10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride

10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride Suppliers list
Company Name: Shaanxi DIDU pharmaceutical and Chemical Co., Ltd  
Tel: 17691182729 18161915376
Email: 1046@dideu.com
Products Intro: Product Name:10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride
CAS:4985-15-3
Purity:98% Package:25KG
Company Name: Shanghai Hao Zhun Biological Technology Co., Ltd.  
Tel: 15800340161
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Products Intro: Product Name:Noxiptillin Hydrochloride
CAS:4985-15-3
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride Basic information
Product Name:10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride
Synonyms:noxiptyline hydrochloride;Agedal;Bay-1521;Nogedal;10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride;Noxiptillin Hydrochloride
CAS:4985-15-3
MF:C19H23ClN2O
MW:330.85172
EINECS:2256389
Product Categories:
Mol File:4985-15-3.mol
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride Structure
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride Chemical Properties
Melting point 185-187°
Safety Information
ToxicityLD50 s.c. in mice: 240 mg/kg (Hoffmeister)
MSDS Information
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride Usage And Synthesis
OriginatorAgedal,Bayer,W. Germany ,1969
Manufacturing Process15 grams 5-keto-10,11-dihydrodibenzo-[a,d]cycloheptene dissolved in 225 ml of pyridine was mixed with 15 grams hydroxylamine hydrochloride, and the mixture was boiled under reflux for 22 hours. The bulk of the pyridine was then distilled off under reduced pressure, the residue was poured into water, and the aqueous mixture thus formed was extracted with ether.
The ether extract was washed with water, dried and heated to distill off the ether. The solid residue was recrystallized from a mixture of benzene and light petroleum (BP 40° to 60°C). 12.8 grams of the recrystallized oxime had a MP of 167° to 169°C.
A solution of 22 grams of the above described 5-oximino-10,11dihydrodibenzo-[a,d]cycloheptene in 120 ml benzene was treated with 7.8grams sodamide and the mixture was stirred and heated under reflux for 2 hours. At this stage, the 14.4 grams of hydrochloride of β-(dimethylamino) ethyl chloride was added and heating under reflux was continued for 16 hours. 50 ml water was then cautiously added to decompose unreacted sodamide and the benzene layer was separated and extracted with dilute (10%) aqueous hydrochloric acid.
The aqueous acid extracts were made alkaline with concentrated aqueous potassium hydroxide solution and then extracted with ether. The ether extracts were dried, the solvent was removed and the residual oil was distilled under reduced pressure. The product was 14.5 grams of the fraction boiling at 160° to 164°C, under a pressure of 0.05 mm of mercury.
Therapeutic FunctionPsychostimulant
Safety ProfilePoison by ingestion, subcutaneous, intravenous, intramuscular, and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and HCl.
10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-(dimethylamino)ethyl]oxime monohydrochloride Preparation Products And Raw materials
Raw materialsSodium amide-->Hydroxylamine hydrochloride
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