(2S,3S)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate

• ChemBase ID: 130769
• Molecular Formular: C18H17NO4S
• Molecular Mass: 343.39688
• Monoisotopic Mass: 343.08782903
• SMILES: CC(=O)O[C@@H]1[C@@H](Sc2ccccc2NC1=O)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)[C@@H]1Sc2ccccc2NC(=O)[C@@H]1OC(=O)C
• InChI: InChI=1S/C18H17NO4S/c1-11(20)23-16-17(12-7-9-13(22-2)10-8-12)24-15-6-4-3-5-14(15)19-18(16)21/h3-10,16-17H,1-2H3,(H,19,21)/t16-,17+/m1/s1
• InChIKey: WKLRIRQZTCFCSE-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
• IUPAC Traditional name: (2S,3S)-2-(4-methoxyphenyl)-4-oxo-3,5-dihydro-2H-1,5-benzothiazepin-3-yl acetate
• Synonyms: (2S,3S)-3-(Acetyloxy)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one; (2S-cis)-3-(Acetyloxy)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-Benzothiazepin-4(5H)-one; Des[5-(2-dimethylamino)ethyl] Diltiazem; (2S)-cis-3-(Acetyloxy)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one; (2S)-顺式-3-(乙酰氧基)-2,3-二氢-2-(4-甲氧苯基)-1,5-苯并硫氮杂卓-4(5H)-酮

Database IDs

• CAS Number: 87447-47-0
• MDL Number: MFCD00153902
• PubChem SID: 24891473; 162225047
• PubChem CID: 11110671

CALCULATED PROPERTIES

• Acid pKa: 11.945603
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.844541
• LogD (pH = 7.4): 2.8445294
• Log P: 2.8445413
• Molar Refractivity: 93.2313 cm^3
• Polarizability: 35.934822 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 147-150°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

DETAILS

Toronto Research Chemicals - D288950

Diltiazem (D460620) intermediate (impurity B).

REFERENCES

• Chaffman, M., et al.: Drugs, 29, 387 (1985)
• Kamath, B., et al.: J. Pharm. Biomed. Anal., 11, 407 (1985)
• Chankvetadze, B., et al.: J. Pharm. Biomed. Anal., 27, 161 (1985)