Month: January 2023

Structure-antitumor activity relationship of hybrid acetogenins focusing on connecting groups between heterocycles and the linker moiety was written by Ohta, Kaito;Fushimi, Tetsuya;Okamura, Mutsumi;Akatsuka, Akinobu;Dan, Shingo;Iwasaki, Hiroki;Yamashita, Masayuki;Kojima, Naoto. And the article was included in RSC Advances in 2022.Quality Control of 5-Iodo-1-methyl-1H-pyrazole This article mentions the following:

We studied hybrid mols. of annonaceous acetogenins and mitochondrial complex I-inhibiting insecticides to develop a novel anticancer agent. A structure-antitumor activity relationship study focusing on the connecting groups between the heterocycles and the linker moiety bearing the THF moiety was conducted. Eleven hybrid acetogenins with 1-methylpyrazole instead of γ-lactone were synthesized and their growth inhibitory activities against 39 human cancer cell lines were evaluated. The nitrogen atom at the 2′-position of the linker moiety was essential for inhibiting cancer growth. The 1-methylpyrazole-5-sulfonamide analog showed potent growth inhibition of NCI-H23, a human lung cancer cell line, in a xenograft mouse assay without critical toxicity. Hence, the results of this study may pave the way for the development of novel anticancer agents, with both selective and broad anticancer activities. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Quality Control of 5-Iodo-1-methyl-1H-pyrazole).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) 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. 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.Quality Control of 5-Iodo-1-methyl-1H-pyrazole

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

Azole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors was written by Rohrig, Ute F.;Majjigapu, Somi Reddy;Reynaud, Aline;Pojer, Florence;Dilek, Nahzli;Reichenbach, Patrick;Ascencao, Kelly;Irving, Melita;Coukos, George;Vogel, Pierre;Michielin, Olivier;Zoete, Vincent. And the article was included in Journal of Medicinal Chemistry in 2021.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

The heme enzyme indoleamine 2,3-dioxygenase 1 (IDO1) plays an essential role in immunity, neuronal function, and aging through catalysis of the rate-limiting step in the kynurenine pathway of tryptophan metabolism Many IDO1 inhibitors with different chemotypes have been developed, mainly targeted for use in anti-cancer immunotherapy. Lead optimization of direct heme iron-binding inhibitors has proven difficult due to the remarkable selectivity and sensitivity of the heme-ligand interactions. Here, we present exptl. data for a set of closely related small azole compounds with more than 4 orders of magnitude differences in their inhibitory activities, ranging from millimolar to nanomolar levels. We investigate and rationalize their activities based on structural data, mol. dynamics simulations, and d. functional theory calculations Our results not only expand the presently known four confirmed chemotypes of sub-micromolar heme binding IDO1 inhibitors by two addnl. scaffolds but also provide a model to predict the activities of novel scaffolds. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Quality Control of 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene

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

Nickel-catalyzed direct formation of the C-S bonds of aryl sulfides from arylsulfonyl chlorides and aryl iodides using Mn as a reducing agent was written by Wang, Yang;Zhang, Xiaofeng;Liu, Haixiong;Chen, Hui;Huang, Deguang. And the article was included in Organic Chemistry Frontiers in 2017.SDS of cas: 5460-32-2 This article mentions the following:

Various unsym. aryl sulfides were synthesized by nickel-catalyzed C-S bond formation in good to excellent yields. The reactions employed arylsulfonyl chlorides as an aryl thiol source and Mn dust as a reducing agent. The scope and versatility of the method was successfully demonstrated with 42 examples. Mechanistic studies revealed the existence of an intermediate disulfide substance. A catalytic cycle was proposed including a three-step reduction by Mn for the achievement of the reaction, and Ni(0) and Ni(I) species were supposed to be involved in the reaction mechanism. 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. 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.SDS of cas: 5460-32-2

