Basic information
- CAS
36507-30-9- Standard SMILES
NC(=O)N1c2ccccc2C2OC2c2ccccc21- InChIKey
ZRWWEEVEIOGMMT-UHFFFAOYSA-N- Molecular formula
- C15H12N2O2
- Average molar mass
- 252.27 g/mol
- Monoisotopic mass
- 252.08987763
Overview
Carbamazepine-10,11-epoxide is an epoxide and metabolite of carbamazepine. It has a role as a drug metabolite, an allergen and a marine xenobiotic metabolite. It is an epoxide, a dibenzoazepine and a member of ureas. It is functionally related to a carbamazepine.
Names & identifiers
- Preferred name
- Carbamazepine 10,11-epoxide
- IUPAC
- 3-oxa-11-azatetracyclo[10.4.0.02,4.05,10]hexadeca-1(16),5,7,9,12,14-hexaene-11-carboxamide
- English name
- 1a,10b-Dihydro-6H-dibenzo[b,f]oxireno[d]azepine-6-carboxamide
- Molecular formula
- C15H12N2O2
- Molecular weight
- 252.27
Names & synonyms
36507-30-9Carbamazepine 10,11-epoxideCarbamazepine-10,11-epoxideCarbamazepine epoxide10,11-EpoxycarbamazepineCarbamazepine 10,11-oxideCHEBI:3388DTXSID60891456QC9505F279GP-49-023CBZ-10,11-epoxideRefChem:123373
Show more names
C07496(11-epoxide-d10)carbamazepineepoxidecarbamazepine10,11-oxideCarbamazepine Impurity 12Carbamazepin-10,11-epoxideCarbaMazepine-10,11-epoxide-d10
DTXCID7010305681-(cyclohexoxycarbonyloxy)ethyl 2-ethoxy-3-((4-(2-(2H-tetrazol-5-yl)phenyl)phenyl)methyl)benzimidazole-4-carboxylate1AH-dibenzo[b,f]oxireno[2,3-d]azepine-6(10bH)-carboxamide1a,10b-dihydro-6h-dibenzo[b,f]oxireno[d]azepine-6-carboxamideMFCD0046713710,11-Dihydro-10,11-epoxycarbamazepineGP 49-0233-oxa-11-azatetracyclo[10.4.0.02,4.05,10]hexadeca-1(16),5,7,9,12,14-hexaene-11-carboxamide
Database identifiers
- CAS
36507-30-9- PubChem CID
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 58.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 358
Experimental & physicochemical properties
DrugsPharmaceuticals -> Metabolite of Carbamazepine
Collision Cross Section161.52 Ų [M+Na]+
Physicochemical properties
- Melting point
- 204 · 204-206°C
- Boiling point
- 390.2 · 390.2±52.0 °C(Predicted)
- Density
- 1.377 · 1.377±0.06 g/cm3(Predicted)
- Flash point
- 9 ℃ · 9℃
- storage temp.
- -20 °C · -20°C
- solubility
- Chloroform (Slightly), DMSO (Slightly)
- form
- Solid
- pka
- 13.91 · 13.91±0.20(Predicted)
- color
- White
- Major Application
- forensics and toxicologypharmaceutical (small molecule)veterinary
- InChI
- 1S/C15H12N2O2/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)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
H411 (90.5%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAquatic Chronic 2 (90.5%)
Safety data
- wgk
- 3
- rtecs
- HQ4430000
- ridadr
- 2811
- risk_code
- 22-36/37/38-51/53-39/23/24/25-23/24/25-11
- Signal word
- Danger
- Symbol(GHS)
- GHS09
- hazard_code
- Xn,N,T,F
- safety_code
- 26-36-61-45-36/37-16-7
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H411
- Precautionary statements
- P273
Chemistry & industry
Pharmacology
ATC CodeN03AF01
Metabolism/MetabolitesCarbamazepine 10,11-epoxide is a known human metabolite of carbamazepine.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysCarbamazepine Metabolism Pathway
Uses & manufacturing
Use ClassificationPharmaceuticals -> Nervous System -> Antiepileptics -> Carboxamide derivatives -> Transformation products
Applications
UsesA metabolite of Carbamazepine (C175840). Representative lots contained 1-2% carbamazepine by HPLC.
UsesA metabolite of Carbamazepine (C175840).Representative lots contained 1-2% carbamazepine by HPLC.
UsesA metabolite of Carbamazepine. Representative lots contained 1-2% carbamazepine by HPLC
General DescriptionCarbamazepine-10,11-epoxide is the primary, active metabolite in both urine and serum of carbamazepine, an anticonvulsant drug used in the treatment of epilepsy and bipolar disorder as well as trigeminal neuralgia. Potential toxicity of the epoxide metabolite requires regular therapeutic drug monitoring by LC or LC/MS for patients taking carbamazepine.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…