6-2-Methoxyethoxy-1H-indole CAS 158865-46-4 High Purity 95% Indole Derivative Pharmaceutical Intermediate

1. Product Overview

6-(2-Methoxyethoxy)-1H-indole (CAS: 158865-46-4) is an indole derivative substituted at the 6-position with a 2-methoxyethoxy ether side chain. With molecular formula C11H13NO2 and molecular weight 191.23 g/mol, it features the characteristic indole scaffold widely used in medicinal chemistry and heterocyclic synthesis. This compound serves as a versatile building block for constructing bioactive molecules and acts as a key intermediate in pharmaceutical research targeting indole-based therapeutics.

2. Key Features and Advantages

• Indole core with 6-position ether linkage provides enhanced solubility in common organic solvents compared to unsubstituted indole.

• Methoxyethoxy side chain introduces controlled polarity and flexibility, useful for tuning physicochemical properties in drug design.

• Standard purity grades of 95% and 98% (HPLC) ensure consistent performance in multistep synthesis.

• Well-characterized physicochemical profile: predicted boiling point 353.2 ± 22.0 °C, density 1.157 ± 0.06 g/cm3, pKa ~17.07 (indole NH).

• Compatible with standard indole functionalization protocols including electrophilic substitution, metal-catalyzed cross-coupling, and N-alkylation/deprotonation.

3. Main Applications

• Pharmaceutical intermediate for indole-containing drug candidates in oncology, CNS, and anti-inflammatory research.

• Building block in heterocyclic synthesis for constructing fused indole systems, such as beta-carbolines and indoloquinolines.

• Intermediate in medicinal chemistry library synthesis focused on indole-based kinase inhibitors and GPCR modulators.

• Academic research on indole chemistry, ether-linked side-chain effects on bioactivity, and indole functionalization methodologies.

• Used in the development of indole-based fluorescent probes and materials when further functionalized with chromophores.

4. Technical Specifications

5. Storage and Handling

Store sealed in a cool, dry, and dark place at 2–8 °C, protected from light and moisture to minimize oxidation of the indole NH moiety. Keep container tightly closed under inert atmosphere (nitrogen or argon) after opening. For long-term storage, keep desiccated and refrigerated; avoid repeated freeze-thaw cycles if dissolved. Handle with standard laboratory PPE: gloves, safety goggles, lab coat. Use in a well-ventilated area or fume hood. Avoid dust generation and contact with skin/eyes.

6. Safety Overview

For research and industrial use only; not for human consumption or clinical application. Indole derivatives may cause mild irritation to eyes, skin, and respiratory tract. Handle in accordance with good laboratory practices. Use appropriate PPE and avoid inhalation of dust. In case of eye contact, rinse immediately with plenty of water and seek medical advice. Dispose of as organic nitrogen-containing chemical waste per local regulations. Consult full SDS before handling.