Patents by Inventor Harm Jan Panneman

Harm Jan Panneman has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4101675
    Abstract: The invention relates to compounds of the general formula: ##STR1## in which one double bond is present between the carbon atom of the quanidine moiety and one of the adjacent nitrogen atoms andR.sub.0 stands for hydrogen, halogen, hydroxy, alkoxy or alkyl (1 to 6 C),R.sub.1, r.sub.2 for halogen, hydroxy, alkyl (1 to 4 C) or alkoxy (1 to 4 C),R.sub.3, r.sub.3 ', r.sub.3 " for hydrogen or alkyl (1 to 4 C), on the understanding that one of the substituents R.sub.3, R.sub.3 ' or R.sub.3 " is absent because of the presence of the double bond,R.sub.4 for hydrogen, alkyl (1-4 C), hydroxy, alkoxy (1-4 C) or amino optionally substituted with one or two alkyl (1 to 4 C) groups,R.sub.5, r.sub.6 for hydrogen, alkyl (1-6 C), acyl or R.sub.5 + R.sub.6 together represent an alkylidene, cyclic alkylidene or aralkylidene group, as well as the acid addition salts thereof,Provided that, if R.sub.4 stands for methyl and R.sub.0, R.sub.3, R.sub.3 ", R.sub.5 and R.sub.6 for hydrogen, R.sub.1 and R.sub.
    Type: Grant
    Filed: January 29, 1976
    Date of Patent: July 18, 1978
    Assignee: Akzona Incorporated
    Inventor: Harm Jan Panneman
  • Patent number: 4076726
    Abstract: The invention relates to novel amidino-hydrazone derivatives of the general formula: ##STR1## in which the dotted lines mean one extra bond starting from the (guanidine-) carbon atom to one of the adjacent nitrogen atoms, andA stands for methylene, ethylene, propylene or butylene, which groups may optionally be substituted with alkyl (1-4 C),R stands for hydroxy, alkyl (1-4 C), alkylthio or alkoxy (1-4 C), halogen, trifluoromethyl, nitro, amino, hydroxymethyl, acyloxy or an alkylenedioxy group,N is the number 0, 1, 2, 3 or 4,R.sub.1, r.sub.4 and R.sub.5 represent hydrogen or alkyl (1-4 C), with the proviso that one of them is absent in view of the presence of the double bond,R.sub.2 and R.sub.3 stand for hydrogen, alkyl (1-4 C), aralkyl, aryl, hydroxy or amino, with the proviso thatR.sub.2 + r.sub.3 together may also represent a saturated or unsaturated alkylene group with 2 or 3 carbon atoms, orR.sub.3 + r.sub.
    Type: Grant
    Filed: May 21, 1975
    Date of Patent: February 28, 1978
    Assignee: Akzona Incorporated
    Inventors: Harm Jan Panneman, Antonius Hermanus Nicolaas Maria Bruins
  • Patent number: 4028380
    Abstract: The invention relates to novel amidino-hydrazone derivatives of the general formula: ##STR1## in which the dotted lines mean one extra bond starting from the (guanidine-)carbon atom to one of the adjacent nitrogen atoms, andA stands for methylene, ethylene, propylene or butylene, which groups may optionally be substituted with alkyl (1-4 C),R stands for hydroxy, alkyl (1-4 C), alkylthio or alkoxy (1-4 C), halogen, trifluoromethyl, nitro, amino, hydroxymethyl, acyloxy or an alkylenedioxy group,n is the number 0, 1, 2, 3 or 4,R.sub.1, r.sub.4 and R.sub.5 represent hydrogen or alkyl (1-4 C), with the proviso that one of them is absent in view of the presence of the double bond,R.sub.2 and R.sub.3 stand for hydrogen, alkyl (1-4 C), aralkyl, aryl, hydroxy or amino, with the proviso thatR.sub.2 + r.sub.3 together may also represent a saturated or unsaturated alkylene group with 2 or 3 carbon atoms, orR.sub.3 + r.sub.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: June 7, 1977
