12-chloro-3-methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl acetate

• ChemBase ID: 158982
• Molecular Formular: C19H15ClN4O2
• Molecular Mass: 366.801
• Monoisotopic Mass: 366.08835342
• SMILES: c12c(C(=NC(c3n1c(nn3)C)OC(=O)C)c1ccccc1)cc(cc2)Cl
• Canonical SMILES: CC(=O)OC1N=C(c2ccccc2)c2c(n3c1nnc3C)ccc(c2)Cl
• InChI: InChI=1S/C19H15ClN4O2/c1-11-22-23-18-19(26-12(2)25)21-17(13-6-4-3-5-7-13)15-10-14(20)8-9-16(15)24(11)18/h3-10,19H,1-2H3
• InChIKey: WDUQGVUFUFUTIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-3-methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl acetate
• IUPAC Traditional name: 12-chloro-3-methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl acetate
• Synonyms: 8-Chloro-4-hydroxy-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine Acetate; 4-Acetoxy Alprazolam

Database IDs

• CAS Number: 30896-67-4
• PubChem SID: 162253117
• PubChem CID: 12632262

CALCULATED PROPERTIES

• Acid pKa: 18.079851
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.540166
• LogD (pH = 7.4): 2.5402982
• Log P: 2.5403
• Molar Refractivity: 109.2289 cm^3
• Polarizability: 37.858757 Å^3
• Polar Surface Area: 69.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 213-214°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - A164280

A derivative of 4- Hydroxy Alprazolam.

REFERENCES

• Schwartz, M.A., et al.: J. Pharmacol. Exp. Ther., 149, 423 (1965)
• Childress, S.J., et al.: J. Pharm. Sci., 53, 577 (1965)
• Gall, M., et al.: J. Med. Chem., 21, 1290 (1978)