1-methyl-1H-indole-3-carboxylic acid

• ChemBase ID: 59679
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: c1(cn(c2c1cccc2)C)C(=O)O
• Canonical SMILES: OC(=O)c1cn(c2c1cccc2)C
• InChI: InChI=1S/C10H9NO2/c1-11-6-8(10(12)13)7-4-2-3-5-9(7)11/h2-6H,1H3,(H,12,13)
• InChIKey: HVRCLXXJIQTXHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1H-indole-3-carboxylic acid
• IUPAC Traditional name: 1-methylindole-3-carboxylic acid
• Synonyms: 1-Methylindole-3-carboxylic acid; 1-Methylindole-3-carboxylic acid; 1-Methyl-1H-indole-3-carboxylic acid; 1-甲基吲哚-3-甲酸

Database IDs

• CAS Number: 32387-21-6
• MDL Number: MFCD01321244
• PubChem SID: 24870267; 162064442
• PubChem CID: 854040

CALCULATED PROPERTIES

• Acid pKa: 3.5168962
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.02215794
• LogD (pH = 7.4): -1.4170035
• Log P: 1.9532667
• Molar Refractivity: 49.2974 cm^3
• Polarizability: 19.626404 Å^3
• Polar Surface Area: 42.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 197-200 °C (dec.)(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 465313

Packaging
1, 5 g in glass bottle
Application

• Reactant for preparation of bisindolyl pyrimidinones analogs of PKC inhibitor LY3335311
• Reactant for preparation of (heteroaryl)(carboxamido)arylpyrrole derivatives as Cdc7 kinase inhibitors, antitumor and antiproliferative agents2
• Reactant for preparation of (pyrrolidinylmethoxy)cyclohexanecarboxylic acids as antigen-4 (VLA-4) antagonists3
• Reactant for preparation of EphB3 receptor tyrosine kinase inhibitors4
• Reactant for preparation of pyrazolodiazepine derivatives as human P2X7 receptor antagonists5
• Reactant for preparation of potent nonpeptidic urotensin II receptor agonists6
• Reactant for preparation of pyrrolizidine esters, amides, and ureas as 5-HT4 receptor ligands7