Category: iodides-buliding-blocks

Synthesis of optically active homotryptophan and its oxygen and sulfur analogues was written by Goswami, Koushik;Paul, Sibasish;Bugde, Sandesh T.;Sinha, Surajit. And the article was included in Tetrahedron in 2012.Related Products of 36748-88-6 This article mentions the following:

L-Homotryptophan and its sulfur analog have been synthesized by Sonogashira coupling between 3-iodoheteroarenes and ethynyloxazolidine followed by reduction of triple bond and oxidation of alc. to acid. L-Homotryptophan and its oxygen analog have been synthesized from silylated internal alkyne using Larock’s heteroannulation as the key reaction. The alkynyloxazolidines were synthesized from L-serine and L-glutamic acid, resp. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Related Products of 36748-88-6).

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. 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 36748-88-6

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

Synthesis of potent and selective HDAC6 inhibitors led to unexpected opening of a quinazoline ring was written by Moi, Davide;Citarella, Andrea;Bonanni, Davide;Pinzi, Luca;Passarella, Daniele;Silvani, Alessandra;Giannini, Clelia;Rastelli, Giulio. And the article was included in RSC Advances in 2022.Category: iodides-buliding-blocks This article mentions the following:

Histone deacetylase (HDAC) inhibitors are highly involved in the regulation of many pharmacol. responses, which results in anti-inflammatory and anti-cancer effects. In the present work, chemoinformatic analyses were performed to obtain two potent and selective aminotriazoloquinazoline-based HDAC6 inhibitors. We unexpectedly obtained an aminotriazole from a water-driven ring opening of the triazoloquinazoline scaffold. Both compounds were evaluated as HDAC6 inhibitors, resulting in subnanomolar inhibitory activity and high selectivity with respect to class I HDAC1 and HDAC8. Importantly, the compounds were about 3- and 15-fold more potent compared to the reference compound trichostatin A. Addnl., the predicted binding modes were investigated with docking. Considering that the aminotriazole scaffold has never been embedded into the chem. structure of HDAC6 inhibitors, the present study suggests that both the aminotriazoloquinazoline and aminotriazole classes of compounds could be excellent starting points for further optimization of potential anticancer compounds, introducing such novel groups into a relevant and new area of investigation. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Category: iodides-buliding-blocks).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. 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.Category: iodides-buliding-blocks

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

Convenient access to bis-indole alkaloids. Application to the synthesis of topsentins was written by Mal, Sajal K.;Bohe, Luis;Achab, Said. And the article was included in Tetrahedron in 2008.Safety of 4,5-Diiodo-1H-imidazole This article mentions the following:

Topsentins and related bis-indole alkaloids, e.g. I, may be efficiently synthesized through an addition/oxidation sequence leading to 2-(3-indolylcarbonyl)-imidazole derivatives followed by a Pd-catalyzed heteroarylation with the appropriate 3-stannylindoles. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Safety of 4,5-Diiodo-1H-imidazole).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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.Safety of 4,5-Diiodo-1H-imidazole

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

Room temperature HFIP/Ag-promoted palladium-catalyzed C-H functionalization of benzothiazole with iodoarenes was written by Kori, Santosh;Bhujbal, Yuvraj;Vadagaonkar, Kamlesh;Kapdi, Anant R.;Kommyreddy, Saidurga Prasad;Gharpure, Santosh J.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Reference of 5460-32-2 This article mentions the following:

A versatile synthetic protocol involving the room temperature direct arylation of benzothiazoles I (R = H, Me, Cl, F) with a wide variety of iodoarenes R¹I (R¹ = C₆H₅, 4-ClC₆H₄, 2-naphthyl, etc.) under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented. A sequential HFIP-promoted selective iodination of arenes followed by Pd-catalyzed direct arylation of benzothiazoles I has also been disclosed. The utility of the developed protocol has been demonstrated by the synthesis of anti-tumor agents II, PMX-610 and CJM-126 (precursor). In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Reference of 5460-32-2).

