33527-94-5

Usage

Uses

Used in Pharmaceutical Synthesis:
4-IODOPHENYLACETATE is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and reactivity make it a valuable component in the creation of new drugs and therapeutic agents.
Used in Organic Chemistry:
In the field of organic chemistry, 4-IODOPHENYLACETATE is used as a precursor for the preparation of esters, amides, and other organic compounds. Its ability to participate in a range of chemical reactions contributes to the synthesis of complex organic molecules.
Used in Drug Development:
4-IODOPHENYLACETATE is utilized as a key building block in drug development, where its potential pharmacological properties are being studied. Its role in the synthesis of biologically active molecules highlights its importance in the discovery and design of new therapeutic agents.
Used in Research and Development:
In research and development settings, 4-IODOPHENYLACETATE is employed to explore its reactivity and structural properties, which can lead to advancements in organic synthesis methods and the creation of novel chemical entities with potential applications in various industries.

InChI:InChI=1/C8H7IO2/c1-6(10)11-8-4-2-7(9)3-5-8/h2-5H,1H3

Upstream product

• 540-38-5 p-Iodophenol 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 122-79-2 Phenyl acetate 
• 116568-30-0 acetic acid-(4-dichloroiodanyl-phenyl ester) 
• 64-19-7 acetic acid 
• 13329-40-3 4-Iodoacetophenone 
• 591-50-4 iodobenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 123-30-8 4-amino-phenol 
• 17881-56-0 1-iodo-4-(trimethylsilyl)benzene 
• 13132-25-7 4-(trimethylsilyl)phenol 
• 506-96-7 Acetyl bromide 
• 134856-56-7 C₁₂H₁₇N₃O₂ 

Downstream Products

• 110396-59-3 Acetic acid 4-(1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-yl)-phenyl ester 
• 720-75-2 methyl 4-phenylbenzoate 
• 29886-65-5 4-thiophen-2-yl-phenol 
• 492-97-7 2,2'-Bithiophene 
• 127977-21-3 benzyl 2(S)-<(tert-butoxycarbonyl)amino>-3-(4'-acetoxyphenyl)propionate 
• 17595-86-7 methyl 4-(2-thienyl)benzoate 
• 127783-75-9 4'-cyano-[1,1'-biphenyl]-4-yl acetate 
• 16141-18-7 para-acetoxyphenylacetylene 
• 148-86-7 4-acetoxybiphenyl 
• 122-79-2 Phenyl acetate 
• 540-38-5 p-Iodophenol 
• 42206-94-0 triacetyl-trans-resveratrol 
• 880354-47-2 (E)-1-(4'-acetoxyphenyl)-2-(3,4-dimethoxyphenyl)ethene 
• 165825-13-8 4-((2-trimethylsilyl)ethynyl)phenyl acetate 

Relevant academic research and scientific papers

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Development of an Enzyme-Inhibitor Reaction Using Cellular Retinoic Acid Binding Protein II for One-Pot Megamolecule Assembly

This paper presents an enzyme building block for the assembly of megamolecules. The system is based on the inhibition of the human-derived cellular retinoic acid binding protein II (CRABP2) domain. We synthesized a synthetic retinoid bearing an arylfluoro

Permeant fluorescent probes visualize the activation of sarm1 and uncover an antineurodegenerative drug candidate

SARM1 regulates axonal degeneration through its NAD-metabolizing activity and is a drug target for neurodegenerative disorders. We designed and synthesized fluorescent conjugates of styryl derivative with pyridine to serve as substrates of SARM1, which exhibited large red shifts after conversion. With the conjugates, SARM1 activation was visualized in live cells following elevation of endogenous NMN or treatment with a cell-permeant NMN-analog. In neurons, imaging documented mouse SARM1 activation preceded vincristine-induced axonal degeneration by hours. Library screening identified a derivative of nisoldipine (NSDP) as a covalent inhibitor of SARM1 that reacted with the cysteines, especially Cys311 in its ARM domain and blocked its NMN-activation, protecting axons from degeneration. The Cryo-EM structure showed that SARM1 was locked into an inactive conformation by the inhibitor, uncovering a potential neuroprotective mechanism of dihydropyridines.

