2-[(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-5-yl]-N,N-dimethylethanamine oxide

• ChemBase ID: 165451
• Molecular Formular: C20H24N2O4S
• Molecular Mass: 388.48056
• Monoisotopic Mass: 388.14567826
• SMILES: c1(ccc(cc1)[C@H]1[C@H](C(=O)N(c2c(S1)cccc2)CC[N+]([O-])(C)C)O)OC
• Canonical SMILES: COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1O)CC[N+](C)(C)[O-]
• InChI: InChI=1S/C20H24N2O4S/c1-22(2,25)13-12-21-16-6-4-5-7-17(16)27-19(18(23)20(21)24)14-8-10-15(26-3)11-9-14/h4-11,18-19,23H,12-13H2,1-3H3/t18-,19+/m1/s1
• InChIKey: IUGDJMNXZDLMHP-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-5-yl]-N,N-dimethylethanamine oxide
• IUPAC Traditional name: 2-[(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-5-yl]-N,N-dimethylethanamine oxide
• Synonyms: (2S,3S)-5-[2-(Dimethyloxidoamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one; (2S-cis)-5-[2-(Dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one N-Oxide; Deacetyl Diltiazem N-Oxide

Database IDs

• CAS Number: 122619-90-3
• PubChem SID: 162259584
• PubChem CID: 71315210

CALCULATED PROPERTIES

• Acid pKa: 12.334052
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1606598
• LogD (pH = 7.4): 1.1617323
• Log P: 1.1617513
• Molar Refractivity: 107.2597 cm^3
• Polarizability: 41.13084 Å^3
• Polar Surface Area: 76.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 126-128°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D198935

A metabolite of Diltiazem (D460620).

REFERENCES

• Maizels, M., et al.: Anal. Chem., 73, 5436 (2001)
• Marquet, P., et al.: Ther. Drug Monit., 24, 255 (2001)