12-chloro-3-(2H3)methyl-9-phenyl(7,7-2H2)-2,4,5,8-tetraazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaene

• ChemBase ID: 159742
• 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(7,7-^2H₂)-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(7,7-^2H₂)-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-d2; D-65MT-d5; U-31889-d5; Alplax-d5; Cassadan-d5; Esparon-d5; Tafil-d5; Tranquinal-d5; Xanax-d5; Alprazolam-d5

Database IDs

• CAS Number: 1286073-82-2
• PubChem SID: 162253877
• PubChem CID: 71313119

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: 33.480583 Å^3
• Polar Surface Area: 43.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A575653

Controlled substance (depressant). Anxiolytic.

REFERENCES

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