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

• ChemBase ID: 171402
• Molecular Formular: C17H12Cl2N4O
• Molecular Mass: 359.20938
• Monoisotopic Mass: 358.03881638
• SMILES: C1(=NC(c2n(c3c1cc(cc3)Cl)c(nn2)C)O)c1c(cccc1)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(c1n2c(C)nn1)O)c1ccccc1Cl
• InChI: InChI=1S/C17H12Cl2N4O/c1-9-21-22-16-17(24)20-15(11-4-2-3-5-13(11)19)12-8-10(18)6-7-14(12)23(9)16/h2-8,17,24H,1H3
• InChIKey: YUQRFPYHTPARRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol
• IUPAC Traditional name: 12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol
• Synonyms: 8-Chloro-6-(2-chlorophenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-ol; 4-Hydroxytriazolam; 4-Hydroxy Triazolam

Database IDs

• CAS Number: 65686-11-5
• PubChem SID: 164227312
• PubChem CID: 128260

CALCULATED PROPERTIES

• Acid pKa: 10.967755
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6290653
• LogD (pH = 7.4): 2.629081
• Log P: 2.6292
• Molar Refractivity: 104.8822 cm^3
• Polarizability: 35.920486 Å^3
• Polar Surface Area: 63.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 280-282°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H971330

A metabolite of Triazolam (T767380).

REFERENCES

• Gall, M., et al.: J. Med. Chem., 21, 1290 (1978)
• Jones, H., et al.: Drug Metab. Dispos., 32, 973 (1978)
• Hallifax, D., et al.: Drug Metab. Dispos., 33, 1852 (2005).