3-[(acetyloxy)methyl]-12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-8-ium-8-olate

• ChemBase ID: 159028
• Molecular Formular: C20H15ClFN3O3
• Molecular Mass: 399.8028032
• Monoisotopic Mass: 399.07859726
• SMILES: c12c(C(=[N+](Cc3n1c(nc3)COC(=O)C)[O-])c1c(cccc1)F)cc(cc2)Cl
• Canonical SMILES: CC(=O)OCc1ncc2n1c1ccc(cc1C(=[N+](C2)[O-])c1ccccc1F)Cl
• InChI: InChI=1S/C20H15ClFN3O3/c1-12(26)28-11-19-23-9-14-10-24(27)20(15-4-2-3-5-17(15)22)16-8-13(21)6-7-18(16)25(14)19/h2-9H,10-11H2,1H3
• InChIKey: ONGVPBKMUBDIMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(acetyloxy)methyl]-12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-8-ium-8-olate
• IUPAC Traditional name: 3-[(acetyloxy)methyl]-12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-8-ium-8-olate
• Synonyms: 1-Acetoxymethyl-8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine 5-Oxide; 8-Chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanol 1-Acetate 5-Oxide; 1'-Acetoxy Midazolam 5-Oxide

Database IDs

• CAS Number: 59468-88-1
• PubChem SID: 162253163
• PubChem CID: 12175982

CALCULATED PROPERTIES

• Acid pKa: 18.060667
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.0495574
• LogD (pH = 7.4): 1.1454114
• Log P: 1.1468
• Molar Refractivity: 113.7405 cm^3
• Polarizability: 39.08056 Å^3
• Polar Surface Area: 72.87 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Powder
• Melting Point: 168-170°C

DETAILS

Toronto Research Chemicals - A167135

A metabolite of Midazolam (M343000).