(2S,3S)-3-amino-2-methyl-4-oxoazetidine-1-sulfonic acid

• ChemBase ID: 160305
• Molecular Formular: C4H8N2O4S
• Molecular Mass: 180.18232
• Monoisotopic Mass: 180.02047775
• SMILES: C1(=O)[C@H]([C@@H](N1S(=O)(=O)O)C)N
• Canonical SMILES: C[C@H]1[C@H](N)C(=O)N1S(=O)(=O)O
• InChI: InChI=1S/C4H8N2O4S/c1-2-3(5)4(7)6(2)11(8,9)10/h2-3H,5H2,1H3,(H,8,9,10)/t2-,3-/m0/s1
• InChIKey: ISUIVWNWEDIHJD-HRFVKAFMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-amino-2-methyl-4-oxoazetidine-1-sulfonic acid
• IUPAC Traditional name: (2S,3S)-3-amino-2-methyl-4-oxoazetidine-1-sulfonic acid
• Synonyms: (2S-trans)-3-Amino-2-methyl-4-oxoazetidine-1-sulphonic Acid; (2S,3S)-3-Amino-2-methyl-4-oxoazetidine-1-sulphonic Acid

Database IDs

• CAS Number: 80082-65-1
• PubChem SID: 162254440
• PubChem CID: 133361

CALCULATED PROPERTIES

• H Donor: 2
• LogD (pH = 5.5): -2.7792308
• LogD (pH = 7.4): -3.747483
• Log P: -2.6808972
• Molar Refractivity: 35.3236 cm^3
• Polarizability: 15.160239 Å^3
• Polar Surface Area: 100.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: -1.7366264
• H Acceptors: 5

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 197-203°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A616965

Aztreonam intermediate.

REFERENCES

• Indelicato, J., et al.: J. Pharm. Sci., 75, 304 (1986)
• Kline, T., et al.: Bioorg. Med. Chem., 8, 73 (1986)