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5H-dibenz[b,f]azepin
5H-Dibenz[b,f]azepine · CarbaMazepine Related CoMpound B · Iminostilben · 5H-Dibenz[b,f]azepin · 5H-Dibenzo(b,f)azepine · R-FMOC · RP 9989 · IminostiL
![Molekülstruktur von 5H-dibenz[b,f]azepin](/img/chemical/9212.png)
Identifikatoren & physikalische Daten
| CAS No. | 256-96-2 |
|---|---|
| Summenformel | C14H11N |
| Durchschnittliche Molmasse | 193,24 g/mol |
| Monoisotopische Masse | 193,08914935 g/mol |
| SMILES | C1=Cc2ccccc2Nc2ccccc21 |
| InChIKey | LCGTWRLJTMHIQZ-UHFFFAOYSA-N |
| PubChem CID | 9212 |
| ChEMBL | CHEMBL243596 |
| ChEBI | CHEBI:47802 |
| EC No. | 205-970-0 |
| DTXSID | DTXSID90871625 |
| Lokaler Name | 5H-dibenz[b,f]azepin |
Chemische & physikalische Eigenschaften
| XLogP | 4 |
|---|---|
| Polarare Oberfläche (TPSA) | 12 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 222 |
| Stoffklassen | Pharmaceutical |
| Arzneimittel | Pharmaceuticals -> Metabolite of Carbamazepine |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Schmelzpunkt | 197 °C |
| Siedepunkt | 221 °C(lit.) |
| Dichte | 1.290 g/mL at 20 °C(lit.) |
| Brechungsindex | n20/D 1.523(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | dioxane: 50 mg/mL, clearSoluble in ethyl acetate (25 mg/ml), water (partly), dioxane, chloroform, and DMSO. |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | 1.71±0.20(Predicted) |
| Farbe | yellow to orange |
| BRN | 1343358 |
| InChI | 1S/C14H11N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-10,15H |
| InChIKey | LCGTWRLJTMHIQZ-UHFFFAOYSA-N |
| SMILES | N1c2ccccc2C=Cc3ccccc13 |
| LogP (Verteilungskoeffizient) | 4.06 |
| CAS Datenbank | 256-96-2(CAS DataBase Reference) |
| NIST chemische Informationen | o,o'-Iminostilbene(256-96-2) |
| EPA chemische Informationen | 5H-Dibenz[b,f]azepine (256-96-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (78.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 55 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 28-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13753 |
| Hazard Classes and Categories | Acute Tox. 4 (78.2%) |
| USGS Health-Based Screening Levels for Evaluating Water-Quality | IminostilbenePharmaceuticalSmith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 3265 8/PG 2 |
| Zollcode | 29339900 |
| R-Sätze (R) | 34-51/53-22-36/37/38 |
| Gefahrensymbole | C,Xi,N,Xn |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36/37/39-45-61-27-24/25 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Chronic 2 |
Anwendungen & Verwendung
Verwenden
Iminostilbene is mainly used as a pharmaceutical intermediate for the production of carbamazepine, Oxcarbazepine, and rhodium catalyst ligand. It is a metabolite of of carbamazepine which is used primarily in the treatment of epilepsy and neuropathic pain.
Herstellung & Synthese
synthetische
iminostilbene synthesis: 10,11-Dihydro-5-dibenz(b,f)azepine [Iminodibenzyl, 494-19-9] as raw material was acylated by triphosgene, after bromination by bromine and dehydrobromination, reacted with sodium hydroxide in isopropanol to give Iminostilbene.