SK284860B6 - Použitie p-aminofenolového derivátu na výrobu liečiva na liečenie neurodegeneratívnych chorôb - Google Patents
Použitie p-aminofenolového derivátu na výrobu liečiva na liečenie neurodegeneratívnych chorôb Download PDFInfo
- Publication number
- SK284860B6 SK284860B6 SK1598-98A SK159898A SK284860B6 SK 284860 B6 SK284860 B6 SK 284860B6 SK 159898 A SK159898 A SK 159898A SK 284860 B6 SK284860 B6 SK 284860B6
- Authority
- SK
- Slovakia
- Prior art keywords
- paracetamol
- indomethacin
- treatment
- neurodegenerative diseases
- cells
- Prior art date
Links
- 230000004770 neurodegeneration Effects 0.000 title claims abstract description 11
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 208000015122 neurodegenerative disease Diseases 0.000 title claims abstract description 10
- 239000008194 pharmaceutical composition Substances 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 238000004519 manufacturing process Methods 0.000 claims abstract description 17
- 239000003814 drug Substances 0.000 claims abstract description 13
- 239000000651 prodrug Chemical group 0.000 claims abstract description 9
- 229940002612 prodrug Drugs 0.000 claims abstract description 9
- 229950007008 acetaminosalol Drugs 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- TWIIVLKQFJBFPW-UHFFFAOYSA-N acetaminosalol Chemical compound C1=CC(NC(=O)C)=CC=C1OC(=O)C1=CC=CC=C1O TWIIVLKQFJBFPW-UHFFFAOYSA-N 0.000 claims abstract description 4
- -1 acetaminosalol glycine ester Chemical class 0.000 claims abstract description 4
- QTGAJCQTLIRCFL-UHFFFAOYSA-N propacetamol Chemical compound CCN(CC)CC(=O)OC1=CC=C(NC(C)=O)C=C1 QTGAJCQTLIRCFL-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229960003192 propacetamol Drugs 0.000 claims abstract description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000004471 Glycine Substances 0.000 claims abstract description 3
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims description 40
- 229960005489 paracetamol Drugs 0.000 claims description 38
- 208000024827 Alzheimer disease Diseases 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 abstract description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 50
- 229960000905 indomethacin Drugs 0.000 description 25
- 210000004027 cell Anatomy 0.000 description 23
- 230000000694 effects Effects 0.000 description 16
- 102000004889 Interleukin-6 Human genes 0.000 description 10
- 108090001005 Interleukin-6 Proteins 0.000 description 10
- 229940100601 interleukin-6 Drugs 0.000 description 10
- 102200082402 rs751610198 Human genes 0.000 description 10
- 230000002757 inflammatory effect Effects 0.000 description 9
- 150000003180 prostaglandins Chemical class 0.000 description 9
- 102000004127 Cytokines Human genes 0.000 description 7
- 108090000695 Cytokines Proteins 0.000 description 7
- 210000004556 brain Anatomy 0.000 description 7
- 230000000295 complement effect Effects 0.000 description 7
- 210000003169 central nervous system Anatomy 0.000 description 6
- 230000007170 pathology Effects 0.000 description 6
- 102000013455 Amyloid beta-Peptides Human genes 0.000 description 5
- 108010090849 Amyloid beta-Peptides Proteins 0.000 description 5
- 238000003556 assay Methods 0.000 description 5
- CPJSUEIXXCENMM-UHFFFAOYSA-N phenacetin Chemical compound CCOC1=CC=C(NC(C)=O)C=C1 CPJSUEIXXCENMM-UHFFFAOYSA-N 0.000 description 5
- 102000004169 proteins and genes Human genes 0.000 description 5
- 108090000623 proteins and genes Proteins 0.000 description 5
