Category: iodides-buliding-blocks

Preparation of 5-heteroaryl substituted 1-(4-fluorophenyl)-1H-indoles via palladium-catalyzed Negishi and Stille cross-coupling reactions was written by Balle, Thomas;Andersen, Kim;Vedso, Per. And the article was included in Synthesis in 2002.Recommanded Product: 5-Iodo-1-methyl-1H-pyrazole This article mentions the following:

Palladium-catalyzed Negishi cross-coupling of 1-(4-fluorophenyl)indol-5-ylzinc chloride with N-methyl-halopyrazoles, bromopyridines and bromopyrimidines in gram scale gave the corresponding cross-coupled products in 38-85% yield. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Recommanded Product: 5-Iodo-1-methyl-1H-pyrazole).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) 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. 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.Recommanded Product: 5-Iodo-1-methyl-1H-pyrazole

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

Rosuvastatin based novel 3-substituted isocoumarins / 3-alkylidenephthalides: Ultrasound assisted synthesis and identification of new anticancer agents was written by Kumar, Jetta Sandeep;Thirupataiah, B.;Medishetti, Raghavender;Ray, Aramita;Bele, Shilpak Dilip;Hossain, Kazi Amirul;Reddy, Gangireddy Sujeevan;Edwin, Rebecca Kristina;Joseph, Alex;Kumar, Nitesh;Shenoy, Gautham G.;Rao, C. Mallikarjuna;Pal, Manojit. And the article was included in European Journal of Medicinal Chemistry in 2020.Related Products of 123278-03-5 This article mentions the following:

A new class of 3-substituted isocoumarin/3-alkylidenephthalide based novel small mols. derived from rosuvastatin were designed and synthesized via the ultrasound assisted Cu-mediated coupling-cyclization in a single pot with remarkable regioselectivity. The phthalides were generally obtained at lower temperature whereas the use of elevated temperature afforded isocoumarins. Two compounds e.g. I and II showed promising cytotoxic effects when tested against HCT 116, HepG2 and PA-1 cell lines at 10μM. Indeed, II was found to be a potent cytotoxic agent (IC₅₀ ∼ 0.76-4.51μM). Both I and II were tested for their effects on PANC-1 cells. Considerable decrease in p-Akt substrates shown by II and I at 50μM (western blot anal.) indicated their ability to inhibit p-Akt signal transduction pathway and arresting growth of PANC-1 cells in vitro. This was further supported by the cytotoxic effect of II on PANC-1 cells (MTT assay) that was better than rosuvastatin. While none of I and II showed any significant effect on non-cancerous HEK cell line (indicating their potential selectivity towards cancer cells) these compounds were further evaluated for their toxicities in Zebrafish embryo. The NOAEL (No Observed Adverse Effect Level) for teratogenicity, hepatotoxicity and cardiotoxicity was found to be 100μM for both compound Thus, II as a novel and potent but safer cytotoxic agent with potential to treat colorectal/ovarian and pancreatic cancer is of further medicinal interest. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5Related Products of 123278-03-5).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Related Products of 123278-03-5

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

Discovery of RO7185876, a Highly Potent γ-Secretase Modulator (GSM) as a Potential Treatment for Alzheimer′s Disease was written by Ratni, Hasane;Alker, Andre;Bartels, Bjoern;Bissantz, Caterina;Chen, Weichun;Gerlach, Irene;Limberg, Anja;Lu, Mingqiu;Neidhart, Werner;Pichereau, Solen;Reutlinger, Michael;Rodriguez-Sarmiento, Rosa-Maria;Jakob-Roetne, Roland;Schmitt, Georg;Zhang, Eric;Baumann, Karlheinz. And the article was included in ACS Medicinal Chemistry Letters in 2020.Safety of 1-Chloro-4-iodobutane This article mentions the following:

γ-Secretase (GS) is a key target for the potential treatment of Alzheimer′s disease. While inhibiting GS led to serious side effects, its modulation holds a lot of potential to deliver a safe treatment. Herein, we report the discovery of a potent and selective gamma secretase modulator (GSM) (S)-3 (RO7185876), belonging to a novel chem. class, the triazolo-azepines. This compound demonstrates an excellent in vitro and in vivo DMPK profile. Furthermore, based on its in vivo efficacy in a pharmacodynamic mouse model and the outcome of the dose range finding (DRF) toxicol. studies in two species, this compound was selected to undergo entry in human enabling studies (e.g., GLP toxicol. and scale up activities). In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Safety of 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Safety of 1-Chloro-4-iodobutane

