N-{[4-methoxy-6-(pyridin-2-yl)pyridin-2-yl]methylidene}hydroxylamine

• ChemBase ID: 154840
• Molecular Formular: C12H11N3O2
• Molecular Mass: 229.23464
• Monoisotopic Mass: 229.08512661
• SMILES: COc1cc(nc(c1)c1ccccn1)/C=N/O
• Canonical SMILES: O/N=C/c1cc(OC)cc(n1)c1ccccn1
• InChI: InChI=1S/C12H11N3O2/c1-17-10-6-9(8-14-16)15-12(7-10)11-4-2-3-5-13-11/h2-8,16H,1H3
• InChIKey: JCTRJRHLGOKMCF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[4-methoxy-6-(pyridin-2-yl)pyridin-2-yl]methylidene}hydroxylamine
• IUPAC Traditional name: N-{[4-methoxy-6-(pyridin-2-yl)pyridin-2-yl]methylidene}hydroxylamine
• Synonyms: Carulomycin A; Cerulomycin; Caerulomycin A

Database IDs

• CAS Number: 21802-37-9
• MDL Number: MFCD03093715
• PubChem SID: 162248978
• PubChem CID: 5381230

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.1927354
• LogD (pH = 7.4): 2.1676252
• Log P: 2.1956809
• Molar Refractivity: 62.6201 cm^3
• Polarizability: 25.25644 Å^3
• Polar Surface Area: 67.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 8.59609

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Biological Source: from Streptomyces caeruleus
• Empirical Formula (Hill Notation): C12H11N3O2

DETAILS

Sigma Aldrich - C6374

Biochem/physiol Actions
Caerulomycins produced by Streptomyces caeruleus are bipyridinic molecules endowed with antibiotic properties. Caerulomycin A was found to have a strong anti-fungal and anti-amoebic activity, and a mild antibacterial activity.
Preparation Note
Caerulomycin A stock solution may be prepared in DMSO or methanol at 1 mg/mL. The stock solution can be further diluted in water to 0.1 mg/mL. Higher concentrations my requrie gentle heating to 40 °C. Dilutions from the stock solution should be freshly prepared.