Month: January 2023

Discovery, synthesis, and biological evaluation of a novel group of selective inhibitors of filoviral entry was written by Yermolina, Maria V.;Wang, Ji-Zhen;Caffrey, Michael;Rong, Li-Jun L.;Wardrop, Duncan J.. And the article was included in Journal of Medicinal Chemistry in 2011.Electric Literature of C8H7IO2 This article mentions the following:

Herein, we report the development of an antifiloviral screening system, based on a pseudotyping strategy, and its application in the discovery of a novel group of small mols. that selectively inhibit the Ebola and Marburg glycoprotein (GP)-mediated infection of human cells. Using Ebola Zaire GP-pseudotyped HIV particles bearing a luciferase reporter gene and 293T cells, a library of 237 small mols. was screened for inhibition of GP-mediated viral entry. From this assay, lead compound I was identified as a selective inhibitor of filoviral entry with an IC₅₀ of 30 μM. To analyze functional group requirements for efficacy, a structure-activity relationship anal. of this 3,5-disubstituted isoxazole was then conducted with 56 isoxazole and triazole derivatives prepared using “click” chem. This study revealed that while the isoxazole ring can be replaced by a triazole system, the 5-(diethylamino)acetamido substituent found in I is required for inhibition of viral-cell entry. Variation of the 3-aryl substituent provided a number of more potent antiviral agents with IC₅₀ values ranging to 2.5 μM. Lead compound I and three of its derivatives were also found to block the Marburg glycoprotein (GP)-mediated infection of human cells. 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. 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.Electric Literature of C8H7IO2

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

Halogen bonding in drug-like molecules: a computational and systematic study of the substituent effect was written by Adasme-Carreno, Francisco;Munoz-Gutierrez, Camila;Alzate-Morales, Jans H.. And the article was included in RSC Advances in 2016.Recommanded Product: 1,2-Difluoro-3-iodobenzene This article mentions the following:

Halogen bonding (XB) is a noncovalent interaction that has been increasingly used in mol. recognition, and more recently, in protein-ligand binding. We have studied and quantified, using d. functional theory (DFT) calculations, the substituent effect of fourteen chem. groups in the chloro-, bromo- and iodobenzene···N-methylacetamide (NMA) complexes, which serve as a model of a common arrangement of XB in biol. systems. A total of 126 halobenzene···NMA complexes have been optimized and examined regarding their relative energy, mol. electrostatic potential, topol. anal. of electron d. and charge transfer. The extent of substituent effect was found to be up to 1.5 kcal mol^-1, where electron-withdrawing groups increase the XB strength while electron-donating substituents reduce it. Excellent statistical correlations (R² > 0.9) were obtained for the comparison between XB interaction energy and the computed electronic properties (electron d., mol. electrostatic potential, and NBO charges), suggesting that the substituent effect was mainly due to the electrostatic interaction, and resonance effects were negligible. Furthermore, a pos. cooperativity effect, in the strengthening of the XB, was observed in NMA complexes with di-, tri- and tetrafluoro-iodobenzenes. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Recommanded Product: 1,2-Difluoro-3-iodobenzene).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) 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. 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.Recommanded Product: 1,2-Difluoro-3-iodobenzene

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

A facile synthesis of various fluorine-containing indole derivatives via palladium-catalyzed annulation of internal alkynes was written by Chae, Jungha;Konno, Tsutomu;Ishihara, Takashi;Yamanaka, Hiroki. And the article was included in Chemistry Letters in 2004.Safety of 4,5-Dichloro-2-iodoaniline This article mentions the following:

The palladium-catalyzed annulation reaction of a variety of fluorine-containing internal alkynes with 2-iodoaniline derivatives took place smoothly to give the corresponding 2,3-disubstituted indoles, e.g., I, in good to excellent yields. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7Safety of 4,5-Dichloro-2-iodoaniline).

4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) 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.Safety of 4,5-Dichloro-2-iodoaniline

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

Direct Synthesis of Methylene-Bridged Bis-biaryl Carboxylates via Cascade Suzuki Coupling and CH₂Cl₂-Based Bis-esterification was written by Xiong, Jin;Zhong, Guofeng;Zou, Lianghua;Liu, Yunyun. And the article was included in ChemistrySelect in 2018.Application of 13420-63-8 This article mentions the following:

The synthesis of bis-biaryl carboxylates such as I [R¹ = H, 4-Me, 3-Cl, 3-F; R² = H, 4-CH₃, 4-Cl, etc.] were designed via Pd-catalyzed multicomponent cascade Suzuki coupling and bis-esterification of iodobenzoic acids, arylboronic acids with dichloromethane. The present work offered a direct and practical route to the synthesis of novel carboxylate scaffolds with extended diversity. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Application of 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) 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.Application of 13420-63-8