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

Development and preclinical evaluation of new ¹²⁴I-folate conjugates for PET imaging of folate receptor-positive tumors was written by AlJammaz, I.;Al-Otaibi, B.;Al-Rumayan, F.;Al-Yanbawi, S.;Amer, S.;Okarvi, S. M.. And the article was included in Nuclear Medicine and Biology in 2014.Related Products of 58481-10-0 This article mentions the following:

In an attempt to develop new folate radiotracers with favorable biochem. properties for detecting folate receptor-pos. cancers, we have synthesized [¹²⁴I]-SIB- and [¹²⁴I]-SIP-folate conjugates using a straightforward and two-step simple reactions. Radiochem. yields for [¹²⁴I]-SIB- and [¹²⁴I]-SIP-folate conjugates were greater than 90 and 60% resp., with total synthesis time of 30-40 min. Radiochem. purities were always greater than 98% without HPLC purification These synthetic approaches hold considerable promise as rapid and simple method for ¹²⁴I-folate conjugate preparation with high radiochem. yield in short synthesis time. In vitro tests on KB cell line showed that the significant amounts of the radioconjugates were associated with cell fractions. In vivo characterization in normal Balb/c mice revealed rapid blood clearance of these radioconjugates and favorable biodistribution profile for [¹²⁴I]-SIP-folate conjugate over [¹²⁴I]-SIB-folate conjugate. Biodistribution studies of [¹²⁴I]-SIP-folate conjugate in nude mice bearing human KB cell line xenografts, demonstrated significant tumor uptake. The uptake in the tumors was blocked by excess injection of folic acid, suggesting a receptor-mediated process. These results demonstrate that [¹²⁴I]-SIP-folate conjugate may be useful as a mol. probe for detecting and staging of folate receptor-pos. cancers, such as ovarian cancer and their metastasis as well as monitoring tumor response to treatment. In the experiment, the researchers used many compounds, for example, 2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0Related Products of 58481-10-0).

2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0) 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.Related Products of 58481-10-0

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

A reusable palladium/cationic 2,2′-bipyridyl system-catalyzed double Mizoroki-Heck reaction in water was written by Chen, Yu-Chi;Wu, Chien-Chi;Liao, Wei-Ting;Liu, Ling-Jun;Tsai, Fu-Yu. And the article was included in Catalysts in 2017.Product Details of 5460-32-2 This article mentions the following:

A reusable PdCl₂(NH₃)₂/cationic 2,2′-bipyridyl system was used to catalyze the double Mizoroki-Heck reaction of aryl iodides with electron-deficient alkenes in water in the absence of inert gas, giving U+03B2,U+03B2-diarylated carbonyl derivatives in good to excellent yields. The formation of unsym. U+03B2,U+03B2-diarylated alkenes were also studied by coupling aryl iodides with the corresponding aryl-substituted U+03B1,U+03B2-unsaturated carbonyl compounds This water-soluble catalyst can be swiftly separated from the organic layer using simple extraction for the further reuse, and, thus, makes it an operationally-simple and environmentally-benign procedure. 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. 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.Product Details of 5460-32-2

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

Simple-structure small molecular acceptors based on a benzodithiophenedione core: synthesis, optoelectronic and photovoltaic properties was written by Zhu, Mengbing;Yu, Xiankang;Huang, Jingwei;Xia, Hao;Zhu, Jianing;Peng, Wenhong;Tan, Hua;Zhu, Weiguo. And the article was included in New Journal of Chemistry in 2021.COA of Formula: C9H4I2OS2 This article mentions the following:

It is crucial to develop high-efficiency simple-structure small mol. acceptors (SMAs) having a shortened synthetic route and lower cost. Herein, two simple SMAs, BDDTTIC and BDDTTIC-4F, with the A-D-A-D-A architecture were primarily synthesized via a simple three-step route in high yields, based on the central acceptor (A′) unit of benzodithiophenedione (BDD), the spacing donor (D) unit of thienothiophene (TT) and the terminal acceptor (A) unit of dicyanomethylene indanone (IC) or its fluorinated analog (IC-4F). The influence of the mol. structure on the photophys., electrochem. and photovoltaic properties was primarily studied. The results show that the fluorine-free BDDTTIC exhibits better solubility and higher LUMO energy levels (-3.81 eV) than the fluorinated BDDTTIC-4F. Moreover, the PM6:BDDTTIC based OSCs show better photovoltaic properties than the PM6:BDDTTIC-4F based OSCs by optimizing the polymer donor material, donor/acceptor ratio and 1-chloronaphthalene additive ratio. An increasing power conversion efficiency of 5.62% with a high open-circuit voltage of 0.95 V was obtained in the optimal PM6:BDDTTIC-based device, which is almost two times higher than that of the optimal PM6:BDDTTIC-4F-based device. This work provides a potential direction to further construct high-efficiency BDD-based SMAs. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0COA of Formula: C9H4I2OS2).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) 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. 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.COA of Formula: C9H4I2OS2

