Leukemia Patents (Class 514/908)
  • Patent number: 4931553
    Abstract: Platinum(amine) complexes, when covalently linked to a water-soluble, biodegradable or biostable polymer, exhibit high antitumor activity at low dosages of platinum against L1210 and solid tumors. The complexes are platinum square planar complexes and octahedral structures of the formulae ##STR1## wherein A.sub.2 represents either 2 ammonia ligands, 2 monodentate amine ligands or a single bidentate amine ligand; P is either a biodegradable or a biostable but biocompatible polymer having pendent anionic groups which form covalent linkages with Pt; o is a positive integer and X is an anionic ligand.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: June 5, 1990
    Inventors: Devinder S. Gill, Peter J. Andrulis, Jr.
  • Patent number: 4927571
    Abstract: An doxorubicin/lyposome composition which can be reconstituted from a lyophilized form to an injectable liposome suspension having selected liposome sizes in the size range between 0.1 and 0.5 microns, and between about 85-95% liposome-entrapped doxorubicin. The composition is prepared by reconstituting a lyophilized doxorubicin/liposome composition to a liposome concentrate, then diluting the concentrate for perenteral.
    Type: Grant
    Filed: May 18, 1987
    Date of Patent: May 22, 1990
    Assignee: Liposome Technology, Inc.
    Inventors: Anthony H. Huang, Satya Krishnan
  • Patent number: 4920126
    Abstract: N-(2-Fluorophenyl)-1,2,3,4-tetrahydro-6-hydroxy-2,4-dioxo-5-pyrimidinecarbo xamide, useful for regressing or inhibiting the growth of leukemia and tumors in mammals. The compound has the formula: ##STR1## wherein R.sub.1 and R.sub.2 are selected from hydrogen or a cyclic or acyclic group which forms pyrimidine nucleosides or pseudo nucleosides, and the pharmacologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: May 10, 1988
    Date of Patent: April 24, 1990
    Assignee: Uniroyal Chemical Ltd/Uniroyal Chemical Ltee
    Inventor: Arthur D. Brewer
  • Patent number: 4918101
    Abstract: The present invention relates to antitumor compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fused tetracyclic aromatic ring system comprised of 5-membered and 6-membered rings and contains at least one heteroatom and 3 aromatic rings and a total of no more than 18 ring atoms, or a substituted derivative thereof; the heteroatom is preferably oxygen, sulfur or nitrogen; when it is nitrogen this is substituted by hydrogen, methyl or ethyl;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is O or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4910218
    Abstract: The present invention relates to anti tumor compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fused tetracyclic aromatic ring system comprised of 5-membered and 6-membered rings and contains at least one heteroatom and 3 aromatic rings and a total of no more than 18 ring atoms, or a substituted derivative thereof; the heteroatom is preferably oxygen, sulfur or nitrogen; when it is nitrogen this is substituted by hydrogen, methyl or ethyl; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: May 12, 1987
    Date of Patent: March 20, 1990
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4904768
    Abstract: Phosphate derivatives of 4'-demethylepipodophyllotoxin glucosides are novel antitumor agents and the salts thereof offer the pharmaceutical advantage of high water solubility.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: February 27, 1990
    Assignee: Bristol-Myers Company
    Inventors: Mark G. Saulnier, Peter D. Senter, John F. Kadow
  • Patent number: 4894451
    Abstract: The disclosure describes unsymmetrical 1,4-bis-(aminoalkylamino)-anthracene-9,10-diones useful in the treatment of neoplasms. Also described is a process of preparing same starting from 1,4-dimethoxyanthracene-9,10-dione which is reacted with an aminoalkylamine. The reaction product is treated with a dialkylaminoethylamine or a N-heteroethylamine to give the unsymmetrical compound.
