2-methyl-5-nitro-1H-indole

• ChemBase ID: 10117
• Molecular Formular: C9H8N2O2
• Molecular Mass: 176.17202
• Monoisotopic Mass: 176.05857751
• SMILES: [nH]1c(cc2c1ccc(c2)[N+](=O)[O-])C
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)cc([nH]2)C
• InChI: InChI=1S/C9H8N2O2/c1-6-4-7-5-8(11(12)13)2-3-9(7)10-6/h2-5,10H,1H3
• InChIKey: IDJGRXQMAHESOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-5-nitro-1H-indole
• IUPAC Traditional name: 2-methyl-5-nitro-1H-indole
• Synonyms: 2-Methyl-5-nitro-1H-indole; 2-Methyl-5-nitroindole; NSC 131898; 2-Methyl-5-nitroindole; 2-甲基-5-硝基吲哚

Database IDs

• CAS Number: 7570-47-0
• MDL Number: MFCD00090335
• PubChem SID: 24874150; 160973424
• PubChem CID: 280313

CALCULATED PROPERTIES

• Acid pKa: 15.623404
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.2115533
• LogD (pH = 7.4): 2.2115533
• Log P: 2.2115533
• Molar Refractivity: 49.6189 cm^3
• Polarizability: 19.148575 Å^3
• Polar Surface Area: 61.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 172-176 °C(lit.); 176-178°C

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H8N2O2

DETAILS

Sigma Aldrich - 520594

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of:β
• Cyanoindoles1
• Methanoindoles2
• Protein kinase C theta (PKCθ) inhibitors3
• Tubulin polymerization inhibitors4
• Peptide-mimetic protease-activated receptor-1 (PAR-1) antagonists5
• Cytosolic phospholipase A2α6
• Cyclooxygenase (COX) inhibitors7
• Serotonin 5-HT6 Receptor Ligands8
• Heterocyclic β-substituted alanine derivatives