2-(2-methyl-1H-indol-3-yl)ethan-1-amine

• ChemBase ID: 13838
• Molecular Formular: C11H14N2
• Molecular Mass: 174.24226
• Monoisotopic Mass: 174.11569846
• SMILES: [nH]1c(c(c2c1cccc2)CCN)C
• Canonical SMILES: NCCc1c(C)[nH]c2c1cccc2
• InChI: InChI=1S/C11H14N2/c1-8-9(6-7-12)10-4-2-3-5-11(10)13-8/h2-5,13H,6-7,12H2,1H3
• InChIKey: CPVSLHQIPGTMLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methyl-1H-indol-3-yl)ethan-1-amine
• IUPAC Traditional name: α-methyl-3-indoleethanamine
• Synonyms: 2-(2-methyl-1H-indol-3-yl)ethanamine; 3-(2-Aminoethyl)-2-methylindole; 2-Methyl-1H-indole-3-ethanamine; 3-(2-Aminoethyl)-2-methyl-indole; 2-Methyltryptamine; 2-(2-methyl-1H-indol-3-yl)ethan-1-amine

Database IDs

• CAS Number: 2731-06-8
• MDL Number: MFCD00130185
• PubChem SID: 160977145
• PubChem CID: 75949

CALCULATED PROPERTIES

• Acid pKa: 17.285955
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -1.3212371
• LogD (pH = 7.4): -0.5795234
• Log P: 1.6859988
• Molar Refractivity: 55.5226 cm^3
• Polarizability: 22.53342 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Solid
• Hydrophobicity(logP): 1.872

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - M331930

Key starting material in the synthesis of the histone deacetylase inhibitor LBH589.

REFERENCES

• Harada, H., et al.: Bioorg. Med. Chem. Lett., 13, 1301 (2003)
• Harada, H., et al.: Chem. Pharm. Bull., 53, 184 (2003)