2-[5-(benzyloxy)-1H-indol-3-yl]ethan-1-amine hydrochloride

• ChemBase ID: 103052
• Molecular Formular: C17H19ClN2O
• Molecular Mass: 302.79856
• Monoisotopic Mass: 302.11859092
• SMILES: Cl.NCCc1c[nH]c2c1cc(OCc1ccccc1)cc2
• Canonical SMILES: NCCc1c[nH]c2c1cc(OCc1ccccc1)cc2.Cl
• InChI: InChI=1S/C17H18N2O.ClH/c18-9-8-14-11-19-17-7-6-15(10-16(14)17)20-12-13-4-2-1-3-5-13;/h1-7,10-11,19H,8-9,12,18H2;1H
• InChIKey: IUWVJCIEWSQGHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(benzyloxy)-1H-indol-3-yl]ethan-1-amine hydrochloride
• IUPAC Traditional name: 5-benzyloxytryptamine hydrochloride
• Synonyms: 5-(phenylmethoxy)indole-3-ethanamine monohydrochloride; 5-Benzyloxytryptamine hydrochloride; 5-BENZYLOXYTRYPTAMINE HYDROCHLORIDE; 2-(5-(benzyloxy)-1H-indol-3-yl)ethanamine hydrochloride; 3-(2-Aminoethyl)-5-benzyloxyindole hydrochloride; 5-苄氧基色胺 盐酸盐; 5-苄氧基色胺盐酸盐

Database IDs

• CAS Number: 52055-23-9; 20776-45-8
• EC Number: 257-626-4; 244-024-1
• MDL Number: MFCD00012685
• PubChem SID: 24891674; 162091210
• PubChem CID: 2828785

CALCULATED PROPERTIES

• Acid pKa: 17.431728
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.045168165
• LogD (pH = 7.4): 0.7756414
• Log P: 3.0532393
• Molar Refractivity: 81.4487 cm^3
• Polarizability: 32.862976 Å^3
• Polar Surface Area: 51.04 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 259-263°C; 260-263 °C(lit.)

Safety Information

• Storage Condition: 0°C
• Storage Warning: Light Sensitive
• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: 98%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C17H18N2O · HCl

DETAILS

MP Biomedicals - 02150452

Hydrochloride

Sigma Aldrich - B28656

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for preparation of:
• Indole alkaloid-based compounds for drug discovery1
• Serotonin 5-HT6 receptor ligands2