| Identification | More | [Name]
Iminostilbene | [CAS]
256-96-2 | [Synonyms]
D(-)ALPHA-FORMYLOXY-ALPHA-PHENYLACETYLCHLORIDE
D-(-)-O-FORMYL MANDELOYL CHLORIDE
FORMYLOXYMANDELOYL CHLORIDE
(-)-O-FORMYL-D-MANDELOYL CHLORIDE
R(-)-ALPHA-(FORMYLOXY)PHENYLACETYLCHLORIDE
R-FMOC
(R)-(-)-O-FORMYLMANDELOYL CHLORIDE
(R)-O-FORMYL-MANDELOYL CHLORIDE
2,3,6,7-Dibenzazepine
5-Azadibenzo(a,e)cycloheptatriene
5H-Dibenz[b,f]azepin
5H-Dibenzo(b,f)azepine
Dibenz(b,f)azepine
Stilbene, 2,2'-imino-
Iminostilben
IMINOSTILBENE (BROMINE FREE)
IMINOSTILBENE (NON-BROMINE FREE)
Iminostibene carbonyl chloride
5H-Dibenz[b,f]azepine
Iminostilbene | [EINECS(EC#)]
249-478-4 | [Molecular Formula]
C14H11N | [MDL Number]
MFCD00799229 | [Molecular Weight]
193.24 | [MOL File]
256-96-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow to orange-yellow fine powder | [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
| [form ]
powder
| [pka]
1.71±0.20(Predicted) | [color ]
yellow to orange
| [Water Solubility ]
Soluble in ethyl acetate (25 mg/ml), water (partly), dioxane, chloroform, and DMSO. | [BRN ]
1343358 | [LogP]
4.06 | [CAS DataBase Reference]
256-96-2(CAS DataBase Reference) | [NIST Chemistry Reference]
| [EPA Substance Registry System]
5H-Dibenz[b,f]azepine (256-96-2) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi,N,Xn | [Risk Statements ]
R34:Causes burns.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [Hazard Note ]
Irritant | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to orange-yellow fine powder | [Uses]
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. | [Application]
Iminostilbene has good antioxidant effects. N-acetyl iminostilbene was synthesized by incubating iminostilbene (2.0020 g, 10.360 mmol) with acetic anhydride. | [Definition]
ChEBI: 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. | [Preparation]
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. | [General Description]
5H-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 Actions]
2-(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. | [Synthesis]
The general procedure for the synthesis of iminostilbene from N-acetyl iminostilbene was as follows: NaOH was stirred and mixed with triethylboron under argon protection at room temperature to form a clear and clarified solution with a concentration of 1 M/L. Subsequently, 10 μmol (2 mol%) of amide substrate, 5 mmol of triethoxysilane or polymethylhydrosiloxane (PMHS) were sequentially added to the above triethylboron solution. 15 mmol of the reaction mixture with 2 mL of methyl tert-butyl ether (MTBE) was added to a 10 mL sealed tube and heated and stirred in an oil bath at 80 °C for 6 hours. Upon completion of the reaction, the reaction system was exposed to air and the amine products were subsequently isolated directly by column chromatography. According to the column chromatographic separation, the yield of the target product iminostilbene was when triethoxysilane or polymethylhydrosiloxane (PMHS) was used as the reducing agent: | [References]
[1] Patent: CN107337573, 2017, A. Location in patent: Paragraph 0038; 0039; 0040; 0041 |
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