(2,4-2H2)-3-oxa-11-azatetracyclo[10.4.0.02,4.05,10]hexadeca-1(12),5(10),6,8,13,15-hexaene-11-carboxamide; bis((2H1)methane); bis((2H2)dihydrogen)

• ChemBase ID: 163613
• Molecular Formular: C17H20N2O2
• Molecular Mass: 284.3529
• Monoisotopic Mass: 284.15247789
• SMILES: C12C(c3c(N(c4c1cccc4)C(=O)N)cccc3)O2.C.C
• Canonical SMILES: NC(=O)N1c2ccccc2C2C(c3c1cccc3)O2.C.C
• InChI: InChI=1S/C15H12N2O2.2CH4/c16-15(18)17-11-7-3-1-5-9(11)13-14(19-13)10-6-2-4-8-12(10)17;;/h1-8,13-14H,(H2,16,18);2*1H4
• InChIKey: XGPJFFJKPSNQAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,4-^2H₂)-3-oxa-11-azatetracyclo[10.4.0.0^2,^4.0^5,^1^0]hexadeca-1(12),5(10),6,8,13,15-hexaene-11-carboxamide; bis((^2H₁)methane); bis((^2H₂)dihydrogen)
• IUPAC Traditional name: (2,4-^2H₂)-3-oxa-11-azatetracyclo[10.4.0.0^2,^4.0^5,^1^0]hexadeca-1(12),5(10),6,8,13,15-hexaene-11-carboxamide; bis((^2H₁)methane); bis(deuterium)
• Synonyms: 1a,10b-Dihdyro-6H-dibenzo[b,f]oxireno[d]azepine-6-carboxamide-d8; 10,11-Dihydro-10,11-epoxycarbamazepine-d8; 10,11-Epoxycarbamazepine-d8; Carbamazepine-d8 10,11-Oxide; GP 49-023-d8; Carbamazepine 10,11-Epoxide-d8 (Major)

Database IDs

• PubChem SID: 162257748
• PubChem CID: 71314503

CALCULATED PROPERTIES

• Acid pKa: 15.959103
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.9744484
• LogD (pH = 7.4): 1.9744484
• Log P: 1.9744484
• Molar Refractivity: 69.9843 cm^3
• Polarizability: 26.982193 Å^3
• Polar Surface Area: 55.56 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Off-White to Light Beige Solid
• Melting Point: 211-213°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175854

A labelled metabolite of Carbamazepine (C175840).

REFERENCES

• Bellucci, G., et al.: J. Med. Chem., 30, 768 (1987)
• Johannessen, S., et al.: Ther. Drug. Monit., 27, 710 (1987)
• Bialer, M., et al.: Expert Opin. Invest. Drugs, 15, 637 (1987)
• Williams, J., et al.: J. Clin. Pharmacol., 46, 258 (1987)