1006-94-6 | 5-Methoxyindole

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$12.00	$8.00
5g	98%	in stock	$13.00	$9.00
25g	98%	in stock	$43.00	$30.00
100g	98%	in stock	$170.00	$119.00

Description

• Catalog Number: AA03002
• Chemical Name: 5-Methoxyindole
• CAS Number: 1006-94-6
• Molecular Formula: C9H9NO
• Molecular Weight: 147.1739
• MDL Number: MFCD00005674
• SMILES: COc1ccc2c(c1)cc[nH]2
• NSC Number: 521752

Computed Properties

• Complexity: 138
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 2.1

Upstream Synthesis Route

5-Methoxyindole is a versatile compound that finds wide application in chemical synthesis, particularly in the pharmaceutical and agrochemical industries. Due to its unique structure and reactivity, 5-Methoxyindole serves as a valuable building block for the synthesis of a variety of complex organic molecules. Its indole ring provides a critical foundation for the construction of biologically active compounds, making it a key component in drug discovery and development. Additionally, 5-Methoxyindole's functional groups offer opportunities for further derivatization, allowing chemists to fine-tune the properties of the final products. In summary, the strategic incorporation of 5-Methoxyindole in chemical synthesis enables the efficient production of diverse compounds with potential applications in medicine, agriculture, and materials science.

Literature

• Assessment of the pharmacological properties of 5-methoxyindole derivatives at 5-HT4 receptors.

  The Journal of pharmacy and pharmacology 20120801

• Prospective acetylcholinesterase inhibitory activity of indole and its analogs.

  Bioorganic & medicinal chemistry letters 20120415

• Ethyl 3,3,3-trifluoro-2-hy-droxy-2-(5-meth-oxy-1H-indol-3-yl)propionate.

  Acta crystallographica. Section E, Structure reports online 20110701

• 1,6-Dihydro-2H-indeno[5,4-b]furan derivatives: design, synthesis, and pharmacological characterization of a novel class of highly potent MT₂-selective agonists.

  Journal of medicinal chemistry 20110512

• 2-(1-Ethyl-5-meth-oxy-1H-indol-3-yl)-N-isopropyl-2-oxoacetamide.

  Acta crystallographica. Section E, Structure reports online 20110501

• ATP-binding site of bacterial enzymes as a target for antibacterial drug design.

  Journal of medicinal chemistry 20110224

• N-Cyclo-hexyl-2-(5-meth-oxy-1H-indol-3-yl)-2-oxoacetamide.

  Acta crystallographica. Section E, Structure reports online 20110201

• 2-(1-Ethyl-5-meth-oxy-1H-indol-3-yl)-N-(4-meth-oxy-phen-yl)-2-oxoacetamide.

  Acta crystallographica. Section E, Structure reports online 20110201

• 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.

  Magnetic resonance in chemistry : MRC 20101001

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  The Journal of chemical physics 20100714

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  Acta crystallographica. Section E, Structure reports online 20100701

• Optimization of the interligand Overhauser effect for fragment linking: application to inhibitor discovery against Mycobacterium tuberculosis pantothenate synthetase.

  Journal of the American Chemical Society 20100407

• The synthesis of 2- and 3-aryl indoles and 1,3,4,5-tetrahydropyrano[4,3-b]indoles and their antibacterial and antifungal activity.

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• Application of fragment growing and fragment linking to the discovery of inhibitors of Mycobacterium tuberculosis pantothenate synthetase.

  Angewandte Chemie (International ed. in English) 20090101

• 4-Des-oxy-4β-[(5-meth-oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate.

  Acta crystallographica. Section E, Structure reports online 20081201

• Functional expression and comparative characterization of nine murine cytochromes P450 by fluorescent inhibition screening.

  Drug metabolism and disposition: the biological fate of chemicals 20080701

• The 5-HT3B subunit confers spontaneous channel opening and altered ligand properties of the 5-HT3 receptor.

  The Journal of biological chemistry 20080314

• Biological targets for isatin and its analogues: Implications for therapy.

  Biologics : targets & therapy 20070601

• Nucleophilic reactivities of indoles.

  The Journal of organic chemistry 20061124

• Simultaneous liquid chromatographic measurement of melatonin and related indoles through post-column electrochemical demethylation and fluorescence derivatization.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20060201

• Indole ring oxidation by activated leukocytes prevents the production of hypochlorous acid.

  Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20051101

• Generation of new protein kinase inhibitors utilizing cytochrome p450 mutant enzymes for indigoid synthesis.

  Journal of medicinal chemistry 20040603

• Daily variation in the concentration of melatonin and 5-methoxytryptophol in the goose pineal gland, retina, and plasma.

  General and comparative endocrinology 20031201

• Daily variation in the concentration of 5-methoxytryptophol and melatonin in the duck pineal gland and plasma.

  Journal of pineal research 20020501

• A simple procedure for synthesis of roxindole, a dopamine D2-receptor agonist.

  Archiv der Pharmazie 20010701

• Development of a pharmacophore for inhibition of human liver cytochrome P-450 2D6: molecular modeling and inhibition studies.

  Journal of medicinal chemistry 19930430