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6-METHOXYINDOLE-3-ACETIC ACID(CAS#103986-22-7)

Chemical Property:

Molecular Formula C11H11NO3
Molar Mass 205.21
Density 1.338±0.06 g/cm3(Predicted)
Melting Point 163-164℃ (decomposition) (water )
Boling Point 445.9±30.0 °C(Predicted)
pKa 4.45±0.30(Predicted)
Storage Condition under inert gas (nitrogen or Argon) at 2–8 °C

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Introduction

6-Methoxyindole-3-acetic acid is a compound consisting of methoxy and acetic acid groups attached to an indole ring.Its chemical properties are relatively stable and it is a colorless crystalline solid. It has low solubility at room temperature and can be dissolved in some organic solvents such as methanol, ethanol and methylene chloride.6-Methoxyindole-3-acetic acid is mainly used in organic synthesis and as an intermediate in the synthesis of other compounds.The compound can be prepared by a synthetic route. A common preparation method is to start from indole and gradually introduce methoxy and acetic acid groups through a series of reactions.Safety information: 6-Methoxyindole-3-acetic acid has low toxicity, but it still needs to be handled safely. During use, direct contact with skin and eyes should be avoided, and good ventilation conditions should be maintained. In case of accidental ingestion or contact, appropriate first aid measures should be taken immediately and medical consultation should be obtained. In storage, contact with oxidants and ignition sources should be avoided and kept tightly sealed.

Application

6-Methoxyindole-3-acetic acid (6-MeO-IAA, CAS 103986-22-7), also known as 2-(6-methoxy-1H-indol-3-yl)acetic acid, is a high-purity synthetic indole derivative and structural analog of the natural phytohormone indole-3-acetic acid (IAA). In plant growth regulation, it acts as a potent auxin analog that promotes root formation, cell elongation, and overall plant vigor, significantly enhancing crop yields and improving stress tolerance in agricultural and horticultural applications. In pharmaceutical and biomedical research, 6-methoxyindole-3-acetic acid exhibits promising antioxidant properties, scavenging free radicals and inhibiting lipid peroxidation, while demonstrating significant anti-inflammatory potential through modulation of COX and LOX pathways, making it a candidate for developing treatments for arthritis and other inflammatory disorders. It also shows neuroprotective effects, contributing to research on neurodegenerative disease therapies. In organic and medicinal chemistry, this compound serves as a versatile building block and key intermediate for the synthesis of complex indole-based natural products, specialty aroma chemicals, and pharmaceuticals, enabling diverse derivatization via its reactive acetic acid side chain and available C-3 position. In cosmetics, its antioxidant properties are leveraged in anti-aging and skin-protective formulations. High purity ensures reproducible results in high-throughput screening, SAR studies, and reliable pharmaceutical synthesis. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of 6-methoxyindole-3-acetic acid with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.


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