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

Langmuir and Langmuir-Blodgett films of low-bandgap polymers was written by Braunger, Maria L.;Assuncao da Silva, Edilene;Awada, Hussein;de Oliveira, Vinicius J. R.;Silva, Hugo Santos;Begue, Didier;Hiorns, Roger C.;Lartigau-Dagron, Christine;Olivati, Clarissa de Almeida. And the article was included in Polymer International in 2018.Quality Control of Bis(2-iodothiophen-3-yl)methanone This article mentions the following:

Low-bandgap conjugated polymers have provided a considerable increase in organic photovoltaic efficiencies, however, an understanding of class-specific nanostructures, necessary to further improve device qualities, remains scarce. Their self-assembly and associated electronic behaviors in Langmuir-Blodgett (LB) films are used here to provide relationships specific to each polymer, clarifying their structure-property characteristics. The behavior of two low-bandgap polymers based on cyclopentadithiophene (PCPDTBT) and dithienosilole (Si-PCPDTBT) units in the Langmuir trough were investigated and it is shown that it is possible to fabricate nanostructured films of low-bandgap polymers on solid substrates with the LB deposition technique. The polymers were mixed with amphiphilic mols. at well-defined concentrations to improve the formation of the LB films. The polymers were also deposited by drop-casting and LB techniques onto interdigitated electrodes to evaluate their elec. properties, and the LB films were characterized for their optical and morphol. properties. It was found that both LB and drop-cast films of PCPDTBT showed higher elec. conductivities than those of Si-PCPDTBT. Importantly, LB films resulted in higher elec. conductivities – by an order of magnitude – compared to their equivalent mixtures with stearic acid in drop-cast films, although drop-cast films without stearic acid gave higher conductivities. This fine-tuning of the mol. architectures of the films is thus demonstrated to directly affect the phys. properties and may lead to an improvement in device efficiencies in future applications. © 2018 Society of Chem. Industry. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0Quality Control of Bis(2-iodothiophen-3-yl)methanone).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Quality Control of Bis(2-iodothiophen-3-yl)methanone

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

2,4-Disubstituted thiazoles by regioselective cross-coupling or bromine-magnesium exchange reactions of 2,4-dibromothiazole was written by Gross, Stefan;Heuser, Stefan;Ammer, Carolin;Heckmann, Golo;Bach, Thorsten. And the article was included in Synthesis in 2011.Recommanded Product: 10297-05-9 This article mentions the following:

Cross-coupling reactions occur on 2,4-dibromothiazole preferentially at the more electron-deficient 2-position. This fact can be favorably used to prepare 2-substituted 4-bromothiazoles, e.g. I, which serve as precursors for 2,4-disubstituted thiazoles, e.g. II. Protocols for regioselective Negishi and Stille cross-coupling reactions are provided. Alternatively, the title compound can be metalated in 2-position by a halogen-metal exchange reaction. As a supplement to the well-established bromine-lithium exchange, the regioselective bromine-magnesium exchange reaction is presented. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 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. 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: 10297-05-9

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

From supramolecular porphyrin tweezers to dynamic A_nB_mC_lD_k multiporphyrin arrangements through orthogonal coordination was written by Kishore, Ravuri S. K.;Paululat, Thomas;Schmittel, Michael. And the article was included in Chemistry – A European Journal in 2006.Product Details of 3268-21-1 This article mentions the following:

A dynamic, supramol., three-component A_nB_mC₁ bis(zinc porphyrin) tweezer,containing Cu(I), I (R = 2,4,6-trimethylphenyl, R¹ = 4-bromo-2,3,5,6-tetramethylphenyl), and II (R² = dodecyl) was prepared quant. using the heteroleptic bisphenanthroline (HETPHEN) concept. Upon addition of nitrogenous spacers of different length, namely, the extended 1,4-bis(4′-pyridylethynyl)durene (3a), 4,4′-bipyridine (3b), and 1,4-diazabicyclo[2.2.2]octane (DABCO; 3c), to set up an addnl. orthogonal binding motif (Zn_Por-N_spacer), three structurally different, still dynamic, four-component A_nB_mC₁D_k assemblies were cleanly formed, as indicated by UV/visible and NMR titrations as well as by DOSY studies. The structures were identified as a bridged monotweezer A₂BC₂D, a doubly bridged double tweezer A₄B₂C₄D₂, and a triply bridged double tweezer A₄B₂C₄D₃, the latter resembling a porphyrin stack. Notably, the same structures were equally formed directly from a mixture of the constituents A, B, C, and D put together in any sequence if the correct stoichiometry was applied. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Product Details of 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. 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.Product Details of 3268-21-1

