Routes ofadministration Oral CAS Number 75889-62-2 ChemSpider 48253 | ATC code none PubChem CID 53421 Molar mass 361.4 g/mol | |
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Legal status In general: uncontrolled | ||
Fostedil (A-53,986, KB-944) is a vasodilator acting as a calcium channel blocker which was under development for the treatment of heart conditions such as angina pectoris but was never marketed. It has antihypertensive and antiarrhythmic effects.
Synthesis
- Treatment of benzanilide with phosphorus pentasulfide or Lawesson's reagent gives thioamide.
- Oxidative ring formation by reaction with potassium ferricyanide and base (presumably involving a free radical intermediate) constructs the benzothiazole ring.
- Bromination of this compound with N-bromosuccinimide produces bromomethyl intermediate.
- The synthesis of fostedil concludes with a Michaelis-Arbuzov reaction with triethyl phosphite.
References
Fostedil Wikipedia(Text) CC BY-SA