methyl 4-(6-hydroxypyridin-3-yl)-4-oxobutanoate

• ChemBase ID: 156295
• Molecular Formular: C10H11NO4
• Molecular Mass: 209.19864
• Monoisotopic Mass: 209.06880784
• SMILES: COC(=O)CCC(=O)c1ccc(nc1)O
• Canonical SMILES: COC(=O)CCC(=O)c1ccc(nc1)O
• InChI: InChI=1S/C10H11NO4/c1-15-10(14)5-3-8(12)7-2-4-9(13)11-6-7/h2,4,6H,3,5H2,1H3,(H,11,13)
• InChIKey: JDEIRPOMJWEHHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-(6-hydroxypyridin-3-yl)-4-oxobutanoate
• IUPAC Traditional name: methyl 4-(6-hydroxypyridin-3-yl)-4-oxobutanoate
• Synonyms: Methyl 4-(5,6-dihydro-6-oxo-3-pyridyl)-4-oxobutyrate; Methyl 4-(6-hydroxy-3-pyridyl)-4-oxobutyrate; 4-(5,6-二氢-6-氧代-3-吡啶基)-4-氧丁酸甲酯; 4-(6-羟基-3-吡啶基)-4-氧丁酸甲酯

Database IDs

• CAS Number: 168165-86-4
• MDL Number: MFCD01632114
• Beilstein Number: 7873580
• PubChem SID: 162250433
• PubChem CID: 4245196

CALCULATED PROPERTIES

• Acid pKa: 9.587044
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.57482
• LogD (pH = 7.4): 0.5720921
• Log P: 0.57486993
• Molar Refractivity: 52.2607 cm^3
• Polarizability: 20.13954 Å^3
• Polar Surface Area: 76.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 164-168 °C

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: for combinatorial chemistry; purum
• Empirical Formula (Hill Notation): C10H11NO4

DETAILS

Sigma Aldrich - 10918

Other Notes
Renewable functionalized pyridines derived from microbial metabolites of the alkaloid (S)-nicotine1