- 230000000638 stimulation Effects 0.000 description 5
- 102000000989 Complement System Proteins Human genes 0.000 description 4
- 108010069112 Complement System Proteins Proteins 0.000 description 4
- ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000011534 incubation Methods 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 210000002540 macrophage Anatomy 0.000 description 4
- 210000004498 neuroglial cell Anatomy 0.000 description 4
- 229940094443 oxytocics prostaglandins Drugs 0.000 description 4
- 230000028327 secretion Effects 0.000 description 4
- 230000009471 action Effects 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 208000005017 glioblastoma Diseases 0.000 description 3
- 239000001963 growth medium Substances 0.000 description 3
- 230000017306 interleukin-6 production Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000001575 pathological effect Effects 0.000 description 3
- 229960003893 phenacetin Drugs 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 206010012289 Dementia Diseases 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 229940124599 anti-inflammatory drug Drugs 0.000 description 2
- 230000003110 anti-inflammatory effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000013270 controlled release Methods 0.000 description 2
- 229960003530 donepezil Drugs 0.000 description 2
- 239000002158 endotoxin Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 2
- 230000028709 inflammatory response Effects 0.000 description 2
- 229920006008 lipopolysaccharide Polymers 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000037361 pathway Effects 0.000 description 2
- 230000036470 plasma concentration Effects 0.000 description 2
- 206010039073 rheumatoid arthritis Diseases 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 210000000225 synapse Anatomy 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- LOGFVTREOLYCPF-KXNHARMFSA-N (2s,3r)-2-[[(2r)-1-[(2s)-2,6-diaminohexanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxybutanoic acid Chemical compound C[C@@H](O)[C@@H](C(O)=O)NC(=O)[C@H]1CCCN1C(=O)[C@@H](N)CCCCN LOGFVTREOLYCPF-KXNHARMFSA-N 0.000 description 1
- 229940100578 Acetylcholinesterase inhibitor Drugs 0.000 description 1
- 206010048998 Acute phase reaction Diseases 0.000 description 1
- 102000011767 Acute-Phase Proteins Human genes 0.000 description 1
- 108010062271 Acute-Phase Proteins Proteins 0.000 description 1
- 108020004774 Alkaline Phosphatase Proteins 0.000 description 1
- 102000002260 Alkaline Phosphatase Human genes 0.000 description 1
- 229940127291 Calcium channel antagonist Drugs 0.000 description 1
- 108010009685 Cholinergic Receptors Proteins 0.000 description 1
- 102000009109 Fc receptors Human genes 0.000 description 1
- 108010087819 Fc receptors Proteins 0.000 description 1
- 229940122459 Glutamate antagonist Drugs 0.000 description 1
- 108010024636 Glutathione Proteins 0.000 description 1
- 102000003777 Interleukin-1 beta Human genes 0.000 description 1
- 108090000193 Interleukin-1 beta Proteins 0.000 description 1
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 description 1
- 102000004868 N-Methyl-D-Aspartate Receptors Human genes 0.000 description 1
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 description 1
