1-benzyl-1H-indole-3-carboxylic acid

• ChemBase ID: 130612
• Molecular Formular: C16H13NO2
• Molecular Mass: 251.27992
• Monoisotopic Mass: 251.09462866
• SMILES: c1ccc(cc1)Cn1cc(c2c1cccc2)C(=O)O
• Canonical SMILES: OC(=O)c1cn(c2c1cccc2)Cc1ccccc1
• InChI: InChI=1S/C16H13NO2/c18-16(19)14-11-17(10-12-6-2-1-3-7-12)15-9-5-4-8-13(14)15/h1-9,11H,10H2,(H,18,19)
• InChIKey: LVYDDRHDOKXFMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-1H-indole-3-carboxylic acid
• IUPAC Traditional name: 1-benzylindole-3-carboxylic acid
• Synonyms: 1-Benzylindole-3-carboxylic acid; 1-benzyl-1H-indole-3-carboxylic acid; 1-苄基吲哚-3-甲酸

Database IDs

• CAS Number: 27018-76-4
• MDL Number: MFCD00057094
• PubChem SID: 162224890; 24892100
• PubChem CID: 33671

CALCULATED PROPERTIES

• Acid pKa: 3.515906
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7013624
• LogD (pH = 7.4): 0.30716592
• Log P: 3.6777399
• Molar Refractivity: 73.91 cm^3
• Polarizability: 29.250805 Å^3
• Polar Surface Area: 42.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 192 - 194°C
• Hydrophobicity(logP): 4.278

Safety Information

• RTECS: NL5995800
• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 95%

DETAILS

Sigma Aldrich - B8875

包装
1 g in poly bottle
Application
Reactant for preparation of:
• Indoleacetic acid analogs as differentiation-inducing and antiproliferative agents for human myeloblastoma cells1
• Indole-carboxamide derivatives as inhibitors of lipid peroxidation and superoxide anion formation2
• Indole carboxamides as hyaluronidase inhibitors3
• Fuconojirimycin derivatives as inhibitors of α-fucosidases4
• Indole-2 and 3-carboxamides as selective cyclooxygenase-2 inhibitors5
• Indole amides as antihistaminic agents6