1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

• ChemBase ID: 43296
• Molecular Formular: C8H6N2O2
• Molecular Mass: 162.14544
• Monoisotopic Mass: 162.04292744
• SMILES: c1(c[nH]c2c1cccn2)C(=O)O
• Canonical SMILES: OC(=O)c1c[nH]c2c1cccn2
• InChI: InChI=1S/C8H6N2O2/c11-8(12)6-4-10-7-5(6)2-1-3-9-7/h1-4H,(H,9,10)(H,11,12)
• InChIKey: KYBIRFFGAIFLPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
• IUPAC Traditional name: 1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
• Synonyms: 7-Azaindole-3-carboxylic acid; 1H-Pyrrolo[2,3-b]pyridine-3-carboxylic acid; 1H-Pyrrolo[2,3-b]pyridine-3-carboxylic acid; 7-Azaindole-3-carboxylic acid; 1H-吡咯并[2,3-b]吡啶-3-羧酸; 7-氮杂吲哚-3-羧酸

Database IDs

• CAS Number: 156270-06-3
• MDL Number: MFCD07778360
• PubChem SID: 162048059
• PubChem CID: 10154191

CALCULATED PROPERTIES

• Acid pKa: 2.7685301
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0338798
• LogD (pH = 7.4): -2.4632757
• Log P: 0.012597564
• Molar Refractivity: 42.1964 cm^3
• Polarizability: 16.321964 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205-209 °C; 213 - 215°C; 254 - 256 °C; 254-256°C
• Hydrophobicity(logP): 1.265

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: >95%; 95%; 95+%
• Empirical Formula (Hill Notation): C8H6N2O2

DETAILS

Sigma Aldrich - 692530

Packaging
1 g in glass bottle
Application

• Reactant for synthesis of azaindol derivatives as new acrosin inhibitors1
• Reactant for preparation of triazoles via regioselective heterocyclizaiton reactions2
• Reactant for synthesis of azaindolylcarboxy-endo-tropanamide3