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Quinazolinone derivatives as cholecystokinin (CCK) ligands

  • US 5,869,665 A
  • Filed: 04/08/1997
  • Issued: 02/09/1999
  • Est. Priority Date: 08/08/1994
  • Status: Expired due to Fees
First Claim
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1. A process of preparing a 2-amino compound of the structure:

  • ##STR36## wherein W, X, Y, and Z are each independently selected from C--R3, C--R4, C--R5, C--R6 and N (nitrogen) and that no more than two of W, X, Y and Z are N;

    wherein R3, R4, R5 and R6 are each independently hydrogen, hydroxy, sulfhydryl, lower alkoxy (1-4 carbon atoms), lower thioalkoxy (1-4 carbon atoms), lower alkyl (1-4 carbon atoms), halo, CN, CF3, NO2, COOR7 or NR7 R8 ;

    wherein R7 and R8 are independently hydrogen or lower alkyl (1-4 carbon atoms);

    R2 is;

    an alkyl of 1 to 6 carbon atoms,unsubstituted, mono- or polysubstituted phenyl or polyaromatic,unsubstituted, mono- or polysubstituted heteroaromatic with hetero atom(s) N (nitrogen), O (oxygen) and/or S (sulfur), orunsubstituted, mono- or polysubstituted aralkyl,unsubstituted, mono- or polysubstituted cyclo or polycycloalkyl hydrocarbon, ormono- or polyheterocycle (3-8 atoms per ring) with 1 to 4 hetero atoms as N (nitrogen), O (oxygen), or S (sulfur);

    wherein substitutions are selected from hydrogen, methyl, methoxy, fluorine, chlorine, bromine, iodine, hydroxy, ethoxy, propoxy, i-propoxy, t-butoxy, ethyl, propyl, i-propyl, trifluoromethyl, 3-cyclopropoxy, thioisopropyl, cyano, N,N-dimethylamino, N,N-dimethylamino methyl, carboxy, carbmethoxy, and tetrazole;

    comprising the steps of;

    (a) reacting the 2-hydrazine precursor with hydrogen;

    in presence of a catalyst optionally Raney nickel, and(b) recovering the 2-amino product.

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