Sigmodal

Sigmodal
Legal status
Legal status	CA: Schedule IV;
Identifiers
	IUPAC name 5-(2-bromoprop-2-en-1-yl)-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione;
CAS Number	1216-40-6 ;
PubChem CID	14630;
ChemSpider	13964 ;
UNII	8N609W64JZ;
CompTox Dashboard (EPA)	DTXSID90874338 ;
ECHA InfoCard	100.013.575
Chemical and physical data
Formula	C12H17BrN2O3
Molar mass	317.183 g·mol−1
3D model (JSmol)	Interactive image;
	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) ; Key:ZGVCLZRQOUEZHG-UHFFFAOYSA-N ;
	(what is this?) (verify)

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]

It was never widely used compared to better known barbiturates such as thiopental, and has now been replaced by newer drugs with a better safety profile.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

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

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[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.

[1]

[2]

Legal status

Legal status	CA: Schedule IV
Identifiers
IUPAC name 5-(2-bromoprop-2-en-1-yl)-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione
CAS Number	1216-40-6^Y
PubChem CID	14630
ChemSpider	13964^N
UNII	8N609W64JZ
CompTox Dashboard (EPA)	DTXSID90874338
ECHA InfoCard	100.013.575
Chemical and physical data
Formula	C₁₂H₁₇BrN₂O₃
Molar mass	317.183 g·mol⁻¹
3D model (JSmol)	Interactive image
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)