5-methyl-1,2-oxazole-3-carbohydrazide

• ChemBase ID: 27279
• Molecular Formular: C5H7N3O2
• Molecular Mass: 141.12798
• Monoisotopic Mass: 141.05382648
• SMILES: c1(noc(c1)C)C(=O)NN
• Canonical SMILES: Cc1cc(no1)C(=O)NN
• InChI: InChI=1S/C5H7N3O2/c1-3-2-4(8-10-3)5(9)7-6/h2H,6H2,1H3,(H,7,9)
• InChIKey: MKVLYUIHTXXSHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-1,2-oxazole-3-carbohydrazide
• IUPAC Traditional name: 5-methyl-1,2-oxazole-3-carbohydrazide
• Synonyms: 5-Methylisoxazole-3-carbohydrazide; NSC 306459; 5-Methyl-3-isoxazolecarboxylic Acid Hydrazide

Database IDs

• CAS Number: 62438-03-3
• MDL Number: MFCD02091279
• PubChem SID: 160990586
• PubChem CID: 328295

CALCULATED PROPERTIES

• Acid pKa: 11.938276
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5230818
• LogD (pH = 7.4): -0.52264935
• Log P: -0.52263254
• Molar Refractivity: 35.8402 cm^3
• Polarizability: 12.482609 Å^3
• Polar Surface Area: 81.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White Solid

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - M315035

Intermediate in the preparation of GABAA receptor agonists used in antidepressants.

REFERENCES

• Jones, P., et al.: Bioorg. Med. Chem. Lett., 16, 872 (2006)
• Baraldi, P., et al.: J. Med. Chem., 50, 374 (2006)