Date published: 2026-2-21

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5-Methoxyindole (CAS 1006-94-6)

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Alternate Names:
Femedol
Application:
5-Methoxyindole is a simple methoxy indole compound
CAS Number:
1006-94-6
Molecular Weight:
147.17
Molecular Formula:
C9H9NO
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Methoxyindole is a simple methoxy indole compound. Bearing the reduced structure of relevant indoles of the tryptamine family, 5-Methoxyindole is a useful compound for synthesis and characterization of indole species interactions. 5-Methoxyindole demonstrates partial agonism at the 5-HT3A receptor and agonist/inverse agonist dual activity at the 5-HT3B receptor.


5-Methoxyindole (CAS 1006-94-6) References

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  2. The 5-HT3B subunit confers spontaneous channel opening and altered ligand properties of the 5-HT3 receptor.  |  Hu, XQ. and Peoples, RW. 2008. J Biol Chem. 283: 6826-31. PMID: 18187416
  3. Rotationally resolved electronic spectroscopy of 5-methoxyindole.  |  Brand, C., et al. 2010. J Chem Phys. 133: 024303. PMID: 20632751
  4. Mechanism for the direct synthesis of tryptophan from indole and serine: a useful NMR technique for the detection of a reactive intermediate in the reaction mixture.  |  Yokoyama, Y., et al. 2010. Magn Reson Chem. 48: 811-7. PMID: 20799376
  5. Convergent total syntheses of the Amaryllidaceae alkaloids lycoranine A, lycoranine B, and 2-methoxypratosine.  |  Kim, HS., et al. 2013. J Org Chem. 78: 5103-9. PMID: 23607814
  6. Auto-inhibition at a ligand-gated ion channel: a cross-talk between orthosteric and allosteric sites.  |  Hu, XQ. 2015. Br J Pharmacol. 172: 93-105. PMID: 25176133
  7. Biotransformation of indole and its derivatives by a newly isolated Enterobacter sp. M9Z.  |  Qu, Y., et al. 2015. Appl Biochem Biotechnol. 175: 3468-78. PMID: 25725798
  8. Determination of ground and excited state dipole moments via electronic Stark spectroscopy: 5-methoxyindole.  |  Wilke, J., et al. 2016. J Chem Phys. 144: 044201. PMID: 26827210
  9. Conformational Changes in 5-Methoxyindole: Effects of Thermal, Vibrational, and Electronic Excitations.  |  Lopes Jesus, AJ., et al. 2017. J Phys Chem A. 121: 3372-3382. PMID: 28409925
  10. UV-induced radical formation and isomerization of 4-methoxyindole and 5-methoxyindole.  |  Lopes Jesus, AJ., et al. 2020. Phys Chem Chem Phys. 22: 22943-22955. PMID: 33026378
  11. Melatonin and Its Homologs Induce Immune Responses via Receptors trP47363-trP13076 in Nicotiana benthamiana.  |  Kong, M., et al. 2021. Front Plant Sci. 12: 691835. PMID: 34276740
  12. Toad Alkaloid for Pesticide Discovery: Dehydrobufotenine Derivatives as Novel Agents against Plant Virus and Fungi.  |  Tian, Z., et al. 2021. J Agric Food Chem. 69: 9754-9763. PMID: 34415761
  13. 5-Methoxyindole, a Chemical Homolog of Melatonin, Adversely Affects the Phytopathogenic Fungus Fusarium graminearum.  |  Kong, M., et al. 2021. Int J Mol Sci. 22: PMID: 34681652

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Methoxyindole, 1 g

sc-202023
1 g
$36.00

5-Methoxyindole, 5 g

sc-202023A
5 g
$118.00