methyl 6-bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylate

• ChemBase ID: 162918
• Molecular Formular: C10H9BrN2O3
• Molecular Mass: 285.09406
• Monoisotopic Mass: 283.97965416
• SMILES: C1(=O)C(C(=O)OC)Cc2cc(Br)cnc2N1
• Canonical SMILES: COC(=O)C1Cc2cc(Br)cnc2NC1=O
• InChI: InChI=1S/C10H9BrN2O3/c1-16-10(15)7-3-5-2-6(11)4-12-8(5)13-9(7)14/h2,4,7H,3H2,1H3,(H,12,13,14)
• InChIKey: LEMXGMUEKGWKPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylate
• IUPAC Traditional name: methyl 6-bromo-2-oxo-3,4-dihydro-1H-1,8-naphthyridine-3-carboxylate
• Synonyms: Methyl 6-Bromo-2-oxo-1,2,3,4-tetrahydro[1,8]naphthyridine-3-carboxylate; 6-Bromo-1,2,3,4-tetrahydro-2-oxo-1,8-naphthyridine-3-carboxylic Acid Methyl Ester; METHYL 6-BROMO-2-OXO-1,2,3,4-TETRAHYDRO-1,8-NAPHTHYRIDINE-3-CARBOXYLATE

Database IDs

• CAS Number: 335031-10-2
• PubChem SID: 162257053
• PubChem CID: 11108881

CALCULATED PROPERTIES

• Polar Surface Area: 68.29 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 9.456035
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5426735
• LogD (pH = 7.4): 1.5389816
• Log P: 1.5427295
• Molar Refractivity: 61.0261 cm^3
• Polarizability: 22.916094 Å^3

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - B686285

Intermediate in the production of FabI inhibitors

REFERENCES

• Seefeld, M., et al.: J. Med. Chem., 46, 1627 (2003)