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Substance Name: Carbamazepine [USAN:USP:INN:BAN:JAN]
RN: 298-46-4
UNII: 33CM23913M
InChIKey: FFGPTBGBLSHEPO-UHFFFAOYSA-N
Note
- A dibenzazepine that acts as a sodium channel blocker. It is used as an anticonvulsant for the treatment of grand mal and psychomotor or focal SEIZURES. It may also be used in the management of BIPOLAR DISORDER, and has analgesic properties.
Molecular Formula
- C15-H12-N2-O
Molecular Weight
- 236.273
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Analgesic
- Analgesics
- Analgesics, Non-Narcotic
- Anticonvulsant
- Anticonvulsants
- Antimanic Agents
- Cardiovascular Agents
- Central Nervous System Agents
- Central Nervous System Depressants
- Cytochrome P-450 CYP3A Inducers
- Drug / Therapeutic Agent
- Human Data
- Membrane Transport Modulators
- Metabolic Side Effects of Drugs and Substances
- Mutation Data
- Peripheral Nervous System Agents
- Psychotropic Drugs
- Reproductive Effect
- Sensory System Agents
- Sodium Channel Blockers
- Tranquilizing Agents
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Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Carbamazepine
- Carbamazepine [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Carbamazepine
Synonyms
- 5-20-08-00247 (Beilstein Handbook Reference)
- 5-Carbamoyl-5H-dibenz(b,f)azepine
- 5-Carbamoyl-5H-dibenzo(b,f)azepine
- 5-Carbamyl-5H-dibenzo(b,f)azepine
- 5H-Dibenz(b,f)azepine-5-carboxamide
- Amizepin
- Bipotrol
- Biston
- BRN 1246090
- Carbamazepen
- Carbamazepina
- Carbamazepina [INN-Spanish]
- Carbamazepine
- Carbamazepinum
- Carbamazepinum [INN-Latin]
- Carbamezepine
- Carbatrol
- Carbatrol extended-release
- Carbazepine
- Carnexiv
- EINECS 206-062-7
- Epitol
- Equetro
- Finlepsin
- G 32883
- G-32883
- Geigy 32883
- HSDB 3019
- Karbamazepin
- Lexin
- Neurotol
- NSC 169864
- Stazepine
- Tegretal
- Tegretol
- Tegretol-XR
- Telesmin
- Teril
- Timonil
- UNII-33CM23913M
Systematic Names
- 5H-Dibenz(b,f)azepine-5-carboxamide
- Carbamazepine
Superlist Name
- Carbamazepine
Registry Numbers
CAS Registry Number
- 298-46-4
FDA UNII
- 33CM23913M
Related Registry Number
- 85756-57-6 (di-hydrate)
System Generated Number
- 0000298464
Structure Descriptors
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-NSmiles
NC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 19mg/kg/4W-I (19mg/kg) | PERIPHERAL NERVE AND SENSATION: FASCICULATIONS | Pediatrics. Vol. 73, Pg. 841, 1984. |
child | TDLo | oral | 25926ug/kg (25.926mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 320, 1993. |
child | TDLo | oral | 55mg/kg (55mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: COMA | Journal of Toxicology, Clinical Toxicology. Vol. 38, Pg. 323, 2000. |
child | TDLo | oral | 65mg/kg (65mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: COMA | Journal of Pediatrics. Vol. 121, Pg. 295, 1992. |
child | TDLo | oral | 420mg/kg/3W-I (420mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Journal of Toxicology, Clinical Toxicology. Vol. 36, Pg. 109, 1998. |
child | TDLo | oral | 1050mg/kg/6W- (1050mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | American Journal of Psychiatry. Vol. 143, Pg. 1176, 1985. |
dog | LD50 | oral | 5620mg/kg (5620mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 63, 1972. | |
guinea pig | LD50 | oral | 920mg/kg (920mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 63, 1972. | |
human | TDLo | oral | 43mg/kg (43mg/kg) | BEHAVIORAL: SLEEP BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" GASTROINTESTINAL: NAUSEA OR VOMITING | British Medical Journal. Vol. 1, Pg. 754, 1977. |
man | LDLo | oral | 54mg/kg/9D-I (54mg/kg) | BLOOD: AGRANULOCYTOSIS KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED BEHAVIORAL: ATAXIA | Canadian Medical Association Journal. Vol. 132, Pg. 1040, 1985. |
man | TDLo | oral | 94mg/kg/11D-I (94mg/kg) | BLOOD: THROMBOCYTOPENIA | Journal of Clinical Pyschopharmacology. Vol. 10, Pg. 305, 1990. |
man | TDLo | oral | 160mg/kg/3W-I (160mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Journal of Clinical Pyschopharmacology. Vol. 5, Pg. 185, 1985. |
man | TDLo | oral | 253mg/kg/6W-I (253mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: LIVER FUNCTION TESTS IMPAIRED | Journal of Clinical Pyschopharmacology. Vol. 6, Pg. 251, 1986. |
mouse | LD50 | intraperitoneal | 114mg/kg (114mg/kg) | Farmakologiya i Toksikologiya Vol. 53(4), Pg. 19, 1990. | |
mouse | LD50 | oral | 529mg/kg (529mg/kg) | Farmaco. Vol. 44, Pg. 595, 1989. | |
mouse | LD50 | subcutaneous | > 1gm/kg (1000mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 477, 1980. | |
rabbit | LD50 | oral | 2680mg/kg (2680mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 63, 1972. | |
rat | LD50 | intraperitoneal | 158mg/kg (158mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 202, Pg. 106, 1973. | |
rat | LD50 | oral | 1957mg/kg (1957mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Japanese Kokai Tokyo Koho Patents. Vol. #79-163823, |
rat | LD50 | subcutaneous | > 1500mg/kg (1500mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 477, 1980. | |
women | LDLo | oral | 1920mg/kg/17W (1920mg/kg) | BLOOD: APLASTIC ANEMIA | American Journal of Psychiatry. Vol. 142, Pg. 974, 1985. |
women | TDLo | oral | 28mg/kg/4D-I (28mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: NAUSEA OR VOMITING | American Journal of Psychiatry. Vol. 143, Pg. 1328, 1986. |
women | TDLo | oral | 112mg/kg/2W-I (112mg/kg) | BLOOD: THROMBOCYTOPENIA GASTROINTESTINAL: NAUSEA OR VOMITING | American Journal of Psychiatry. Vol. 150, Pg. 1750, 1993. |
women | TDLo | oral | 144mg/kg/2W-I (144mg/kg) | BLOOD: THROMBOCYTOPENIA SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" | Journal of Clinical Psychiatry. Vol. 53, Pg. 378, 1992. |
women | TDLo | oral | 560mg/kg/4W-I (560mg/kg) | BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | British Journal of Clinical Practice. Vol. 43, Pg. 302, 1989. |
women | TDLo | oral | 7604mg/kg/69W (7604mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE BEHAVIORAL: GENERAL ANESTHETIC | Japanese Heart Journal. Vol. 39, Pg. 469, 1998. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 190.2 | deg C | EXP | |
log P (octanol-water) | 2.45 | (none) | EXP | |
Water Solubility | 17.7 | mg/L | 25 | EST |
Vapor Pressure | 1.84E-07 | mm Hg | 25 | EST |
Henry's Law Constant | 1.08E-10 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 8.07E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.