- PIJVFDBKTWXHHD-UHFFFAOYSA-N Physostigmine Natural products C12=CC(OC(=O)NC)=CC=C2N(C)C2C1(C)CCN2C PIJVFDBKTWXHHD-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 210000001744 T-lymphocyte Anatomy 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- RRGMXBQMCUKRLH-CTNGQTDRSA-N [(3ar,8bs)-3,4,8b-trimethyl-2,3a-dihydro-1h-pyrrolo[2,3-b]indol-7-yl] n-heptylcarbamate Chemical compound C12=CC(OC(=O)NCCCCCCC)=CC=C2N(C)[C@@H]2[C@@]1(C)CCN2C RRGMXBQMCUKRLH-CTNGQTDRSA-N 0.000 description 1
- 102000034337 acetylcholine receptors Human genes 0.000 description 1
- 229960004308 acetylcysteine Drugs 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000004658 acute-phase response Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000556 agonist Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- VREFGVBLTWBCJP-UHFFFAOYSA-N alprazolam Chemical compound C12=CC(Cl)=CC=C2N2C(C)=NN=C2CN=C1C1=CC=CC=C1 VREFGVBLTWBCJP-UHFFFAOYSA-N 0.000 description 1
- 239000003194 amino acid receptor blocking agent Substances 0.000 description 1
- 230000006933 amyloid-beta aggregation Effects 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 238000011888 autopsy Methods 0.000 description 1
- 210000003719 b-lymphocyte Anatomy 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000003936 benzamides Chemical class 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 210000004958 brain cell Anatomy 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000006037 cell lysis Effects 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000002490 cerebral effect Effects 0.000 description 1
- 230000001713 cholinergic effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000024203 complement activation Effects 0.000 description 1
- 230000004154 complement system Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 229960001985 dextromethorphan Drugs 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- XEYBRNLFEZDVAW-ARSRFYASSA-N dinoprostone Chemical compound CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O XEYBRNLFEZDVAW-ARSRFYASSA-N 0.000 description 1
- 229960002986 dinoprostone Drugs 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 238000007876 drug discovery Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 210000002889 endothelial cell Anatomy 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
- 150000002332 glycine derivatives Chemical class 0.000 description 1
- 235000015220 hamburgers Nutrition 0.000 description 1
- 230000011132 hemopoiesis Effects 0.000 description 1
- 230000028993 immune response Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 239000007942 layered tablet Substances 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960004452 methionine Drugs 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 229960001952 metrifonate Drugs 0.000 description 1
- 210000000274 microglia Anatomy 0.000 description 1
- 230000003551 muscarinic effect Effects 0.000 description 1
- 229960002362 neostigmine Drugs 0.000 description 1
- LULNWZDBKTWDGK-UHFFFAOYSA-M neostigmine bromide Chemical compound [Br-].CN(C)C(=O)OC1=CC=CC([N+](C)(C)C)=C1 LULNWZDBKTWDGK-UHFFFAOYSA-M 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 229960001697 physostigmine Drugs 0.000 description 1
- PIJVFDBKTWXHHD-HIFRSBDPSA-N physostigmine Chemical compound C12=CC(OC(=O)NC)=CC=C2N(C)[C@@H]2[C@@]1(C)CCN2C PIJVFDBKTWXHHD-HIFRSBDPSA-N 0.000 description 1
- 239000000902 placebo Substances 0.000 description 1
- 229940068196 placebo Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000007101 progressive neurodegeneration Effects 0.000 description 1
- XEYBRNLFEZDVAW-UHFFFAOYSA-N prostaglandin E2 Natural products CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O XEYBRNLFEZDVAW-UHFFFAOYSA-N 0.000 description 1
