Molecular Formula | C15H14N2O2 |
Molar Mass | 254.28 |
Density | 1.336 |
Melting Point | 186-189°C |
Boling Point | 431.3±55.0 °C(Predicted) |
Flash Point | 2℃ |
Appearance | neat |
BRN | 1540211 |
pKa | 13.75±0.20(Predicted) |
Storage Condition | -20°C |
Risk Codes | R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
Safety Description | S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
UN IDs | UN 3077 9 / PGIII |
WGK Germany | 3 |
Background | 10, 11-dihydro-10-hydroxycarbamazepine is the main active metabolite of oxcarbazepine, it is a pro-drug of Eslicarbazepine, which enters the body and is rapidly converted into escicepine. Eslicarbazepineacetate was marketed in Germany, Denmark, Austria and other countries in October 2009 for the adjuvant treatment of epilepsy to improve the efficacy of CBZ and OXC and improve their tolerance. In 2012, the Japanese company Sunovion submitted a new drug application for esricarbamazepine acetate to the US FDA, and was approved for marketing in November 2013. The trade name was for the adjuvant treatment of partial seizures. |
Application | 10, 11-dihydro-10-hydroxycarbamazepine can be used as an intermediate in organic synthesis and an intermediate in medicine, can be used for the preparation of antiepileptic drugs escicepine acetate. |
preparation | Method 1: (100.0g,0.4mol) oxcarbazepine, 15.0 mL of methanol and 0.4 ml of water were added to a 1L round bottom flask, and sodium borohydride (g, mol) was added in portions. The mixture was stirred at room temperature for 30min and then placed at 45 ° C. For 1H. After completion of the reaction, the reaction solution was concentrated to 200-300mL under reduced pressure, filtered and washed with water three times to obtain 99.0g of light yellow solid powder, which was 10,11-dihydro-10-hydroxycarbamazepine with a yield of 97.3%. m. P. 188-192 °c. Method 2: oxcarbazepine (2.52, 10mol) and ethanol (25L) were added to a 200L autoclave and stirred at room temperature to completely dissolve. Sodium Borohydride (0.378kg,10mol) was equally divided into 5 batches at 30 minute intervals and added to the above solution with stirring. After completion of the addition, stirring was continued at room temperature for 2 hours. After completion of the reaction, water (50L) was added, the pH of the reaction solution was adjusted to 7 with stirring and concentrated hydrochloric acid, and then the precipitated solid was collected by filtration. The filtrate was then concentrated to 50L and filtered once more and the solid was collected. The two batches of solids were combined and dried to give 2.42 of licacepine (racemic) as a solid (10, 11-dihydro-10-hydroxycarbamazepine). |