IL124790A - Phospholipidic history of phosphonocarboxylic acids, their production and antiviral preparations containing them - Google Patents
Phospholipidic history of phosphonocarboxylic acids, their production and antiviral preparations containing themInfo
- Publication number
- IL124790A IL124790A IL12479096A IL12479096A IL124790A IL 124790 A IL124790 A IL 124790A IL 12479096 A IL12479096 A IL 12479096A IL 12479096 A IL12479096 A IL 12479096A IL 124790 A IL124790 A IL 124790A
- Authority
- IL
- Israel
- Prior art keywords
- phosphinyl
- acid
- formula
- propoxy
- hydroxy
- Prior art date
Links
- -1 Phospholipid derivatives of phosphono-carboxylic acids Chemical class 0.000 title claims description 56
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 230000000840 anti-viral effect Effects 0.000 title description 9
- 239000000203 mixture Substances 0.000 title description 7
- 150000002148 esters Chemical class 0.000 claims abstract description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 6
- 230000003287 optical effect Effects 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 43
- 239000002253 acid Substances 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims description 15
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 150000007513 acids Chemical class 0.000 claims description 6
- 238000011282 treatment Methods 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 4
- 150000003904 phospholipids Chemical class 0.000 claims description 3
- 230000001177 retroviral effect Effects 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000002484 inorganic compounds Chemical class 0.000 claims 1
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- 230000003612 virological effect Effects 0.000 claims 1
- ZJAOAACCNHFJAH-UHFFFAOYSA-N phosphonoformic acid Chemical class OC(=O)P(O)(O)=O ZJAOAACCNHFJAH-UHFFFAOYSA-N 0.000 abstract description 44
- 125000000217 alkyl group Chemical group 0.000 abstract description 12
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 4
- 239000001257 hydrogen Substances 0.000 abstract description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract description 4
- 229960004203 carnitine Drugs 0.000 abstract description 3
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 abstract description 3
- 229960001231 choline Drugs 0.000 abstract description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract description 3
- 150000007530 organic bases Chemical class 0.000 abstract description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract description 3
- 229940031098 ethanolamine Drugs 0.000 abstract description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 abstract description 2
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 239000013543 active substance Substances 0.000 description 27
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- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 19
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- XUYJLQHKOGNDPB-UHFFFAOYSA-N phosphonoacetic acid Chemical compound OC(=O)CP(O)(O)=O XUYJLQHKOGNDPB-UHFFFAOYSA-N 0.000 description 16
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
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- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 description 6
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- 231100000331 toxic Toxicity 0.000 description 5
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- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 4
