Category: iodides-buliding-blocks

N-Succinimidyl 5-(trialkylstannyl)-3-pyridinecarboxylates: a new class of reagents for protein radioiodination was written by Garg, Sudha;Garg, Pradeep K.;Zalutsky, Michael R.. And the article was included in Bioconjugate Chemistry in 1991.Electric Literature of C6H4INO2 This article mentions the following:

N-Succinimidyl 5-(trialkylstannyl)-3-pyridinecarboxylates (alkyl = Me, Bu) have been prepared and used as a precursor to label N-succinimidyl 5-[¹³¹I]iodo-3-pyridinecarboxylate (SIPC). SIPC was obtained in >80% yield from either the Me or Bu precursor with N-chlorosuccinimide and heating at 60-65°. Significantly lower yields were observed with tert-Bu hydroperoxide. After a 30-min incubation with [¹³¹I]SIPC at pH 8.5, goat IgG, an intact monoclonal antibody (MAb), and a MAb F(ab’)₂ fragment were labeled in 60-65% yield. Specific binding of the MAb and MAb fragment after SIPC labeling was identical with that observed with N-succinimidyl 3-iodobenzoate and higher than that reproted previously for these MAbs after labeling by using the Iodogen method. When 5-[¹³¹I]iodonicotinic acid was injected into normal mice, thyroid uptake was <0.2% of the injected dose, reflecting the inertness of this compound to deiodination. Paired-label biodistribution studies indicate that for both the MAb and the F(ab’)₂ labeled by using SIPC, accumulation of activity in the thyroid and other tissues is comparable to that observed when these proteins were labeled by using N-succinimidyl 3-iodobenzoate. The results of this study suggest that SIPC may be a reagent for labeling MAbs with halogen nuclides. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Electric Literature of C6H4INO2).

5-Iodonicotinic acid (cas: 15366-65-1) 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.Electric Literature of C6H4INO2

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

Discovery of 7H-pyrrolo[2,3-d]pyrimidine derivatives as selective covalent irreversible inhibitors of interleukin-2-inducible T-cell kinase (Itk) was written by Tang, Guanghui;Liu, Lihong;Wang, Xueying;Pan, Zhengying. And the article was included in European Journal of Medicinal Chemistry in 2019.Application In Synthesis of 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine This article mentions the following:

Interleukin-2-inducible T-cell kinase (Itk) plays an important role in multiple signal transduction pathways in T and mast cells, and is a potential drug target for treating inflammatory diseases, autoimmune diseases, and T cell leukemia/lymphoma. Herein, we describe the discovery of a series of covalent Itk inhibitors based on the 7H-pyrrolo[2,3-d]pyrimidine scaffold. Placing an appropriate substitution group at a hydration site of the ATP binding pocket of Itk and using a saturated heterocyclic ring as a linker to the reactive group were crucial for selectivity. The optimized compound 9 showed potent activity against Itk, excellent selectivity for Itk over Btk and other structurally related kinases, inhibition of phospholipase C-γ1 (PLC-γ1) phosphorylation in cells, and anti-proliferative effects against multiple T leukemia/lymphoma cell lines. Compound 9 can serve as a valuable compound for further determination of functions of Itk. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1Application In Synthesis of 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine).

2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1) 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.Application In Synthesis of 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

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

The additivity of substituent effects upon J(FF) in polysubstituted fluorobenzenes: an update was written by Wray, Victor;Lincoln, David N.. And the article was included in Organic Magnetic Resonance in 1977.SDS of cas: 64248-57-3 This article mentions the following:

Substituent constants nJFF values (n = 2-5) and calculated unperturbed couplings are reported for 1,2,3-, 1,2,4-, 1,3,2-, 1,3,4-, 1,3,5-, and 1,4,2-F2RC6H3 (R = NH2, OH, F, Cl, Br, I, CF3, CN, NO2). Substituent effects on 3JFF values are additive. A previous anal. (Abraham, R. J.; MacDonald, D. B.; Pepper, E. S., 1968) of 4JFF and 5JFF is updated. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3SDS of cas: 64248-57-3).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) belongs to iodide derivatives. 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.SDS of cas: 64248-57-3

