Nitrogen Bonded Directly To The Pteridine Ring System Patents (Class 544/258)
  • Patent number: 4371514
    Abstract: Pterin derivatives are described having the formula (I) ##STR1## wherein R represents a hydroxyphenyl group, a radioiodinated hydroxyphenyl group, a tyraminocarbonyl group, a radioiodinated tyraminocarbonyl group, a proteinocarbonyl group or a carboxy group; Q represents a straight or branched chain alkylene group having 1 to 6 carbon atoms; and R.sub.6 and R.sub.7 each represents a hydrogen, an alkyl group having from 1 to 6 carbon atoms, a hydroxyalkyl group having from 1 to 6 carbon atoms; and a radioimmunoassay method is described using a radioiodinated 4-hydroxy-2-tyraminopteridine derivative or a radioiodinated 4-hydroxy-2-tyraminocarbonylalkylaminopteridine derivative as the tracer.
    Type: Grant
    Filed: July 7, 1980
    Date of Patent: February 1, 1983
    Assignee: Daiichi Radioisotope Laboratories, Ltd.
    Inventors: Toshiharu Nagatsu, Takeshi Kato, Tokio Yamaguchi, Miki Akino, Sadao Matsuura, Takashi Sugimoto
  • Patent number: 4337339
    Abstract: Folic acid derivatives, such as radiolabeled pteroyltyrosine, are conveniently synthesized from either pteroic acid or by the direct condensation of 6-formylpterin with p-aminobenzoyltyrosine methyl ester. The radioiodinated derivatives are particularly useful in competitive protein binding and radioimmuno-assays of folate compounds.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: June 29, 1982
    Assignee: Baker Instruments Corp.
    Inventors: Peter R. Farina, James A. Grattan
  • Patent number: 4329362
    Abstract: The present invention provides pyrimido (4,5-c) pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido (4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
    Type: Grant
    Filed: May 13, 1980
    Date of Patent: May 11, 1982
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4326060
    Abstract: Folic acid derivatives, such as radiolabeled pteroyltyrosine, are conveniently synthesized from either pteroic acid or by the direct condensation of 6-formylpterin with p-aminobenzoyltyrosine methyl ester. The radioiodinated derivatives are particularly useful in competitive protein binding and radioimmuno-assays of folate compounds.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: April 20, 1982
    Assignee: Baker Instruments Corporation
    Inventors: Peter R. Farina, James A. Grattan
  • Patent number: 4323679
    Abstract: The present invention provides pyrimido(4,5-c)pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido(4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: April 6, 1982
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4303789
    Abstract: The present invention provides pyrimido (4,5-c) pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido (4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: December 1, 1981
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4303790
    Abstract: The present invention provides pyrimido(4,5-c)pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido(4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: December 1, 1981
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4302587
    Abstract: The present invention provides pyrimido (4,5-c) pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido (4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: November 24, 1981
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4298735
    Abstract: Folic acid derivatives, such as radiolabeled pteroyltyrosine, are conveniently synthesized from either pteroic acid or by the direct condensation of 6-formylpterin with p-aminobenzoyltyrosine methyl ester. The radioiodinated derivatives are particularly useful in competitive protein binding and radioimmuno-assays of folate compounds.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: November 3, 1981
    Assignee: Union Carbide Corporation
    Inventors: Peter R. Farina, James A. Grattan
  • Patent number: 4276280
    Abstract: Derivatives of folic acid wherein the .alpha.-carboxyl group of the glutamyl moiety is substituted with a radical which is capable of being radioiodinated, such as, substituted and unsubstituted tyrosyl and histidyl. The radioiodinated derivatives can be employed as tracers for the assay of folates.
    Type: Grant
    Filed: September 29, 1976
    Date of Patent: June 30, 1981
    Assignee: Becton, Dickinson and Company
    Inventors: Anandrao S. Akerkar, Herman Rutner
  • Patent number: 4237289
    Abstract: Compounds of the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are selected from a lower alkyl group, a phenyl group (optionally substituted by one or more hydroxy or lower alkoxy groups), a pyridyl group or a group --CO.sub.2 R where R is a lower alkyl group, (provided that when R.sup.1 is a group --CO.sub.2 R, R.sup.2 is a lower alkyl group) are disclosed.The compounds of formula (I) are useful as intermediates to compounds of other ring systems which are of pharmacological interest.Certain of the compounds of formula (I) are also useful as antimicrobial agents.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: December 2, 1980
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4225710
    Abstract: The present invention provides pyrimido(4,5-c)pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido(4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
    Type: Grant
    Filed: July 7, 1978
    Date of Patent: September 30, 1980
    Assignee: Burroughs Wellcome Co.
    Inventors: Robert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
  • Patent number: 4206307
    Abstract: Improved methods for the preparation and purification of citrovorum factor are disclosed. The method includes improved procedures for hydrogenation of 10-formylfolic acid as well as for the reduction of folic acid. Also disclosed are improved procedures for opening of the imidazoline ring, and a non-chromatographic method for the purification of crude samples of citrovorum factor.
