit IDO1. Among these, derivative 11r was the most active compound with nanomolar potency in the Hela cell-based assay, while showed negligible cellular toxicity. UV-visible spectra study demonstrated that compounds 11p and 11r bound to IDO1 and coordinated with the heme iron. Furthermore, they could significantly promote T cell proliferation, increase IFN-γ production, and reduce the numbers of Foxp3⁺ regulatory T cells. Finally, induced fit docking (IFD) and quantum mechanics/mol. mechanics (QM/MM) calculation were performed to understand the interactions of these compounds to IDO1 protein, which provided a comprehensive guide for further structural modification and optimization. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Product Details of 15813-09-9

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

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction was written by Chen, Zhixiang;Jiang, Yongwen;Zhang, Li;Guo, Yinlong;Ma, Dawei. And the article was included in Journal of the American Chemical Society in 2019.HPLC of Formula: 5460-32-2 This article mentions the following:

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcs. and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature Addnl., a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields. 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. 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.HPLC of Formula: 5460-32-2

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

Synthesis of β-Phenethylamines via Ni/Photoredox Cross-Electrophile Coupling of Aliphatic Aziridines and Aryl Iodides was written by Steiman, Talia J.;Liu, Junyi;Mengiste, Amanuella;Doyle, Abigail G.. And the article was included in Journal of the American Chemical Society in 2020.Related Products of 5460-32-2 This article mentions the following:

A photoassisted Ni-catalyzed reductive cross-coupling between tosyl-protected alkyl aziridines and com. available (hetero)aryl iodides is reported. This mild and modular method proceeds in the absence of stoichiometric heterogeneous reductants and uses an inexpensive organic photocatalyst to access medicinally valuable β-phenethylamine derivatives Unprecedented reactivity was achieved with the activation of cyclic aziridines. Mechanistic studies suggest that the regioselectivity and reactivity observed under these conditions are a result of nucleophilic iodide ring opening of the aziridine to generate an iodoamine as the active electrophile. This strategy also enables cross-coupling with Boc-protected aziridines. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Related Products of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. 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.Related Products of 5460-32-2

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

Palladium-Catalyzed, Norbornene-Mediated, ortho-Amination ipso-Amidation: Sequential C-N Bond Formation was written by Whyte, Andrew;Olson, Maxwell E.;Lautens, Mark. And the article was included in Organic Letters in 2018.Application of 877264-43-2 This article mentions the following:

A palladium-catalyzed, norbornene-mediated ortho- and ipso-C-N bond-forming Catellani reaction is reported. This reaction proceeds through a sequential intermol. amination followed by intramol. cyclization of a tethered amide. The products, ortho-aminated dihydroquinolinones, e.g. I, were generated in moderate to good yields and are present in bioactive mols. This work highlights the challenge of competing intra- vs intermol. palladium-catalyzed processes. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Application of 877264-43-2).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Application of 877264-43-2

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

Palladium-Catalyzed Safe Cyanation of Aryl Iodides with Hexamethylenetetramine was written by Yan, Yunjing;Sun, Song;Cheng, Jiang. And the article was included in Journal of Organic Chemistry in 2017.SDS of cas: 5460-32-2 This article mentions the following:

A palladium-catalyzed cyanation of aryl halides with hexamethylenetetramine as a safe cyanide source is achieved, providing aromatic nitriles in moderate to good yields. This approach shows good functional group compatibilities and avoids the use of toxic cyanide source. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2SDS of cas: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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.SDS of cas: 5460-32-2

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

Nickel-catalyzed chelation-assisted direct arylation of unactivated C(sp³)-H bonds with aryl halides was written by Li, Mingliang;Dong, Jiaxing;Huang, Xiaolei;Li, Kaizhi;Wu, Qian;Song, Feijie;You, Jingsong. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.SDS of cas: 77350-52-8 This article mentions the following:

In this work, we have disclosed the nickel-catalyzed unactivated β-C(sp³)-H bond arylation of aliphatic acid derivatives with aryl iodides/bromides via bidentate chelation-assistance of an 8-aminoquinoline moiety. E.g., in presence of a Ni catalyst, arylation of 8-quinolinyl-substituted amide I with 4-IC₆H₄OMe gave 83% II. The best results were obtained by using Ni(OTf)₂ as the catalyst, PPh₃ as the ligand, Na₂CO₃ as the base, PivOH, and DMSO as the additives in dry 1,4-dioxane at 160 °C. These preliminary results indicate the intrinsic catalytic potential of nickel metal for unactivated C(sp³)-H bond arylation. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8SDS of cas: 77350-52-8).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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.SDS of cas: 77350-52-8

