Category: iodides-buliding-blocks

Design, synthesis and SAR of piperidyl-oxadiazoles as 11β-hydroxysteroid dehydrogenase 1 inhibitors was written by Xia, Guangxin;You, Xiaodi;Liu, Lin;Liu, Haiyan;Wang, Jianfa;Shi, Yufang;Li, Ping;Xiong, Bing;Liu, Xuejun;Shen, Jingkang. And the article was included in European Journal of Medicinal Chemistry in 2013.COA of Formula: C8H7IO2 This article mentions the following:

The potential roles of 11β-HSD1 inhibitors in metabolic syndrome, T2D and obesity were well established and currently several classes of 11β-HSD1 inhibitors have been developed as promising agents against metabolic diseases. To find potent compounds with good pharmacokinetics, the authors used the bioisosterism approach, and designed the compounds I (R = Ph, cyclohexyl) bearing a 1,2,4-oxadiazole ring to replace the amide group in compound II. Guided by docking study, they then transformed compound I (R = phenyl) into a potent lead compound III by changing the sulfonamide group to an amide. To elaborate this series of piperidyl-oxadiazole derivatives as human 11β-HSD1 inhibitors, they explored the structure-activity relationship of several parts of the lead compound Based on their potency toward human 11β-HSD1 two compounds IV (R¹ = 2-Me-3-Br-C₆H₃, cyclohexyl) were advanced to pharmacokinetic study. It was found that compounds IV are potent and selective human 11β-HSD1 inhibitors with better pharmacokinetic properties than those of the original piperidine-3-carboxamide compound II, and suitable for further in vivo preclin. study in primate model. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1COA of Formula: C8H7IO2).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) 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. 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: C8H7IO2

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

Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols was written by Liu, Mingyang;Zhang, Zhanrong;Liu, Huizhen;Wu, Tianbin;Han, Buxing. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Name: 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

Synthesis of aromatic halogen compounds Ar-X [Ar = 2-O₂NC₆H₄, 2-furyl, 2-thienyl, etc.; X = Cl, Br, I] were prepared using environmentally benign mol. oxygen as oxidant and Cu-based catalysts-mediated side-directed dehydroxyalkylative halogenation of aryl alcs. C(aryl)-C bonds of aryl alcs. were effectively cleaved and afforded the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcs. could served as both aromatic electrophilic and radical synthetic equivalent during the reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Name: 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Name: 4-Chloro-2-iodo-1-nitrobenzene

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

Dendritic Zirconium-Peroxotungstosilicate Hybrids: Synthesis, Characterization, and Use as Recoverable and Reusable Sulfide Oxidation Catalysts was written by Jahier, Claire;Mal, Sib Sankar;Kortz, Ulrich;Nlate, Sylvain. And the article was included in European Journal of Inorganic Chemistry in 2010.Name: 1-Chloro-4-iodobutane This article mentions the following:

Dendrimer-containing polyoxometalates (DENDRIPOMs) were synthesized by coupling zirconium-peroxotungstosilicate [Zr₂(O₂)₂(SiW₁₁O₃₉)₂]^12- with ammonium dendrons by electrostatic bonding. These DENDRIPOMs were successfully characterized by standard physicochem. techniques (e.g. IR and NMR spectroscopy and MS), and they represent the 1st examples of dendritic POMs based on zirconium-substituted polytungstates. The data obtained are consistent with structures in which the anionic POM is surrounded by cationic ammonium dendrons. In contrast to the potassium salt of [Zr₂(O₂)₂(SiW₁₁O₃₉)₂]^12-, the dendritic counterparts are soluble in common organic solvents, an important feature for the use of DENDRIPOMs in homogeneous catalysis. The authors’ DENDRIPOMs are stable, efficient, recoverable, and reusable catalysts for the oxidation of sulfides in aqueous/CDCl₃ biphasic media, with hydrogen peroxide as the oxidant, in contrast to their nondendritic Bu ammonium counterpart. Two cycles of catalytic reactions were performed without any appreciable loss of activity. Also the reaction kinetics and selectivity of the DENDRIPOMs are influenced by the structure of the countercation used. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Name: 1-Chloro-4-iodobutane).

