10,11-Dihydro-5H-dibenz[b,f]azepin
10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPINE · 2,2'-IMINODIBENZYL · 10,11-DIHYDRO-5H-DIBENZ[B,F]AZEPINE · RP 23669 · NSC 72110 · Iminobibenzyl · IMINODIBENZYL · IMIDODIBENZYL
![Molekülstruktur von 10,11-Dihydro-5H-dibenz[b,f]azepin](/img/chemical/10308.png)
Identifikatoren & physikalische Daten
| CAS No. | 494-19-9 |
|---|---|
| Summenformel | C14H13N |
| Durchschnittliche Molmasse | 195,26 g/mol |
| Monoisotopische Masse | 195,10479942 g/mol |
| SMILES | c1ccc2c(c1)CCc1ccccc1N2 |
| InChIKey | ZSMRRZONCYIFNB-UHFFFAOYSA-N |
| PubChem CID | 10308 |
| ChEMBL | CHEMBL63054 |
| EC No. | 207-787-1 |
| DTXSID | DTXSID8049414 |
| Lokaler Name | 10,11-Dihydro-5H-dibenz[b,f]azepin |
Chemische & physikalische Eigenschaften
| XLogP | 3,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 12 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 191 |
| Kovats Retention Index | 19311980 |
| Schmelzpunkt | 105-108 °C (lit.) |
| Siedepunkt | 321.94°C (rough estimate) |
| Dichte | 1.0778 (rough estimate) |
| Brechungsindex | 1.6353 (estimate) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly) |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 0.83±0.20(Predicted) |
| Farbe | Yellow to beige |
| BRN | 152732 |
| InChI | InChI=1S/C14H13N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-8,15H,9-10H2 |
| InChIKey | ZSMRRZONCYIFNB-UHFFFAOYSA-N |
| SMILES | N1C2=CC=CC=C2CCC2=CC=CC=C12 |
| LogP (Verteilungskoeffizient) | 4.27 |
| CAS Datenbank | 494-19-9(CAS DataBase Reference) |
| NIST chemische Informationen | 5H-Dibenz[b,f]azepine, 10,11-dihydro-(494-19-9) |
| EPA chemische Informationen | 5H-Dibenz[b,f]azepine, 10,11-dihydro- (494-19-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 1.5% (1 of 67) of reports.WarningH317 (37.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (62.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 67 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 67 reports by companies.There are 6 notifications provided by 66 of 67 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 31-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/21937Status: Active Update: 29-07-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/17105H-Dibenzb,fazepine, 10,11-dihydro-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Sens. 1 (37.3%)Eye Irrit. 2A (62.7%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29339930 |
| RTECS-Nr. | HN8950000 |
| R-Sätze (R) | 36-36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 22-24/25-39-26-36/37/39-27 |
Anwendungen & Verwendung
Beschreibung
Iminodibenzyl was not a new drug. It had been discovered in 1898 and used briefly as an intermediate, in the preparation of Sky Blue, a dye stuff. Iminodibenzyl, however, had a tricyclic ring structure, similar in appearance to the phenothiazines. Iminodibenzyl is an important drug intermediate, which can be used for the medicine synthesis as a tristimania and epilepsia.
Verwenden
10,11-Dihydro-5H-dibenzo[b,f]azepine is a metabolite of the tricyclic antidepressant, Imipramine (I465980). 10,11-Dihydro-5H-dibenzo[b,f]azepine can be used as a chromogenic probe for the quantification of hydrogen peroxide and glucose.
Herstellung & Synthese
synthetische
Iminodibenzyl is obtained from o-nitrotoluene by condensation, reduction and cyclization.