1H-indol-6-amine

• ChemBase ID: 16359
• Molecular Formular: C8H8N2
• Molecular Mass: 132.16252
• Monoisotopic Mass: 132.06874827
• SMILES: c1c(cc2c(c1)cc[nH]2)N
• Canonical SMILES: Nc1ccc2c(c1)[nH]cc2
• InChI: InChI=1S/C8H8N2/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H,9H2
• InChIKey: MIMYTSWNVBMNRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indol-6-amine
• IUPAC Traditional name: 1H-indol-6-amine
• Synonyms: 1H-Indol-6-amine; 1H-Indol-6-amine; 6-Amino-1H-indole; 6-Aminoindole; Indol-6-ylamine; NSC 82379; 6-Aminoindole; 6-Indolamine; 6-氨基吲哚

Database IDs

• CAS Number: 5318-27-4
• EC Number: 000-000-0
• MDL Number: MFCD02093959
• Beilstein Number: 112190
• PubChem SID: 160979666; 24882337
• PubChem CID: 256096

CALCULATED PROPERTIES

• Acid pKa: 17.066113
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.2332492
• LogD (pH = 7.4): 1.2429566
• Log P: 1.2430818
• Molar Refractivity: 41.8449 cm^3
• Polarizability: 16.743074 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65-66°C; 70-76°C; 75-79 °C
• Boiling Point: 161-166°C/2mm; 161-166°C/2mm

Safety Information

• Storage Warning: Air Sensitive; Irritant/Harmful/Keep Cold; IRRITANT-HARMFUL, KEEP COLD
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C8H8N2

DETAILS

Sigma Aldrich - 630721

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of:
• Inhibitors of mammalian target of rapamycin (mTOR ) protein1
• Inhibitors of the AcrAB-TolC efflux pump2
• Inhibitors of Gli1-mediated transcription in the Hedgehog pathway3
• Potent DNA-topoisomerase II poisons and anti-MDR agents4
• Protein kinase C θ (PKCθ) inhibitors5
• Piperidine carboxamide as transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonists6
• Potent and selective blockers of the Nav1.8 sodium channel as potential analgesics for the treatment of neuropathic and inflammatory pain7
• 5,6-fused heteroaromatic ureas as TRPV1 antagonists8
• Allosteric enhancers of the A3 adenosine receptor9
• Human liver glycogen phosphorylase (HLGP) inhibitors for the treatment of type 2 diabetes10