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

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

Applicability aspects of transition metal-catalyzed aromatic amination protocols in medicinal chemistry was written by Tasler, Stefan;Mies, Jan;Lang, Martin. And the article was included in Advanced Synthesis & Catalysis in 2007.Product Details of 160938-18-1 This article mentions the following:

The application of palladium- and copper-catalyzed reactions for the aromatic amination of pharmacol. relevant scaffolds is investigated. The focus is set on the scope of several protocols for the introduction of amines of broad structural diversity, allowing for the synthesis of numerous derivatives of one biol. hit structure for screening in biol. assay systems. Thus, attaining optimized yields and TONs had not a major priority, most important were practical aspects, that is no further purification and drying of reagents and solvents had to be envisaged, ideally only a few transition metal-based protocols had to be applied for synthesizing structurally diverse compounds in sufficient amounts (several milligrams) for screening without any fine-tuning of conditions and catalytic systems. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Product Details of 160938-18-1).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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.Product Details of 160938-18-1

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

3-(2-Carboxyethyl)indole-2-carboxylic Acid Derivatives: Structural Requirements and Properties of Potent Agonists of the Orphan G Protein-Coupled Receptor GPR17 was written by Baqi, Younis;Pillaiyar, Thanigaimalai;Abdelrahman, Aliaa;Kaufmann, Olesja;Alshaibani, Samer;Rafehi, Muhammad;Ghasimi, Saman;Akkari, Rhalid;Ritter, Kirsten;Simon, Katharina;Spinrath, Andreas;Kostenis, Evi;Zhao, Qiang;Kose, Meryem;Namasivayam, Vigneshwaran;Muller, Christa E.. And the article was included in Journal of Medicinal Chemistry in 2018.Application of 660-49-1 This article mentions the following:

The orphan receptor GPR17 may be a novel drug target for inflammatory diseases. 3-(2-Carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid (MDL29,951, 1) was previously identified as a moderately potent GPR17 agonist. In the present study, we investigated the structure-activity relationships (SARs) of 1. Substitution of the indole 1-, 5-, or 7-position was detrimental. Only small substituents were tolerated in the 4-position while the 6-position accommodated large lipophilic residues. Among the most potent compounds were 3-(2-carboxyethyl)-1H-indole-2-carboxylic acid derivatives containing the following substituents: 6-phenoxy (26, PSB-1737, EC₅₀ 270 nM), 4-fluoro-6-bromo (33, PSB-18422, EC₅₀ 27.9 nM), 4-fluoro-6-iodo (35, PSB-18484, EC₅₀ 32.1 nM), and 4-chloro-6-hexyloxy (43, PSB-1767, EC₅₀ 67.0 nM). (3-(2-Carboxyethyl)-6-hexyloxy-1H-indole-2-carboxylic acid (39, PSB-17183, EC₅₀ 115 nM) behaved as a partial agonist. Selected potent compounds tested at human P2Y receptor subtypes showed high selectivity for GPR17. Docking into a homol. model of the human GPR17 and mol. dynamic simulation studies rationalized the observed SARs. In the experiment, the researchers used many compounds, for example, 3-Fluoro-5-iodoaniline (cas: 660-49-1Application of 660-49-1).

