10,10-dimethyl-3λ6-thia-4-azatricyclo[5.2.1.01,5]decane-3,3-dione

• ChemBase ID: 163568
• Molecular Formular: C10H17NO2S
• Molecular Mass: 215.31248
• Monoisotopic Mass: 215.09799979
• SMILES: C1C23C(CC(C1)C2(C)C)NS(=O)(=O)C3
• Canonical SMILES: O=S1(=O)NC2C3(C1)CCC(C2)C3(C)C
• InChI: InChI=1S/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3
• InChIKey: DPJYJNYYDJOJNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10,10-dimethyl-3λ^6-thia-4-azatricyclo[5.2.1.0^1,^5]decane-3,3-dione
• IUPAC Traditional name: 10,10-dimethyl-3λ^6-thia-4-azatricyclo[5.2.1.0^1,^5]decane-3,3-dione
• Synonyms: (1S)-(-)-10,2-Camphorsultam; (2R)-Bornane-10,2-sultam; Hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole; (1S)-Camphorsultam

Database IDs

• CAS Number: 94594-90-8
• PubChem SID: 162257703
• PubChem CID: 145454

CALCULATED PROPERTIES

• Acid pKa: 10.407443
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.5864519
• LogD (pH = 7.4): 0.5860786
• Log P: 0.58645666
• Molar Refractivity: 53.6538 cm^3
• Polarizability: 22.299479 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 170-173°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C175125

Reagent used to make Camphorsultam conjugates.

REFERENCES

• Springthorpe, B., et al.: Bioorg. Med. Chem. Lett., 17, 6013 (2007)
• Inoue, M., et al.: Nat. Chem., 2, 280 (2007)