2,3-dihydro-1H-indole

• ChemBase ID: 91075
• Molecular Formular: C8H9N
• Molecular Mass: 119.16376
• Monoisotopic Mass: 119.07349929
• SMILES: N1c2c(cccc2)CC1
• Canonical SMILES: c1ccc2c(c1)NCC2
• InChI: InChI=1S/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2
• InChIKey: LPAGFVYQRIESJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydro-1H-indole
• IUPAC Traditional name: indoline
• Synonyms: DIHYDROINDOLE; 2,3-Dihydro-1H-indole; 1-Azaindan; Indoline 98%; 1H-Indoline; Indoline; 2,3-Dihydroindole; INDOLINE; 二氢吲哚; 2,3-二氢吲哚; 吲哚啉

Database IDs

• CAS Number: 496-15-1
• EC Number: 207-816-8
• MDL Number: MFCD00005705
• Beilstein Number: 111915
• PubChem SID: 162077779; 24896074; 24880636
• PubChem CID: 10328
• CHEBI ID: 43295
• CHEMBL: 388803
• Chemspider ID: 9905
• Wikipedia Title: Indoline

CALCULATED PROPERTIES

• Log P: 1.4859124
• Molar Refractivity: 39.5614 cm^3
• Polarizability: 14.364879 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.4330816
• LogD (pH = 7.4): 1.4852055

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: clear dark brown liquid (clear); Clear green liquid; Pale Yellow Oil
• Melting Point: -21 °C; -21°C; -21°C
• Boiling Point: 116-118°C; 220–221 °C; 220-221 °C(lit.); 220-221°C
• Flash Point: 199.4 °F; 92.8°C; 92°C(197°F); 93 °C
• Density: 1.06 g/ml; 1.062; 1.063 g/mL; 1.063 g/mL at 25 °C(lit.)
• Refractive Index: 1.5930; n20/D 1.592; n20/D 1.592(lit.)

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under inert atmosphere
• Storage Warning: Irritant; Light Sensitive
• RTECS: NL6906300
• European Hazard Symbols: X
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 23-26-36/37; R
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H315-H319-H335-H227
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥98.0% (GC); 98%; 99%
• Grade: purum; ReagentPlus®
• Empirical Formula (Hill Notation): C8H9N

DETAILS

MP Biomedicals - 02151323

Purity: 99%
1 ml = approx. 1.06 g

MP Biomedicals - 05212012

MP Biomedicals Rare Chemical collection

Sigma Aldrich - I5605

Packaging
25, 100 g in glass bottle
Application
Reactant for preparation of:
• Inhibitors of NOD1-Induced Nuclear Factor-κB Activation1
• Sphingosine-1-phosphate 4(S1P4) receptor antagonists2
• Cytotoxic cell cycle inhibitors3
• 2-Aminopyridines4
• PET agent for imaging of protein kinase C (PKC)5
• Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes6
• α4β2-Nicotinic acetylcholine receptor-selective partial agonists7
• mGlu4 positive allosteric modulators8
• Bacterial biofilm inhibitors9
• Serotonin 5-HT6 receptor antagonists10
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 57240

Application
Reactant for preparation of:
• Inhibitors of NOD1-Induced Nuclear Factor-κB Activation1
• Sphingosine-1-phosphate 4(S1P4) receptor antagonists2
• Cytotoxic cell cycle inhibitors3
• 2-Aminopyridines4
• PET agent for imaging of protein kinase C (PKC)5
• Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes6
• α4β2-Nicotinic acetylcholine receptor-selective partial agonists7
• mGlu4 positive allosteric modulators8
• Bacterial biofilm inhibitors9
• Serotonin 5-HT6 receptor antagonists10

Toronto Research Chemicals - I627200

An indole derivative used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.

REFERENCES

• Zhang, J. et al.: Zhong. Yao. Dax. Xue., 40, 200 (2009)
• Wu, Y.: Top. Heterocyc. Chem., 26, 1 (2009)
• 2-Lithiation can be effected in a one-pot sequence via the Li carbamate: J. Chem. Soc., Perkin 1, 17, (1989); cf Indole, A14427.