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

Catalytic asymmetric synthesis of the alkaloid (+)-myrtine was written by Pizzuti, Maria Gabriella;Minnaard, Adriaan J.;Feringa, Ben L.. And the article was included in Organic & Biomolecular Chemistry in 2008.Computed Properties of C4H8ClI This article mentions the following:

A new protocol for the asym. synthesis of trans-2,6-disubstituted-4-piperidones has been developed using a catalytic enantioselective conjugate addition reaction in combination with a diastereoselective lithiation-substitution sequence; an efficient synthesis of (+)-myrtine (I) has been achieved via this route. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Computed Properties of 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. 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.Computed Properties of C4H8ClI

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

Palladium-Catalyzed Pyrazole-Directed sp³ C-H Bond Arylation for the Synthesis of β-Phenethylamines was written by Gulia, Nurbey;Daugulis, Olafs. And the article was included in Angewandte Chemie, International Edition in 2017.Product Details of 5460-32-2 This article mentions the following:

We have developed a method for palladium-catalyzed, pyrazole-directed sp³ C-H bond arylation by aryl iodides. The reaction employs a Pd(OAc)₂ catalyst at 5-10 mol % loading and silver(I) oxide as a halide-removal agent, and it proceeds in acetic acid or acetic acid/hexafluoroisopropanol solvent. Ozonolysis of the pyrazole moiety affords pharmaceutically important β-phenethylamines. 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. 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.Product Details of 5460-32-2

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

Cope rearrangements in the benzo[b]thiophene series was written by Sura, Tushar P.;MacDowell, Denis W. H.. And the article was included in Journal of Organic Chemistry in 1993.Synthetic Route of C8H5IS This article mentions the following:

The inability to observe Cope rearrangement products at elevated temperatures for di-Et α-allyl-2-naphthalenemalonate and di-Et α-allyl-9-phenanthrenemalonate does not extend to analogous systems resulting from replacement of the aromatic units by 2- and 3-benzo[b]thiophene nuclei. Thermal rearrangement of di-Et α-allyl-3-benzo[b]thiophenemalonate at 215-255°C for 11 h gave the expected Cope rearrangement product di-Et 2-allyl-3-benzo[b]thiophenemalonate (8%) accompanied by trans- and cis-Et 2,3-dihydro-1-(ethoxycarbonyl)-1H-benzo[b]cyclopenta[d]thiopehen-2-acetate in 10% yield 5% yield, resp. The attempted structure verification of 2-allyl-3-benzo[b]thiophenemalonate by an independent route gave di-Et 2-(1-propenyl)-3-benzo[b]thiophenemalonate which when heated at 230-240°C for 18 h gave 1-carbethoxy-2-hydroxy-3-methyldibenzothiophene as a major product. Similar results were observed with 2-substituted analogs of di-Et α-allyl-3-benzo[b]thiophenemalonate, both di-Et 3-allyl-2-benzo[b]thiophenemalonate and Et 1,2-dihydro-3-(ethoxycarbonyl)-3H-benzo[b]cyclopenta[d]thiophene-2-acetate were formed. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Synthetic Route of C8H5IS).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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.Synthetic Route of C8H5IS

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

Silylation reactions on nanoporous gold via homolytic Si-H activation of silanes was written by Li, Hongbo;Guo, Huifang;Li, Zhiwen;Wu, Cai;Li, Jing;Zhao, Chunliang;Guo, Shuangxi;Ding, Yi;He, Wei;Li, Yadong. And the article was included in Chemical Science in 2018.Quality Control of N,N-Diethyl-4-iodobenzamide This article mentions the following:

Si-H bond activation is an important process implicated in many useful synthetic applications including silylation and transfer hydrogenation reactions. Herein, homolytic activation of Si-H bonds on the surface of nanoporous gold (NPG), forming hydrogen radicals and [Au]-[Si] intermediates is discovered. By virtue of this new reactivity, highly selective mono and sequential alcoholysis of dihydrosilane is achieved. In addition, the amphiphilic nature of the [Au]-[Si] intermediate allows for a new bis-silylation reaction of cyclic ethers. The present work showcased that the surface reactivity of nanocatalysts may provide exciting opportunity for new reaction discovery. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Quality Control of N,N-Diethyl-4-iodobenzamide).

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

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