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. 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.Name: 1-Chloro-4-iodobutane

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

Ortholithiation of unprotected benzoic acids: application for novel 2-chloro-6-substituted benzoic acid syntheses was written by Gohier, Frederic;Castanet, Anne-Sophie;Mortier, Jacques. And the article was included in Synthetic Communications in 2005.Formula: C7H4ClIO2 This article mentions the following:

2-Chloro-6-substituted benzoic acids were prepared by the tandem metalation sequence from 2-chlorobenzoic acid with the 1:1 complex sec-butyllithium/TMEDA in THF at -78°C followed by quenching with electrophiles. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Formula: C7H4ClIO2).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) 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.Formula: C7H4ClIO2

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

2-[(Neopentyl glycolato)boryl]phenyl Triflates and Halides for Fluoride Ion-Mediated Generation of Functionalized Benzynes was written by Ikawa, Takashi;Yamamoto, Rika;Takagi, Akira;Ito, Toyohiro;Shimizu, Kazunori;Goto, Masahiko;Hamashima, Yoshitaka;Akai, Shuji. And the article was included in Advanced Synthesis & Catalysis in 2015.HPLC of Formula: 207115-22-8 This article mentions the following:

2-[(Neopentyl glycolato)boryl]phenyl trifluoromethanesulfonates (triflates) and halides were developed as new benzyne precursors, which generated benzynes at 120° in the presence of a fluoride ion. There were two major features of these types of precursors. First, they generated benzynes bearing various reactive functional groups, such as carbonyl, cyano, bromo, and primary amino groups. Second, these precursors were directly synthesized through either the palladium-catalyzed Miyaura borylation of 2-iodophenol derivatives or ortho-selective iodination of the corresponding boronic acids as key steps without using any protecting groups. The in-situ-generated benzynes underwent [4+2], (3+2) and [2+2] cycloadditions to give the benzo-fused multicyclic compounds while maintaining such functional groups. In particular, 4-aminobenzyne was generated for the first time and underwent the Diels-Alder reaction with the free primary amino group remaining intact. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8HPLC of Formula: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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.HPLC of Formula: 207115-22-8

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

A BEt₃-Base Catalyst for Amide Reduction with Silane was written by Yao, Wubing;Fang, Huaquan;He, Qiaoxing;Peng, Dongjie;Liu, Guixia;Huang, Zheng. And the article was included in Journal of Organic Chemistry in 2019.Application In Synthesis of N,N-Diethyl-4-iodobenzamide This article mentions the following:

Reported herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions. In addition, the selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved by using a proper combination of BEt₃ and base. The scope of these BEt₃-base-catalyzed amide hydrosilylation reactions has been explored in depth. Preliminary results of mechanistic studies suggest a modified Piers’ silane Si-H···B activation mode wherein the hydride abstraction by BEt₃ is promoted by the coordination of an alkoxide or hydroxide anion to the Si center. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Application In Synthesis of N,N-Diethyl-4-iodobenzamide).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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.Application In Synthesis of N,N-Diethyl-4-iodobenzamide

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

New arenediethynylgold(I) complexes. Crystal structures of [Ph₃PAuCC(phenylendiyl-1,3)CCAuPPh₃] and [Ph₃PAuCC(mesitylendiyl-1,3)CCAuPPh₃] was written by Vicente, Jose;Chicote, Maria Teresa;Alvarez-Falcon, Miguel M.;Abrisqueta, Maria-Dolores;Hernandez, Francisco J.;Jones, Peter G.. And the article was included in Inorganica Chimica Acta in 2003.Computed Properties of C10H12I2 This article mentions the following:

