1-{1H-[1,2,3]triazolo[4,5-b]pyridin-1-yl}ethan-1-one

• ChemBase ID: 149840
• Molecular Formular: C7H6N4O
• Molecular Mass: 162.14874
• Monoisotopic Mass: 162.05416083
• SMILES: CC(=O)n1c2cccnc2nn1
• Canonical SMILES: CC(=O)n1nnc2c1cccn2
• InChI: InChI=1S/C7H6N4O/c1-5(12)11-6-3-2-4-8-7(6)9-10-11/h2-4H,1H3
• InChIKey: SDYATKOQVBKTLQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{1H-[1,2,3]triazolo[4,5-b]pyridin-1-yl}ethan-1-one
• IUPAC Traditional name: 1-{[1,2,3]triazolo[4,5-b]pyridin-1-yl}ethanone
• Synonyms: 1-Acetyl-1H-1,2,3-triazolo[4,5-b]pyridine; 1-乙酰-1H-1,2,3-三唑[4,5-b]吡啶

Database IDs

• CAS Number: 107866-54-6
• MDL Number: MFCD00075383
• PubChem SID: 24861475; 162244002
• PubChem CID: 702889

CALCULATED PROPERTIES

• Acid pKa: 18.812874
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.27157658
• LogD (pH = 7.4): -0.27157658
• Log P: -0.27157658
• Molar Refractivity: 42.7443 cm^3
• Polarizability: 15.992138 Å^3
• Polar Surface Area: 60.67 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 116-118 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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: 97%
• Empirical Formula (Hill Notation): C7H6N4O

DETAILS

Sigma Aldrich - 347272

Packaging
1 g in glass bottle
Application
Reactant for:
• Solid-phase synthesis of carpanone-based inhibitors of exocytosis from Golgi apparatus1
• Preparation selective cyclooxygenase-2 (COX-2) inactivators2
• Acetylation of amines3