Month: January 2023

Studies on antitumor agents. Synthesis of derivatives of retinoic acid was written by Xu, Shiping;Guo, Zongru;Yuan, Zhanliang;Li, Lanmin;Huang, Liang. And the article was included in Yaoxue Xuebao in 1981.Synthetic Route of C7H6INO2 This article mentions the following:

Twenty-seven anti-tumor (no data) retinoic acid amides or esters were prepared by amidation or esterification of retinoic acid (I) with amines, e.g., o-, m– or p-H₂NC₆H₄O₂R (R = H, Et) or hydroxy compounds e.g., o-, p-HOC₆H₄R¹ [R¹ = CO₂Et, CHO, CH(OEt)₂], etc., resp. N-[p-(Ethoxycarbonyl)phenyl]retinoamide was the most active and had very low toxicity in mice (no data in original). In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Synthetic Route of C7H6INO2).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) 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. 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.Synthetic Route of C7H6INO2

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

Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed Umpolung 1,4-Addition of Aryl Iodides to Enals was written by Yang, Wenjun;Ling, Bo;Hu, Bowen;Yin, Haolin;Mao, Jianyou;Walsh, Patrick J.. And the article was included in Angewandte Chemie, International Edition in 2020.Safety of 3-Iodobenzo[b]thiophene This article mentions the following:

An umpolung 1,4-addition of aryl iodides to enals promoted by cooperative (terpy)Pd/NHC catalysis was developed that generates various bioactive β,β-diaryl propanoate derivatives This system is not only the first reported palladium-catalyzed arylation of NHC-bound homoenolates but also expands the scope of NHC-induced umpolung transformations. A diverse array of functional groups such as esters, nitriles, alcs., and heterocycles are tolerated under the mild conditions. This method also circumvents the use of moisture-sensitive organometallic reagents. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Safety of 3-Iodobenzo[b]thiophene).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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 3-Iodobenzo[b]thiophene

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

Palladium-NHC catalyzed formation of cyclopenta[b]benzofurans and their subsequent modification was written by Demerzhan, Silviya;Gilbertson, Scott R.. And the article was included in Tetrahedron Letters in 2015.Application of 207115-22-8 This article mentions the following:

A palladium NHC complex is used to catalyze the addition of ortho iodophenols to diazabicyclic alkenes. The product cyclopenta[b]benzofurans are then derivatized by the Suzuki reaction, and reduction of the N-N bond and followed by conversion of the amines into amides. 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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 207115-22-8

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

Design, synthesis and evaluation of novel heterodimers of donepezil and huperzine fragments as acetylcholinesterase inhibitors was written by Hu, Yueqing;Zhang, Jun;Chandrashankra, Oormila;Ip, Fanny C. F.;Ip, Nancy Y.. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Reference of 10297-05-9 This article mentions the following:

Four series of novel heterodimers comprised of donepezil and huperzine A (HupA) fragments were designed, synthesized, and evaluated in search of potent acetylcholinesterase (AChE) inhibitors as potential therapeutic treatment for Alzheimer’s disease. Heterodimers comprised of dimethoxyindanone (from donepezil), hupyridone (from HupA), and connected with a multimethylene linker, were identified as potent and selective inhibitors of AChE. Diastereomeric heterodimers (RS,S)-17b (with a tetramethylene linker) exhibited the highest potency of inhibition towards AChE with an IC₅₀ value of 9 nM and no detectable inhibitory effect on butyrylcholinesterase at 1 mM. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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.Reference of 10297-05-9

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

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents was written by Li, Diyuan;Ma, Tsz-Kan;Scott, Reuben J.;Wilden, Jonathan D.. And the article was included in Chemical Science in 2020.SDS of cas: 10297-05-9 This article mentions the following:

An electrochem. ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermol. ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promoter (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C-C bond forming processes. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9SDS of cas: 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.SDS of cas: 10297-05-9

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

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

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

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

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