CAS 79473-06-6

6-Nitro-1H-indole-3-acetic acid

Description:

6-Nitro-1H-indole-3-acetic acid is an organic compound characterized by its indole structure, which is a bicyclic compound consisting of a benzene ring fused to a pyrrole ring. The presence of a nitro group at the 6-position and an acetic acid functional group at the 3-position contributes to its unique chemical properties. This compound is typically a yellow crystalline solid and is soluble in polar solvents, reflecting its polar functional groups. It is often used in biochemical research, particularly in studies related to plant growth regulation, as it can mimic the action of auxins, which are essential plant hormones. The nitro group can also participate in various chemical reactions, making it a versatile intermediate in organic synthesis. Additionally, its structural features may influence its biological activity, including potential applications in pharmacology. Overall, 6-Nitro-1H-indole-3-acetic acid serves as an important compound in both synthetic and biological chemistry contexts.

Formula: C₁₀H₈N₂O₄

InChI: InChI=1S/C10H8N2O4/c13-10(14)3-6-5-11-9-4-7(12(15)16)1-2-8(6)9/h1-2,4-5,11H,3H2,(H,13,14)

InChI key: InChIKey=UWIIUZCZYMXUQP-UHFFFAOYSA-N

SMILES: C(C(O)=O)C=1C=2C(=CC(N(=O)=O)=CC2)NC1

Synonyms:

• (6-Nitro-indol-3-yl)-acetic acid
• 2-(6-Nitro-1H-indol-3-yl)acetic acid
• 6-Nitro-3-indoleacetic acid
• 6-Nitro-1H-indole-3-acetic acid
• 1H-Indole-3-acetic acid, 6-nitro-