Cas no 1131614-03-3 (Methyl 4-acetoxy-3-iodobenzoate)

Methyl 4-acetoxy-3-iodobenzoate is a versatile aromatic ester derivative featuring both acetoxy and iodo functional groups on the benzoate core. This compound is particularly valuable in organic synthesis, serving as an intermediate in the preparation of pharmaceuticals, agrochemicals, and advanced materials. The presence of the iodine substituent enables further functionalization via cross-coupling reactions, such as Suzuki or Heck reactions, while the acetoxy group offers additional reactivity for derivatization. Its stable ester moiety ensures compatibility with a range of reaction conditions. The compound is characterized by high purity and consistent performance, making it a reliable choice for research and industrial applications requiring precise structural modifications.
Methyl 4-acetoxy-3-iodobenzoate structure
1131614-03-3 structure
Product Name:Methyl 4-acetoxy-3-iodobenzoate
CAS No:1131614-03-3
MF:C10H9IO4
MW:320.080535650253
CID:1030648
Update Time:2026-04-29

Methyl 4-acetoxy-3-iodobenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-acetoxy-3-iodobenzoate
    • methyl 4-acetyloxy-3-iodobenzoate
    • Inchi: InChI=1S/C10H9IO4/c1-6(12)15-9-4-3-7(5-8(9)11)10(13)14-2/h3-5H,1-2H3
    • InChI Key: IGELHTCKLVEYLF-UHFFFAOYSA-N
    • SMILES: CC(=O)OC1=C(C=C(C=C1)C(=O)OC)I

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4

Methyl 4-acetoxy-3-iodobenzoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019095448-1g
Methyl 4-acetoxy-3-iodobenzoate
1131614-03-3 95%
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$424.32 2023-09-04
Ambeed
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1131614-03-3 95+%
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SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
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1131614-03-3 98%
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Crysdot LLC
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1131614-03-3 95+%
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Additional information on Methyl 4-acetoxy-3-iodobenzoate

Recent Advances in the Application of Methyl 4-acetoxy-3-iodobenzoate (CAS: 1131614-03-3) in Chemical Biology and Pharmaceutical Research

Methyl 4-acetoxy-3-iodobenzoate (CAS: 1131614-03-3) has emerged as a pivotal compound in recent chemical biology and pharmaceutical research. This ester derivative, characterized by its acetoxy and iodo functional groups, has garnered significant attention due to its versatile applications in organic synthesis, medicinal chemistry, and drug development. The compound's unique structural features make it a valuable intermediate for the synthesis of more complex molecules, particularly in the development of targeted therapies and imaging agents.

Recent studies have highlighted the role of Methyl 4-acetoxy-3-iodobenzoate in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura and Heck reactions. These reactions are fundamental in constructing biaryl structures, which are prevalent in many pharmaceutical compounds. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of this compound in synthesizing novel tyrosine kinase inhibitors, showcasing its potential in oncology drug development. The researchers reported a 15-20% increase in yield compared to traditional methods, underscoring the compound's utility in optimizing synthetic pathways.

In addition to its synthetic applications, Methyl 4-acetoxy-3-iodobenzoate has been investigated for its role in radiopharmaceuticals. The iodine moiety in the compound allows for easy radiolabeling, making it a promising candidate for positron emission tomography (PET) imaging. A recent preclinical study, published in Nuclear Medicine and Biology, utilized this compound to develop a new PET tracer for detecting inflammatory responses in neurodegenerative diseases. The results indicated high specificity and binding affinity, suggesting potential clinical applications in early diagnosis and monitoring of conditions such as Alzheimer's disease.

The pharmacokinetic and toxicological profiles of Methyl 4-acetoxy-3-iodobenzoate have also been subjects of recent research. A 2024 toxicology report in Chemical Research in Toxicology evaluated the compound's safety in rodent models, revealing low acute toxicity and favorable metabolic stability. These findings support its further development as a scaffold for drug candidates, particularly in contexts where metabolic degradation is a concern. However, the report also noted the need for more extensive long-term studies to fully assess its safety profile.

Looking ahead, the potential applications of Methyl 4-acetoxy-3-iodobenzoate appear vast. Its dual functionality as a synthetic intermediate and imaging agent positions it as a valuable tool in both drug discovery and diagnostic development. Future research directions may include exploring its use in combination therapies, further optimizing its synthetic routes, and expanding its applications in other imaging modalities. As the field of chemical biology continues to evolve, compounds like Methyl 4-acetoxy-3-iodobenzoate will undoubtedly play a critical role in bridging the gap between chemistry and medicine.

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