Etymemazine

Etymemazine is an antipsychotic, antihistamine and anticholinergic drug of the phenothiazine chemical class, structurally related to cyamemazine and methotrimeprazine.[1]

Etymemazine
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
  • none
Identifiers
IUPAC name
  • 3-(2-ethylphenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H26N2S
Molar mass326.50 g·mol−1
3D model (JSmol)
SMILES
  • CCC(C=C3)=CC2=C3SC1=CC=CC=C1N2CC(C)CN(C)C
InChI
  • InChI=1S/C20H26N2S/c1-5-16-10-11-20-18(12-16)22(14-15(2)13-21(3)4)17-8-6-7-9-19(17)23-20/h6-12,15H,5,13-14H2,1-4H3
  • Key:USKHCLAXJXCWMO-UHFFFAOYSA-N
  (verify)

Synthesis
Patents:[2][3]

Sodamide Sn2 alkylation between 2-ethylphenothiazine [61852-27-5] (1) and 1-dimethylamino-2-methyl-3-chloropropane [23349-86-2] (2) furnishes the Etymemazine (3).

References
  1. Milne GW (2002). "Etymemazine". Drugs: Synonyms and Properties (2nd ed.). Aldershot, Hampshire, England: Ashgate. p. 3945. ISBN 978-0-566-08491-1.
  2. Anon., GB 789703 (1958 to Rhone Poulenc Sa).
  3. Robert Michel Jacob, et al. U.S. Patent 2,837,518 (1956 to Rhone Poulenc Sa).



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