    Type: Grant
    Filed: July 19, 1988
    Date of Patent: January 16, 1990
    Assignee: The University of Vermont
    Inventors: A. Paul Krapcho, Miles P. Hacker, John J. Landi, Jr., J. J. McCormack, Kenneth J. Shaw
  • Patent number: 4892963
    Abstract: Compounds of the following formula have pharmaceutical properties: ##STR1## in which X is R.sup.1 (HO)C.dbd.C(CN)--, R.sup.1 (CO)--CH(CN)-- or ##STR2## R.sup.1 and R.sup.2 are each hydrogen or C.sub.1-6 alkyl, R.sup.3, R.sup.4 and R.sup.5 are each hydrogen, hydroxy, halogen, nitro, cyano, carboxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, halo-substituted C.sub.1-4 alkyl, halo-substituted C.sub.1-4 alkoxy, halo-substituted C.sub.1-4 alkylthio, C.sub.2-5 alkoxycarbonyl, optionally substituted phenyl, optionally substituted phenoxy, R'R"N- where R' and R" are each hydrogen or C.sub.1-4 alkyl R'"CONH-- where R'" is C.sub.1-4 alkyl, R.sup.6, R.sup.7 and R.sup.8 are each C.sub.1-6 alkyl, halo-substituted C.sub.1-6 alkyl or optionally substituted phenyl, or R.sup.6 and R.sup.7, together with the carbon atom to which they are attached, form a cycloalkyl group containing 3 to 7 carbon atoms, or R.sup.6, R.sup.7 and R.sup.
    Type: Grant
    Filed: August 7, 1987
    Date of Patent: January 9, 1990
    Assignee: Lilly Industries Limited
    Inventors: Peter T. Gallagher, Terence A. Hicks, Graham W. Mullier
  • Patent number: 4888419
    Abstract: This invention relates to novel 3'-demethoxy epipodophyllotoxin glucosides, their use as anti-tumor agents, and pharmaceutical compositions thereof.
    Type: Grant
    Filed: August 31, 1987
    Date of Patent: December 19, 1989
    Assignee: Bristol-Myers Company
    Inventors: Mark G. Saulnier, Dolatrai M. Vyas
  • Patent number: 4877777
    Abstract: A new class of soluble phosphorylated glucans is described as well as the process for making the same. According to a preferred embodiment, the soluble phosphorylated glucan is derived from the yeast Saccharomyces cerevisiae. The soluble phosphorylated glucans are useful for prophylactic and therapeutic applications against neoplastic, bacteria, viral, fungal and parasitic diseases. Additionally, they may be administered as a non-toxic adjuvant, in combination with chemotherapy. The soluble phosphorylated glucans are also useful for stimulating macrophage cells, either in vivo or in vitro, to produce a cytotoxic/cyctostatic factor effective against cancer cells.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: October 31, 1989
    Assignee: Bioglucans, L. P.
    Inventor: Nicholas R. DiLuzio
  • Patent number: 4874851
    Abstract: The present invention provides novel 3',4'-dinitrogen substituted epipodophyllotoxin glucoside derivatives useful as antitumor agents.
    Type: Grant
    Filed: July 1, 1987
    Date of Patent: October 17, 1989
    Assignee: Bristol-Meyers Company
    Inventors: Dolatrai M. Vyas, Mark G. Saulnier, John F. Kadow
  • Patent number: 4873258
    Abstract: The present invention relates to antitumor compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fused tetracyclic aromatic ring system comprised of 5-membered and 6-membered rings and contains at least one heteroatom and 3 aromatic rings and a total of no more than 18 ring atoms, or a substituted derivative thereof; the heteroatom is preferably oxygen, sulfur or nitrogen; when it is nitrogen this is substituted by hydrogen, methyl or ethyl;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: October 10, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4868291
    Abstract: Novel 4'-deshydroxyepipodophyllotoxin glucosides are provided as antitumor agents useful in inhibiting the growth of mammalian tumors. The invention also provides novel intermediates and processes for the preparation of the 4'-deshydroxyepipodophyllotoxin glucoside end-products. A preferred embodiment is 4'-deshydroxyetoposide.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: September 19, 1989
    Assignee: Bristol-Myers Company
    Inventors: Mark G. Saulnier, Dolatrai M. Vyas
  • Patent number: 4866069
    Abstract: Disclosed are a compound of the general formula ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and each represents a hydrogen atom, an alkyl group or an acyl group, process for the production thereof and use thereof. The compounds have an antitumor activity, and those wherein both of R.sub.1 and R.sub.2 represent a hydrogen atom or an acyl group are novel compounds.
