(9,10-2H2)-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carboxamide; bis((2H1)methane); bis((2H2)dihydrogen)

• ChemBase ID: 163585
• Molecular Formular: C17H20N2O
• Molecular Mass: 268.3535
• Monoisotopic Mass: 268.15756327
• SMILES: c12c(N(c3c(C=C1)cccc3)C(=O)N)cccc2.C.C
• Canonical SMILES: NC(=O)N1c2ccccc2C=Cc2c1cccc2.C.C
• InChI: InChI=1S/C15H12N2O.2CH4/c16-15(18)17-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)17;;/h1-10H,(H2,16,18);2*1H4
• InChIKey: VLCNGQYWISZSFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9,10-^2H₂)-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carboxamide; bis((^2H₁)methane); bis((^2H₂)dihydrogen)
• IUPAC Traditional name: (9,10-^2H₂)-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carboxamide; bis((^2H₁)methane); bis(deuterium)
• Synonyms: 5H-Dibenz[b,f]azepine-5-carboxamide-d8; 5-Carbamoyl-5H-dibenz[b,f]azepine-d8; Amizepin-d8; Biston-d8; CBZ-d8; Calepsin-d8; Carbamazepen-d8; Carbamazepin-d8; G 32883-d8; Tegretol-d8; Carbamazepine-d8(Major)

Database IDs

• PubChem SID: 162257720
• PubChem CID: 71314491

CALCULATED PROPERTIES

• Acid pKa: 15.95836
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7660303
• LogD (pH = 7.4): 2.7660303
• Log P: 2.7660303
• Molar Refractivity: 71.888 cm^3
• Polarizability: 26.95564 Å^3
• Polar Surface Area: 46.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 173-179°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175844

Labelled Carbamazepine (C175840). Used in treatment of pain associated with trigeminal neuralgia. Anticonvulsant.

REFERENCES

• Stenger, E.G., et al.: Med. Exp., 11, 191 (1964)
• Pynnonen, S., et al.: Ther. Drug Monit., 1, 409 (1964)
• Sidebottom, A., et al.: J. Clin. Pharm. Ther., 20, 31 (1995)