Description

3-Nitro-7-azaindole (CAS No. 23709-47-9) is a high-purity heterocyclic compound with the molecular formula C₇H₅N₃O₂, widely utilized in pharmaceutical and agrochemical research as a versatile building block. This nitro-substituted azaindole derivative features a fused pyrrole-pyridine ring system, offering unique electronic properties ideal for medicinal chemistry applications such as kinase inhibition and drug discovery. With a purity of 97%, it is supplied as a fine crystalline powder, ensuring optimal reactivity for nucleophilic substitution and cross-coupling reactions. The compound is packaged under inert conditions to guarantee stability, and its structural motifs are particularly valuable for developing bioactive molecules targeting cancer and CNS disorders. MSDS and analytical data (HPLC, NMR) are available upon request to meet stringent research requirements.

Properties

• CAS Number: 23709-47-9
• Complexity: 192
• IUPAC Name: 3-nitro-1H-pyrrolo[2,3-b]pyridine
• InChI: InChI=1S/C7H5N3O2/c11-10(12)6-4-9-7-5(6)2-1-3-8-7/h1-4H,(H,8,9)
• InChI Key: DTLVPICXPRRMOQ-UHFFFAOYSA-N
• Exact Mass: 163.038176411
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.13
• SMILES: C1=CC2=C(NC=C2[N+](=O)[O-])N=C1
• Topological: 74.5
• Monoisotopic Mass: 163.038176411
• Synonyms: 3-NITRO-7-AZAINDOLE, 623-875-6, 3-nitro-1H-pyrrolo[2,3-b]pyridine, 23709-47-9, MFCD08272225, 3-nitropyrrolo[2,3-b]pyridine, 1H-PYRROLO[2,3-B]PYRIDINE, 3-NITRO-, 3-Nitro-7-azaindole, 97%, SCHEMBL2181204, DTXSID20535420, DTLVPICXPRRMOQ-UHFFFAOYSA-N, SBB087673, AKOS005071928, BC-0824, PB25037, AC-25282, SY064967, A4946, CS-0004127, EN300-6764716, Z1255431846

3-Nitro-7-azaindole serves as a critical intermediate in synthesizing kinase inhibitors and other pharmacologically active compounds, particularly in oncology research. Its nitro group facilitates selective functionalization via reduction or palladium-catalyzed reactions, enabling rapid scaffold diversification. Researchers employ this compound in fragment-based drug design due to its balanced lipophilicity and hydrogen-bonding capacity. It also finds use in material science for developing fluorescent probes and optoelectronic materials.

Safety and Hazards

GHS Hazard Statements

• H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P316, P305+P351+P338, P321, P330, P337+P317, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (100%)
• Eye Irrit. 2 (100%)

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