12-chloro-9-(2-fluorophenyl)-3-[hydroxy(2H2)methyl](5,7-2H2)-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

• ChemBase ID: 167848
• Molecular Formular: C18H13ClFN3O2
• Molecular Mass: 357.7661232
• Monoisotopic Mass: 357.06803257
• SMILES: c1(c(cccc1)F)C1=NC(c2n(c3c1cc(cc3)Cl)c(nc2)CO)O
• Canonical SMILES: OCc1ncc2n1c1ccc(cc1C(=NC2O)c1ccccc1F)Cl
• InChI: InChI=1S/C18H13ClFN3O2/c19-10-5-6-14-12(7-10)17(11-3-1-2-4-13(11)20)22-18(25)15-8-21-16(9-24)23(14)15/h1-8,18,24-25H,9H2
• InChIKey: OJDUJEPGFILARE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-9-(2-fluorophenyl)-3-[hydroxy(^2H₂)methyl](5,7-^2H₂)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol
• IUPAC Traditional name: 12-chloro-9-(2-fluorophenyl)-3-[hydroxy(^2H₂)methyl](5,7-^2H₂)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol
• Synonyms: 8-Chloro-6-(2-fluorophenyl)-4-hydroxy-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanol-d4; Ro 22-0284-d4; 1',4-Dihydroxy Midazolam-d4

Database IDs

• PubChem SID: 162261981
• PubChem CID: 71316259

CALCULATED PROPERTIES

• Acid pKa: 11.468583
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.019703
• LogD (pH = 7.4): 2.0729344
• Log P: 2.0737
• Molar Refractivity: 102.1618 cm^3
• Polarizability: 35.300465 Å^3
• Polar Surface Area: 70.64 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 220-222°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D453402

A labelled metabolite of Midazolam (M343000).

REFERENCES

• Soucek, P., et al.: Xenobiotica, 22, 83 (1992)
• Ghosal, A., et al.: Drug Metab. Dispos., 24, 940 (1992)
• Kobayashi, K., et al.: Biochem. Pharmacol., 63, 889 (1992)