2-[2-(2H3)methyl(4,5,6,7-2H4)-1H-indol-3-yl]ethan-1-amine

• ChemBase ID: 174454
• Molecular Formular: C11H14N2
• Molecular Mass: 174.24226
• Monoisotopic Mass: 174.11569846
• SMILES: c1ccc2c(c1)[nH]c(c2CCN)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-(^2H₃)methyl(4,5,6,7-^2H₄)-1H-indol-3-yl]ethan-1-amine
• IUPAC Traditional name: 2-[2-(^2H₃)methyl(4,5,6,7-^2H₄)-1H-indol-3-yl]ethanamine
• Synonyms: 2-Methyl-1H-indole-3-ethanamine-d7; 3-(2-Aminoethyl)-2-methyl-indole-d7; 2-Methyltryptamine-d7

Database IDs

• PubChem SID: 164230364
• PubChem CID: 71750655

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: 22.639196 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Semi Solid

Safety Information

• Storage Condition: Refrigerator, under inert atmosphere

DETAILS

Toronto Research Chemicals - M331932

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)