Reaction the dialkynes HCC(Ar)CCH [Ar = 1,3-C₆H₄ (mphen), 1,3-(C₆HMe₃-2,4,6) (mes), 1,4-(C₆Me₄-2,3,5,6) (dur)] with [AuClL] (L = Me₂S or tetrahydrothiophene) in the presence of an excess of Et₃N gave polymeric complexes [AuCC(Ar)CCAu]_n [Ar = mphen (1), mes (2) dur (3)]. Complexes 1–3 add two equiv of phosphine or isocyanide ligands (L¹), affording [L¹AuCC(Ar)CCAuL¹] [Ar = mes, L¹ = ^tBuNC (4), XyNC, Xy = 2,6-Me₂C₆H₃, (5); Ar = dur, L¹ = PPh₃ (6), ^tBuNC (7)]. The complex [(^tBuNC)AuCC(mphen)CCAu(CN^tBu)] (8) was prepared by reaction of the 1,3-diethynylbenzene with 2 equiv of [AuCl(CN^tBu)] in the presence of NEt₃. Reaction of diethynylarenes with 2 equiv of [Au(acac)PPh₃] gave complexes [Ph₃PAuCC(Ar)CCAuPPh₃] [Ar = mphen (9), mes (10)]. The carbene complex [[(^tBuNH)(Et₂N)C:]AuCC(mes)CCAu[:C(NH^tBu)(NEt₂)]] (11) was obtained by reaction of 4 with diethylamine. The crystal structures of complexes 9 and 10 were determined by x-ray diffraction. In both cases one of the gold atoms is in an essentially linear environment [CAuP: 176.95(14) (9), 177.19(8)° (10)] while the other CAuP bond angle is appreciably bent [170.07(11) (9), 171.22(8)° (10)]. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Computed Properties of C10H12I2).

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C10H12I2

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

A highly sensitive and selective two-photon fluorescent probe for real-time sensing of cytochrome P450 1A1 in living systems was written by Ning, Jing;Tian, Zhenhao;Wang, Bo;Ge, Guangbo;An, Yue;Hou, Jie;Wang, Chao;Zhao, Xinyu;Li, Yannan;Tian, Xiangge;Yu, Zhenlong;Huo, Xiaokui;Sun, Chengpeng;Feng, Lei;Cui, Jingnan;Ma, Xiaochi. And the article was included in Materials Chemistry Frontiers in 2018.Recommanded Product: 10297-05-9 This article mentions the following:

Cytochrome P 450 1A1 (CYP1A1), a heme-containing monooxygenase, is of particular importance for human health because of its vital role in the metabolic activation of pro-carcinogenic compounds to their ultimate carcinogens. However, CYP1A1 protein levels are extraordinarily low in normal and cancer tissues. Thus, a practical method for ultra-sensitive and real-time monitoring of CYP1A1 activity in complex biol. systems is highly sought after. In the present study, we developed a highly specific and sensitive two-photon fluorescent probe for monitoring CYP1A1 activity on the basis of the substrate preferences of this key enzyme. A panel of O-alkylated derivatives was designed and synthesized using HBN as the basic fluorophore. After screening and optimization, the derivative iPrBN was selected for further study as it displayed excellent specificity, high sensitivity and fast turn-on response to CYP1A1 relative to other human CYP isoforms. The detection limit of iPrBN for CYP1A1 was 0.036 nM, suggesting that it would be sensitive and versatile enough to detect endogenous CYP1A1 activity. Indeed, we successfully applied iPrBN to the real-time monitoring of CYP1A1 activity in human cancer cell lines and performed high-throughput screening of CYP1A1 modulators. iPrBN was also applied for the first time to the two-photon imaging of intracellular CYP1A1 in living cancer tissues and zebrafish, and our results showed that iPrBN exhibited high imaging resolution and fast response towards CYP1A1. These findings suggest that this probe is capable of accurately sensing CYP1A1 activity in complex biol. systems, which will facilitate further investigations of CYP1A1-associated physiol. and pathol. processes. 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. 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.Recommanded Product: 10297-05-9

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

Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange was written by Boehm, Philip;Martini, Tristano;Lee, Yong Ho;Cacherat, Bastien;Morandi, Bill. And the article was included in Angewandte Chemie, International Edition in 2021.Product Details of 5460-32-2 This article mentions the following:

An efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt is reported. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic anal. suggest a unique mechanism involving C-P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution. 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Product Details of 5460-32-2

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

Selective functionalization of imidazoles via an iodine-copper exchange reaction was written by Yang, Xiaoyin;Knochel, Paul. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2006.SDS of cas: 15813-09-9 This article mentions the following:

The reaction of protected 4,5-diiodoimidazoles with (PhMe₂CCH₂)₂CuLi regioselectively provides 5-cuprated imidazoles, which readily react with various electrophiles furnishing functionalized imidazoles in good yields; remarkably, these resulting mono-iodoimidazoles undergo a second iodine-copper exchange reaction in the presence of sensitive functional groups, such as aldehyde or ketone. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9SDS of cas: 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.SDS of cas: 15813-09-9

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