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- 235000010355 mannitol Nutrition 0.000 description 1
- HZQJKZUHGONSSJ-UHFFFAOYSA-N methoxycarbonyl-[3-(3-tridecylsulfanyldecan-2-yloxy)propoxy]phosphinic acid Chemical compound COC(=O)P(=O)(O)OCCCOC(C)C(CCCCCCC)SCCCCCCCCCCCCC HZQJKZUHGONSSJ-UHFFFAOYSA-N 0.000 description 1
- VPVPJAYLQQJLEU-UHFFFAOYSA-N methoxycarbonyl-[3-(3-undecylsulfanyldecan-2-yloxy)propoxy]phosphinic acid Chemical compound COC(=O)P(=O)(O)OCCCOC(C)C(CCCCCCC)SCCCCCCCCCCC VPVPJAYLQQJLEU-UHFFFAOYSA-N 0.000 description 1
- GVZMCOZFIYHQQP-UHFFFAOYSA-N methoxycarbonyl-[3-(3-undecylsulfanylundecan-2-yloxy)propoxy]phosphinic acid Chemical compound COC(=O)P(=O)(O)OCCCOC(C)C(CCCCCCCC)SCCCCCCCCCCC GVZMCOZFIYHQQP-UHFFFAOYSA-N 0.000 description 1
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000001991 pathophysiological effect Effects 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 description 1
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- VSUIHRWSJUKZTB-UHFFFAOYSA-N phenylmethoxycarbonyl-[3-(3-tridecylsulfanyldecan-2-yloxy)propoxy]phosphinic acid Chemical compound C(C1=CC=CC=C1)OC(=O)P(=O)(O)OCCCOC(C)C(CCCCCCC)SCCCCCCCCCCCCC VSUIHRWSJUKZTB-UHFFFAOYSA-N 0.000 description 1
- HNFBQPKBPKQWFK-UHFFFAOYSA-N phenylmethoxycarbonyl-[3-(3-undecylsulfanyldecan-2-yloxy)propoxy]phosphinic acid Chemical compound C(C1=CC=CC=C1)OC(=O)P(=O)(O)OCCCOC(C)C(CCCCCCC)SCCCCCCCCCCC HNFBQPKBPKQWFK-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 125000002525 phosphocholine group Chemical class OP(=O)(OCC[N+](C)(C)C)O* 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- DBABZHXKTCFAPX-UHFFFAOYSA-N probenecid Chemical compound CCCN(CCC)S(=O)(=O)C1=CC=C(C(O)=O)C=C1 DBABZHXKTCFAPX-UHFFFAOYSA-N 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- QWAXKHKRTORLEM-UGJKXSETSA-N saquinavir Chemical compound C([C@@H]([C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)C=1N=C2C=CC=CC2=CC=1)C1=CC=CC=C1 QWAXKHKRTORLEM-UGJKXSETSA-N 0.000 description 1
- 125000005624 silicic acid group Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000004059 squalene synthase inhibitor Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 210000000130 stem cell Anatomy 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000155 toxicity by organ Toxicity 0.000 description 1
- 230000007675 toxicity by organ Effects 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- BGASRLNHTSXAIR-UHFFFAOYSA-N trimethyl(trimethylsilyloxyphosphonoyloxy)silane Chemical compound C[Si](C)(C)OP(=O)O[Si](C)(C)C BGASRLNHTSXAIR-UHFFFAOYSA-N 0.000 description 1
- DFHAXXVZCFXGOQ-UHFFFAOYSA-K trisodium phosphonoformate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)P([O-])([O-])=O DFHAXXVZCFXGOQ-UHFFFAOYSA-K 0.000 description 1
- 241000712461 unidentified influenza virus Species 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
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- 229960000523 zalcitabine Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4062—Esters of acids containing the structure -C(=X)-P(=X)(XR)2 or NC-P(=X)(XR)2, (X = O, S, Se)
- C07F9/4065—Esters of acids containing the structure -C(=X)-P(=X)(XR)2, (X = O, S, Se)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4075—Esters with hydroxyalkyl compounds
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- AIDS & HIV (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Transplantation (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1995147023 DE19547023A1 (de) | 1995-12-15 | 1995-12-15 | Neue Phospholipid-Derivate von Phosphonocarbonsäuren, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
