Sigmodal

Sigmodal (Rectidon) is a barbiturate derivative. It has sedative, hypnotic and anticonvulsant properties, and was used in surgical anaesthesia in the 1950s, and frequently appeared in drug mixtures in the 60s. [1] [2]

Sigmodal
Legal status
Legal status
Identifiers
IUPAC name
  • 5-(2-bromoprop-2-en-1-yl)-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.013.575
Chemical and physical data
FormulaC12H17BrN2O3
Molar mass317.183 g·mol−1
3D model (JSmol)
SMILES
  • CCCC(C)C1(C(=O)NC(=O)NC1=O)CC(=C)Br
InChI
  • InChI=1S/C12H17BrN2O3/c1-4-5-7(2)12(6-8(3)13)9(16)14-11(18)15-10(12)17/h7H,3-6H2,1-2H3,(H2,14,15,16,17,18) N
  • Key:ZGVCLZRQOUEZHG-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

It was never widely used compared to better known barbiturates such as thiopental, and has now been replaced by newer drugs with a better safety profile.

References
  1. Meder F (1952). "[Our experiences with rectidon basal anesthesia]". Zentralblatt für Gynakologie (in German). 74 (48): 1895–6. PMID 13050081.
  2. Frommolt G (November 1952). "[On rectidon basis narcosis]". Die Medizinische (in German). 20 (47): 1503–4. PMID 13024592.


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