2H,3H-[1,3]oxazolo[4,5-b]pyridin-2-one

• ChemBase ID: 67821
• Molecular Formular: C6H4N2O2
• Molecular Mass: 136.10816
• Monoisotopic Mass: 136.02727738
• SMILES: c12c(cccn1)oc(=O)[nH]2
• Canonical SMILES: O=c1oc2c([nH]1)nccc2
• InChI: InChI=1S/C6H4N2O2/c9-6-8-5-4(10-6)2-1-3-7-5/h1-3H,(H,7,8,9)
• InChIKey: OVLXOTUWFLHWQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2H,3H-[1,3]oxazolo[4,5-b]pyridin-2-one
• IUPAC Traditional name: 3H-[1,3]oxazolo[4,5-b]pyridin-2-one
• Synonyms: 2H,3H-[1,3]oxazolo[4,5-b]pyridin-2-one; Oxazolo[4,5-b]pyridin-2(3H)-one; 2,3-Dihydropyrido[2,3-d][1,3]oxazol-2-one; 2,3-Dihydropyrido[2,3-d][1,3]oxazol-2-one; Oxazolo[4,5-b]pyridin-2(3H)-one; 3H-Oxazolo[4,5-b]pyridin-2-one; [1,3]Oxazolo[4,5-b]pyridin-2(3H)-one

Database IDs

• CAS Number: 60832-72-6
• MDL Number: MFCD00204215
• PubChem SID: 162033556
• PubChem CID: 2799900

CALCULATED PROPERTIES

• Acid pKa: 9.8733635
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.70787346
• LogD (pH = 7.4): 0.7070199
• Log P: 0.7084117
• Molar Refractivity: 34.4208 cm^3
• Polarizability: 12.483193 Å^3
• Polar Surface Area: 51.22 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 210-212°C; 212-214°C
• Hydrophobicity(logP): -0.339

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful/Irritant; IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - D449430

A benzoxazolone analogue that may be used to inhibit the nitric oxide synthases (NOS).

REFERENCES

• Shankaran, K. et. al.: Bioorgan. Med. Chem. Lett. 7, 2887(1997)