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

Nickel-catalyzed C-H alkylation of indoles with unactivated alkyl chlorides: evidence of a Ni(I)/Ni(III) pathway was written by Pandey, Dilip K.;Ankade, Shidheshwar B.;Ali, Abad;Vinod, C. P.;Punji, Benudhar. And the article was included in Chemical Science in 2019.HPLC of Formula: 10297-05-9 This article mentions the following:

A mild and efficient nickel-catalyzed method for the coupling of inactivated primary ClCH₂R (R = 1-naphthylmethyl, cyclopentyl, SiMe₃, 2-furanylethyl, etc.) and secondary alkyl chlorides XCHR¹R² (X = Cl, Br; R¹ = Me, Ph; R² = Ph; R¹R² = cyclopropyl, cyclohexyl, cycloheptyl, bicyclo[2.2.1]heptan-2-yl) with the C-H bond of indoles I (R³ = H, Me, OMe, F; R⁴ = pyridin-2-yl, pyrazin-2-yl; R⁵ = H, Me) and N-pyridin-2-ylpyrrole is described to demonstrate a high level of chemo and regioselectivity. The reaction tolerates numerous functionalities, such as halide, alkenyl, alkynyl, ether, thioether, furanyl, pyrrolyl, indolyl and carbazolyl groups including acyclic and cyclic alkyls under the reaction conditions. Mechanistic investigation highlights that the alkylation proceeds through a single-electron transfer (SET) process with Ni(I)-species being the active catalyst. Overall, the alkylation follows a Ni(I)/Ni(III) pathway involving the rate-influencing two-step single-electron oxidative addition of alkyl chlorides. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9HPLC of Formula: 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.HPLC of Formula: 10297-05-9

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

A Facile Construction of Bisheterocyclic Methane Scaffolds through Palladium-Catalyzed Domino Cyclization was written by Qi, Hongbo;Han, Kaiming;Chen, Shufeng. And the article was included in Chinese Journal of Chemistry in 2021.SDS of cas: 207115-22-8 This article mentions the following:

A convenient palladium-catalyzed domino cyclization reaction for the construction of bis(benzofuranyl)methane scaffolds bearing an all-carbon quaternary center was described. In the cascade process, one C(sp²)-O bond, two C(sp²)-C(sp³) bonds as well as two benzofuran rings are formed in a single synthetic sequence. The approach shows wide scope of substrates and good functional-group tolerance. Moreover, this methodol. was successfully extended to the synthesis of benzofuranyl Me chromane derivatives In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8SDS of cas: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.SDS of cas: 207115-22-8

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

Iodination of alkylbenzenes with iodine and silver nitrite was written by Sy, Wing Wah;Lodge, Bruce A.. And the article was included in Tetrahedron Letters in 1989.Recommanded Product: 3268-21-1 This article mentions the following:

Iodination of alkylbenzenes with iodine and silver nitrite at room temperature gives iodoalkylbenzenes in good yield. Thus iodination of p-xylene gave 43% 2,5-Me₂C₆H₃I. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Recommanded Product: 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Recommanded Product: 3268-21-1

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

One-pot synthesis of substituted dibenzoxazepinones and pyridobenzoxazepinones using octacarbonyldicobalt as an effective CO source was written by Anchan, Kavitha;Baburajan, Poongavanam;Puttappa, Nagaswarupa H.;Kumar Sarkar, Sujit. And the article was included in Synthetic Communications in 2020.Synthetic Route of C7H6FI This article mentions the following:

A facile one-pot protocol for the synthesis of substituted dibenzoxazepinones I (R = H, 2-F, 2-Me, 3-OMe; R¹ = H, 7-Me, 8-Cl, 9-Me, etc.) and pyridobenzoxazepinones II (R² = H, 3-Me, 2-Me; R³ = H, 8,9-Cl₂, 9-Me, 8-Cl, 9-Cl) from com. available aryl/heteroaryl halides 2-X-R⁴C₆H₃X¹ (R⁴ = H, 4-F, 4-Me, 4-OMe; X = F, Cl; X¹ = I, Br)/III (X² = F, Cl; R⁵ = H, 5-Me, 6-Me) and amino phenols 2-NH-3-R⁶-4-R⁷-5-R⁸C₆HOH (R⁶ = H, Me; R⁷ = H, Cl, ; R⁸ = H, Cl, Me) using octacarbonyldicobalt (Co₂(CO)₈) as an effective metal carbonyl source has been demonstrated. This method proceeds via the sequential coupling of aryl/heteroaryl halides with aminophenol by amidation and intramol. cyclization to give dibenzoxazepinones I/pyridobenzoxazepinones II. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Synthetic Route of C7H6FI).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) 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. 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.Synthetic Route of C7H6FI

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