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

Synthesis of carboxylic acid N-hydroxynorborn-5-ene-2,3-dicarboximide esters was written by Henklein, Peter;Ott, Tilmann;Jaehrling, Renate;Scharfenberg, Peter;Heyne, Hans Ulrich;Niedrich, Hartmut. And the article was included in Zeitschrift fuer Chemie in 1989.Electric Literature of C6H4INO2 This article mentions the following:

A one pot preparation of title compounds R¹CO₂R (R¹ = e.g., Ph, naphthyl, adamantyl) is described. Thus condensation reaction of ClCO₂R with arylcarboxylic or amino acids, R¹CO₂H, in CH₂Cl₂, THF, or THF-dioxane (1:1) in the presence of N-methylmorpholine using 4-(dimethylamino)pyridine as catalyst gave R¹CO₂CO₂R, which is unstable and loses CO₂ to give 64-87% R¹CO₂R. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Electric Literature of C6H4INO2).

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Electric Literature of C6H4INO2

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

A Regioselective Approach to C3-Aroylcoumarins via Cobalt-Catalyzed C(sp₂)-H Activation Carbonylation of Coumarins was written by Pashazadeh, Rahim;Rajai-Daryasarei, Saideh;Mirzaei, Siyavash;Soheilizad, Mehdi;Ansari, Samira;Shabanian, Meisam. And the article was included in Synthesis in 2019.COA of Formula: C8H9IO2 This article mentions the following:

A new cobalt-catalyzed C-H bond activation of coumarins I (R = H, 6-Me, 7-OMe, 6-Cl, 6-Br) with aryl halides or pseudohalides R¹X (R¹ = Ph, 4-methylphenyl, thiophen-2-yl, etc.; X = I, Br, OTf) and carbon monoxide insertion to give various 3-aroylcoumarin derivatives II is described. It is the first time that CO as C1 feedstock is used as the coupling partners in cobalt-catalyzed regioselective coumarin C-H functionalization reactions. Upon activation with manganese powder, the Co catalyzes the C-H bond activation carbonylation reactions of aryl iodides, bromides, and even triflates under mild conditions, providing the regioselective aroylated products II in moderate to good yields. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2COA of Formula: C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.COA of Formula: C8H9IO2

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

Potent Inhibitors of LpxC for the Treatment of Gram-Negative Infections was written by Brown, Matthew F.;Reilly, Usa;Abramite, Joseph A.;Arcari, Joel T.;Oliver, Robert;Barham, Rose A.;Che, Ye;Chen, Jinshan Michael;Collantes, Elizabeth M.;Chung, Seung Won;Desbonnet, Charlene;Doty, Jonathan;Doroski, Matthew;Engtrakul, Juntyma J.;Harris, Thomas M.;Huband, Michael;Knafels, John D.;Leach, Karen L.;Liu, Shenping;Marfat, Anthony;Marra, Andrea;McElroy, Eric;Melnick, Michael;Menard, Carol A.;Montgomery, Justin I.;Mullins, Lisa;Noe, Mark. C.;O’Donnell, John;Penzien, Joseph;Plummer, Mark S.;Price, Loren M.;Shanmugasundaram, Veerabahu;Thoma, Christy;Uccello, Daniel P.;Warmus, Joseph S.;Wishka, Donn G.. And the article was included in Journal of Medicinal Chemistry in 2012.Reference of 85356-68-9 This article mentions the following:

In this paper, the synthesis and SAR as well as selectivity, pharmacokinetic, and infection model data for representative analogs of a novel series of potent antibacterial LpxC inhibitors represented by hydroxamic acid I, is presented. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Reference of 85356-68-9).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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.Reference of 85356-68-9

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

Mild, Fast, and Easy To Conduct MoCl₅-Mediated Dehydrogenative Coupling Reactions in Flow was written by Beil, Sebastian B.;Uecker, Ise;Franzmann, Peter;Mueller, Timo;Waldvogel, Siegfried R.. And the article was included in Organic Letters in 2018.Safety of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

