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 8-Methoxypsoralen derivatives

Details
Inventors: Confalone, Pasquale N.; Lollar, Elizabeth D.; Pizzolato, Giacomo; Uskokovic, Milan R.;
Assignee: Hoffmann-La Roche Inc. (Nutley, NJ)
Primary Examiner: Trousof; Natalie
Assistant Examiner: Fan; Jane T.
Attorney, Agent or Firm: Saxe; Jon S., Gould; George M., Hoffman; Frank P.

The invention relates to synthetic processes to produce the known pharmacologically active 8-methoxypsoralen and derivatives thereof. Also disclosed are various novel intermediates utilized in these processes.

DETAILED DESCRIPTION What is claimed is: 1.
A compound of the formula ##STR7## wherein R.
sub.
2 is selected from the group consisting of hydrogen, lower alkyl or a substituent selected from the group consisting of phenyl, pyridyl, furyl, halo-substituted phenyl, lower alkyl-substituted phenyl, benzyl and alkoxy, halo, nitro or alkyl substituted benzyl.
2.
A compound of the formula ##STR8## wherein R.
sub.
2 is selected from the group consisting of hydrogen, lower alkyl or a substituent selected from the group consisting of phenyl, pyridyl, furyl, halo-substituted phenyl, lower alkyl-substituted phenyl, benzyl and alkoxy, halo, nitro or alkyl substituted benzyl and R is selected from the group consisting of lower alkyl or a substituent selected from the group consisting of phenyl, pyridyl, furyl, halo-substituted phenyl, lower alkyl-substituted phenyl, benzyl and alkoxy, halo, nitro or alkyl substituted benzyl.
3.
A compound of the formula ##STR9## wherein R.
sub.
2 is selected from the group consisting of hydrogen, lower alkyl and substituent selected from the group consisting of phenyl, pyridyl, furyl, halo-substituted phenyl, lower alkyl-substituted phenyl, benzyl and alkoxy, nitro, halo or alkyl substituted benzyl.




Description:
BACKGROUND OF THE INVENTION It is known that either the topical application or oral ingestion of certain chemical compounds, known as furocoumarins, certain isomers of which are called psoralens, have an effect on the responsiveness of human skin to sunlight.
These psoralen compounds, including 8-methoxypsoralen, which has the generic name of methoxsalen, have long been used in the treatment of certain skin diseases, such as vitiligo, which is characterized by a spotty loss of pigmentation of the skin.
The compound 8-methoxypsoralen having the structural formula ##STR1## and the chemical name 9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one has been obtained from natural sources, namely from the fruit of the Ammi Majus Linn.
plant, see, for example, Fabmu et al



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