Aryl Boronic Acids For Treating Obesity


Disclosed is a phenyl boronic acid compound represented by Structural Formula (I): Ar is a substituted or unsubstituted aryl group. Z and Z' are independently -O-. -NH- or -S-. X is an electron withdrawing group. R is a substituted or unsubstituted straight chained hydrocarbyl group optionally comprising one or more amine, ammonium, ether, thioether or phenylene linking groups and Y is -H, an amine, -[NH-(CH<SUB>2</SUB>)<SUB>q</SUB>]<SUB>r</SUB>-NH<SUB>2</SUB>, halogen, -CF<SUB>3</SUB>, thiol, ammonium, alcohol, -COOH, -SO<SUB>3</SUB>H, -OSO<SUB>3</SUB>H or phosphonium group covalently bonded to the terminal position of R. Each -NH- in -[NH-(CH<SUB>2</SUB>)<SUB>q</SUB>]<SUB>r</SUB>-NH<SUB>2 </SUB>is optionally N-alkylated or N,N-dialkylated and -NH<SUB>2 </SUB>in -[NH-(CH<SUB>2</SUB>)<SUB>q</SUB>]<SUB>r</SUB>-NH<SUB>2 </SUB>is optionally N-alkylated, N,N-dialkylated or N,N,N-trialkylated. q is an integer from 2 to about 10 and r is an integer from 1 to about 5. R<SUB>1 </SUB>and R<SUB>1'</SUB> are independently -H, an aliphatic group, a substituted aliphatic group, an aryl group or a substituted aryl group, or, taken together, are a C2-C5 substituted or unsubstituted alkylene group optionally comprising an amine linking group [-N<SUP>+</SUP>(R<SUP>1a</SUP>)-]. Each R<SUB>1 </SUB>is Structural Formula (I) is preferably -H. R<SUP>1a </SUP>is -H, alkyl, substituted alkyl, phenyl or substituted phenyl. Also disclosed is a method of treating obesity in a subject by administering an effective amount of a compound represented by Structural Formula (I) and a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier or diluent.

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Document History
  • Publication: May 23, 2006
  • Application: Dec 30, 2004
    US US 2764304 A
  • Priority: Dec 30, 2004
    US US 2764304 A
  • Priority: Jun 27, 2002
    US US 18739702 A
  • Priority: Feb 22, 2002
    US US 35946702 P
  • Priority: Jun 29, 2001
    US US 30208101 P

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