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523-54-6

523-54-6 Structure

523-54-6 Structure
IdentificationBack Directory
[Name]

Etymemazine
[CAS]

523-54-6
[Synonyms]

Diquel
RP-6484
Etymemazine
Unii-861J4K81C7
Ethotrimeprazine
Ethylisobutrazine
Etymemazine [inn]
Etymemazine USP/EP/BP
2-Ethyl-N,N,β-triMethyl-10H-phenothiazine-10-propanaMine
10-(3-DiMethylaMino -2-Methylpropyl)-2-ethylphenothiazine
10H-Phenothiazine-10-propanamine, 2-ethyl-N,N,β-trimethyl-
2-Ethyl-N,N,β-trimethyl-10H-phenothiazine-10-propan-1-amine
[Molecular Formula]

C20H26N2S
[MOL File]

523-54-6.mol
[Molecular Weight]

326.5
Hazard InformationBack Directory
[Originator]

Nuital,Vaillant-Defresne
[Uses]

A derivative of Phenothiazine, an antibacterial compound.
[Definition]

ChEBI:Etymemazine is a member of phenothiazines.
[Manufacturing Process]

2.33 g 95% sodium amide were added to a boiling solution of 11.35 g 2- ethyl-10H-phenothiazine (BP: 135°-136°C) in 150 ml dry xylene by stirring at reflux for 1.5 hours. The solution of 7.72 g of 1-dimethylamino-2-methyl-3- chloropropane in 90 ml of dry xylene was poured in the above solution at the same temperature for 45 minutes. The mixture was heated at reflux else 18 hours. On cooling it was stirred with the mixture of 70 ml 1 N methanesulfonic acid and 40 ml water whereupon a xylene layer was removed. The water layer was extracted with 200 ml ether and basified with 10 ml NaOH (d=1.33), again extracted with ether and dried over potassium carbonate. The ether was distilled off, a residue was distilled to give 10-(3- dimethylamino-2-methylpropyl)-2-ethylphenothiazine; BP: 162°-182°C/0.45 mm.
The prepared base was in 60 ml acetone dissolved and 24.5 ml 1.7 N HCl was added and a precipitate of ethyl-2-(dimethylamino-3-methyl-2-propyl)-10- phenothiazine chlorohydrate dropped out. It was filtered off, washed with acetone and ether and dried. MP: 160°-163°C.
[Therapeutic Function]

Neuroleptic, Antihistaminic, Hypnotic
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