2-(2-methyl-1H-indol-3-yl)acetic acid

• ChemBase ID: 24834
• Molecular Formular: C11H11NO2
• Molecular Mass: 189.21054
• Monoisotopic Mass: 189.0789786
• SMILES: c1(c([nH]c2c1cccc2)C)CC(=O)O
• Canonical SMILES: OC(=O)Cc1c(C)[nH]c2c1cccc2
• InChI: InChI=1S/C11H11NO2/c1-7-9(6-11(13)14)8-4-2-3-5-10(8)12-7/h2-5,12H,6H2,1H3,(H,13,14)
• InChIKey: QJNNHJVSQUUHHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methyl-1H-indol-3-yl)acetic acid
• IUPAC Traditional name: (2-methyl-1H-indol-3-yl)acetic acid
• Synonyms: 2-Methylindole-3-acetic acid; 2-Methylindole-3-acetic acid; (2-Methyl-1H-indol-3-yl)acetic acid; 2-(2-methyl-1H-indol-3-yl)acetic acid; 2-Methyl-3-indoleacetic acid; (2-Methyl-1H-indol-3-yl)-acetic acid; 2-甲基吲哚-3-乙酸

Database IDs

• CAS Number: 1912-43-2
• EC Number: 000-000-0
• MDL Number: MFCD00075006
• Beilstein Number: 152701
• PubChem SID: 160988141; 24860120
• PubChem CID: 589107

CALCULATED PROPERTIES

• Acid pKa: 4.735121
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.0763167
• LogD (pH = 7.4): -0.7008972
• Log P: 1.9093174
• Molar Refractivity: 53.6018 cm^3
• Polarizability: 21.486156 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-204°C dec.; 205 - 207°C; 205 °C (dec.)(lit.)
• Hydrophobicity(logP): 1.853

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C11H11NO2

DETAILS

Sigma Aldrich - 333301

Packaging
5, 25 g in glass bottle
Application

• Reactant for preparation of N-methyl-N-[[(nitrophenyl)sulfonyl]oxy]indoleacetamide derivatives1
• Reactant for preparation of indomethacin analogs and derivatives2
• Reactant for coupling reaction with diazomethane3
• Reactant for prepnaration of (methylindolyl)methyltriazolethiones and (methylindolyl)methylthiadiazolylamines as antidepressant/anticonvulsant agents4