2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid

• ChemBase ID: 176859
• Molecular Formular: C15H13NO3
• Molecular Mass: 255.26862
• Monoisotopic Mass: 255.08954328
• SMILES: c1cnc2c(c1)Cc1c(O2)ccc(c1)C(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc2c(c1)Cc1c(O2)nccc1)C
• InChI: InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)
• InChIKey: TVQZAMVBTVNYLA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid
• IUPAC Traditional name: nifran
• Synonyms: α-Methyl-5H-[1]benzopyrano[2,3-b]pyridine-7-acetic Acid; (+/-)-Pranoprofen; 2-(5H-[1]-Benzopyrano[2,3-b]pyridin-7-yl)propionic Acid; dl-Pranoprofen; Niflan; Oftalar; Pranoprofen

Database IDs

• CAS Number: 52549-17-4
• PubChem SID: 164232769
• PubChem CID: 4888

CALCULATED PROPERTIES

• Acid pKa: 3.6293614
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2239627
• LogD (pH = 7.4): -0.2038951
• Log P: 2.9440625
• Molar Refractivity: 70.0167 cm^3
• Polarizability: 26.82973 Å^3
• Polar Surface Area: 59.42 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - P701140

Anti-inflammatory used in ophthalmology.

REFERENCES

• Ayaki, M., et al.: Biocont. Sci., 15, 97 (2010)
• Lee, X., et al.: For. Toxicol., 28, 96 (2010)