7-nitro-1H-indole

• ChemBase ID: 11794
• Molecular Formular: C8H6N2O2
• Molecular Mass: 162.14544
• Monoisotopic Mass: 162.04292744
• SMILES: [nH]1ccc2cccc(c12)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cccc2c1[nH]cc2
• InChI: InChI=1S/C8H6N2O2/c11-10(12)7-3-1-2-6-4-5-9-8(6)7/h1-5,9H
• InChIKey: LZJGQIVWUKFTRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-nitro-1H-indole
• IUPAC Traditional name: 7-nitroindole
• Synonyms: 7-Nitroindole; 7-Nitro-1H-indole; NSC 69874; 7-Nitroindole; 7-硝基吲哚

Database IDs

• CAS Number: 6960-42-5
• EC Number: 000-000-0
• MDL Number: MFCD00005683
• Beilstein Number: 130874
• PubChem SID: 24882983; 160975101
• PubChem CID: 23396

CALCULATED PROPERTIES

• Acid pKa: 14.441062
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.011992
• LogD (pH = 7.4): 2.011992
• Log P: 2.011992
• Molar Refractivity: 43.465 cm^3
• Polarizability: 17.39351 Å^3
• Polar Surface Area: 58.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 94 - 98°C; 94-96°C; 94-96°C; 94-98 °C(lit.); 96-97°C
• Hydrophobicity(logP): 2.235

Safety Information

• Storage Warning: Harmful/Mutagenic/Keep Cold/Store under Argon; IRRITANT-HARMFUL
• RTECS: NM1169000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 68
• Safety Statements: 36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS08
• GHS Hazard statements: H341
• GHS Precautionary statements: P281-P201-P202-P308+P313-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H6N2O2

DETAILS

Sigma Aldrich - 638854

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of:
• Protein kinase inhibitors1
• Potential fructose 1,6-bisphosphatase inhibitors2
• Factor Xa inhibitors3
• Antagonist of the mineralocorticoid receptor4
• Antitumor sulfonamides5
• Inosine monophosphate dehydrogenase (IMPDH) inhibitors6
• Subtype-selective cyclooxygenase (COX) inhibitors7
• Thrombin protease-activated receptor (PAR-1) ligands8

REFERENCES

• 7-Nitroindolamides have been employed as photocleavable protecting groups for carboxylic acids: J. Am. Chem. Soc., 98, 843 (1976).