Cas no 885521-15-3 (6-Iodo-4-methyl Indole)

6-Iodo-4-methyl Indole is a halogenated indole derivative characterized by the presence of an iodine substituent at the 6-position and a methyl group at the 4-position of the indole ring. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmacologically active molecules and functionalized heterocycles. The iodine moiety enhances its reactivity in cross-coupling reactions, such as Suzuki or Sonogashira couplings, enabling efficient derivatization. Its methyl group contributes to steric and electronic modulation, making it useful in structure-activity relationship studies. The compound is typically employed in medicinal chemistry and materials science due to its versatility and well-defined reactivity profile. Proper handling under inert conditions is recommended due to its sensitivity.
6-Iodo-4-methyl Indole structure
6-Iodo-4-methyl Indole structure
Product Name:6-Iodo-4-methyl Indole
CAS No:885521-15-3
MF:C9H8IN
MW:257.070994377136
MDL:MFCD07781483
CID:1925704
PubChem ID:24728776
Update Time:2025-05-20

6-Iodo-4-methyl Indole Chemical and Physical Properties

Names and Identifiers

    • 6-Iodo-4-methyl-1H-indole
    • 1H-Indole, 6-iodo-4-Methyl-
    • DTXSID10646473
    • 885521-15-3
    • 6-Iodo-4-methyl indole
    • 6-Iodo-4-methyl Indole
    • MDL: MFCD07781483
    • Inchi: 1S/C9H8IN/c1-6-4-7(10)5-9-8(6)2-3-11-9/h2-5,11H,1H3
    • InChI Key: ZYVXWSCWOMJDHK-UHFFFAOYSA-N
    • SMILES: IC1C=C(C)C2C=CNC=2C=1

Computed Properties

  • Exact Mass: 256.97015Da
  • Monoisotopic Mass: 256.97015Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 148
  • 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: 3.1
  • Topological Polar Surface Area: 15.8?2

6-Iodo-4-methyl Indole Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
I737853-1mg
6-Iodo-4-methyl Indole
885521-15-3
1mg
$ 50.00 2022-06-04
TRC
I737853-2mg
6-Iodo-4-methyl Indole
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2mg
$ 65.00 2022-06-04
TRC
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$ 160.00 2022-06-04
eNovation Chemicals LLC
Y0997582-5g
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885521-15-3 95%
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$1800 2024-08-02
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1618781-100mg
6-Iodo-4-methyl-1H-indole
885521-15-3 98%
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¥2975.00 2024-04-27
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1618781-1g
6-Iodo-4-methyl-1H-indole
885521-15-3 98%
1g
¥8918.00 2024-04-27
eNovation Chemicals LLC
Y0997582-5g
6-iodo-4-methylindole
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$2500 2025-02-20
eNovation Chemicals LLC
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885521-15-3 95%
5g
$2500 2025-02-28

Additional information on 6-Iodo-4-methyl Indole

Research Brief on 6-Iodo-4-methyl Indole (CAS: 885521-15-3) in Chemical Biology and Pharmaceutical Applications

6-Iodo-4-methyl Indole (CAS: 885521-15-3) is a halogenated indole derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various biologically active molecules, including kinase inhibitors, antimicrobial agents, and fluorescent probes. Recent studies have highlighted its potential in drug discovery, particularly in the development of targeted therapies for cancer and infectious diseases.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 6-Iodo-4-methyl Indole as a building block for the synthesis of novel indole-based kinase inhibitors. The researchers utilized palladium-catalyzed cross-coupling reactions to derivatize the compound, yielding a library of potent and selective inhibitors against specific oncogenic kinases. The study reported promising in vitro and in vivo results, with several derivatives exhibiting nanomolar inhibitory activity and favorable pharmacokinetic properties.

In the field of antimicrobial research, 6-Iodo-4-methyl Indole has been investigated for its role in the development of new antibacterial agents. A recent publication in Bioorganic & Medicinal Chemistry Letters described the synthesis of indole-containing compounds derived from 6-Iodo-4-methyl Indole, which showed potent activity against multidrug-resistant bacterial strains. The study emphasized the compound's ability to disrupt bacterial biofilm formation, a critical factor in antibiotic resistance.

Another emerging application of 6-Iodo-4-methyl Indole is in the development of fluorescent probes for biological imaging. Researchers have exploited the compound's indole core to design probes that can selectively bind to specific cellular targets, enabling real-time visualization of biological processes. A 2022 study in Chemical Communications reported the successful use of a 6-Iodo-4-methyl Indole-derived probe for imaging protein-protein interactions in live cells, opening new avenues for studying intracellular signaling pathways.

The synthesis and scale-up of 6-Iodo-4-methyl Indole have also seen advancements. Recent patents and technical reports describe improved synthetic routes that enhance yield and purity while reducing environmental impact. These developments are critical for ensuring the compound's availability for both research and potential commercial applications.

In conclusion, 6-Iodo-4-methyl Indole (CAS: 885521-15-3) continues to be a valuable scaffold in chemical biology and pharmaceutical research. Its versatility in drug discovery, antimicrobial development, and bioimaging applications underscores its importance in the field. Ongoing research is expected to further expand its utility and uncover new therapeutic possibilities.

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