A convenient and straightforward approach to performing oxidative coupling reactions in flow is presented. A collection of electron-rich benzene derivatives was subjected to this protocol, and the distinct utility of molybdenum pentachloride (MoCl₅) is established. Using this unexplored protocol, biphenyls could be obtained in 21-91% isolated yield. This simple protocol opens a new chapter in reagent-mediated dehydrogenative coupling reactions, and yields are compared to classical approaches. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Safety of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Safety of 4-Iodo-1,2-dimethoxybenzene

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

Pyridyl-Supported Pyrazolyl-N-Heterocyclic Carbene Ligands and the Catalytic Activity of Their Palladium Complexes in Suzuki-Miyaura Reactions was written by Zeng, Fanlong;Yu, Zhengkun. And the article was included in Journal of Organic Chemistry in 2006.Application of 877264-43-2 This article mentions the following:

Palladium complexes I (R¹ = H, Me; R² = n-Bu, n-C₇H₁₅; X = BF₄, PF₆) and II (R³ = 2,4,6-Me₃C₆H₂) of two new types of unsym. pyridyl-supported pyrazolyl-N-heterocyclic carbene ligands were synthesized and structurally characterized. A strategy to release the steric strain of the ligand was realized by the introduction of methylene linkers to the ligand mol. All the palladium complexes exhibited good to excellent catalytic activity in Suzuki-Miyaura reactions of Ph or p-tolylboronic acid with aryl halides including iodobenzene, aryl bromides, and activated aryl chlorides under mild conditions, revealing that the new ligands are promising for the construction of highly active transition-metal catalysts. 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. 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.Application of 877264-43-2

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

C(sp³)-H Bond Arylation and Amidation of Si-Bound Methyl Group via Directing Group Strategy was written by Han, Jie-Lian;Qin, Ying;Zhao, Dongbing. And the article was included in ACS Catalysis in 2019.Product Details of 5460-32-2 This article mentions the following:

Silylmethyl functionalization provides a general and efficient access to diverse organosilanes. The traditional methods for silylmethyl functionalization often involved silylmethylmetals or silylmethyl halides. In recent years, a C-H activation strategy has become one of the most attractive alternatives in organic synthesis. Authors envisioned that the attachment of a coordinating group at silicon of methylsilanes provides the opportunity to modify the silylmethyl group via directed C-H bond functionalization. However, despite employment of silicon tethers bearing a directing group (DG) for C(sp²)-H functionalization has been well established due to the fact that the silicon tethers are easily installable and removable/modifiable, applying this concept toward C(sp³)-H functionalization remains underdeveloped. Herein, authors successfully developed Ir^III/Rh^III-catalyzed C-H bond arylation/amidation of silyl Me group by using directing group strategy, which constitutes the most powerful access to benzylsilanes and amino-substituted silanes. Moreover, they demonstrated that the pyridine directing group on silicon atom can be easily removed, and the starting materials can also be efficiently recovered, which are different from those of pyridine-directed C-H functionalization of C-bound Me group. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Product Details of 5460-32-2).

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

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

Regio- and chemoselective metalation of chloropyrimidine derivatives with TMPMgCl·LiCl and TMP₂Zn·2MgCl₂·2LiCl was written by Mosrin, Marc;Knochel, Paul. And the article was included in Chemistry – A European Journal in 2009.Formula: C4H2ClIN2 This article mentions the following:

Efficient zincation and magnesiation of chlorinated pyrimidines can be performed at convenient temperatures (e.g., 25 and 55°C) by using TMPMgCl·LiCl and TMP₂Zn·2MgCl₂·2LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) as effective bases. Quenching of the resulting zincated or magnesiated pyrimidines with various electrophiles furnishes highly functionalized pyrimidines in 51-93 % yield. Oxidative aminations were carried out, thus leading to aminated pyrimidines. By using this methodol., we have also prepared pharmaceutically relevant pyrazolopyrimidines and the fungicide Mepanipyrim. In the experiment, the researchers used many compounds, for example, 2-Chloro-4-iodopyrimidine (cas: 395082-55-0Formula: C4H2ClIN2).

2-Chloro-4-iodopyrimidine (cas: 395082-55-0) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Formula: C4H2ClIN2

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