3-Fluoro-5-iodoaniline (cas: 660-49-1) 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. 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.Application of 660-49-1

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

First Asymmetric Total Synthesis of (+)-Sparteine was written by Smith, Brenton T.;Wendt, John A.;Aube, Jeffrey. And the article was included in Organic Letters in 2002.Recommanded Product: 10297-05-9 This article mentions the following:

The total synthesis of (+)-sparteine was accomplished from 2,5-norbornadione in 15 steps and 15.7% overall yield. The key steps were two ring-expansion reactions, one involving an intramol. Schmidt reaction and one using a novel variant of the photo-Beckmann rearrangement. 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. 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.Recommanded Product: 10297-05-9

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

Palladium-Catalyzed Intramolecular Heck/Aminocarbonylation of Alkene-Tethered Iodobenzenes with Nitro Compounds: Synthesis of Carbamoyl-Substituted Benzoheterocycles was written by Kang, Yun;Lu, Jin-Liang;Zhang, Zhi;Liang, Ying-Kang;Ma, Ai-Jun;Peng, Jin-Bao. And the article was included in Journal of Organic Chemistry.Application of 207115-22-8 This article mentions the following:

A palladium-catalyzed intramol. Heck/aminocarbonylation of alkene-tethered iodobenzenes 2-I-4-R-5-R¹-C₆H₂XCH₂C(CH₃)=CH₂ [R = H, F, Cl, Me, etc.; R¹ = H, Cl, OMe, C(O)OMe; X = O, NMe, NBn, NTs] with nitro compounds R²NO₂ (R² = Me, Ph, naphthalen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.) has been developed for the synthesis of carbamoyl substituted benzoheterocycles I. Using Mo(CO)₆ as a solid CO source, no external reductant or additives were needed in this procedure. Both nitroarenes and nitroalkanes were well tolerated. A range of carbamoyl-substituted dihydrobenzofurans I (X = O) and indolines I (X = NMe, NBn, NTs) were prepared in moderate to high yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application of 207115-22-8).

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application of 207115-22-8

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

Alumina-Supported Cu(II), A Versatile and Recyclable Catalyst for Regioselective Ring Opening of Aziridines and Epoxides and Subsequent Cyclization to Functionalized 1,4-Benzoxazines and 1,4-Benzodioxanes was written by Bhadra, Sukalyan;Adak, Laksmikanta;Samanta, Subhas;Maidul Islam, A. K. M.;Mukherjee, Manabendra;Ranu, Brindaban C.. And the article was included in Journal of Organic Chemistry in 2010.Reference of 207115-22-8 This article mentions the following:

An easily accessible catalyst, alumina-supported copper(II), efficiently catalyzes the ring opening of aziridines and epoxides followed by cyclization of the corresponding intermediate to produce a variety of functionalized 1,4-benzoxazines and 1,4-benzodioxanes, resp., in one pot without any ligand in high yields. The ring cleavages of aziridines and epoxides are highly regioselective. The catalyst is inexpensive, non-air-sensitive, environmentally friendly, and recyclable. The function of the catalyst and the reaction pathway are postulated. This protocol is successfully utilized for the formation of three carbon-heteroatom bonds, namely, C-O, C-N, and C-S, in one pot. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Reference of 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of 207115-22-8

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

Design and synthesis of phenethyl benzo[1,4]oxazine-3-ones as potent inhibitors of PI3Kinaseγ was written by Lanni, Thomas B.;Greene, Keri L.;Kolz, Christine N.;Para, Kimberly S.;Visnick, Melean;Mobley, James L.;Dudley, David T.;Baginski, Theodore J.;Liimatta, Marya B.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Application of 85356-68-9 This article mentions the following:

The Type 1 PI3-Kinases comprise a family of enzymes, which primarily phosphorylate PIP2 to give the second messenger PIP3, a key player in many intracellular signaling processes. Of the four type 1 PI3Ks, the γ-isoform, which is expressed almost exclusively in leukocytosis of particular interest with respect to its role in inflammatory diseases such as rheumatoid arthritis (RA) and chronic obstructive pulmonary disease (COPD). Investigation of a series of 4,6-disubstituted-4H-benzo[1,4]oxazin-3-ones, e.g., I, has led to the identification of single-digit nanomolar inhibitors of PI3Kγ, several of which had good cell based activity and were shown to be active in vivo in an aspectic peritonitis model of inflammatory cell migration. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Application of 85356-68-9).

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

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