10,11-Dihydro-10-hydroxycarbazepine
- CAS No.
- 29331-92-8
- Chemical Name:
- 10,11-Dihydro-10-hydroxycarbazepine
- Synonyms
- Licarbazepine;GP 47779;BIA 2-005;GP 47779-d3;BIA 2-005-d3;icarbazepine;Hydroxycarbamazepine;Licarbazepine Racemate;10,11-Dihydro-10-hydroxy;Licarbazepine (Standard)
- CBNumber:
- CB0500702
- Molecular Formula:
- C15H14N2O2
- Molecular Weight:
- 254.28
- MDL Number:
- MFCD00871817
- MOL File:
- 29331-92-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 186-189°C |
|---|---|
| Boiling point | 431.3±55.0 °C(Predicted) |
| Density | 1.336 |
| Flash point | 2℃ |
| storage temp. | -20°C |
| solubility | Soluble to 100 mM in DMSO and to 50 mM in ethanol |
| form | Solid |
| pka | 13.75±0.20(Predicted) |
| color | White to off-white |
| BRN | 1540211 |
| Major Application |
forensics and toxicology pharmaceutical (small molecule) |
| InChI | 1S/C15H14N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8,14,18H,9H2,(H2,16,19) |
| InChIKey | BMPDWHIDQYTSHX-UHFFFAOYSA-N |
| SMILES | N1(c2c(cccc2)C(Cc3c1cccc3)O)C(=O)N |
| CAS DataBase Reference | 29331-92-8 |
| FDA UNII | XFX1A5KJ3V |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS09 |
|---|---|
| Signal word | Danger |
| Hazard statements | H411 |
| Precautionary statements | P273-P391-P501 |
| Hazard Codes | N,Xn,F |
| Risk Statements | 51/53-36-20/21/22-11 |
| Safety Statements | 61-36/37-26-16 |
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Chronic 2 |
10,11-Dihydro-10-hydroxycarbazepine price More Price(60)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PHR3294 | Licarbazepine pharmaceutical secondary standard, certified reference material | 29331-92-8 | 50MG | $400 | 2026-04-30 | Buy |
| Sigma-Aldrich | D-091 | 10,11-Dihydro-10-Hydroxycarbamazepine solution 1.0?mg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant? | 29331-92-8 | 1mL | $149 | 2026-04-30 | Buy |
| Sigma-Aldrich | 61347 | 10,11-Dihydro-10-hydroxycarbamazepine analytical standard | 29331-92-8 | 25mg | $1070 | 2026-04-30 | Buy |
| Cayman Chemical | 18467 | 10,11-dihydro-10-hydroxy Carbamazepine ≥98% | 29331-92-8 | 5mg | $55 | 2026-04-30 | Buy |
| Cayman Chemical | 18467 | 10,11-dihydro-10-hydroxy Carbamazepine ≥98% | 29331-92-8 | 10mg | $104 | 2026-04-30 | Buy |
10,11-Dihydro-10-hydroxycarbazepine Chemical Properties,Uses,Production
Chemical Properties
White Solid
Uses
A metabolite of Oxcarbazepine
Uses
A labelled metabolite of Oxcarbazepine
Uses
10,11-dihydro-10-hydroxy Carbamazepinee is the active metabolite of oxcarbazepine . Oxcarbazepine is rapidly and almost completely converted to 10,11-dihydro-10-hydroxycarbamazepine, which then demonstrates anticonvulsant efficacy by modulating several ion channels and receptors. 10,11-dihydro-10-hydroxy Carbamazepine is reported to inhibit both voltage-gated Na+ and Ca2+ channels, to potentiate voltage-gated K+ channels, to antagonize adenosine A1 receptors, to increase dopaminergic transmission, and to inhibit glutamate release.
Definition
ChEBI: A dibenzoazepine that is 5H-dibenzo[b,f]azepine, reduced across the C-10,11 positions and carrying a carbamoyl substituent at the azepine nitrogen and a hydroxy function at C-10. A voltage-gated sodium channel b ocker with anticonvulsant and mood-stabilizing effects, it is related to oxcarbazepine and is an active metabolite of oxcarbazepine.
Synthesis
![1A,10B-DIHYDRO-6H-DIBENZO[B,F]OXIRENO[D]AZEPINE-6-CARBOXAMIDE](/CAS/GIF/36507-30-9.gif)
36507-30-9
29331-92-8
Step-2: Synthesis of compound 3 1aH-dibenzo[b,f]epoxyvinyl[2,3-d]azepine-6(10bH)-carboxamide (5.03 g, 20 mmol) was dissolved in a solvent mixture of methanol (100 ml), dichloromethane (50 ml) and water (5 ml) at room temperature and protected by nitrogen. Ammonium formate (3.78 g, 60 mmol) and 10% palladium carbon catalyst (540 mg, 0.51 mmol Pd) were subsequently added. The reaction mixture was stirred for 1 h at room temperature and then filtered through diatomaceous earth to recover the catalyst. The filter cake was washed with dichloromethane (20 ml) and the combined filtrates were separated and the organic phase was dried with anhydrous sodium sulfate. After filtration, the solvent was evaporated by rotary evaporator at 40°C and absorber pressure to give the crude product 3. The crude product was purified by crystallization from ethyl acetate (20 ml) to give white crystalline 10-hydroxy-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide (4.7 g, 93% yield).
in vivo
Eslicarbazepine acetate (ESL) is an oral pro-drug that is rapidly and extensively metabolized by the liver via a hydrolytic first-pass metabolism into S-Licarbazepine, the biologically active drug. The plasma level of the prodrug remains below quantification[1].
ESL is a potent antiepileptic agent with a spectrum of action essentially limited to partial-onset and generalized tonic-clonic seizures. Its main mechanism of action is by blocking the voltage-gated sodium channel. ESL works by blocking the voltage-gated sodium channel, which play an essential role in the generation and propagation of the epileptic discharge. ESL is well absorbed after oral administration with a bio-availability about 16% higher than that observed after an equivalent dose of Oxcarbazepine (OXC)[1].
storage
Store at RT
References
[1] Patent: WO2013/167985, 2013, A1. Location in patent: Paragraph 00102; 00103
[2] Patent: US2016/122332, 2016, A1. Location in patent: Paragraph 0123-0124
[3] Patent: WO2006/75925, 2006, A2. Location in patent: Page/Page column 9-10
[4] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 3, p. 1077 - 1088
10,11-Dihydro-10-hydroxycarbazepine Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Beijing HuaMeiHuLiBiological Chemical | 010-56205725 | waley188@sohu.com | China | 12323 | 58 |
| Nanjing JinruiJiuAn Biotechnology Co., Ltd. | 025-58196018 800028039 | sales@fartop.net | China | 2227 | 55 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9874 | 58 | |
| Clearsynth Labs Limited | +91-22-26355700 | info@clearsynth.com | India | 9656 | 58 |
| Cato Research Chemicals Inc. | 020-81960175 | min.he@cato-chem.com | China | 1949 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
View Lastest Price from 10,11-Dihydro-10-hydroxycarbazepine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2020-02-01 | 10,11-DIHYDRO-10-HYDROXYCARBAZEPINE
29331-92-8
|
$3.00 | 1KG | 98% | 100KG | Career Henan Chemical Co |
-
- 10,11-DIHYDRO-10-HYDROXYCARBAZEPINE
29331-92-8
- $3.00
- 98%
- Career Henan Chemical Co