    Type: Grant
    Filed: November 7, 1978
    Date of Patent: June 3, 1980
    Assignee: United States of America
    Inventors: Carroll G. Temple, Jr., Robert D. Elliott, Jerry D. Rose, John A. Montgomery
  • Patent number: 4202976
    Abstract: Novel selenium-75 derivatives of folates, which are useful in competitive radio assay of folates, have the general formula: ##STR1## where a dotted bond line indicates that the bond may be single or double, and whereX is H or --CH.sub.3,m is 0 or 1 (such that the adjacent nitrogen atom is trivalent), and either(a) R is ##STR2## and is attached through the nitrogen atom to the pteroyl residue where q is 0 or 1p is 1 or 2Q is C.sub.x H.sub.2x+1 where x is from 1 to 6and when q is 0, Z is H and when q is 1, Z is HO, or(b) R is--CO.CHY.CHY.CH(COOH)NH--and is attached through the nitrogen atom to the pteroyl residue, where Z is HO,one group Y is --H and the other group Y is --SeC.sub.x H.sub.2x+1 where x is from 1 to 6 and esters and salts of such acid.
    Type: Grant
    Filed: November 21, 1977
    Date of Patent: May 13, 1980
    Inventors: Russell J. Bayly, Virginia E. M. Chambers, Reginald Monks
  • Patent number: 4187307
    Abstract: Specific 4-amino pteridines carrying particular phenyl substituents in the 7-position and no substituents in the 2-position have been found to be excellent nonkaliuretic diuretics at doses of 30 to 500 mg/kg in warm-blooded animals.
    Type: Grant
    Filed: October 16, 1978
    Date of Patent: February 5, 1980
    Assignee: Abbott Laboratories
    Inventors: Gerard Y. Paris, Denis G. Cimon, Dilbagh S. Bariana, Anthony Fung
  • Patent number: 4148999
    Abstract: Improved methods for the preparation and purification of citrovorum factor are disclosed. The method includes improved procedures for hydrogenation of 10-formylfolic acid as well as for the reduction of folic acid. Also disclosed are improved procedures for opening of the imidazoline ring, and a non-chromatographic method for the purification of crude samples of citrovorum factor.
    Type: Grant
    Filed: August 22, 1977
    Date of Patent: April 10, 1979
    Assignee: The Government of the United States of America
    Inventors: Carroll G. Temple, Jr., Robert D. Elliott, Jerry D. Rose, John A. Montgomery
  • Patent number: 4138243
    Abstract: The present invention relates to novel 3,4-dimethyl-2-hydroxy-5-oxo-2,5-dihydropyrrole compounds substituted on the nitrogen atom, to processes for producing them, to their use in agriculture for combating animal and plant pests and also for regulating plant growth, and to compositions containing these novel pyrrole compounds.The novel 3,4-dimethyl-2-hydroxy-5-oxo-2,5-dihydropyrrole compounds substituted on the nitrogen atom correspond to the formula ##STR1## where A represents the hydroxyl group, a halogen atom or an O-acyl radical, andR represents an aryl radical, an aralkyl radical, or an heteroaromatic radical which has 5-6 ring members and which is bound by way of a carbon atom.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: February 6, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Marcus Baumann
  • Patent number: 4125724
    Abstract: An improved and novel process is provided for the reduction of isocyanate groups in organic compounds to formamide groups by catalytic hydrogenation with a noble metal catalyst. The process allows preparation of formamides in consistently high yields from all types of isocyanates.
    Type: Grant
    Filed: October 6, 1977
    Date of Patent: November 14, 1978
    Assignee: Bristol-Myers Company
    Inventor: Henry G. Howell
  • Patent number: 4094874
    Abstract: The process for the production of 2-amino-4-hydroxy-6-methylpteridine from 2,4,5-triamine-6-hydroxypyrimidine and 1,1-dichloroacetone which is characterized in that the 2,4,5-triamino-6-hydroxypyrimidine in the form of one of its stable salts is converted with 1,1-dichloroacetone. The 1,1-dichloroacetone is present in a 1 to 2 equivalents ratio, based upon the 2,4,5-tiramino-6-hydroxypyrimidine, to 2-amino-4-hydroxy-6-methylpteridine. The conversion is conducted in a solvent at a pH of 3.5 to 4.5 in the presence of sodium bisulfite. From 1.2 mole of the sodium bisulfite per mole of the stable salt of 2,4,5-triamino-6-hydroxypyrimidine at 5 liters of reaction solution up to 3 moles of sodium bisulfite per mole of the stable salt of 2,4,5-triamino-6-hydroxypyrimide at 50 liters of reaction solution is used.
    Type: Grant
    Filed: January 13, 1977
    Date of Patent: June 13, 1978
    Assignee: Lonza, Ltd.
    Inventor: Enrico Catalucci