Cas no 28177-77-7 (2-Hydroxy-3-iodobenzonitrile)

2-Hydroxy-3-iodobenzonitrile structure
2-Hydroxy-3-iodobenzonitrile structure
Product Name:2-Hydroxy-3-iodobenzonitrile
CAS No:28177-77-7
MF:C7H4INO
MW:245.017233848572
CID:1025521
PubChem ID:70700780
Update Time:2025-11-02

2-Hydroxy-3-iodobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Hydroxy-3-iodobenzonitrile
    • 28177-77-7
    • MB14863
    • DB-330364
    • DTXSID30743574
    • Inchi: 1S/C7H4INO/c8-6-3-1-2-5(4-9)7(6)10/h1-3,10H
    • InChI Key: PZWNOHHYVZBVDV-UHFFFAOYSA-N
    • SMILES: IC1=CC=CC(C#N)=C1O

Computed Properties

  • Exact Mass: 244.93376g/mol
  • Monoisotopic Mass: 244.93376g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 162
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.5
  • Topological Polar Surface Area: 44?2

2-Hydroxy-3-iodobenzonitrile Pricemore >>

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Additional information on 2-Hydroxy-3-iodobenzonitrile

Introduction to 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7)

2-Hydroxy-3-iodobenzonitrile, identified by the Chemical Abstracts Service Number (CAS No.) 28177-77-7, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, featuring a benzonitrile core substituted with hydroxyl and iodine functional groups, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various biologically active molecules.

The structural configuration of 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) positions it as a versatile building block for the development of novel therapeutic agents. The presence of both electron-withdrawing and electron-donating groups on the benzene ring enhances its reactivity, allowing for diverse chemical modifications. These modifications are crucial in tailoring the compound’s pharmacokinetic and pharmacodynamic profiles, making it an attractive candidate for drug discovery programs targeting a range of diseases.

In recent years, advancements in synthetic methodologies have enabled more efficient and scalable production of 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7). These improvements have not only reduced costs but also enhanced the purity of the compound, ensuring its suitability for high-throughput screening and lead optimization campaigns. The growing interest in this compound is further underscored by its incorporation into several ongoing research projects aimed at identifying new therapeutic interventions.

One of the most compelling aspects of 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) is its potential application in the development of small-molecule inhibitors for enzymes involved in critical biological pathways. For instance, studies have demonstrated its utility in generating derivatives that modulate kinases and other signaling proteins. These derivatives show promise in preclinical models, highlighting the compound’s role as a key intermediate in medicinal chemistry.

The iodine substituent in 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) serves as an excellent handle for further functionalization through cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. These reactions are fundamental to constructing complex molecular architectures, enabling the synthesis of heterocyclic compounds with potential therapeutic applications. The hydroxyl group also provides opportunities for derivatization, allowing chemists to explore modifications that enhance solubility, bioavailability, and metabolic stability.

Recent research has begun to explore the role of 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) in addressing emerging challenges in drug development. For example, studies have investigated its use in creating constrained derivatives that improve binding affinity to target proteins. Additionally, the compound has been incorporated into libraries designed for fragment-based drug discovery, where its structural features contribute to the identification of novel lead compounds.

The synthesis of 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) typically involves multi-step processes that require careful optimization to achieve high yields and purity. Modern synthetic approaches often leverage catalytic systems that minimize waste and improve efficiency, aligning with green chemistry principles. These advancements not only enhance the sustainability of producing this compound but also contribute to reducing the environmental impact of pharmaceutical manufacturing.

The pharmacological potential of derivatives derived from 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) has been further explored through computational modeling and experimental validation. Virtual screening techniques have identified promising scaffolds based on this core structure, which are then synthesized and tested for biological activity. This integrated approach has accelerated the discovery pipeline, leading to faster identification of compounds with therapeutic promise.

In conclusion, 2-Hydroxy-3-iodobenzonitrile (CAS No. 28177-77-7) represents a significant asset in modern drug discovery efforts. Its unique structural features, coupled with advancements in synthetic chemistry and computational methods, position it as a key intermediate for developing novel therapeutic agents. As research continues to uncover new applications for this compound, its importance in pharmaceutical chemistry is expected to grow further.

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