14-chloro-9-methyl-2-phenyl-3-oxa-4,7,8,10-tetraazatetracyclo[9.4.0.02,4.06,10]pentadeca-1(11),6,8,12,14-pentaene

• ChemBase ID: 159744
• Molecular Formular: C17H13ClN4O
• Molecular Mass: 324.76432
• Monoisotopic Mass: 324.07778874
• SMILES: c12c(C3(N(Cc4n1c(nn4)C)O3)c1ccccc1)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C1(ON1Cc1n2c(C)nn1)c1ccccc1
• InChI: InChI=1S/C17H13ClN4O/c1-11-19-20-16-10-21-17(23-21,12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3
• InChIKey: MUTIVUARSOHRRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-chloro-9-methyl-2-phenyl-3-oxa-4,7,8,10-tetraazatetracyclo[9.4.0.0^2,^4.0^6,^1^0]pentadeca-1(11),6,8,12,14-pentaene
• IUPAC Traditional name: 14-chloro-9-methyl-2-phenyl-3-oxa-4,7,8,10-tetraazatetracyclo[9.4.0.0^2,^4.0^6,^1^0]pentadeca-1(11),6,8,12,14-pentaene
• Synonyms: 3-Chloro-10-methyl-4b-phenyl-4bH,7H-oxazirino[2,3-d][1,2,4]triazolo[4,3-a][1,4]benzodiazepine; Alprazolam 5,6-Epoxide

Database IDs

• CAS Number: 36916-14-0
• PubChem SID: 162253879
• PubChem CID: 12632264

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.9588559
• LogD (pH = 7.4): 2.959097
• Log P: 2.9591
• Molar Refractivity: 98.3334 cm^3
• Polarizability: 34.170715 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethanol
• Apperance: Pale yellow solid

DETAILS

Toronto Research Chemicals - A575690

Alprazolam derivative.

REFERENCES

• Hester, J. et al., J. of Med. Chem. 23, 643 (1980)