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

• ChemBase ID: 167885
• Molecular Formular: C17H12Cl2N4O2
• Molecular Mass: 375.20878
• Monoisotopic Mass: 374.033731
• SMILES: C1(=NC(c2n(c3c1cc(cc3)Cl)c(nn2)CO)O)c1c(cccc1)Cl
• Canonical SMILES: OCc1nnc2n1c1ccc(cc1C(=NC2O)c1ccccc1Cl)Cl
• InChI: InChI=1S/C17H12Cl2N4O2/c18-9-5-6-13-11(7-9)15(10-3-1-2-4-12(10)19)20-17(25)16-22-21-14(8-24)23(13)16/h1-7,17,24-25H,8H2
• InChIKey: GBCYZJYLQAYLGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-9-(2-chlorophenyl)-3-(hydroxymethyl)-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-(hydroxymethyl)-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)-4-hydroxy-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-1-methanol; 1-Hydroxymethyl-4-hydroxytriazolam; α,4-Dihydroxytriazolam; 1',4-Dihydroxy Triazolam

Database IDs

• CAS Number: 65686-12-6
• PubChem SID: 162262018
• PubChem CID: 57369804

CALCULATED PROPERTIES

• Acid pKa: 10.896261
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7735928
• LogD (pH = 7.4): 1.7734616
• Log P: 1.7736
• Molar Refractivity: 106.5844 cm^3
• Polarizability: 36.644775 Å^3
• Polar Surface Area: 83.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 243-246°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D455035

A metabolite of Triazolam (T767380).

REFERENCES

• Gygi, S., et al.: Drug Metab. Dispos., 24, 282 (1996)
• Slawson, M., et al.: J. Anal. Toxicol., 20, 350 (1996)
• Mei, Z., et al.: Ther. Drug Monit., 19, 92 (1996)
• Nakahara, Y., et al.: Life Sci., 63, 88392 (1996)