(4S)-4-[(4-hydrazinylphenyl)methyl]-1,3-oxazolidin-2-one

• ChemBase ID: 170068
• Molecular Formular: C10H13N3O2
• Molecular Mass: 207.22912
• Monoisotopic Mass: 207.10077667
• SMILES: c1(ccc(cc1)NN)C[C@@H]1NC(=O)OC1
• Canonical SMILES: NNc1ccc(cc1)C[C@H]1COC(=O)N1
• InChI: InChI=1S/C10H13N3O2/c11-13-8-3-1-7(2-4-8)5-9-6-15-10(14)12-9/h1-4,9,13H,5-6,11H2,(H,12,14)/t9-/m0/s1
• InChIKey: RLXBEGPKQKEJBN-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(4-hydrazinylphenyl)methyl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-[(4-hydrazinylphenyl)methyl]-1,3-oxazolidin-2-one
• Synonyms: (4S)-4-[(4-hydrazinylphenyl)methyl]-2-Oxazolidinone; (S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone

Database IDs

• CAS Number: 187975-62-8
• PubChem SID: 164225978
• PubChem CID: 9990596

CALCULATED PROPERTIES

• Acid pKa: 13.04126
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.8795041
• LogD (pH = 7.4): 1.1019746
• Log P: 1.105698
• Molar Refractivity: 57.7617 cm^3
• Polarizability: 21.444384 Å^3
• Polar Surface Area: 76.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - H716490

An intermediate of Zolmitriptan, as a novel inhibitor of the cytochrome P-450 enzyme aromatase.

REFERENCES

• Ahmed, S., et al.: Bioorg. Med. Chem. Lett., 5, 2789(1995)
• Ahmed, S., et al.: Drug. Des. Discov., 15, 239 (1995)
• Brodie, A., et al.: Steroids, 65, 171 (1995)