2-(7-methyl-1H-indol-3-yl)ethan-1-amine

• ChemBase ID: 34166
• Molecular Formular: C11H14N2
• Molecular Mass: 174.24226
• Monoisotopic Mass: 174.11569846
• SMILES: c1cc(c2c(c1)c(c[nH]2)CCN)C
• Canonical SMILES: Cc1cccc2c1[nH]cc2CCN
• InChI: InChI=1S/C11H14N2/c1-8-3-2-4-10-9(5-6-12)7-13-11(8)10/h2-4,7,13H,5-6,12H2,1H3
• InChIKey: SGGBZKQTWMKXHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(7-methyl-1H-indol-3-yl)ethan-1-amine
• IUPAC Traditional name: 7-methyltryptamine
• Synonyms: 2-(7-Methyl-1H-indol-3-yl)ethanamine; NSC 91540; 7-Methyltryptamine; 2-(7-methyl-1H-indol-3-yl)ethan-1-amine; 7-METHYLTRYPTAMINE; 7-甲基色胺

Database IDs

• CAS Number: 14490-05-2
• EC Number: 238-498-9
• MDL Number: MFCD00069711
• PubChem SID: 24897208; 160997473
• PubChem CID: 26714

CALCULATED PROPERTIES

• Acid pKa: 17.491219
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -1.007891
• LogD (pH = 7.4): -0.2730573
• Log P: 1.9998589
• Molar Refractivity: 55.4141 cm^3
• Polarizability: 22.535849 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 125 - 127°C
• Hydrophobicity(logP): 1.922

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT
• RTECS: NL4300000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95%

DETAILS

MP Biomedicals - 02155678

Crystalline

Sigma Aldrich - M8002

Application

• Reactant for preparation of β-carbolines via diastereo- and enantioselective Bronsted acid catalyzed N-acyliminium cyclization cascades1
• Reactant for preparation of substituted tetrahydro-β-carbolines as potential agents for treatment of human papillomavirus infection (HPV)2
• Reactant for asymmetric synthesis of nitrogen heterocycles via Bronsted acid-catalyzed N-acyliminium cyclization cascade3
• Reactant for amidation reactions4
• Reactant for preparation of potent β3-adrenergic receptor agonists5
• Reactant for preparation of tryptamine-based sulfonamides as potent and selective inhibitors of 15-lipoxygenase6