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WO1990000049A3 - Immunosuppressive analogues and derivatives of succinylacetone - Google Patents

Immunosuppressive analogues and derivatives of succinylacetone Download PDF

Info

Publication number
WO1990000049A3
WO1990000049A3 PCT/US1989/002762 US8902762W WO9000049A3 WO 1990000049 A3 WO1990000049 A3 WO 1990000049A3 US 8902762 W US8902762 W US 8902762W WO 9000049 A3 WO9000049 A3 WO 9000049A3
Authority
WO
WIPO (PCT)
Prior art keywords
succinylacetone
derivatives
succinylacetonyl
peg
medicaments
Prior art date
Application number
PCT/US1989/002762
Other languages
French (fr)
Other versions
WO1990000049A2 (en
Inventor
Danute E Nitecki
Margaret Moreland
Lois Aldwin
Corey H Levenson
Irwin Braude
David F Mark
Original Assignee
Cetus Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US07/324,360 external-priority patent/US4895872A/en
Application filed by Cetus Corp filed Critical Cetus Corp
Publication of WO1990000049A2 publication Critical patent/WO1990000049A2/en
Publication of WO1990000049A3 publication Critical patent/WO1990000049A3/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/12—Ketones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Emergency Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Succinylacetone derived or related medicaments and methods of synthesis of the same are shown wherein the medicaments consist of succinylacetonyl-proline-PEG, succinylacetonyl-NH-PEG, or compounds that have formula (I), wherein n = 1-6; R = CH3, CF3, -CO2RIV, (a), or (b); RI, RII = H, F, CH¿3?, or (c); R?III¿ = H, -CO¿2R?IV, (d), (e), or tetrazolyl; RIV = H, or alkyl; and that have immunosuppressive activity both in vivo and in vitro based on their activities in cellular immunologic assays and adjuvant induced arthritis in rats, respectively.
PCT/US1989/002762 1988-06-29 1989-06-23 Immunosuppressive analogues and derivatives of succinylacetone WO1990000049A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US21295788A 1988-06-29 1988-06-29
US212,957 1988-06-29
US07/324,360 US4895872A (en) 1989-03-15 1989-03-15 Immunosupressive analogues and derivatives of succinylacetone
US324,360 1989-03-15

Publications (2)

Publication Number Publication Date
WO1990000049A2 WO1990000049A2 (en) 1990-01-11
WO1990000049A3 true WO1990000049A3 (en) 1990-03-08

Family

ID=26907645

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/002762 WO1990000049A2 (en) 1988-06-29 1989-06-23 Immunosuppressive analogues and derivatives of succinylacetone

Country Status (2)

Country Link
AU (1) AU4759990A (en)
WO (1) WO1990000049A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991004734A1 (en) * 1989-09-29 1991-04-18 Cetus Corporation Pharmaceutical compositions containing 4,6-tioxoheptanoic acid or its derivatives
US5149688A (en) * 1990-04-24 1992-09-22 Cetus Corporation Methods, compounds, and compositions for immunosuppression
KR101090784B1 (en) 2002-12-31 2011-12-08 넥타르 테라퓨틱스 Polymeric reagents comprising a ketone or a related functional group

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4670467A (en) * 1985-10-30 1987-06-02 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Method of controlling graft versus host reaction

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4670467A (en) * 1985-10-30 1987-06-02 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Method of controlling graft versus host reaction

Non-Patent Citations (11)

* Cited by examiner, † Cited by third party
Title
Aust. J. Chem. Vol. 29, No. 6, 1976, B.P. MOORE et al.: "The Chemistry of the Metasternal Gland Secretion of the Eucalypt Longicorn Phoracanta Synonyma (Coleoptera: Cerambyciadae)" pages 1365-1374 *
Austr. J. Chem. Vol. 20, 1967 R. CHONG et al.: "The Base Catalysed Reaction of Acetylacetone and Acrylate Esters", pages 123-130 *
Biochemical and Biophysical Research Communications, Vol. 102, No. 3, 15 October 1981, Academic Press, Inc. P.J. BRUMM et al.: "Succinylacetone Pyrrole, a Powerful Inhibitor of Vitamin B12 Biosynthesis: Effect on O-Aminolevulinic Acid Dehydratase" pages 854-859 *
J. Chem. Soc. Perkin Trans 1, Vol. 11, 1981, A.R. BATTERSBY et al.: "Biosynthesis of Porphyrins and Related Macrocycles. part 16.1.2 Proof that the Single Intramolecular Rearrangement Leading to Natural Porphyrins (Type-III) Occurs at the Tetrapyrrole Level", pages 2786-2799 *
J. Exp. Med., Vol. 162, September 1985, The Rockefeller University Press, S. MANABE et al.: "Hereditary Tyrosinemia. Formation of Succinyl-Acetone-Amino Acid Adducts", pages 1060-1073 *
J. Lab.Clin. Med., Vol. 99, No. 4, April 1982, D.P. TSCHUDY et al.: "Immuno-Suppressive Activity of Succinylacetone", pages 526-532 *
J. Labelled Compounds and Radiopharmaceuticals, Vol. XXII, No. 9, March 1985, John Wiley & Sons, Ltd D. SAUNDERS et al.: "Syntheses of 14C-Labelled Prizidilol Dihydrocloride", pages 869-881 *
J. Med. Chem. Vol. 28, 1985, P. JOSEE VOORSTAD et al.: "Camparison of the Hypolipidemic Activity of Cyclic vs. Acyclic Imides", pages 9-12 *
J. Org. Chem., Vol. 39, No. 15, 1974, R.O. PENDARVIS et al.: "Synthesis of Dioxocarboxylic Acids", pages 2289-2291 *
Journal of Immunology, Vol. 139, No. 9, 1987, The American Association of Immunologists R.A. HESS et al.: "Immunosuppression by Succinylacetone. II. Prevention of Graft-vs-Host Disease", pages 2845-2849 *
The Journal of Biological Chemistry, Vol. 256, No. 18, 10 October 1981, (US) D.P. TSCHUDY et al.: "Inhibition of O-Aminolevulinic Acid Dehydrase by 4,6-Dioxoheptanoic Acid", pages 9915-23 *

Also Published As

Publication number Publication date
AU4759990A (en) 1990-01-23
WO1990000049A2 (en) 1990-01-11

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