2,6-dichloro-10-methyl-9$l^{6}-thia-10-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-9,9-dione

• ChemBase ID: 67365
• Molecular Formular: C14H11Cl2NO2S
• Molecular Mass: 328.21364
• Monoisotopic Mass: 326.98875496
• SMILES: S1(=O)(=O)N(c2c(C(c3c1cc(cc3)Cl)Cl)cccc2)C
• Canonical SMILES: Clc1ccc2c(c1)S(=O)(=O)N(C)c1c(C2Cl)cccc1
• InChI: InChI=1S/C14H11Cl2NO2S/c1-17-12-5-3-2-4-10(12)14(16)11-7-6-9(15)8-13(11)20(17,18)19/h2-8,14H,1H3
• InChIKey: FHICZIHQHGRZLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dichloro-10-methyl-9$l^{6}-thia-10-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-9,9-dione; 2,6-dichloro-10-methyl-9λ^6-thia-10-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-9,9-dione
• IUPAC Traditional name: 2,6-dichloro-10-methyl-9$l^{6}-thia-10-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-9,9-dione; 2,6-dichloro-10-methyl-9λ^6-thia-10-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-9,9-dione
• Synonyms: 3,11-Dichloro-6,11-dihydro-6-methyl-5,5-dioxodibenzo[c,f][1,2]thiazepine; 5,8-Dichloro-11-methyldibenzo[c,f]thiazepine 10,10-dioxide; 3,11-Dichloro-6,11-dihydro-6-methyl-5,5-dioxodibenzo[c,f][1,2]thiazepine; rac 3,11-Dichloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepine 5,5-Dioxide; 3,11-Dichloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepine 5,5-dioxide

Database IDs

• CAS Number: 26638-66-4
• MDL Number: MFCD09029354
• PubChem SID: 162033100
• PubChem CID: 13938203

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.6868682
• LogD (pH = 7.4): 3.6868682
• Log P: 3.6868682
• Molar Refractivity: 80.6834 cm^3
• Polarizability: 31.87289 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White Solid

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D434170

Intermediate in the preparation of Tianeptine and respective metabolites

REFERENCES

• Dhainaut, A., et al.: J. Med. Chem., 35, 2481 (1992)