Sulforidazine

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Sulforidazine
Clinical data
ATC code
  • none
Identifiers
  • 10-{2-[(RS)-1-Methylpiperidin-2-yl]ethyl}-2-(methylsulfonyl)-10H-phenothiazine
JSmol)
  • O=S(=O)(c2cc1N(c3c(Sc1cc2)cccc3)CCC4N(C)CCCC4)C
  • InChI=1S/C21H26N2O2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)26-21-11-10-17(15-19(21)23)27(2,24)25/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3 checkY
  • Key:FLGCRGJDQJIJAW-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Sulforidazine (Imagotan, Psychoson, Inofal) a typical antipsychotic and a metabolite of thioridazine; it and mesoridazine are more potent than the parent compound, whose pharmacological effects are believed by some to be largely due to its metabolism into sulforidazine and mesoridazine.[1]

Synthesis

Thieme Synthesis:[2] Patent:[3]

2-bromo-2'-amino-4'-methylsulphonyl-diphenyl Sulphide, CID:43448246 (1) 2-bromo-2'-acetamino-4'-methylsulphonyl diphenylsulphide (2) 2-(2-Chloroethyl)-1-Methylpiperidine [50846-01-0] (3)

References

  1. PMID 6707914
    .
  2. ^ Morrow, Ryan J.; Millership, Jeff S.; Collier, Paul S. (2005). "Facile Syntheses of the Three Major Metabolites of Thioridazine". Helvetica Chimica Acta. 88 (5): 962–967. doi:10.1002/hlca.200590089.
  3. ^ FR1363683 idem Bruschweiler Conrad, Schwarb Gustav, Winkler Hans, Renz Jany, U.S. patent 3,314,948 (1967 to Sandoz Ltd).
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