Iminostilbene

Iminostilbene Basic information
Product Name:Iminostilbene
Synonyms:2,3,6,7-Dibenzazepine;5-Azadibenzo(a,e)cycloheptatriene;Iminostibene carbonyl chloride;5H-Dibenz[b,f]azepine;Iminostilbene;o,o'-Iminostilbene;IMINOSTILBENECARBAMAZEPINE;11H-Benzo[b][1]benzazepine
CAS:256-96-2
MF:C14H11N
MW:193.24
EINECS:205-970-0
Product Categories:Heterocyclic Compounds;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Stilbenes (substituted);Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;N-Containing;Others;Pharmaceutical raw material;Aromatics, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
Mol File:256-96-2.mol
Iminostilbene Structure
Iminostilbene Chemical Properties
Melting point 197 °C
Boiling point 221 °C(lit.)
density 1.290 g/mL at 20 °C(lit.)
refractive index n20/D 1.523(lit.)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility dioxane: 50 mg/mL, clear
pka1.71±0.20(Predicted)
form powder
color yellow to orange
Water Solubility Soluble in ethyl acetate (25 mg/ml), water (partly), dioxane, chloroform, and DMSO.
BRN 1343358
LogP4.06
CAS DataBase Reference256-96-2(CAS DataBase Reference)
NIST Chemistry Referenceo,o'-Iminostilbene(256-96-2)
EPA Substance Registry System5H-Dibenz[b,f]azepine (256-96-2)
Safety Information
Hazard Codes C,Xi,N,Xn
Risk Statements 34-51/53-22-36/37/38
Safety Statements 26-36/37/39-45-61-27-24/25
RIDADR UN 3265 8/PG 2
WGK Germany 3
10-21
Hazard Note Irritant
HS Code 29339900
MSDS Information
ProviderLanguage
5H-Dibenz[b,f]azepine English
SigmaAldrich English
Iminostilbene Usage And Synthesis
Chemical PropertiesYellow to orange-yellow fine powder
UsesIminostilbene 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.
ApplicationIminostilbene has good antioxidant effects. N-acetyl iminostilbene was synthesized by incubating iminostilbene (2.0020 g, 10.360 mmol) with acetic anhydride.
Preparationiminostilbene 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.
DefinitionChEBI: Iminostilbene is a mancude organic heterotricyclic parent that consists of a seven-membered nitrogen hetrocycle fused with two benzene rings. It has a role as a marine xenobiotic metabolite. It is a mancude organic heterotricyclic parent and a dibenzoazepine.
General Description5H-Dibenz[b,f]azepine, a tricyclic amine with a seven-membered ring, is commonly known as iminostilbene. It is used as an intermediate or a starting material in the synthesis of many anticonvulsant drugs.It is also used as a starting material to prepare pharmacologically important dibenzoazepine-pyridazine derivatives and synthesize olefinic multidentate ligand, which is used to prepare Rh(I) complexes.
Biochem/physiol Actions2-(Bromomethyl)naphthalene is a fluorescent alkyl bromide. It causes the esterification of free carboxyl groups formed at the surface of polyethylene terephthalate by enzyme hydrolysis. It acts as organic electrophile in the P4S10/acyloin reaction.
Iminostilbene Preparation Products And Raw materials
Preparation ProductsDibenz[b,f]azepine-5-carbonyl chloride-->Carbamazepine-->Iminodibenzylcarbonyl chloride-->5H-Dibenz[b,f]azepine-10,11-dione-->9-METHYLACRIDINE-->Depramine
4,4'-BIS(DIBENZAZEPIN-1-YL)BIPHENYL 10-Methoxy-2,2'-iminostilbene,10-METHOXY IMINOSTILBENE 10-(2-(Dimethylamino)ethyl)-5-methyl-5H-dibenz(b,f)azepine Acetaminophen 5-Cyano-5H-dibenz[b,f]azepine Depramine Dibenz[b,f]azepine-5-carbonyl chloride EC 2.6.1.2 3-Hydroxy Carbamazepine 10-(2-Aminoethyl)-8-chloro-5-methyl-5H-dibenz(b,f)azepine 2-Hydroxy Carbamazepine Amezepine 10-(3-(Dimethylamino)propyl)-5-methyl-5H-dibenz(b,f)azepine oxalate Iminodibenzyl Iminodiacetic acid OPIPRAMOL DIHYDROCHLORIDE Iminodiacetonitrile Iminostilbene

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