methyl 3-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-4-yl]propanoate

• ChemBase ID: 164560
• Molecular Formular: C19H17ClN4O2S
• Molecular Mass: 400.88188
• Monoisotopic Mass: 400.07607448
• SMILES: c1(CCC(=O)OC)sc2c(c1)C(=NCc1n2c(nn1)C)c1ccccc1Cl
• Canonical SMILES: COC(=O)CCc1sc2c(c1)C(=NCc1n2c(C)nn1)c1ccccc1Cl
• InChI: InChI=1S/C19H17ClN4O2S/c1-11-22-23-16-10-21-18(13-5-3-4-6-15(13)20)14-9-12(7-8-17(25)26-2)27-19(14)24(11)16/h3-6,9H,7-8,10H2,1-2H3
• InChIKey: VSABTYQNDUFGOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^2,^6]trideca-2(6),4,7,10,12-pentaen-4-yl]propanoate
• IUPAC Traditional name: methyl 3-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^2,^6]trideca-2(6),4,7,10,12-pentaen-4-yl]propanoate
• Synonyms: Methyl 2-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]thiazolo[4,3-a][1,4]diaze-pin-2-yl]ethane-1-carboxylate; Desbromo Brotizolam 2-Propanoic Acid Methyl Ester; 4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-2-propanoic Acid Methyl Ester

Database IDs

• CAS Number: 100827-83-6
• PubChem SID: 162258695
• PubChem CID: 13670770

CALCULATED PROPERTIES

• Acid pKa: 18.49283
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.1361587
• LogD (pH = 7.4): 2.1795182
• Log P: 2.1801
• Molar Refractivity: 115.7605 cm^3
• Polarizability: 39.607708 Å^3
• Polar Surface Area: 69.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - C379565

Brotizolam derivative; a thienotriazolodiazepines as platelet activating factor antagonist.

REFERENCES

• Bechtel, W.D., et al.: J. Pharm. Sci., 74, 1265 (1985)