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

• ChemBase ID: 153203
• Molecular Formular: C18H13ClFN3O
• Molecular Mass: 341.7667232
• Monoisotopic Mass: 341.07311795
• SMILES: c1ccc(c(c1)C1=NCc2cnc(n2c2c1cc(cc2)Cl)CO)F
• Canonical SMILES: OCc1ncc2n1c1ccc(cc1C(=NC2)c1ccccc1F)Cl
• InChI: InChI=1S/C18H13ClFN3O/c19-11-5-6-16-14(7-11)18(13-3-1-2-4-15(13)20)22-9-12-8-21-17(10-24)23(12)16/h1-8,24H,9-10H2
• InChIKey: QHSMEGADRFZVNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methanol; [12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,8,10,12-hexaen-3-yl]methanol
• IUPAC Traditional name: [12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methanol; [12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,8,10,12-hexaen-3-yl]methanol
• Synonyms: 8-Chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5a][1,4]benzodiazepine; 1′-Hydroxymidazolam; 8-Chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanol; 1-Hydroxymidazolam; Ro 21-6347; α-Hydroxymidazolam; 1'-Hydroxy Midazolam

Database IDs

• CAS Number: 59468-90-5
• MDL Number: MFCD00871458
• PubChem SID: 24724655; 162247342
• PubChem CID: 107917

CALCULATED PROPERTIES

• Acid pKa: 13.948225
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.3677003
• LogD (pH = 7.4): 2.4775913
• Log P: 2.4792
• Molar Refractivity: 101.1319 cm^3
• Polarizability: 34.643696 Å^3
• Polar Surface Area: 50.41 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethtyl Acetate
• Apperance: white to off-white; White to Off-White Solid
• Melting Point: >250oC (dec.)

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C18H13ClFN3O

DETAILS

Sigma Aldrich - UC430

Application
CYP3A4 metabolite of midazolam.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. UC430.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - H948420

A metabolite of Midazolam (M343000).

REFERENCES

• Dundee, J., et al.: Drugs, 28, 519 (1984)
• Galetin, A., et al.: Drug Metab. Dispos., 30, 1512 (1984)
• Uchaipichat, V., et al.: Drug Metab. Dispos., 34, 449 (1984)
• Lewis, B., et al.: Biochem. Pharmacol., 73, 1463 (1984)