24755-73-5

Basic information

• Product Name: 5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE
• Synonyms: 5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE;Nortriptyline Impurity H;Nortriptyline hydrochloride EP impurity H
• CAS NO: 24755-73-5
• Molecular Formula: C18H16
• Molecular Weight: 232.32
• Mol File: 24755-73-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 367.5°C at 760 mmHg
• Flash Point: 190.4°C
• Appearance: /
• Density: 1.092g/cm³
• Vapor Pressure: 2.87E-05mmHg at 25°C
• Refractive Index: 1.657
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility: Acetone (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE(24755-73-5)
• EPA Substance Registry System: 5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE(24755-73-5)

Safety Data

• Hazardous Substances Data: 24755-73-5(Hazardous Substances Data)

Usage

Description

5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE is a chemical compound that is found as an impurity in Nortriptyline (N837000) and Amitriptyline (A552600), both of which are antidepressant medications.

Uses

Used in Pharmaceutical Industry:
5-ALLYLIDENE-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTENE is used as an impurity in the production of antidepressant medications such as Nortriptyline and Amitriptyline. Its presence in these medications may have potential effects on the overall efficacy and safety of the drugs. It is important to monitor and control the levels of this impurity to ensure the quality and safety of the antidepressant medications.

InChI:InChI=1/C18H16/c1-2-7-18-16-10-5-3-8-14(16)12-13-15-9-4-6-11-17(15)18/h2-11H,1,12-13H2

Upstream product

• 50-48-6 amitryptyline 
• 1210-35-1 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one 
• 1730-25-2 allylmagnesium bromide 
• 106-95-6 allyl bromide 

Downstream Products

• 14330-49-5 5-<3-Chlor-propyliden>-10,11-dihydro-5H-dibenzo-cyclohepten 

Relevant articles and documents

Stability of amitriptyline hydrochloride in a commercial aqueous solution

A commercial amitriptyline hydrochloride solution was stored at 80° for up to 3 months. High-performance liquid chromatography showed no evidence of amitriptyline hydrochloride degradation. The method also indicated that two reported degradates, 3-(propa-1,3-dienyl)-1,2:4,5-dibenzocyclohepta-1,4-diene and dibenzosuberone, were present at levels less than 0.1% (the detection limit of the method) under the storage conditions. The stability of the commercial solutions is attributed to their relatively low ratio of headspace oxygen to amitriptyline hydrochloride.

Decomposition of amitriptyline hydrochloride in aqueous solution: identification of decomposition products

The decomposition of amitriptyline hydrochloride upon autoclaving in a buffered solution (pH 6.8) was investigated. Three major decomposition products [3 (propa 1,3 dienyl) 1,2:4,5 dibenzocyclohepta 1,4 diene, dibenzosuberone, and 3 (2 oxoethylidene) 1,2:4,5 dibenzocyclohepta 1,4 diene] were detected and identified by chromatographic and spectroscopic techniques. Evidence is presented that the latter two compounds are formed by further oxidation of 3 (propa 1,3 dienyl) 1,2:4,5 dibenzocyclohepta 1,4 diene, and a possible decomposition pathway is outlined.