methyl 2-oxo-2-{1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

• ChemBase ID: 141042
• Molecular Formular: C10H8N2O3
• Molecular Mass: 204.18212
• Monoisotopic Mass: 204.05349213
• SMILES: COC(=O)C(=O)c1c[nH]c2c1cccn2
• Canonical SMILES: COC(=O)C(=O)c1c[nH]c2c1cccn2
• InChI: InChI=1S/C10H8N2O3/c1-15-10(14)8(13)7-5-12-9-6(7)3-2-4-11-9/h2-5H,1H3,(H,11,12)
• InChIKey: LXGPNHJNIRDJER-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-oxo-2-{1H-pyrrolo[2,3-b]pyridin-3-yl}acetate
• IUPAC Traditional name: methyl 2-oxo-2-{1H-pyrrolo[2,3-b]pyridin-3-yl}acetate
• Synonyms: Oxo-(1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid methyl ester; Methyl α-oxo-7-azaindole-3-acetate; Methyl (7-Azaindol-3-yl)oxoacetate; α-Oxo-1H-pyrrolo[2,3-b]pyridine-3-acetic Acid Methyl Ester; (Oxo)(1H-pyrrolo[2,3-b]pyridin-3-yl)acetic Acid Methyl Ester; Methyl 7-Azaindole-3-glyoxylate; 氧代-(1H-吡咯并[2,3-b]吡啶-3-基)-乙酸甲酯; 7-氮杂吲哚-3-乙醛酸甲酯

Database IDs

• CAS Number: 357263-49-1
• MDL Number: MFCD04116182
• PubChem SID: 162235278
• PubChem CID: 6028556

CALCULATED PROPERTIES

• Acid pKa: 11.468598
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.113292
• LogD (pH = 7.4): 1.118166
• Log P: 1.1182665
• Molar Refractivity: 51.907 cm^3
• Polarizability: 20.346722 Å^3
• Polar Surface Area: 72.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White to Off-White
• Melting Point: 165-168°C; 170-172 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H8N2O3

DETAILS

Sigma Aldrich - 701521

Packaging
1 g in glass bottle

Toronto Research Chemicals - M288675

An azaindole derivative as CRTH2 receptor antagonist.

REFERENCES

• Douhal, A., et al.: Nature, 378, 260 (1995)
• Sobolewski, A., et al.: Chem. Phys., 294, 73 (1995)