DE1996143416 DE19643416A1 (de) | 1996-10-22 | 1996-10-22 | Neue Phospholipid-Derivate von Phosphonocarbonsäuren, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
PCT/EP1996/005647 WO1997022613A1 (de) | 1995-12-15 | 1996-12-16 | Phospholipid-derivate von phosphonocarbonsäuren, deren herstellung sowie deren verwendung als antivirale arzneimittel |
Publications (2)
Publication Number | Publication Date |
---|---|
IL124790A0 IL124790A0 (en) | 1999-01-26 |
IL124790A true IL124790A (en) | 2002-04-21 |
Family
ID=26021319
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL12479096A IL124790A (en) | 1995-12-15 | 1996-12-16 | Phospholipidic history of phosphonocarboxylic acids, their production and antiviral preparations containing them |
Country Status (23)
Country | Link |
---|---|
US (1) | US6136797A (es) |
EP (1) | EP0868425B1 (es) |
JP (1) | JP2000515113A (es) |
KR (1) | KR20000064374A (es) |
CN (1) | CN1085672C (es) |
AR (1) | AR005089A1 (es) |
AT (1) | ATE278698T1 (es) |
AU (1) | AU714236B2 (es) |
BR (1) | BR9612133A (es) |
CA (1) | CA2240366A1 (es) |
CZ (1) | CZ291823B6 (es) |
DE (1) | DE59611111D1 (es) |
ES (1) | ES2230574T3 (es) |
HU (1) | HUP0001534A3 (es) |
IL (1) | IL124790A (es) |
NO (1) | NO982754L (es) |
NZ (1) | NZ325259A (es) |
PL (1) | PL186402B1 (es) |
RU (1) | RU2166508C2 (es) |
SK (1) | SK75698A3 (es) |
TR (1) | TR199801082T2 (es) |
TW (1) | TW343975B (es) |
WO (1) | WO1997022613A1 (es) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19547022A1 (de) * | 1995-12-15 | 1997-06-19 | Boehringer Mannheim Gmbh | Kovalente Lipid-Phosphonocarbonsäure-Konjugate, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
US6551600B2 (en) * | 1999-02-01 | 2003-04-22 | Eisai Co., Ltd. | Immunological adjuvant compounds compositions and methods of use thereof |
US6835721B2 (en) | 1999-02-01 | 2004-12-28 | Eisai Co., Ltd. | Immunomodulatory compounds and methods of use thereof |
US20040006242A1 (en) | 1999-02-01 | 2004-01-08 | Hawkins Lynn D. | Immunomodulatory compounds and method of use thereof |
US7915238B2 (en) * | 1999-02-01 | 2011-03-29 | Eisai R & D Management Co., Ltd. | Immunomodulatory compounds and methods of use thereof |
US6818057B2 (en) | 1999-03-02 | 2004-11-16 | Construction Research & Technology Gmbh | Retarder for calcium sulfoaluminate cements |
US20040172288A1 (en) * | 2003-02-27 | 2004-09-02 | Korn Lawrence D. | Method for disseminating medical alert information |
US7976852B2 (en) * | 2005-04-26 | 2011-07-12 | Eisai R&D Management Co., Ltd. | Compositions and methods for cancer immunotherapy |
US20070292418A1 (en) * | 2005-04-26 | 2007-12-20 | Eisai Co., Ltd. | Compositions and methods for immunotherapy |
MX2011004773A (es) * | 2008-11-06 | 2011-06-21 | Vascular Biogenics Ltd | Compuestos de lipido oxidados y sus usos. |
EP2876094A1 (en) | 2014-04-03 | 2015-05-27 | Basf Se | Cement and calcium sulphate based binder composition |
KR101658048B1 (ko) | 2014-06-25 | 2016-09-20 | 한국생명공학연구원 | 포스파티딜콜린 합성경로 관여 물질을 포함하는 항바이러스용 조성물 |
CA3105038A1 (en) * | 2018-06-26 | 2020-01-02 | Tsrl, Inc. | Metabolically stable prodrugs |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0050327B1 (de) * | 1980-10-21 | 1984-06-20 | Roche Diagnostics GmbH | Neue schwefelhaltige Phospholipide, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
US5194654A (en) * | 1989-11-22 | 1993-03-16 | Vical, Inc. | Lipid derivatives of phosphonoacids for liposomal incorporation and method of use |
