1H-indol-4-amine

• ChemBase ID: 10442
• Molecular Formular: C8H8N2
• Molecular Mass: 132.16252
• Monoisotopic Mass: 132.06874827
• SMILES: c1ccc2c(c1N)cc[nH]2
• Canonical SMILES: Nc1cccc2c1cc[nH]2
• InChI: InChI=1S/C8H8N2/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H,9H2
• InChIKey: LUNUNJFSHKSXGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indol-4-amine
• IUPAC Traditional name: 1H-indol-4-amine
• Synonyms: 1H-Indol-4-amine; 1H-indol-4-amine; 4-Aminoindole; 4-Amino-1H-indole; (Indol-4-yl)amine; 4-Indolamine; 4-Aminoindole; 4-吲哚胺; 4-氨基吲哚

Database IDs

• CAS Number: 5192-23-4
• EC Number: 000-000-0
• MDL Number: MFCD01076559
• Beilstein Number: 114919
• PubChem SID: 24846037; 160973749; 24874461
• PubChem CID: 583431

CALCULATED PROPERTIES

• Acid pKa: 17.743036
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.2385107
• LogD (pH = 7.4): 1.243024
• Log P: 1.2430818
• Molar Refractivity: 41.8449 cm^3
• Polarizability: 16.746494 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 106-108°C; 106-109 °C(lit.); 107-108°C; 107-111 °C; 95 - 97°C
• Hydrophobicity(logP): 0.905

Safety Information

• Storage Warning: Air Sensitive; AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD; Harmful/Irritant/Light Sensitive/Air Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 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; 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: ≥98.0% (NT); 95%; 97%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C8H8N2

DETAILS

Sigma Aldrich - 525022

Packaging
500 mg in glass bottle
Application
Reactant for preparation of:
• Inhibitors of bacterial thymidylate synthase1
• Mimetics of non-alkaloid toxin lignan anticancer and antiviral agent Podophyllotoxin (PPT)2
• Inhibitors of Gli1-mediated transcription in the Hedgehog pathway3
• Protein kinase C θ (PKCθ) inhibitors4
• Indolic non-peptidic HIV protease inhibitors5
• Transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonists6
• Cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors7
• 11β-hydroxysteroid dehydrogenase 1 (11β-HSD1) inhibitors8
• Short chain 4-substituted indoles as potent αvβ3 antagonist9
• Ligands of serotonin transporter and 5-HT1A receptors10

Sigma Aldrich - 08244

Application
Reactant for preparation of:
• Inhibitors of bacterial thymidylate synthase1
• Mimetics of non-alkaloid toxin lignan anticancer and antiviral agent Podophyllotoxin (PPT)2
• Inhibitors of Gli1-mediated transcription in the Hedgehog pathway3
• Protein kinase C θ (PKCθ) inhibitors4
• Indolic non-peptidic HIV protease inhibitors5
• Transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonists6
• Cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors7
• 11β-hydroxysteroid dehydrogenase 1 (11β-HSD1) inhibitors8
• Short chain 4-substituted indoles as potent αvβ3 antagonist9
• Ligands of serotonin transporter and 5-HT1A receptors10