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

5-HT₇ receptor modulators: Amino groups attached to biphenyl scaffold determine functional activity was written by Kim, Youngjae;Park, Hyeri;Lee, Jeongeun;Tae, Jinsung;Kim, Hak Joong;Min, Sun-Joon;Rhim, Hyewhon;Choo, Hyunah. And the article was included in European Journal of Medicinal Chemistry in 2016.Product Details of 2314-37-6 This article mentions the following:

A novel scaffold for 5-HT₇R modulators, a series of biphenyl-3-yl-methanamine derivatives with various amino groups I (R¹ = H, Cl, Me, OMe; NR²R³ = 4-(2-methoxyphenyl)piperazine, 4-methyl-piperidine, NMe₂, NMe), II (NR²R³ = 4-(2-methoxyphenyl)piperazine, 4-methyl-piperidine, NMe₂, NMe) were designed and prepared Evaluation of functional activities as well as binding affinities of the title compounds identified partial agonists (EC₅₀ = 0.55-3.2 μM) and full antagonists (IC₅₀ = 5.57-23.1 μM) depending on the amino substituents. Mol. docking study suggested that the ligand-based switch in functional activity from agonist to antagonist results from the size of the amino groups and thereby different binding modes to 5-HT₇R. In particular, interaction of the ligand with Arg367 of 5-HT₇R is shown to differentiate agonists and antagonists. In the pharmacophore model study, two distinct pharmacophore models can tell whether a ligand is an agonist or an antagonist. Taken together, this study provides valuable information for designing novel compounds with selective agonistic or antagonistic properties against 5-HT₇R. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Product Details of 2314-37-6).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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.Product Details of 2314-37-6

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

Cooperative dual palladium/silver catalyst for direct difluoromethylation of aryl bromides and iodides was written by Gu, Yang;Leng, Xuebing;Shen, Qilong. And the article was included in Nature Communications in 2014.Synthetic Route of C11H14INO This article mentions the following:

A cooperative dual palladium/silver catalyst system for direct difluoromethylation of aryl bromides and iodides under mild conditions is reported. The system is developed by initial preparation of the putative intermediates in the dual-catalytic cycles, followed by studying the elemental steps to demonstrate the viability of the proposed cooperative catalytic cycle. The reaction is compatible with a variety of functional groups such as ester, amide, protected phenoxide, protected ketone, cyclopropyl, bromide, and heteroaryl subunits such as pyrrole, benzothiazole, carbazole or pyridine. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Synthetic Route of C11H14INO).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Synthetic Route of C11H14INO

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

Biomimetic Iodofunctionalization of Aromatic and Heteroaromatic Compounds Catalyzed by Selenium Tetrachloride was written by Rocha, Beatriz C. O.;Perecim, Givago P.;Raminelli, Cristiano. And the article was included in SynOpen in 2019.SDS of cas: 207115-22-8 This article mentions the following:

A biomimetic iodofunctionalization of aromatic and heteroaromatic compounds was developed using NaI as a source of iodine and 30% H₂O₂ as a mild oxidant, as well as SeCl₄ as a com. available catalyst in water without a co-solvent. The method afforded iodinated compounds, e.g., I in isolated yields of 37-99%. The catalytic system has potential for the bromination of aromatic substrates. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8SDS of cas: 207115-22-8).

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

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

Pore Surface Engineering with Controlled Loadings of Functional Groups via Click Chemistry in Highly Stable Metal-Organic Frameworks was written by Jiang, Hai-Long;Feng, Dawei;Liu, Tian-Fu;Li, Jian-Rong;Zhou, Hong-Cai. And the article was included in Journal of the American Chemical Society in 2012.Formula: C10H12I2 This article mentions the following:

Reactions of ZrCl₄ and single or mixed linear dicarboxylic acids bearing Me or azide groups lead to highly stable isoreticular metal-organic frameworks (MOFs) with content-tunable, accessible, reactive azide groups inside the large pores. These Zr-based MOFs offer an ideal platform for pore surface engineering by anchoring various functional groups with controlled loadings onto the pore walls via the click reaction, endowing the MOFs with tailor-made interfaces. Significantly, the framework and crystallinity of the functionalized MOFs are well-retained, and the engineered pore surfaces are readily accessible, thus providing more opportunities for powerful and broad applications of MOFs. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Formula: C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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.Formula: C10H12I2

