(4S)-6-chloro-4-hydroxy-2-(3-methoxypropyl)-2H,3H,4H-1λ6,7,2-thieno[3,2-e][1λ6,2]thiazine-1,1-dione

• ChemBase ID: 164196
• Molecular Formular: C10H14ClNO4S2
• Molecular Mass: 311.80546
• Monoisotopic Mass: 311.00527761
• SMILES: N1(C[C@H](c2c(S1(=O)=O)sc(c2)Cl)O)CCCOC
• Canonical SMILES: COCCCN1C[C@@H](O)c2c(S1(=O)=O)sc(c2)Cl
• InChI: InChI=1S/C10H14ClNO4S2/c1-16-4-2-3-12-6-8(13)7-5-9(11)17-10(7)18(12,14)15/h5,8,13H,2-4,6H2,1H3/t8-/m1/s1
• InChIKey: FMNGDEKOOMHKNT-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-6-chloro-4-hydroxy-2-(3-methoxypropyl)-2H,3H,4H-1λ^6,7,2-thieno[3,2-e][1λ^6,2]thiazine-1,1-dione
• IUPAC Traditional name: (4S)-6-chloro-4-hydroxy-2-(3-methoxypropyl)-3H,4H-1λ^6,7,2-thieno[3,2-e][1λ^6,2]thiazine-1,1-dione
• Synonyms: (4S)-6-Chloro-3,4-dihydro-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazin-4-ol 1,1-Dioxide; (S)-6-Chloro-3,4-dihydro-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazin-4-ol 1,1-Dioxide

Database IDs

• CAS Number: 160982-13-8
• PubChem SID: 162258331
• PubChem CID: 9926764

CALCULATED PROPERTIES

• Acid pKa: 13.295094
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.8769839
• LogD (pH = 7.4): 0.87698334
• Log P: 0.8769839
• Molar Refractivity: 68.6657 cm^3
• Polarizability: 28.072906 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - C365280

An intermediate in the preparation of Brinzolamide

REFERENCES

• Silver, L., et al.: Am. J. Ophthalmol., 126, 400 (1998)