12-chloro-3-(2H3)methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaene

• ChemBase ID: 159741
• Molecular Formular: C17H13ClN4
• Molecular Mass: 308.76492
• Monoisotopic Mass: 308.08287412
• SMILES: c12c(C(=NCc3n1c(nn3)C)c1ccccc1)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=NCc1n2c(C)nn1)c1ccccc1
• InChI: InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3
• InChIKey: VREFGVBLTWBCJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-3-(^2H₃)methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaene
• IUPAC Traditional name: 12-chloro-3-(^2H₃)methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaene
• Synonyms: 8-Chloro-1-(methyl-d3)-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine; D-65MT-d3; U-31889-d3; Alplax-d3; Cassadan-d3; Esparon-d3; Tafil-d3; Tranquinal-d3; Xanax-d3; Alprazolam-d3

Database IDs

• PubChem SID: 162253876
• PubChem CID: 12284599

CALCULATED PROPERTIES

• Acid pKa: 18.299637
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.2350945
• LogD (pH = 7.4): 2.3720427
• Log P: 2.3741
• Molar Refractivity: 98.879 cm^3
• Polarizability: 33.479233 Å^3
• Polar Surface Area: 43.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 228-228.50C

Safety Information

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

DETAILS

Toronto Research Chemicals - A575652

Controlled substance (depressant). Anxiolytic.

REFERENCES

• Sethy, V.H., et al.: Arch. Pharmacol., 301, 157 (1978)
• Fawcett, J.A., et al.: Pharmacotherapy, 2, 242 (1978)