DE3929217A1 (de) * | 1989-09-02 | 1991-03-07 | Boehringer Mannheim Gmbh | Verwendung von phospholipid-derivaten als antivirale arzneimittel und neue phospholipide |
DE4026265A1 (de) * | 1990-08-20 | 1992-02-27 | Boehringer Mannheim Gmbh | Neue phospholipid-derivate von nucleosiden, deren herstellung sowie deren verwendung als antivirale arzneimittel |
US5696277A (en) * | 1994-11-15 | 1997-12-09 | Karl Y. Hostetler | Antiviral prodrugs |
DE19547022A1 (de) * | 1995-12-15 | 1997-06-19 | Boehringer Mannheim Gmbh | Kovalente Lipid-Phosphonocarbonsäure-Konjugate, deren Herstellung sowie deren Verwendung als antivirale Arzneimittel |
-
1996
- 1996-12-14 TW TW085115475A patent/TW343975B/zh active
- 1996-12-16 IL IL12479096A patent/IL124790A/en not_active IP Right Cessation
- 1996-12-16 PL PL96327173A patent/PL186402B1/pl not_active IP Right Cessation
- 1996-12-16 AU AU13730/97A patent/AU714236B2/en not_active Ceased
- 1996-12-16 WO PCT/EP1996/005647 patent/WO1997022613A1/de active IP Right Grant
- 1996-12-16 AR ARP960105701A patent/AR005089A1/es not_active Application Discontinuation
- 1996-12-16 CN CN96180011A patent/CN1085672C/zh not_active Expired - Fee Related
- 1996-12-16 CA CA002240366A patent/CA2240366A1/en not_active Abandoned
- 1996-12-16 BR BR9612133A patent/BR9612133A/pt not_active IP Right Cessation
- 1996-12-16 CZ CZ19981810A patent/CZ291823B6/cs not_active IP Right Cessation
- 1996-12-16 HU HU0001534A patent/HUP0001534A3/hu unknown
- 1996-12-16 SK SK756-98A patent/SK75698A3/sk unknown
- 1996-12-16 DE DE59611111T patent/DE59611111D1/de not_active Expired - Fee Related
- 1996-12-16 ES ES96943972T patent/ES2230574T3/es not_active Expired - Lifetime
- 1996-12-16 JP JP09522501A patent/JP2000515113A/ja not_active Ceased
- 1996-12-16 US US09/077,891 patent/US6136797A/en not_active Expired - Fee Related
- 1996-12-16 EP EP96943972A patent/EP0868425B1/de not_active Expired - Lifetime
- 1996-12-16 TR TR1998/01082T patent/TR199801082T2/xx unknown
- 1996-12-16 AT AT96943972T patent/ATE278698T1/de not_active IP Right Cessation
- 1996-12-16 NZ NZ325259A patent/NZ325259A/xx unknown
- 1996-12-16 RU RU98113304/04A patent/RU2166508C2/ru not_active IP Right Cessation
- 1996-12-16 KR KR1019980704352A patent/KR20000064374A/ko not_active Application Discontinuation
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1998
- 1998-06-15 NO NO982754A patent/NO982754L/no not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
NZ325259A (en) | 2000-01-28 |
CZ181098A3 (cs) | 1998-10-14 |
AU714236B2 (en) | 1999-12-23 |
NO982754L (no) | 1998-08-13 |
AU1373097A (en) | 1997-07-14 |
DE59611111D1 (de) | 2004-11-11 |
KR20000064374A (ko) | 2000-11-06 |
WO1997022613A1 (de) | 1997-06-26 |
ATE278698T1 (de) | 2004-10-15 |
CN1209133A (zh) | 1999-02-24 |
SK75698A3 (en) | 1999-03-12 |
TW343975B (en) | 1998-11-01 |
PL186402B1 (pl) | 2004-01-30 |
NO982754D0 (no) | 1998-06-15 |
IL124790A0 (en) | 1999-01-26 |
EP0868425B1 (de) | 2004-10-06 |
HUP0001534A3 (en) | 2002-08-28 |
CA2240366A1 (en) | 1997-06-26 |
JP2000515113A (ja) | 2000-11-14 |
RU2166508C2 (ru) | 2001-05-10 |
US6136797A (en) | 2000-10-24 |
ES2230574T3 (es) | 2005-05-01 |
CZ291823B6 (cs) | 2003-06-18 |
AR005089A1 (es) | 1999-04-14 |
EP0868425A1 (de) | 1998-10-07 |
BR9612133A (pt) | 1999-07-13 |
HUP0001534A2 (hu) | 2001-05-28 |
TR199801082T2 (xx) | 1998-09-21 |
CN1085672C (zh) | 2002-05-29 |
PL327173A1 (en) | 1998-11-23 |
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