2-isocyanatopyridine

• ChemBase ID: 171781
• Molecular Formular: C6H4N2O
• Molecular Mass: 120.10876
• Monoisotopic Mass: 120.03236276
• SMILES: c1cnc(cc1)N=C=O
• Canonical SMILES: O=C=Nc1ccccn1
• InChI: InChI=1S/C6H4N2O/c9-5-8-6-3-1-2-4-7-6/h1-4H
• InChIKey: CUIGSPBMMQWNLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-isocyanatopyridine
• IUPAC Traditional name: 2-isocyanatopyridine
• Synonyms: Isocyanic Acid 2-Pyridyl Ester; 2-Pyridyl Isocyanate; Picolinic Isocyanate; Pyridin-2-yl Isocyanate; 2-Isocyanatopyridine

Database IDs

• CAS Number: 4737-19-3
• PubChem SID: 164227691
• PubChem CID: 577567

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.2595856
• LogD (pH = 7.4): 1.2595866
• Log P: 1.2595866
• Molar Refractivity: 33.2866 cm^3
• Polarizability: 11.763483 Å^3
• Polar Surface Area: 42.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I806800

2-Isocyanatopyridine is used in the preparation of ergolines as antagonists of chemokine receptor CXCR3 as well as in the synthesis of other biologically active compounds.

REFERENCES

• Thoma, G. et al.: Bioorg. Med. Chem. Lett., 19, 6185 (2009)