7-bromo-3-hydroxy-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 170288
• Molecular Formular: C14H10BrN3O2
• Molecular Mass: 332.1521
• Monoisotopic Mass: 330.99563858
• SMILES: c1cc(cc2c1NC(=O)C(N=C2c1ccccn1)O)Br
• Canonical SMILES: O=C1Nc2ccc(cc2C(=NC1O)c1ccccn1)Br
• InChI: InChI=1S/C14H10BrN3O2/c15-8-4-5-10-9(7-8)12(11-3-1-2-6-16-11)18-14(20)13(19)17-10/h1-7,14,20H,(H,17,19)
• InChIKey: URRUSNGCYBXNLO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-bromo-3-hydroxy-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-bromo-3-hydroxy-5-(pyridin-2-yl)-1,3-dihydro-1,4-benzodiazepin-2-one
• Synonyms: 7-Bromo-1,3-dihydro-3-hydroxy-5-(2-pyridinyl)-2H-1,4-benzodiazepin-2-one; 3-Hydroxy Bromazepam

Database IDs

• CAS Number: 13132-73-5
• PubChem SID: 164226198
• PubChem CID: 166774

CALCULATED PROPERTIES

• Acid pKa: 10.597498
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.2556646
• LogD (pH = 7.4): 2.2558875
• Log P: 2.2561667
• Molar Refractivity: 78.1835 cm^3
• Polarizability: 29.19072 Å^3
• Polar Surface Area: 74.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 208-210°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - H830030

Major metabolite of Bromazepam (B678500)

REFERENCES

• Musshoff, F., et al.: Clin. Chem. Lab. Med., 36, 803 (1998)
• El-Haj, B., et al.: J. Anal. Toxicol., 25, 316 (1998)
• Darzy, K., et al.: Clin. Endocrinol., 70, 287 (1998)