CAS 58955-93-4

trans-10,11-Dihydroxy-10,11-dihydrocarbamazepine

Description:

Trans-10,11-Dihydroxy-10,11-dihydrocarbamazepine is a chemical compound that is a derivative of carbamazepine, a medication primarily used to treat epilepsy and bipolar disorder. This substance features two hydroxyl (-OH) groups attached to the 10th and 11th carbon atoms of the carbamazepine structure, which influences its pharmacological properties. The "trans" configuration indicates that the hydroxyl groups are positioned on opposite sides of the molecule, affecting its stereochemistry and potentially its biological activity. The compound is characterized by its moderate solubility in organic solvents and limited solubility in water, which is typical for many organic compounds with multiple hydroxyl groups. Its molecular structure contributes to its interaction with biological targets, influencing its efficacy and safety profile. As with many metabolites, trans-10,11-Dihydroxy-10,11-dihydrocarbamazepine may play a role in the metabolism of carbamazepine, impacting its therapeutic effects and side effects in clinical settings.

Formula: C₁₅H₁₄N₂O₃

InChI: InChI=1/C15H14N2O3/c16-15(20)17-11-7-3-1-5-9(11)13(18)14(19)10-6-2-4-8-12(10)17/h1-8,13-14,18-19H,(H2,16,20)/t13-,14-/s2

InChI key: InChIKey=PRGQOPPDPVELEG-ZCWZLOQUNA-N

SMILES: C(N)(=O)N1C=2C([C@H](O)[C@@H](O)C=3C1=CC=CC3)=CC=CC2

Synonyms:

• trans-10,11-Dihydro-10,11-dihydroxycarbamazepine
• 5H-Dibenz[b,f]azepine-5-carboxamide, 10,11-dihydro-10,11-dihydroxy-, (10R,11R)-rel-
• Dihydrocarbamazepine-10,11-trans-diol
• rel-(10R,11R)-10,11-Dihydro-10,11-dihydroxy-5H-dibenz[b,f]azepine-5-carboxamide
• 5H-Dibenz[b,f]azepine-5-carboxamide, 10,11-dihydro-10,11-dihydroxy-, trans-

Oxcarbazepine Impurity 4

CAS: 58955-93-4

Formula: C₁₅H₁₄N₂O₃

Molecular weight: 270.29

Ref: 4Z-O-0628

rac trans-10,11-Dihydro-10,11-dihydroxy Carbamazepine

Controlled Product

CAS: 58955-93-4

Applications rac trans-10,11-Dihydro-10,11-dihydroxy Carbamazepine is a major metabolite of Carbamazepine (C175840). It can also be used as an anti-epileptic drug and for the removal of micropollutants in municipal wastewaster effluents.
References Frigerio, A., et al.: J. Pharm. Sci., 61,1144 (1972), Lertratanangkoon, K., et al.: Drug Metab. Dispos., 10,1 (1982); Martins, I.L., et.al., Free Radic. Biol. Med., 129, 559-568, (2018); Dogruel, S., et.al., Environ. Sci. Pollut. Res., (2020);

Formula: C₁₅H₁₄N₂O₃

Color and Shape: White

Molecular weight: 270.28

Ref: TR-D449040

rac trans-10,11-Dihydro-10,11-dihydroxy carbamazepine

CAS: 58955-93-4

Rac trans-10,11-Dihydro-10,11-dihydroxy carbamazepine is a metabolite of the anticonvulsant drug carbamazepine. Rac trans-10,11-Dihydro-10,11-dihydroxy carbamazepine has been detected in human samples and its concentration appears to be proportional to the dose of carbamazepine administered. It is thought that rac trans-10,11-Dihydro-10,11-dihydroxy carbamazepine is formed by CYP2C19 enzyme in the liver and then excreted into the bile. Rac trans-10,11-Dihydro-10,11-dihydroxy carbamazepine has been shown to have anticonvulsant activity in animal models of epilepsy. Rac trans - 10, 11 - Dihydro - 10, 11 - dihydroxycarbamaz

Formula: C₁₅H₁₄N₂O₃

Purity: Min. 95 Area-%

Color and Shape: White Powder

Molecular weight: 270.28 g/mol

Ref: 3D-FD27580

10,11-Dihydro-10,11-dihydroxy Carbamazepine D4

Controlled Product

CAS: 58955-93-4

Formula: C₁₅D₄H₈N₂O₃

Color and Shape: Neat

Molecular weight: 272.29

Ref: TR-D449042

Oxcarbazepine Impurity 16

CAS: 58955-93-4

Formula: C₁₅H₁₄N₂O₃

Molecular weight: 270.29

Ref: ST-EA-CP-O13044