Month: January 2023

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

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

A Versatile Chemoenzymatic Synthesis for the Discovery of Potent Cryptophycin Analogs was written by Schmidt, Jennifer J.;Khatri, Yogan;Brody, Scott I.;Zhu, Catherine;Pietraszkiewicz, Halina;Valeriote, Frederick A.;Sherman, David H.. And the article was included in ACS Chemical Biology in 2020.Formula: C4H5IN2 This article mentions the following:

The cryptophycins are a family of macrocyclic depsipeptide natural products that display exceptionally potent antiproliferative activity against drug-resistant cancers. Unique challenges facing the synthesis and derivatization of this complex group of mols. motivated us to investigate a chemoenzymic synthesis designed to access new analogs for biol. evaluation. The cryptophycin thioesterase (CrpTE) and the cryptophycin epoxidase (CrpE) are a versatile set of enzymes that catalyze macrocyclization and epoxidation of over 20 natural cryptophycin metabolites. Thus, we envisioned a drug development strategy involving their use as standalone biocatalysts for production of unnatural derivatives Herein, we developed a scalable synthesis of 12 new unit A-B-C-D linear chain elongation intermediates containing heterocyclic aromatic groups as alternatives to the native unit A benzyl group. N-Acetyl cysteamine activated forms of each intermediate were assessed for conversion to macrocyclic products using wild type CrpTE, which demonstrated the exceptional flexibility of this enzyme. Semipreparative scale reactions were conducted for isolation and structural characterization of new cryptophycins. Each was then evaluated as a substrate for CrpE P 450 and its ability to generate the epoxidized products from these substrates that possess altered electronics at the unit A styrenyl double bond position. Finally, biol. evaluation of the new cryptophycins revealed a des-β-epoxy analog with low picomolar potency, previously limited to cryptophycins bearing epoxide functionality. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Formula: C4H5IN2).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Formula: C4H5IN2

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

Polyfunctionalization of imidazole via sequential imidazolyl anion formation was written by Carver, David S.;Lindell, Stephen D.;Saville-Stones, Elizabeth A.. And the article was included in Tetrahedron in 1997.Product Details of 15813-09-9 This article mentions the following:

A method for achieving the sequential functionalization of the imidazole ring in the order C-5→C-4→C-2 is described. The chem. proceeds via the regioselective formation of positionally stable imidazolyl anions which react with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

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

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

The First Regioselective Hydroformylation of Acetylenic Thiophenes Catalyzed by a Zwitterionic Rhodium Complex and Triphenyl Phosphite was written by Van den Hoven, Bernard G.;Alper, Howard. And the article was included in Journal of Organic Chemistry in 1999.Related Products of 36748-88-6 This article mentions the following:

The hydroformylation of acetylenic thiophenes is readily accomplished by using the zwitterionic rhodium catalyst (η⁶-C₆H₅BPh₃)^–Rh⁺(1,5-COD) and tri-Ph phosphite in the presence of CO and H₂. This catalytic system affords, as the major product, the α,β-unsaturated aldehyde with the aldehyde and thiophene attached to the same olefin carbon atom. Assistance of sulfur from the heterocycle provides excellent regioselectivity and yields when the acetylenic unit is a propargyl ether or ester, phenylacetylene, or an enyne. 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. 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.Related Products of 36748-88-6

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

Empowering Transition-Metal-Free Cascade Protocol for the Green Synthesis of Biaryls and Alkynes was written by Walia, Preet Kamal;Kumar, Manoj;Bhalla, Vandana. And the article was included in ACS Omega in 2018.Application of 5460-32-2 This article mentions the following:

The work being presented in this manuscript demonstrates the simple and efficient ‘transition-metal-free’ and ‘light-mediated’ synthetic protocol for the synthesis of aryl iodides/biaryls/alkynes from aryl bromides. Under UV irradiation and in basic aqueous media, aryl bromides undergo transformation into aryl iodides which efficiently couple via a cascade reaction with a wide range of terminal alkynes/unactivated arenes to generate target mols. under green conditions. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application of 5460-32-2).

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

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

Imidazopyridine-Based Fatty Acid Synthase Inhibitors That Show Anti-HCV Activity and in Vivo Target Modulation was written by Oslob, Johan D.;Johnson, Russell J.;Cai, Haiying;Feng, Shirley Q.;Hu, Lily;Kosaka, Yuko;Lai, Julie;Sivaraja, Mohanram;Tep, Samnang;Yang, Hanbiao;Zaharia, Cristiana A.;Evanchik, Marc J.;McDowell, Robert S.. And the article was included in ACS Medicinal Chemistry Letters in 2013.Formula: C8H7IO2 This article mentions the following:

Potent imidazopyridine-based inhibitors of fatty acid synthase (FASN) are described. The compounds are shown to have antiviral (HCV replicon) activities that track with their biochem. activities. The most potent analog (compound 19) also inhibits rat FASN and inhibits de novo palmitate synthesis in vitro (cell-based) as well as in vivo. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Formula: C8H7IO2).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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: C8H7IO2

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

Synthesis of 8-(3″-formyl-6″-methoxyphenyl)-5,7,4′-trimethoxyflavone was written by Khan, Hamid A.;Ahmad, Faizan;Rahman, W.. And the article was included in Indian Journal of Chemistry in 1978.Formula: C8H7IO2 This article mentions the following:

The iodoflavone I and 3,4-I(MeO)C₆H₃CHO were coupled by heating at 230-5° for 45 min in the presence of activated Cu to give 34% (formylphenyl)flavone II and a trace of biflavone III. III was the main product when DMF was the solvent for the coupling reaction. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Formula: C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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.Formula: C8H7IO2

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

Polyiodoimidazoles and their nitration products was written by Katritzky, A. R.;Cundy, D. J.;Chen, J.. And the article was included in Journal of Energetic Materials in 1993.Electric Literature of C3H2I2N2 This article mentions the following:

The preparations of 4,5-diiodoimidazole and 2,4,5-triiodoimidazole from imidazole were reinvestigated and convenient procedures with excellent yields described. 2,4,5-Triiodoimidazole can be selectively converted to 2,4(5)-dinitro-5(4)-iodoimidazole and 2,4,5-trinitroimidazole by nitrolysis. 2,4(5)-Dinitroimidazole was converted by nitration into 2,4,5-trinitroimidazole and isolated as the imidazolium and potassium salts in 38% and 15% yields resp. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Electric Literature of C3H2I2N2).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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.Electric Literature of C3H2I2N2

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

Late-stage functionalization of peptides and cyclopeptides using organozinc reagents was written by Leroux, Marcel;Vorherr, Thomas;Lewis, Ian;Schaefer, Michael;Koch, Guido;Karaghiosoff, Konstantin;Knochel, Paul. And the article was included in Angewandte Chemie, International Edition in 2019.Synthetic Route of C4H8ClI This article mentions the following:

We report a new late-stage functionalization of small peptides and cyclopeptides relying on the Negishi cross-coupling of readily prepared iodotyrosine- or iodophenylalanine-containing peptides with aryl-, heteroaryl-, and alkylzinc pivalates or halides. In silico and in vitro determinations of membrane permeability parameters of the modified cyclopeptides showed that in most cases, the solubility was improved by the introduction of polar pyridyl units while the cell-membrane permeability was maintained. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Synthetic Route of C4H8ClI).

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. 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.Synthetic Route of C4H8ClI

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