ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate

• ChemBase ID: 134071
• Molecular Formular: C15H14N6O3
• Molecular Mass: 326.31006
• Monoisotopic Mass: 326.11273834
• SMILES: CCOC(=O)c1c2n(cn1)c1ccc(cc1C(=O)N(C2)C)N=[N+]=[N-]
• Canonical SMILES: CCOC(=O)c1ncn2c1CN(C)C(=O)c1c2ccc(c1)N=[N+]=[N-]
• InChI: InChI=1S/C15H14N6O3/c1-3-24-15(23)13-12-7-20(2)14(22)10-6-9(18-19-16)4-5-11(10)21(12)8-17-13/h4-6,8H,3,7H2,1-2H3
• InChIKey: CFSOJZTUTOQNIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate
• IUPAC Traditional name: ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate
• Synonyms: Ethyl 8-azido-6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate; Ro15-4513; Ro 15-4513

Database IDs

• CAS Number: 91917-65-6
• MDL Number: MFCD00078598
• PubChem SID: 24899343; 162228348
• PubChem CID: 5081

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.40365916
• LogD (pH = 7.4): 0.4060692
• Log P: 0.4662
• Molar Refractivity: 97.9998 cm^3
• Polarizability: 31.78516 Å^3
• Polar Surface Area: 93.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble0.8 mg/mL; H2O: insoluble; methanol: soluble
• Apperance: tan solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA5(2558), GABRA6(2559)rat ... Gabrg1(140674)

DETAILS

Sigma Aldrich - R109

Biochem/physiol Actions
Benzodiazepine receptor partial inverse agonist; anxiogenic; ethanol antagonist.