7-methyl-1H-indole-2-carboxylic acid

• ChemBase ID: 15606
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: [nH]1c(cc2c1c(ccc2)C)C(=O)O
• Canonical SMILES: OC(=O)c1cc2c([nH]1)c(C)ccc2
• InChI: InChI=1S/C10H9NO2/c1-6-3-2-4-7-5-8(10(12)13)11-9(6)7/h2-5,11H,1H3,(H,12,13)
• InChIKey: OLNYNTKNRVFVBI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-methyl-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 7-methyl-1H-indole-2-carboxylic acid
• Synonyms: 7-Methyl-1H-indole-2-carboxylic acid; 7-Methylindole-2-carboxylic acid; 7-甲基吲哚-2-甲酸

Database IDs

• CAS Number: 18474-60-7
• MDL Number: MFCD00047168
• PubChem SID: 160978913; 24884998
• PubChem CID: 3296119

CALCULATED PROPERTIES

• Acid pKa: 3.6179128
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.28493828
• LogD (pH = 7.4): -1.1736902
• Log P: 2.1630132
• Molar Refractivity: 49.3194 cm^3
• Polarizability: 19.630383 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 169 - 175°C; 169-175 °C
• Hydrophobicity(logP): 2.63

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 668680

Packaging
1 g in glass bottle
Application

• Reactant for preparation of N-terminal anthranoyl-phenylalanine derivatives as CCK1 receptor antagonists1
• Reactant for preparation of factor Xa inhibitors based on a 2-carboxyindole scaffold2
• Reactant for preparation of potent and selective non-imidazole human histamine H4 receptor antagonists3