- 239000000018 receptor agonist Substances 0.000 description 1
- 229940044601 receptor agonist Drugs 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- GWHQHAUAXRMMOT-MBANBULQSA-N rivastigmine tartrate Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O.CCN(C)C(=O)OC1=CC=CC([C@H](C)N(C)C)=C1 GWHQHAUAXRMMOT-MBANBULQSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 description 1
- 229960001685 tacrine Drugs 0.000 description 1
- YLJREFDVOIBQDA-UHFFFAOYSA-N tacrine Chemical compound C1=CC=C2C(N)=C(CCCC3)C3=NC2=C1 YLJREFDVOIBQDA-UHFFFAOYSA-N 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
Landscapes
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT96MI001013A IT1282736B1 (it) | 1996-05-21 | 1996-05-21 | Uso di derivati del p-amminofenolo per preparare composizioni farmaceutiche utili nel trattamento di malattie neurodegenerative |
| PCT/EP1997/002708 WO1997044020A1 (en) | 1996-05-21 | 1997-05-15 | Use of p-aminophenol derivatives for the preparation of pharmaceutical compositions useful in the treatment of neurodegenerative diseases |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK159898A3 SK159898A3 (en) | 2000-04-10 |
| SK284860B6 true SK284860B6 (sk) | 2006-01-05 |
Family
ID=11374289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1598-98A SK284860B6 (sk) | 1996-05-21 | 1997-05-15 | Použitie p-aminofenolového derivátu na výrobu liečiva na liečenie neurodegeneratívnych chorôb |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6043285A (cs) |
| EP (1) | EP0946162B1 (cs) |
| JP (1) | JP2000510859A (cs) |
| AT (1) | ATE252897T1 (cs) |
| AU (1) | AU723004B2 (cs) |
| CZ (1) | CZ295875B6 (cs) |
| DE (1) | DE69725879T2 (cs) |
| DK (1) | DK0946162T3 (cs) |
| EA (1) | EA003251B1 (cs) |
| ES (1) | ES2208909T3 (cs) |
| HU (1) | HU225536B1 (cs) |
| IL (1) | IL127044A (cs) |
| IT (1) | IT1282736B1 (cs) |
| NZ (1) | NZ333232A (cs) |
| PT (1) | PT946162E (cs) |
| SK (1) | SK284860B6 (cs) |
| TR (1) | TR199802384T2 (cs) |
| WO (1) | WO1997044020A1 (cs) |
| ZA (1) | ZA974387B (cs) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITMI962356A1 (it) * | 1996-11-13 | 1998-05-13 | Uni Degli Studi Di Brescia D I | Uso di composti derivati da molecole ad attivita' antinfiammatoria di tipo non steroideo per la prevenzione e il trattamento di |
| DE19911626A1 (de) * | 1999-03-16 | 2000-09-28 | Strathmann Ag & Co | Induktion antiinflammatorisch wirkender Proteine durch Ammoniumionen bzw. Amino-Reste |
| BR9904931A (pt) * | 1999-10-18 | 2001-06-12 | Sergio Teixeira Ferreira | Inibição de amiloidoses |
| US6664297B1 (en) * | 2000-10-18 | 2003-12-16 | Universidade Federal Do Rio De Janeiro | Methods for inhibition and dissolution of amyloidoses by administration of compositions comprising 2,4-dinitrophenol |
| WO2004034963A2 (en) * | 2002-05-17 | 2004-04-29 | Eisai Co., Ltd. | Methods and compositions using cholinesterase inhibitors |
| GB0310300D0 (en) * | 2003-05-06 | 2003-06-11 | Univ Belfast | Nanocomposite drug delivery composition |
| US20090221703A1 (en) * | 2006-07-09 | 2009-09-03 | Chongxi Yu | High penetration composition and uses thereof |
| US20090238763A1 (en) | 2006-07-09 | 2009-09-24 | Chongxi Yu | High penetration compositions and uses thereof |
| PL2061749T3 (pl) * | 2006-09-03 | 2018-11-30 | Techfields Biochem Co. Ltd | Dodatnio naładowane, rozpuszczalne w wodzie proleki acetaminofenu i związków pokrewnych o bardzo dużej szybkości przenikania przez skórę |
