N'-[(tert-butoxy)carbonyl]-2-oxo-3,4-dihydro-2H-1-benzopyran-3-carbohydrazide

• ChemBase ID: 162626
• Molecular Formular: C15H18N2O5
• Molecular Mass: 306.31382
• Monoisotopic Mass: 306.12157169
• SMILES: c1ccc2c(c1)OC(=O)C(C2)C(=O)NNC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NNC(=O)C1Cc2ccccc2OC1=O
• InChI: InChI=1S/C15H18N2O5/c1-15(2,3)22-14(20)17-16-12(18)10-8-9-6-4-5-7-11(9)21-13(10)19/h4-7,10H,8H2,1-3H3,(H,16,18)(H,17,20)
• InChIKey: LYDZBGHQFWXWID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[(tert-butoxy)carbonyl]-2-oxo-3,4-dihydro-2H-1-benzopyran-3-carbohydrazide
• IUPAC Traditional name: N'-(tert-butoxycarbonyl)-2-oxo-3,4-dihydro-1-benzopyran-3-carbohydrazide
• Synonyms: tert-Butyl 2-(2-Oxochroman-3-carbonyl)hydrazinecarboxylate; 2-[(3,4-Dihydro-2-oxo-2H-1-benzopyran-3-yl)carbonyl]hydrazinecarboxylic Acid 1,1-Dimethylethyl Ester; N1-Boc 2-(2-Oxochroman)-3-carbohydrazide

Database IDs

• CAS Number: 908230-99-9
• PubChem SID: 162256761
• PubChem CID: 381451

CALCULATED PROPERTIES

• Acid pKa: 8.72147
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1307843
• LogD (pH = 7.4): 2.1111546
• Log P: 1.8977071
• Molar Refractivity: 76.8643 cm^3
• Polarizability: 30.111671 Å^3
• Polar Surface Area: 93.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B661000

N1-Boc 2-(2-Oxochroman)-3-carbohydrazide is a target structure of fluorescent ligand for the Hemagglutinin of influenza A.

REFERENCES

• Toogood, P.L., et al.: J. Med. Chem., 34, 3138 (1991)
• Brune, M., et al.: Biochemistry, 37, 10370 (1991)