1H-indol-4-ylmethanamine

• ChemBase ID: 15842
• Molecular Formular: C9H10N2
• Molecular Mass: 146.1891
• Monoisotopic Mass: 146.08439833
• SMILES: c12c([nH]cc1)cccc2CN
• Canonical SMILES: NCc1cccc2c1cc[nH]2
• InChI: InChI=1S/C9H10N2/c10-6-7-2-1-3-9-8(7)4-5-11-9/h1-5,11H,6,10H2
• InChIKey: FFBWKPKOXRMLNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indol-4-ylmethanamine; (1H-indol-4-yl)methanamine
• IUPAC Traditional name: 1H-indol-4-ylmethanamine
• Synonyms: (1H-Indol-4-ylmethyl)amine; NSC 131886; 4-(Aminomethyl)indole; 4-Indolemethylamine; 4-AMINOMETHYLINDOLE; (1H-indol-4-yl)methanamine; 4-(氨基甲基)吲哚; 4-(氨甲基)吲哚

Database IDs

• CAS Number: 3468-18-6
• MDL Number: MFCD04973297
• PubChem SID: 160979149
• PubChem CID: 280302

CALCULATED PROPERTIES

• Acid pKa: 16.341732
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -1.8026702
• LogD (pH = 7.4): -0.9797658
• Log P: 1.1977762
• Molar Refractivity: 45.6179 cm^3
• Polarizability: 19.00871 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-135 °C; 130-135°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41; 36/37/38
• Safety Statements: 26-36/37/39; 26-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C9H10N2

DETAILS

Sigma Aldrich - 733040

Packaging
1 g in glass bottle
Application

• Reactant for preparation of dopamine receptor antagonists1
• Reactant for preparation of high-affinity ligands to α2δ subunit of voltage-gated calcium channels2