    Type: Grant
    Filed: October 3, 1988
    Date of Patent: September 12, 1989
    Assignee: Taiho Pharmaceutical Company, Limited
    Inventors: Qi Chang-qing, Tian Jie, Teruyoshi Marunaka, Yuji Yamada, Ichiro Yamawaki, Toshio Ohtani, Yoshinori Minami, Hitoshi Saito
  • Patent number: 4863739
    Abstract: Disclosed are liposomal antitumor compositions having improved pharmacological characteristics. Liposomes described herein are formed through the incorporation of a particular class of anthracyclines, the 4-demethoxy-3'-desamino-2'-iodo analogs, shown to have extremely high incorporatio efficiencies of greater than 95%. These liposomes demonstrate an improved antitumor efficacy, with much reduced toxicity, against accepted tumor models, and further exhibit excellent stability upon storage, for example, in the form of a dried powder.
    Type: Grant
    Filed: May 19, 1987
    Date of Patent: September 5, 1989
    Assignee: Board of Regents, The University of Texas System
    Inventors: Roman Perez-Soler, Waldemar Priebe, Gabriel Lopez-Berestein
  • Patent number: 4855453
    Abstract: The present invention relates to anti tumor compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fused tetracyclic aromatic ring system comprised of 5-membered and 6-membered rings and contains at least one heteroatom and 3 aromatic rings and a total of no more than 18 ring atoms, or a substituted derivative thereof; the heteroatom is preferably oxygen, sulfur or nitrogen; when it is nitrogen this is substituted by hydrogen, methyl or ethyl;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: August 8, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4851437
    Abstract: Various tung oil or tung oil fatty acid compositions and use thereof for treating at least some symptoms of body defense deficiencies in patients having said symptoms.
    Type: Grant
    Filed: August 12, 1986
    Date of Patent: July 25, 1989
    Assignee: Elena Avram
    Inventor: Emanuel Revici
  • Patent number: 4829090
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a chrysene or substituted chrysene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: May 9, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4820696
    Abstract: The use of mismatched dsRNA, e.g. Ampligen for the manufacture of compositions for use in the Selective activation of a latent natural defense system within human cells, both cells already infected with AIDS virus as well as cells at risk to infection. Specific treatments for various clinical phases of the biological continuum of AIDS virus-related events ranging from subtle, early immunological lesions to advanced disease are described. Prophylaxis or prevention of AIDS virus related events, such as by introduction of mismatched double-stranded RNA into various blood products of biological fluids to be used in man (e.g., blood transfusion) or around man (e.g., dialysis programs) are also described.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: April 11, 1989
    Assignee: HEM Research, Inc.
    Inventor: William A. Carter
  • Patent number: 4814502
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: March 21, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4812449
    Abstract: Differences in microenvironments associated with various cells and other conditions in this environment are used to advantage in effecting the in situ construction of biologically active agents at target locations in preference to surroundings which are desired to be unaffected.
    Type: Grant
    Filed: October 14, 1987
    Date of Patent: March 14, 1989
    Assignee: Scripps Clinic and Research Foundation
    Inventor: Darryl C. Rideout
  • Patent number: 4810823
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: March 7, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4808632
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: February 28, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4803226
    Abstract: The present invention relates to compounds of formula (I) ##STR1## wherein Ar is an anthracene or substituted anthracene ring system;R.sup.1 is a C.sub.1-3 alkylene moiety;R.sup.2 is hydrogen or a C.sub.1-6 alkyl group;R.sup.3 is a hydroxy C.sub.1-6 alkyl group;R.sup.4 and R.sup.5 are the same or different and are hydrogen, C.sub.1-6 alkyl or hydroxy C.sub.1-6 alkyl, esters thereof derived from condensation of carboxy acids and hydroxyl groups of R.sup.3, R.sup.4, and R.sup.5 ;Acid addition salts thereof, which have been found useful for the treatment of tumors in mammals.
