Date published: 2025-12-16

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1-Methylindole (CAS 603-76-9)

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Alternate Names:
NSC 212534
CAS Number:
603-76-9
Purity:
≥98%
Molecular Weight:
131.17
Molecular Formula:
C9H9N
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1-Methylindole, also known as 3-methylindole or skatole, is a derivative of indole with a methyl group substituted at the 3-position. This modification imparts unique properties to the molecule, influencing its chemical behavior and applications. Its very strong unpleasant odor is typically described as fecal or pungent. The presence of the methyl group enhances the lipophilicity of 1-methylindole, which affects its interaction with biological systems and its role in biochemical pathways. This compound is widely studied in environmental chemistry and biology for its role in animal behavior and ecology, particularly in relation to its occurrence in the natural degradation processes of amino acids in the gut. In synthetic chemistry, 1-methylindole is utilized as an intermediate in the production of various compounds. Its ability to participate in electrophilic substitution reactions makes it a useful precursor in the synthesis of more complex indolic compounds, which are prevalent in many biologically active molecules.


1-Methylindole (CAS 603-76-9) References

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  2. Relationship between structures of substituted indolic compounds and their degradation by marine anaerobic microorganisms.  |  Gu, JD., et al. 2002. Mar Pollut Bull. 45: 379-84. PMID: 12398409
  3. Comparative toxicological studies of indole, benzo[b] thiophene, and 1-methylindole derivatives.  |  Bosin, TR., et al. 1976. J Toxicol Environ Health. 1: 515-20. PMID: 1246091
  4. Isolation and characterization of anaerobic indole- and skatole-degrading bacteria from composting animal wastes.  |  Kohda, C., et al. 1997. J Gen Appl Microbiol. 43: 249-255. PMID: 12501311
  5. Hydrogen bonding to pi-systems of indole and 1-methylindole: is there any OH..phenyl bond?  |  Zhang, RB., et al. 2005. J Phys Chem A. 109: 8028-34. PMID: 16834185
  6. Spectroscopic characterization studies of 1-methyl indole with benzene derivatives.  |  Bakkialakshmi, S., et al. 2010. Spectrochim Acta A Mol Biomol Spectrosc. 77: 179-83. PMID: 20635467
  7. A highly sensitive fluorescent viscosity sensor.  |  Yusop, RM., et al. 2012. Bioorg Med Chem Lett. 22: 5780-3. PMID: 22901897
  8. Au(III)/TPPMS-catalyzed benzylation of indoles with benzylic alcohols in water.  |  Hikawa, H., et al. 2013. J Org Chem. 78: 12128-35. PMID: 24256426
  9. Eco-friendly solvents for palladium-catalyzed desulfitative C-H bond arylation of heteroarenes.  |  Hfaiedh, A., et al. 2015. ChemSusChem. 8: 1794-804. PMID: 25881692
  10. Secondary relaxation dynamics in rigid glass-forming molecular liquids with related structures.  |  Li, X., et al. 2015. J Chem Phys. 143: 104505. PMID: 26374048
  11. A new secondary relaxation in the rigid and planar 1-methylindole: Evidence from binary mixture studies.  |  Wang, M., et al. 2016. J Chem Phys. 145: 214501. PMID: 28799385
  12. Transition-Metal-Free Coupling Reaction of Dithiocarbamates with Indoles: C-S Bond Formation.  |  Halimehjani, AZ., et al. 2018. J Org Chem. 83: 5778-5783. PMID: 29693382
  13. Mutagenicities of indole and 30 derivatives after nitrite treatment.  |  Ochiai, M., et al. 1986. Mutat Res. 172: 189-97. PMID: 3537775
  14. Incorporation of tryptophan and its benzo(b)thiophene, 1-methylindole, and indene analogs into protein of Escherichia coli.  |  Hall, LE., et al. 1974. Res Commun Chem Pathol Pharmacol. 9: 145-53. PMID: 4612664

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Methylindole, 5 g

sc-255850
5 g
$21.00

1-Methylindole, 25 g

sc-255850A
25 g
$64.00