Acyl-based donor molecules

Problem: To provide acyl-based donor molecules that enable acylization of the target molecule at high efficiency and acylizing agents using the molecule as an active ingredient.Solution: Compounds having the following structure and acylated agents using the compound as an active ingredient.【Chemical 1】(R indicates acyl group, X indicates hydrophilic group)【Selection diagram】 None

Cobalt-Catalyzed Hydroalkynylation of Vinylaziridines

Transition metal-catalyzed hydroalkynylation reactions are efficient transformations allowing the straightforward formation of functionalized alkynes. Therein, we disclose the cobalt-catalyzed hydroalkynylation of vinylaziridines giving rise to both linea

Steric effect of NHC ligands in Pd(II)–NHC-catalyzed non-directed C–H acetoxylation of simple arenes

Although there has been a lot of progress in oxidative arene C–H functionalization reactions catalyzed by Pd(II/IV) system, the non-directed, site-selective functionalization of arene molecules is still challenging. It has been established that ligands play a pivotal role in controlling rate- as well as selectivity-determining step in a catalytic cycle involving well-defined metal-ligand bonding. N-heterocyclic carbene (NHC) ligands have had a tremendous contribution in the recent extraordinary success of achieving high reactivity and excellent selectivity in many catalytic processes including cross-coupling and olefin-metathesis reactions. However, the immense potential of these NHC ligands in improving site-selectivity of non-directed catalytic C–H functionalization reactions of simple arenes is yet to be realized, where overriding the electronic bias on deciding selectivity is a burdensome task. The presented work demonstrated an initiative step in this regard. Herein, a series of well-defined discrete [Pd(NHCR′R)(py)I2] complexes with systematically varied degree of spatial congestion at the Pd centre, exerted through the R and R’ substituents on the NHC ligand, were explored in controlling the activity as well as the site-selectivity of non-directed acetoxylation of representative monosubstituted and disubstituted simple arenes (such as toluene, iodobenzene and bromobenzene, naphthalene and 1,2-dichlorobenzene). The resulting best yields were found to be 75% for toluene and 65% for bromobenzene with [Pd(NHCMePh)(py)I2], 75% for iodobenzene and 79% for naphthalene with [Pd(NHCMeMe)(py)I2], and 41% for 1,2-dichlorobenzene with [Pd(NHCCyCy)(py)I2]. Most importantly, with increasing the bulkiness of the NHC ligand in the complexes, the selectivity of the distal C-acetoxylated products in comparison to the proximal ones, was enhanced to a great extent in all cases. Considering the vast library of NHC ligands, this study underscores the future opportunity to develop more strategies to improve the activity and the crucial site-selectivity of C–H functionalization reactions in simple as well as complex organic molecules.

7-Siloxy-Substituted Hexahydronaphthalene Derivatives: Samarium Diiodide Promoted Synthesis and Typical Reactions

The samarium diiodide promoted reductive cyclization of a series of γ-aryl ketones with acetoxy, alkoxy, and siloxy groups in ortho -, meta -, and para -positions was investigated. Only precursors with p -acetoxy, p - tert -butoxy, or p -siloxy substituen

Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.

Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions

The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization of the alkyne that leads to preferential heteroatom attack at the more electron-deficient carbon. The electronic effects are studied in other contexts, including hydroacyloxylation and hydroamination, and similar trends in directionality are predominant although not uniformly observed.

Galloyl esters of trans-stilbenes are inhibitors of FASN with anticancer activity on non-small cell lung cancer cells

Fatty acid synthase (FASN) is a lipogenic enzyme that is selectively upregulated in malignant cells. There is growing consensus on the oncogenicity of FASN-driven lipogenesis and the potential of FASN as a druggable target in cancer. Here, we report the synthesis and FASN inhibitory activities of two novel galloyl esters of trans-stilbene EC1 and EC5. Inhibition of FASN was accompanied by a loss in AKT activation and profound apoptosis in several non-small cell lung cancer (NSCLC) cells at the growth inhibitory concentrations of EC1 and EC5. Both FASN and phospho-AKT levels were concurrently downregulated. However, addition of a lipid concentrate to the treated cells reinstated cell viability and reversed the loss of FASN and AKT protein levels, thus recapitulating the causal relationship between FASN inhibition and the loss in cell viability.