5-(2-chlorophenyl)-7-ethyl-1-(13C,2H3)methyl-1H,2H,3H-thieno[2,3-e][1,4]diazepin-2-one

• ChemBase ID: 164928
• Molecular Formular: C16H15ClN2OS
• Molecular Mass: 319.81375484
• Monoisotopic Mass: 319.06271663
• SMILES: N1(C(=O)CN=C(c2c1sc(c2)CC)c1ccccc1Cl)[13CH3]
• Canonical SMILES: CCc1sc2c(c1)C(=NCC(=O)N2[13CH3])c1ccccc1Cl
• InChI: InChI=1S/C16H15ClN2OS/c1-3-10-8-12-15(11-6-4-5-7-13(11)17)18-9-14(20)19(2)16(12)21-10/h4-8H,3,9H2,1-2H3/i2+1
• InChIKey: CHBRHODLKOZEPZ-VQEHIDDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-chlorophenyl)-7-ethyl-1-(^1^3C,^2H₃)methyl-1H,2H,3H-thieno[2,3-e][1,4]diazepin-2-one
• IUPAC Traditional name: 5-(2-chlorophenyl)-7-ethyl-1-(^1^3C,^2H₃)methyl-3H-thieno[2,3-e][1,4]diazepin-2-one
• Synonyms: Rizen-13C,d3; 5-(o-Chlorophenyl)-7-ethyl-1-(methyl-13C,d3)-1,2-dihydro-3H-thieno[2,3-e][1,4]diazepin-2-one; Tienor-13C,d3; Trecalmo-13C,d3; Veratran-13C,d3; Y 6047-13C,d3; 1-(Methyl-13C,d3)-5-o-chlorophenyl-7-ethyl-1,2-dihydro-3H-thieno[2,3-e][1,4]diazepin-2-one; Clotiazepam-13C,d3; 5-(o-Chlorophenyl)-7-ethyl-1,3-dihydro-1-(methyl-13C,d3)-2H-thieno[2,3-e]-1,4-diazepin-2-one; Clozan-13C,d3; Rize-13C,d3

Database IDs

• PubChem SID: 162259062
• PubChem CID: 71314963

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.1126184
• LogD (pH = 7.4): 4.11295
• Log P: 4.112954
• Molar Refractivity: 85.6579 cm^3
• Polarizability: 32.618355 Å^3
• Polar Surface Area: 32.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C587412

A labelled thienodiazepine derivative that possesses anxiolytic, skeletal muscle relaxant anticonvulsant, sedative properties as well as contributing to siginificant increase stage 2 NREM sleep. It binds to benzodiazepine site of the GABAA receptor where

REFERENCES

• Mandrioli, R. et al.: Curr.Drug Metab., 8, 827 (2008)
• Nakazawa, Y. et al.: Psychopharmacol., 44, 165 (2008)
• Yakushiji, T. et al.: Br. J. Pharmacol., 98, 735 (2008)