(2S,3S)-5-[2-(dimethylamino)(2H4)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one

• ChemBase ID: 166109
• Molecular Formular: C20H24N2O3S
• Molecular Mass: 372.48116
• Monoisotopic Mass: 372.15076364
• SMILES: [C@@H]1([C@H](C(=O)N(c2c(S1)cccc2)CCN(C)C)O)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1O)CCN(C)C
• InChI: InChI=1S/C20H24N2O3S/c1-21(2)12-13-22-16-6-4-5-7-17(16)26-19(18(23)20(22)24)14-8-10-15(25-3)11-9-14/h4-11,18-19,23H,12-13H2,1-3H3/t18-,19+/m1/s1
• InChIKey: NZHUXMZTSSZXSB-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-5-[2-(dimethylamino)(^2H₄)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one
• IUPAC Traditional name: (2S,3S)-5-[2-(dimethylamino)(^2H₄)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4-one
• Synonyms: (2S-cis)-5-[2-(Dimethylamino)ethyl-1,1,2,2-d4]-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one; Desacetyl Diltiazem-d4

Database IDs

• CAS Number: 112259-40-2
• PubChem SID: 162260242
• PubChem CID: 71315569

CALCULATED PROPERTIES

• Acid pKa: 12.334566
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.3296792
• LogD (pH = 7.4): 1.4442786
• Log P: 2.2861264
• Molar Refractivity: 105.2148 cm^3
• Polarizability: 40.98849 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: ff-White to Pale Yellow Solid
• Melting Point: 84-86°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D288682

A labelled metabolite of Diltiazem (D460620).