Fostedil

Fostedil

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name diethyl [4-(1,3-benzothiazol-2-yl)benzyl]phosphonate
JSmol)	Interactive image
SMILES O=P(OCC)(OCC)Cc3ccc(c1nc2ccccc2s1)cc3

Fostedil (A-53,986, KB-944) is a

1. Treatment of benzanilide with phosphorus pentasulfide or Lawesson's reagent gives thioamide.
2. Oxidative ring formation by reaction with potassium ferricyanide and base (presumably involving a free radical intermediate) constructs the benzothiazole ring.
3. Bromination of this compound with
   N-bromosuccinimide
   produces bromomethyl intermediate.
4. The synthesis of fostedil concludes with a
   Michaelis-Arbuzov reaction with triethyl phosphite
   .

• Ibrolipim
• Calcium channel blocker

References