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

Charge-Localized p-Phenylenedihydrazine Radical Cations: ESR and Optical Studies of Intramolecular Electron Transfer Rates was written by Nelsen, Stephen F.;Ismagilov, Rustem F.;Powell, Douglas R.. And the article was included in Journal of the American Chemical Society in 1997.Formula: C10H12I2 This article mentions the following:

1,4-Bis(2-tert-butyl-2,3-diazabicyclo[2.2.2]oct-3-yl)benzene-1,4-diyl its 2,5-di-Me and 2,3,5,6-tetra-Me derivatives [ I; R,R¹,R²,R³ given: H,H,H,H (II);Me,H,Me,H (III); Me,Me,Me,Me(IV)], their radical cations, and bis-radical dications are studied. Crystal structures including those of II⁺BPh₄^–, III²⁺(BPh₄^–)₂, IV⁺BPh₄^–, and IV²⁺(BPh₄^–)₂ establish that ring methylation causes more N-lone pair, aryl π twist without changing the N_Ar,N_Ar distance significantly and that both II⁺ and IV⁺ have the charge localized in one hydrazine unit. NMR measurements show that III⁺ has about 6% of its spin at the four aryl CH and CMe carbons, while IV⁺ has about 1.5% of its spin at the four CMe carbons. The average distance between the unpaired electrons of III²⁺ and IV²⁺ was obtained from the dipolar splittings of their thermally excited triplet states and, as expected, is significantly smaller for III²⁺ (5.25 Å) than for IV²⁺ (5.63 Å). Rate constants for electron transfer between the hydrazine units of III⁺ and IV⁺ in CH₂Cl₂ and CH₃CN were determined by dynamic ESR. The intervalence radical cations show charge transfer bands corresponding to vertical electron transfer between the ground state and highly vibrationally excited electron-shifted material, allowing calculation of the parameters controlling electron transfer. Electron transfer parameters obtained from the CT bands using adiabatic energy surfaces which approx. the CT band shapes observed produce rate constants within exptl. error of those extrapolated to room temperature from the ESR data for both III⁺ and IV⁺ in both solvents, without using tunneling corrections. The effects of mixing of the electronic wave functions of the reduced and oxidized hydrazine units of II⁺ on d_NN, the C(t-Bu)N,NA(Ar) twist angle, and the aryl nitrogen lone pair, aryl π twist angle which are observed by X-ray are close to those predicted from the position of the min. on the ET coordinate X of the adiabatic energy surface calculated from the CT band. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Formula: C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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.Formula: C10H12I2

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

Small Molecule Macroarray Construction via Palladium-Mediated Carbon-Carbon Bond-Forming Reactions: Highly Efficient Synthesis and Screening of Stilbene Arrays was written by Frei, Reto;Blackwell, Helen E.. And the article was included in Chemistry – A European Journal in 2010.Recommanded Product: 452-82-4 This article mentions the following:

The application of palladium-mediated Heck reactions to the efficient construction of a 100-member stilbene macroarray on planar cellulose support was discussed. The stilbene library was evaluated in a bacterial quorum sensing (QS) assay and indicated several new inhibitors of a QS receptor in the Gram-neg. bacterium Vibrio fischeri. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Recommanded Product: 452-82-4).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) 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.Recommanded Product: 452-82-4

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

Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon was written by Jeong, Siyeon;Kim, Eunmin;Kim, Minkyu;Hwang, Ye Ji;Padhi, Birakishore;Choi, Jonghoon;Lee, Yunho;Joo, Jung Min. And the article was included in Organic Letters in 2020.HPLC of Formula: 34091-51-5 This article mentions the following:

Pd-catalyzed multicomponent coupling reactions of five-membered heteroaryl halides and norbornadiene (NBD) were developed. Either direct addition of (benzo)azoles or 2:1 annulation was achieved depending on the propensity of the intermediate complex to undergo palladacycle formation, determined by the nature and substitution pattern of the heteroarene. The obtained exo- and cis-diheteroaryl norbornenes underwent epimerization and retro-Diels-Alder reactions to afford the corresponding trans-isomers and π-extended heteroaromatic systems, resp., demonstrating the versatility of NBD as an acetylene synthon. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5HPLC of Formula: 34091-51-5).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. 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.HPLC of Formula: 34091-51-5

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