    Type: Grant
    Filed: January 6, 1988
    Date of Patent: February 7, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4803222
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R.sup.1 contains not more than eight carbon carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl;--C--C-- is a five- or six-membered saturated carbocyclic ring;R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: February 7, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4803221
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is an anthracene or substituted anthracene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: February 7, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4797495
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fused tetracyclic aromatic ring system comprised of 5-membered and 6-membered rings and contains at least one heteroatom and 3 aromatic rings and a total of no more than 18 ring atoms, or a substituted derivative thereof; the heteroatom is preferably oxygen, sulfur or nitrogen; when it is nitrogen this is substituted by hydrogen, methyl or ethyl;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: December 4, 1987
    Date of Patent: January 10, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4795812
    Abstract: This invention describes the synthesis and anti-neoplastic use of 4-aziridyl-5-substituted/unsubstituted 6-aryl-pyrimidine compounds of Formula IA ##STR1## as well as N'-[2-(1-aziridyl)ethyl]-6-aryl-2,4-pyrimidinediamines of Formula IB ##STR2## and 4-chloro or bromo-5-substituted/unstubstituted-6-aryl-pyrimidines.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: January 3, 1989
    Assignee: The Upjohn Company
    Inventors: Wendell Wierenga, Harvey I. Skulnick
  • Patent number: 4794114
    Abstract: A method of inhibiting the 5-lipoxygenase pathway in an animal in need thereof which comprises administering an effective, 5-lipoxygenase pathway inhibiting amount of a diaryl-substituted imidazole fused to a thiazole pyrrolidine, thiazide or piperidine ring to such animal.
    Type: Grant
    Filed: June 17, 1987
    Date of Patent: December 27, 1988
    Assignee: SmithKline Beckman Corporation
    Inventors: Paul E. Bender, Don E. Griswold, Nabil Hanna, John C. Lee
  • Patent number: 4791233
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: December 13, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4791232
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: December 13, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4791231
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: December 13, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4783454
    Abstract: A new pharmaceutical composition for treating nonlymphatic leukemia, such as granulocytic and monocytic leukemia comprising Harringtonine, Homoharringtonine, Anethole, Oleanolic acid and Ginsenoside and method of making the same.
    Type: Grant
    Filed: May 14, 1987
    Date of Patent: November 8, 1988
    Inventor: Yaguang Liu
  • Patent number: 4769453
    Abstract: The present invention relates to a process for the preparation of bis-indolic compounds, and the bis-indolic compounds produced by the process.
    Type: Grant
    Filed: June 18, 1981
    Date of Patent: September 6, 1988
    Assignee: Agence Nationale de Valorisation de la Recherche
    Inventors: Pierre Potier, Nicole Langlois, Yves Langlois, Francoise Gueritte
  • Patent number: 4769250
    Abstract: Formulations consisting of phospholipid bilayer membrane particles made from mixtures of anionic and neutral phospholipids encapsulating anthracycline anti-neoplastic agents, suspended in a low ionic strength aqueous phase, are described. In a preferred embodiment, the particles are in the form of vesicles which comprise daunorubicin, distearoyl phosphatidylglycerol and distearoyl phosphatidylcholine, the mol ratio of daunorubicin to distearoyl phosphatidylglycerol is at least about 1:1.25, and the suspending medium is an aqueous lactose solution containing a small amount of base.
    Type: Grant
    Filed: October 26, 1987
    Date of Patent: September 6, 1988
    Assignee: Vestar, Inc.
    Inventor: Eric A. Forssen
  • Patent number: 4767872
    Abstract: A compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 each independently represent a hydrocarbon gp which can be substituted and/or carry a heteroatom, or R.sub.1 and R.sub.2 together represent a hydrocarbon, optionally substituted, forming with the carbon atom to which they are attached, a ring capable of carrying a heteroatom, R.sub.3 represents hydrogen, lower alkyl or aryl, and R.sub.4 and R.sub.5 each independently represent hydrogen or a hydrocarbon group, as well as the acid addition salts thereof. A method of preparing the compounds and the use thereof as an anti-tumor medicine are disclosed.
    Type: Grant
    Filed: January 31, 1986
    Date of Patent: August 30, 1988
    Assignees: Centre National de la Recherche Scientifique (CNRS), Institut National de la Sante et de la Recherche Medicale (INSERM)
    Inventors: Alain Doutheau, Jacques Gore, Gerard A. Quash, Bernard Didier
  • Patent number: 4720543
    Abstract: This invention discloses 1a- and 7-substituted derivatives of mitosanes containing thiocarbamoyl and glycosyl residues. The compounds possess antibacterial and antitumor activity, with a concomitant reduction in bone marrow toxicity as compared to the parent compounds.
