3-hydroxy-2-(4-methoxyphenyl)-5-[2-(methylamino)ethyl]-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one

• ChemBase ID: 166117
• Molecular Formular: C19H22N2O3S
• Molecular Mass: 358.45458
• Monoisotopic Mass: 358.13511357
• SMILES: S1c2c(N(C(=O)C(C1c1ccc(cc1)OC)O)CCNC)cccc2
• Canonical SMILES: CNCCN1C(=O)C(O)C(Sc2c1cccc2)c1ccc(cc1)OC
• InChI: InChI=1S/C19H22N2O3S/c1-20-11-12-21-15-5-3-4-6-16(15)25-18(17(22)19(21)23)13-7-9-14(24-2)10-8-13/h3-10,17-18,20,22H,11-12H2,1-2H3
• InChIKey: HNXJRKQNTGIDDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-2-(4-methoxyphenyl)-5-[2-(methylamino)ethyl]-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one
• IUPAC Traditional name: 3-hydroxy-2-(4-methoxyphenyl)-5-[2-(methylamino)ethyl]-2,3-dihydro-1,5-benzothiazepin-4-one
• Synonyms: 3-Hydroxy-2-(4-methoxy-phenyl)-5-(2-methylamino-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one; Deacetyl N-Monodesmethyl Diltiazem; O-Desacetyl-N-desmethyl Diltiazem

Database IDs

• CAS Number: 81353-09-5
• PubChem SID: 162260250
• PubChem CID: 162440

CALCULATED PROPERTIES

• Acid pKa: 12.334864
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.2087295
• LogD (pH = 7.4): 0.11348397
• Log P: 1.9030786
• Molar Refractivity: 99.9201 cm^3
• Polarizability: 39.1463 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 134-136°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D288698

A metabolite of Diltiazem (D460620).

REFERENCES

• Homsy, W., et al.: Pharm. Res., 12, 609 (1995)