Furomazine

Furomazine

File:Furomazine.svg
Identifiers
IUPAC name 3-[1-[3-(2-chlorophenothiazin-10-yl)propyl]-4-hydroxypiperidin-4-yl]oxolan-2-one
CAS Number	28532-90-3
PubChem CID	219083
ChemSpider	189906
UNII	4868V9LSKR
ChEMBL	ChEMBL2107437
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C24H27ClN2O3S
Molar mass	459.00 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1COC(=O)C1C2(CCN(CC2)CCCN3C4=CC=CC=C4SC5=C3C=C(C=C5)Cl)O
InChI InChI=InChI=1S/C24H27ClN2O3S/c25-17-6-7-22-20(16-17)27(19-4-1-2-5-21(19)31-22)12-3-11-26-13-9-24(29,10-14-26)18-8-15-30-23(18)28/h1-2,4-7,16,18,29H,3,8-15H2 Key:PRGQOVDEZVJQJK-UHFFFAOYSA-N

Furomazine is a phenothiazine sedative and neuroleptic agent.

Synthesis

A chemical synthesis is proposed: The mesylate leaving group on the phenothiazine used in the patent is less common than a chloride. This is because it is more facile to displace and therefore avoids side-reactions with the lactone.

Furomazine synthesis

Furomazine synthesis

• 1-benzyl-4-piperidone [3612-20-2] (1)
• Gamma-Butyrolactone [96-48-0] (2)
• alpha-(1-Benzyl-4-hydroxy-4-piperidyl)-gamma-butyrolactone [28532-91-4] (3)
• 3-(4-hydroxypiperidin-4-yl)oxolan-2-one, PC129932729 (4)
• 3-(2-chlorophenothiazin-10-yl)propyl methanesulfonate, PC154087390 (5)

References

This article "Furomazine" is from Wikipedia. The list of its authors can be seen in its historical and/or the page Edithistory:Furomazine. Articles copied from Draft Namespace on Wikipedia could be seen on the Draft Namespace of Wikipedia and not main one.

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