    Type: Grant
    Filed: June 6, 1985
    Date of Patent: January 19, 1988
    Assignee: Georgetown University
    Inventors: Eugene McPherson, Philip S. Schein
  • Patent number: 4720587
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R.sup.1 contains not more than eight carbon carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: January 19, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4719236
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid additon salts thereof; wherein Ar is a perylene or substituted perylene ring system; R.sup.1 contains not more than eight carbon carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl; R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: January 12, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4717729
    Abstract: The present invention relates to compounds of formula (I) ##STR1## wherein Ar is a triphenylene or substituted triphenylene ring system;R.sup.1 is a C.sub.1-3 alkylene moiety;R.sup.2 is hydrogen or a C.sub.1-6 alkyl group;R.sup.3 is a hydroxy C.sub.1-6 alkyl group;R.sup.4 and R.sup.5 are the same or different and are hydrogen, C.sub.1-6 alkyl or hydroxy C.sub.1-6 alkyl, esters thereof derived from condensation of carboxylic acids and hydroxyl groups of R.sup.3, R.sup.4, and R.sup.5 ;Acid addition salts thereof, which have been found useful for the treatment of tumors in mammals.
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: January 5, 1988
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4698423
    Abstract: An ellipticine derivative having the structure: ##STR1## as well as process for the preparation of such ellipticine derivatives. The ellipticine derivatives have antineoplastic or antitumor activity.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: October 6, 1987
    Assignee: Suntory Limited
    Inventors: Tadashi Honda, Toshihiro Nakanishi
  • Patent number: 4684521
    Abstract: A chemical agent is disclosed which is useful for reducing the population of a selected blood constituent having receptor sites. The chemical agent includes a carrier having a strong affinity for the receptor sites on the blood constituent and a photoactive agent physically incorporated within or chemically bound to the carrier moiety which interferes with the metabolism of the selected blood constituent when activated by UV radiation. The photoactive agent may be a photocytotoxin selected from the group consisting of psoralen, pyrene, cholesteryloleate, acridine, porphyrin, fluorescein, rhodamine, 16-diazocortisone, ethidium, transistion metal complexes of bleomycin, transition metal complexes of deglycobleomycin and organoplatinum complexes.
    Type: Grant
    Filed: June 21, 1985
    Date of Patent: August 4, 1987
    Assignees: Frederic A. Bourke, Jr., Eleanor F. Bourke, Richard L. Edelson
    Inventor: Richard L. Edelson
  • Patent number: 4665201
    Abstract: Novel antineoplastic ailanthone derivatives (IIb) represented by the following formula wherein R.sub.2 is C.sub.5 -C.sub.18 .alpha.,.beta.-unsaturated acyl group and its related compounds are disclosed. ##STR1## Particularly, some of the above compounds are far more effective than mitomycin C against mouse lymphocytic leucemia p388.These compounds can be synthesized from known ailanthone via important intermediates, triacyloxy ailanthone, represented by the formula: ##STR2## wherein R.sub.1 is acyl group.
    Type: Grant
    Filed: January 15, 1985
    Date of Patent: May 12, 1987
    Assignee: Suntory, Limited
    Inventors: Tadashi Honda, Kayoko Imao, Nobuo Nakatsuka, Toshihiro Nakanishi
  • Patent number: 4636508
    Abstract: Novel 5-pyrimidinecarboxamides useful for regressing or inhibiting the growth of leukemia and tumors. The compounds have the formula: ##STR1## wherein R.sub.1 is hydrogen or an alkoxy group having from one to four carbon atoms;R.sub.2 is hydrogen; alkyl, aryl, aralkyl, allyl, aralkenyl or aralkynyl, the alkyl, alkenyl or alkynyl moieties of which have from one to six carbon atoms, or a carbohydrate residue;R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or aryl;R.sub.
    Type: Grant
    Filed: April 22, 1985
    Date of Patent: January 13, 1987
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Ltd.
    Inventors: Arthur D. Brewer, John A. Minatelli
  • Patent number: 4621086
    Abstract: Pyrazolo[3,4,5-kl]acridines are described as antibacterial agents and antitumor agents as well as pharmaceutical compositions and methods for their preparation.