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

Design, synthesis and structure-activity relationship optimization of phenanthridine derivatives as new anti-vitiligo compounds was written by Yang, Bi-juan;Fan, Shi-rui;Zhang, Xin-fang;Cai, Jie-yun;Ruan, Ting;Xiang, Zheng-rui;Ren, Juan;Hao, Xiao-jiang;Chen, Duo-zhi. And the article was included in Bioorganic Chemistry in 2022.Electric Literature of C4H5IN2 This article mentions the following:

Humans have been suffering from vitiligo for a long time. Target vitiligo drugs have yet been approved. Activation of Wnt/β-catenin signalling has potential in the therapeutic use of vitiligo, so exploring new drugs that specifically directly activate Wnt is worthwhile to obtain new anti-vitiligo agents. In this work, two portions design and synthesis were put into effect. firstly, 17 phenanthridine derivatives with C-4 substitutes were designed and synthesized, which compounds 4, 6, 12, 13 served as H-acceptor with protein showed enhance melanogenesis activity; Secondly, 7 hybrid new scaffolds of compounds were designed and synthesized, scaffold hopping compound 36 that aromatic benzene was replaced pyrazole on ring C showed enhance melanogenesis and tyrosinase activity; The last and most important, a comprehensive optimization and SARs of compound 36 were carried out, compounds 41 and 43 shared phenolic hydroxyl or 3-methyl-pyridine substitutes at C-7 position remarkably improved the capacity of melanogenesis and tyrosinase activity. Compound 43 were identified as new anti-vitiligo agents that specifically activate the Wnt/β-catenin signalling pathway by targeting Axin. Structure-activity relationship anal. implied that H-acceptor substitutions at the C-4 position and phenolic hydroxyl or pyridine substitutions at the C-7 position would improve the activities of the compounds These findings reveal a new therapeutic strategy for vitiligo, and compounds 41 and 43 may represent potential compounds for vitiligo treatment. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Electric Literature of C4H5IN2).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) 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. 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.Electric Literature of C4H5IN2

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

Hinge Binder Scaffold Hopping Identifies Potent Calcium/Calmodulin-Dependent Protein Kinase Kinase 2 (CAMKK2) Inhibitor Chemotypes was written by Eduful, Benjamin J.;O’Byrne, Sean N.;Temme, Louisa;Asquith, Christopher R. M.;Liang, Yi;Picado, Alfredo;Pilotte, Joseph R.;Hossain, Mohammad Anwar;Wells, Carrow I.;Zuercher, William J.;Catta-Preta, Carolina M. C.;Zonzini Ramos, Priscila;Santiago, Andre de S.;Counago, Rafael M.;Langendorf, Christopher G.;Nay, Kevin;Oakhill, Jonathan S.;Pulliam, Thomas L.;Lin, Chenchu;Awad, Dominik;Willson, Timothy M.;Frigo, Daniel E.;Scott, John W.;Drewry, David H.. And the article was included in Journal of Medicinal Chemistry in 2021.Safety of 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine This article mentions the following:

CAMKK2 is a serine/threonine kinase and an activator of AMPK whose dysregulation is linked with multiple diseases. Unfortunately, STO-609, the tool inhibitor commonly used to probe CAMKK2 signaling, has limitations. To identify promising scaffolds as starting points for the development of high-quality CAMKK2 chem. probes, we utilized a hinge-binding scaffold hopping strategy to design new CAMKK2 inhibitors. Starting from the potent but promiscuous disubstituted 7-azaindole GSK650934, a total of 32 compounds, composed of single-ring, 5,6-, and 6,6-fused heteroaromatic cores, were synthesized. The compound set was specifically designed to probe interactions with the kinase hinge-binding residues. Compared to GSK650394 and STO-609, 13 compounds displayed similar or better CAMKK2 inhibitory potency in vitro, while compounds 13g and 45 had improved selectivity for CAMKK2 across the kinome. Our systematic survey of hinge-binding chemotypes identified several potent and selective inhibitors of CAMKK2 to serve as starting points for medicinal chem. programs. In the experiment, the researchers used many compounds, for example, 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine (cas: 923595-58-8Safety of 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine).

5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine (cas: 923595-58-8) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Safety of 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine

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