Description

1H,2H,3H,4H-cyclopenta[b]indol-2-one (CAS No. 150670-63-6) is a high-purity heterocyclic organic compound with the molecular formula C₁₁H₉NO. This fused bicyclic structure, also known by its IUPAC name 3,4-dihydro-1H-cyclopenta[b]indol-2-one, features a cyclopenta[b]indole core with a ketone functionality at the 2-position. The compound is supplied as a fine crystalline powder with ≥95% purity (HPLC), ideal for research applications requiring precise molecular scaffolds. Its unique structure makes it valuable as a building block in medicinal chemistry, particularly for the synthesis of alkaloid analogs and pharmaceutical intermediates. Proper storage conditions (2-8°C in inert atmosphere) ensure long-term stability of this light-sensitive compound. Available in research quantities from 100mg to 10g with customizable packaging options.

Properties

• CAS Number: 150670-63-6
• Complexity: 238
• IUPAC Name: 3,4-dihydro-1H-cyclopenta[b]indol-2-one
• InChI: InChI=1S/C11H9NO/c13-7-5-9-8-3-1-2-4-10(8)12-11(9)6-7/h1-4,12H,5-6H2
• InChI Key: CVBVNBVUPNOKSL-UHFFFAOYSA-N
• Exact Mass: 171.068413911
• Molecular Formula: C11H9NO
• Molecular Weight: 171.19
• SMILES: C1C(=O)CC2=C1C3=CC=CC=C3N2
• Topological: 32.9
• Monoisotopic Mass: 171.068413911
• Synonyms: 1H,2H,3H,4H-CYCLOPENTA[B]INDOL-2-ONE, 1H,2H,3H,4H-cyclopenta(b)indol-2-one, 842-520-8, 3,4-dihydrocyclopenta[b]indol-2(1H)-one, 150670-63-6, 3,4-dihydro-1H-cyclopenta[b]indol-2-one, DTXSID50476251, AGA67063, AKOS023413260, DB-023433, EN300-191827, Z1255384489

Application

This cyclopenta[b]indole derivative serves as a versatile intermediate in organic synthesis, particularly for developing novel heterocyclic compounds with potential biological activity. Researchers utilize it as a scaffold for designing kinase inhibitors and serotonin receptor modulators due to its rigid polycyclic structure. The compound’s reactivity at the 2-position enables diverse functionalization strategies for medicinal chemistry applications. It has shown utility in the synthesis of analogs of natural indole alkaloids for pharmacological screening programs.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.