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]propanoic acid

• ChemBase ID: 164555
• Molecular Formular: C18H15ClN4O2S
• Molecular Mass: 386.8553
• Monoisotopic Mass: 386.06042442
• SMILES: c1(CCC(=O)O)sc2c(c1)C(=NCc1n2c(nn1)C)c1ccccc1Cl
• Canonical SMILES: OC(=O)CCc1sc2c(c1)C(=NCc1n2c(C)nn1)c1ccccc1Cl
• InChI: InChI=1S/C18H15ClN4O2S/c1-10-21-22-15-9-20-17(12-4-2-3-5-14(12)19)13-8-11(6-7-16(24)25)26-18(13)23(10)15/h2-5,8H,6-7,9H2,1H3,(H,24,25)
• InChIKey: PMBAOBLHUHELTG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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]propanoic acid
• IUPAC Traditional name: 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]propanoic acid
• Synonyms: 2-[4-(2-Chlorophenyl)-9-methyl-6H-thieno-[3,2-f][1,2,4]-triazolo[4,3-a][1,4]diazepin-2-yl]ethane-1-carboxylic Acid; Desbromo Brotizolam 2-Propanoic Acid; 4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-2-propanoic Acid

Database IDs

• CAS Number: 100826-98-0
• PubChem SID: 162258690
• PubChem CID: 13670771

CALCULATED PROPERTIES

• Acid pKa: 4.1011295
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.95983195
• LogD (pH = 7.4): -0.78467745
• Log P: 1.400716
• Molar Refractivity: 110.9914 cm^3
• Polarizability: 37.53388 Å^3
• Polar Surface Area: 80.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow SolidPale Orange Solid
• Melting Point: 201-205°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C379555

Intermediate in the preparation of platelet-activating factor (PAF) antagonists

REFERENCES

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