6-nitro-2,3-dihydro-1H-indole

• ChemBase ID: 10245
• Molecular Formular: C8H8N2O2
• Molecular Mass: 164.16132
• Monoisotopic Mass: 164.05857751
• SMILES: O=[N+]([O-])c1cc2c(cc1)CCN2
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)NCC2
• InChI: InChI=1S/C8H8N2O2/c11-10(12)7-2-1-6-3-4-9-8(6)5-7/h1-2,5,9H,3-4H2
• InChIKey: LTNYDSMDSLOMSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-nitro-2,3-dihydro-1H-indole
• IUPAC Traditional name: 6-nitro-2,3-dihydro-1H-indole
• Synonyms: 2,3-Dihydro-6-nitro-(1H)-indole; 6-Nitro-2,3-dihydroindole; NSC 80658; 6-Nitroindoline; 6-nitroindoline; 6-硝基吲哚啉; 6-硝基二氢吲哚

Database IDs

• CAS Number: 19727-83-4
• EC Number: 243-257-6
• MDL Number: MFCD00005710
• Beilstein Number: 156434
• PubChem SID: 24897527; 160973552
• PubChem CID: 29757

CALCULATED PROPERTIES

• Acid pKa: 19.732073
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4249697
• LogD (pH = 7.4): 1.425885
• Log P: 1.4258966
• Molar Refractivity: 45.8819 cm^3
• Polarizability: 16.231565 Å^3
• Polar Surface Area: 55.17 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 63 - 65°C; 65-67°C; 66-70°C; 67-69 °C(lit.)
• Hydrophobicity(logP): 2.167

Safety Information

• Storage Warning: Irritant
• RTECS: NM1950000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 20/21/22-68; 36/37/38
• Safety Statements: 26-37/39; 36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H311-H332-H341; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P361-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C8H8N2O2

DETAILS

Sigma Aldrich - N17734

Packaging
5 g in glass bottle
Application

• Reactant for preparation of 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin analogs as novel MT2-selective melatonin receptor antagonists1
• Reactant for synthesis of isoindigo and azaisoindigo glycosides as anticancer agents2
• Reactant for preparation of arylfurancarboxamides with Nav1.8 voltage-gated Na channel blocking/analgesic activities3
• Reactant for preparation of bicyclic benzamides as 5-HT1 receptor agonists4
• Reactant for preparation of antiarrhythmic benzopyrans5
• Reactant for preparation of 5-HT2C/2B receptor antagonists6