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

• ChemBase ID: 163584
• Molecular Formular: C15H12N2O
• Molecular Mass: 236.26858
• Monoisotopic Mass: 236.09496301
• SMILES: c12c(cccc1)N(c1c(cccc1)C=C2)C(=O)N
• Canonical SMILES: NC(=O)N1c2ccccc2C=Cc2c1cccc2
• InChI: InChI=1S/C15H12N2O/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)
• InChIKey: FFGPTBGBLSHEPO-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
• 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
• Synonyms: 5H-Dibenz[b,f]azepine-5-carboxamide-d2; 5-Carbamoyl-5H-dibenz[b,f]azepine-d2; Amizepin-d2; Biston-d2; CBZ-d2; Calepsin-d2; Carbamazepen-d2; Carbamazepin-d2; G 32883-d2; Geigy 32883-d2; Karbamazepin-d2; Karbelex-d2; Karberol-d2; NSC 169864-d2; Tegretol-d2; Carbamazepine-d2 (Major)

Database IDs

• PubChem SID: 162257719
• PubChem CID: 45038544

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; Methanol
• Apperance: White Solid
• Melting Point: 188-190°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175843

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)