2-methyl-1H-indol-5-amine

• ChemBase ID: 90094
• Molecular Formular: C9H10N2
• Molecular Mass: 146.1891
• Monoisotopic Mass: 146.08439833
• SMILES: [nH]1c2c(cc(cc2)N)cc1C
• Canonical SMILES: Nc1ccc2c(c1)cc([nH]2)C
• InChI: InChI=1S/C9H10N2/c1-6-4-7-5-8(10)2-3-9(7)11-6/h2-5,11H,10H2,1H3
• InChIKey: JQULCCZIXYRBSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1H-indol-5-amine
• IUPAC Traditional name: 2-methyl-1H-indol-5-amine
• Synonyms: 2-Methylindol-5-ylamine; 5-Amino-2-methylindole; 2-methyl-1H-indol-5-amine; 5-Amino-2-methylindole 95%; 5-氨基-2-甲基吲哚

Database IDs

• CAS Number: 7570-49-2
• MDL Number: MFCD02093426
• PubChem SID: 162076949; 24874495
• PubChem CID: 2733992

CALCULATED PROPERTIES

• Acid pKa: 17.560188
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.4341052
• LogD (pH = 7.4): 1.4425347
• Log P: 1.4426432
• Molar Refractivity: 46.9946 cm^3
• Polarizability: 18.50577 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153-157 °C(lit.); 153-157°C; 156 - 157°C
• Hydrophobicity(logP): 1.404

Safety Information

• Storage Warning: Irritant/Light Sensitive/Stench/Store under Argon/Keep Cold
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22; 36/37/38
• Safety Statements: 26-36; 36
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

Sigma Aldrich - 525588

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Cytotoxic and antimitotic agents1
• Potential antimicrobial aminoketones2
• Inhibitors of monoamine oxidase (MAO)3
• Protein kinase c theta (PKCθ) inhibitors4
• Factor Xa inhibitors5
• Inhibitors of vascular endothelial growth factor type 2 (VEGFR-2)6
• Demethylasterriquinone B1receptor ligands7