Cas no 793695-89-3 ((5-Iodo-2-methoxyphenyl)methanamine)

(5-Iodo-2-methoxyphenyl)methanamine is a versatile aromatic amine derivative featuring both an iodine substituent and a methoxy group on the benzene ring. Its structural properties make it valuable as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The iodine moiety offers opportunities for further functionalization via cross-coupling reactions, such as Suzuki or Sonogashira couplings, while the methoxy group enhances electron density, influencing reactivity. The primary amine group enables condensation or amidation reactions, broadening its utility in constructing complex molecules. This compound is particularly useful in medicinal chemistry for developing targeted bioactive molecules due to its balanced reactivity and stability under standard synthetic conditions.
(5-Iodo-2-methoxyphenyl)methanamine structure
793695-89-3 structure
Product Name:(5-Iodo-2-methoxyphenyl)methanamine
CAS No:793695-89-3
MF:C8H10INO
MW:263.075574398041
CID:556318
PubChem ID:29923759
Update Time:2025-06-28

(5-Iodo-2-methoxyphenyl)methanamine Chemical and Physical Properties

Names and Identifiers

    • (5-Iodo-2-methoxyphenyl)methanamine
    • Benzenemethanamine,5-iodo-2-methoxy-
    • 2-methoxy-5-iodobenzylamine
    • 5-Iodo-2-methoxy-benzylamine
    • Benzenemethanamine,5-iodo-2-methoxy
    • 5-iodo-2-methoxybenzylamine
    • 793695-89-3
    • A1-04322
    • DTXSID90652234
    • SCHEMBL3733215
    • AB44528
    • WOVHZZTWPMSZNC-UHFFFAOYSA-N
    • AKOS015962556
    • 1-(5-Iodo-2-methoxyphenyl)methanamine
    • Inchi: 1S/C8H10INO/c1-11-8-3-2-7(9)4-6(8)5-10/h2-4H,5,10H2,1H3
    • InChI Key: WOVHZZTWPMSZNC-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=C(C=1)CN)OC

Computed Properties

  • Exact Mass: 262.98100
  • Monoisotopic Mass: 262.98071g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 121
  • 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: 1.4
  • Topological Polar Surface Area: 35.2?2

Experimental Properties

  • PSA: 35.25000
  • LogP: 2.45880

(5-Iodo-2-methoxyphenyl)methanamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on (5-Iodo-2-methoxyphenyl)methanamine

Introduction to (5-Iodo-2-methoxyphenyl)methanamine (CAS No. 793695-89-3)

The compound (5-Iodo-2-methoxyphenyl)methanamine (CAS No. 793695-89-3) is a fascinating organic molecule with significant potential in various fields of research and application. This compound, characterized by its unique structure, has garnered attention due to its role in medicinal chemistry and pharmacology. The 5-Iodo and 2-methoxy substituents on the phenyl ring contribute to its distinctive chemical properties, making it a valuable compound for further exploration.

Recent studies have highlighted the importance of iodinated aromatic compounds in drug discovery. The presence of the iodine atom at the 5-position of the phenyl ring in (5-Iodo-2-methoxyphenyl)methanamine plays a crucial role in modulating the electronic properties of the molecule. This modulation enhances its reactivity and bioavailability, making it a promising candidate for therapeutic applications. The methoxy group at the 2-position further stabilizes the molecule, contributing to its unique pharmacokinetic profile.

One of the most intriguing aspects of this compound is its potential as a precursor in the synthesis of bioactive molecules. Researchers have explored its use in constructing complex heterocyclic frameworks, which are essential components of many pharmaceutical agents. For instance, studies have demonstrated that (5-Iodo-2-methoxyphenyl)methanamine can serve as a versatile building block for synthesizing isoquinoline derivatives, which are known for their anti-cancer properties.

The synthesis of (5-Iodo-2-methoxyphenyl)methanamine involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. The introduction of the iodine atom is typically achieved through electrophilic aromatic substitution, while the methoxy group is introduced via nucleophilic aromatic substitution or methylation reactions. These steps require precise control over reaction conditions to ensure high yields and purity.

From a pharmacological perspective, (5-Iodo-2-methoxyphenyl)methanamine has shown promise in preclinical studies as an anti-inflammatory agent. Its ability to inhibit cyclooxygenase enzymes, which are key players in inflammation, suggests potential applications in treating conditions such as arthritis and cardiovascular diseases. Furthermore, recent research has explored its role as an antioxidant, where it demonstrates significant radical-scavenging activity, making it a candidate for neuroprotective therapies.

The structural versatility of (5-Iodo-2-methoxyphenyl)methanamine also extends to its use in materials science. Researchers have investigated its incorporation into polymer systems to enhance their thermal stability and mechanical properties. This dual functionality underscores the compound's broad utility across diverse scientific disciplines.

In conclusion, (5-Iodo-2-methoxyphenyl)methanamine (CAS No. 793695-89-3) is a multifaceted compound with immense potential in drug discovery, materials science, and beyond. Its unique chemical structure and bioactive properties make it a subject of ongoing research interest. As advancements in synthetic methodologies and pharmacological screening continue to evolve, this compound is poised to play an increasingly important role in addressing some of the most pressing challenges in modern science.

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