    Type: Grant
    Filed: January 22, 1986
    Date of Patent: November 4, 1986
    Assignee: Warner-Lambert Company
    Inventor: David B. Capps
  • Patent number: 4590277
    Abstract: 4-Carboxamidoacridine compounds represented by the general formula (I), ##STR1## where R.sub.1 represents H, CH.sub.3 or NHR.sub.3, where R.sub.3 is H, COCH.sub.3, SO.sub.2 CH.sub.3, COPh, SO.sub.2 Ph or lower alkyl optionally substituted with hydroxyl and/or amino functions;R.sub.2 represents H or up to two of the groups CH.sub.3, OCH.sub.3, halogen, CF.sub.3, NO.sub.2, NH.sub.2, NHCOCH.sub.3, and NHCOOCH.sub.3 placed at positions 1-3 or 5-8;Y represents C(NH)NH.sub.2, NHC(NH)NH.sub.2, or NR.sub.4 R.sub.5, where each of R.sub.4 and R.sub.5 is H or lower alkyl optionally substituted with hydroxyl and/or amino functions; andx is from 2 to 6,and the acid addition salts thereof, possess antibacterial and antitumor properties.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: May 20, 1986
    Assignee: Development Finance Corporation of New Zealand
    Inventors: Graham J. Atwell, Bruce C. Baguley, William A. Denny, Gordon W. Rewcastle
  • Patent number: 4576948
    Abstract: New uracil compounds having the formula: ##STR1## wherein X is C.sub.1 -C.sub.10 alkoxy or amino are provided. These compounds are useful in treating patients having leukemia, the cells of which express terminal deoxynucleootidyl transferase.
    Type: Grant
    Filed: January 20, 1983
    Date of Patent: March 18, 1986
    Assignee: Trustees Boston University
    Inventors: Ronald McCaffrey, George Wright, Earl F. Baril
  • Patent number: 4575509
    Abstract: This invention concerns novel water-soluble salts and compositions of the antitumor agent 4'-(9-acridinylamino) methanesulfon-m-anisidide (m-AMSA). More particularly, there are provided (1) the mono- and dipyroglutamate salts of m-AMSA and (2) compositions of m-AMSA with pyroglutamic acid. The novel salts and compositions provided enable m-AMSA to be administered as an aqueous solution without the necessity of using dimethylacetamide as a pharmaceutical vehicle.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: March 11, 1986
    Assignee: Bristol-Myers Company
    Inventors: Jivn-Ren Chen, Edward C. Shinal
  • Patent number: 4562204
    Abstract: Trans-.DELTA..sup.2 -prostaglandin D derivatives of the formula: ##STR1## wherein [A] is a group of the formula: ##STR2## X is ethylene or cis-vinylene, C.sub.13 -C.sub.14 -C.sub.15 is: (i) a group of the formula: ##STR3## when [A] is a group of the formula (II) or (III), or (ii) a group of the formula: ##STR4## when [A] is a group of the formula (IV), R is hydrogen or alkyl, R.sup.1 is a single bond or alkylene, R.sup.2 is alkyl, cycloalkyl, phenyl or phenoxy, the double bonds between C.sub.2 -C.sub.3 and between C.sub.13 -C.sub.14 are both E, the double bond between C.sub.9 -C.sub.10 is Z and the double bonds between C.sub.12 -C.sub.13 and between C.sub.14 -C.sub.15 are E, Z or a mixture thereof, provided that when R.sup.1 is a single bond, R.sup.2 does not represent a substituted or unsubstituted phenoxy group, and cyclodextrin clathrates and non-toxic salts thereof, possess anti-tumor activity.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: December 31, 1985
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hirohisa Wakatsuka, Takashi Yamato, Shinsuke Hashimoto
  • Patent number: 4542219
    Abstract: Ethylene glycol derivatives, inclusive of salts thereof, which have the formula: ##STR1## wherein R.sup.1 is C.sub.8-26 aliphatic hydrocarbon residue; R.sup.2, R.sup.3 and R.sup.4 are each hydrogen or lower alkyl which may be substituted, or --N.sup.+ R.sup.2 R.sup.3 R.sup.4 represents cyclic ammonio, exhibit inhibitory activity to multiplication of tumor cells and antimicrobial activity.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: September 17, 1985
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Motoo Hozumi, Hiroaki Nomura, Yoshio Yoshioka