    Assignee: Akzona Incorporated
    Inventors: Harm Jan Panneman, Antonius Hermanus Nicolaas Maria Bruins
  • Patent number: 4013682
    Abstract: The invention relates to novel biologically active compounds of the formula I: ##STR1## in which B is a N-hydroxy-amidino group of the general formula: ##STR2## A represents a methylene-, ethylene- or propylene group, optionally substituted with lower alkyl groupsr stands for the number: 0, 1, 2, 3 or 4R.sub.1 is hydroxy, alkyl, alkylthio or alkoxy, halogen (F, Cl, Br or I), trifluoromethyl, nitro, amino or alkylenedioxy (1-4 C),C.sub.n H.sub.2n is an alkylene group with 0-4 carbon atomsR.sub.2 stands for hydrogen, alkyl, aryl or aralkyl,R.sub.3, r.sub.4, r.sub.5 represent hydrogen, alkyl, aralkyl or acyl, andR.sub.6 stands for hydrogen, alkyl, or phenyl or benzyl optionally substituted with methyl groupsAnd pharmaceutically acceptable acid addition salts thereof. The compounds possess anti-hypertensive and vasodilatory activities.
    Type: Grant
    Filed: May 24, 1976
    Date of Patent: March 22, 1977
    Assignee: Akzona Incorporated
    Inventor: Harm Jan Panneman
  • Patent number: 3978126
    Abstract: The invention relates to novel biologically active compounds of the formula I: ##SPC1##in which B is a N-hydroxy-amidino group of the general formula: ##EQU1## or ##EQU2## A represents a methylene-, ethylene- or propylene group, optionally substituted with lower alkyl groupsR stands for the number: 0, 1, 2, 3 or 4R.sub.1 is hydroxy, alkyl, alkylthio or alkoxy, halogen (F, Cl, Br or I), trifluoromethyl, nitro, amino or alkylenedioxy (1-4 C),C.sub.n H.sub.2n is an alkylene group with 0-4 carbon atomsR.sub.2 stands for hydrogen, alkyl, aryl or aralkyl,R.sub.3, r.sub.4, r.sub.5 represent hydrogen, alkyl, aralkyl or acyl, andR.sub.6 stands for hydrogen, alkyl, or phenyl or benzyl optionally substituted with methyl groupsAnd pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: July 15, 1974
    Date of Patent: August 31, 1976
    Assignee: Akzona Incorporated
    Inventor: Harm Jan Panneman
  • Patent number: 3972932
    Abstract: The invention relates to compounds of the general formula: ##EQU1## in which one double bond is present between the carbon atom of the guanidine moiety and one of the adjacent nitrogen atoms andR.sub.0 stands for hydrogen, halogen, hydroxy, alkoxy or alkyl (1 to 6 C),R.sub.1, r.sub.2 for halogen, hydroxy, alkyl (1 to 4 C) or alkoxy (1 to 4 C),R.sub.3, r.sub.3 ', r.sub.3 " for hydrogen or alkyl (1 to 4 C) on the understanding that one of the substituents R.sub.3, R.sub.3 ' or R.sub.3 " is absent because of the presence of the double bond,R.sub.4 for hydrogen, alkyl (1-4 C), hydroxy, alkoxy (1-4 C) or amino optionally substituted with one or two alkyl (1 to 4 C) groups,R.sub.5, r.sub.6 for hydrogen, alkyl (1-6 C), acyl or R.sub.5 + R.sub.6 together represent an alkylidene, cyclic alklidene or aralkylidene group,As well as the acid addition salts thereof, provided that, if R.sub.4 stands for methyl and R.sub.0, R.sub.3, R.sub.3 ", R.sub.5 and R.sub.6 for hydrogen, R.sub.1 and R.sub.
    Type: Grant
    Filed: October 24, 1974
    Date of Patent: August 3, 1976
    Assignee: Akzona Incorporated
    Inventor: Harm Jan Panneman