| PL2170826T3 (pl) | 2007-06-04 | 2022-09-05 | Techfields Inc | Proleki nsaia o bardzo wysokim współczynniku przenikania przez skórę i błony oraz ich nowe zastosowania lecznicze |
| MX2010012648A (es) | 2008-05-20 | 2010-12-14 | Neurogesx Inc | Analogos de acetaminofeno solubles en agua. |
| MX2010012649A (es) | 2008-05-20 | 2010-12-21 | Neurogesx Inc | Profarmacos de carbonato y metodos para usar los mismos. |
| BRPI0922263B1 (pt) | 2008-12-04 | 2021-08-31 | Chongxi Yu | Composição de alta penetração de um fármaco principal, e seus usos |
| KR102443057B1 (ko) | 2012-01-18 | 2022-09-14 | 테크필즈 파마 코., 엘티디. | 폐 병태의 치료를 위한 고침투 전구약물 조성물 및 그의 약제학적 조성물 |
| JP5855599B2 (ja) * | 2013-04-30 | 2016-02-09 | テックフィールズ バイオケム カンパニー リミテッド | 非常に速い皮膚浸透率を有するアセトアミノフェン及び関連化合物の正荷電水溶性プロドラッグ |
| JP5997658B2 (ja) * | 2013-05-08 | 2016-09-28 | テックフィールズ インコーポレイテッド | 非常に速い皮膚及び膜浸透速度を有するnsaiaプロドラッグ及びその新規医薬使用 |
| JP6165816B2 (ja) * | 2015-10-01 | 2017-07-19 | テックフィールズ バイオケム カンパニー リミテッド | 非常に速い皮膚浸透率を有するアセトアミノフェン及び関連化合物の正荷電水溶性プロドラッグ |
| WO2022007578A1 (zh) * | 2020-07-10 | 2022-01-13 | 广州新创忆药物临床研究有限公司 | 治疗阿尔茨海默病的组合及其应用 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5192753A (en) * | 1991-04-23 | 1993-03-09 | Mcgeer Patrick L | Anti-rheumatoid arthritic drugs in the treatment of dementia |
| US5472983A (en) * | 1994-04-14 | 1995-12-05 | Centaur Pharmaceuticals, Inc. | Benzamide-containing pharmaceutical compositions |
| US5643960A (en) * | 1994-04-15 | 1997-07-01 | Duke University | Method of delaying onset of alzheimer's disease symptoms |
| US5756548A (en) * | 1995-04-03 | 1998-05-26 | Centaur Pharmaceuticals, Inc. | Acetamidobenzamide compounds for neurodegenerative disorders |
-
1996
- 1996-05-21 IT IT96MI001013A patent/IT1282736B1/it active IP Right Grant
-
1997
- 1997-05-15 PT PT97925950T patent/PT946162E/pt unknown
- 1997-05-15 HU HU9904027A patent/HU225536B1/hu not_active IP Right Cessation
- 1997-05-15 AU AU30923/97A patent/AU723004B2/en not_active Ceased
- 1997-05-15 US US09/147,280 patent/US6043285A/en not_active Expired - Fee Related
- 1997-05-15 DK DK97925950T patent/DK0946162T3/da active
- 1997-05-15 SK SK1598-98A patent/SK284860B6/sk not_active IP Right Cessation
- 1997-05-15 CZ CZ19983749A patent/CZ295875B6/cs not_active IP Right Cessation
- 1997-05-15 ES ES97925950T patent/ES2208909T3/es not_active Expired - Lifetime
- 1997-05-15 JP JP09541586A patent/JP2000510859A/ja active Pending
- 1997-05-15 DE DE69725879T patent/DE69725879T2/de not_active Expired - Fee Related
- 1997-05-15 EP EP97925950A patent/EP0946162B1/en not_active Expired - Lifetime
- 1997-05-15 WO PCT/EP1997/002708 patent/WO1997044020A1/en active IP Right Grant
- 1997-05-15 EA EA199801028A patent/EA003251B1/ru not_active IP Right Cessation
- 1997-05-15 AT AT97925950T patent/ATE252897T1/de not_active IP Right Cessation
- 1997-05-15 NZ NZ333232A patent/NZ333232A/xx unknown
- 1997-05-15 TR TR1998/02384T patent/TR199802384T2/xx unknown
- 1997-05-15 IL IL12704497A patent/IL127044A/xx not_active IP Right Cessation
- 1997-05-20 ZA ZA9704387A patent/ZA974387B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EA199801028A1 (ru) | 1999-06-24 |
| EP0946162A1 (en) | 1999-10-06 |
| EP0946162B1 (en) | 2003-10-29 |
| CZ374998A3 (cs) | 1999-04-14 |
| ITMI961013A1 (it) | 1997-11-21 |
| ES2208909T3 (es) | 2004-06-16 |
| CZ295875B6 (cs) | 2005-11-16 |
| DE69725879T2 (de) | 2004-09-02 |
| HUP9904027A2 (hu) | 2000-05-28 |
| IL127044A0 (en) | 1999-09-22 |
| ATE252897T1 (de) | 2003-11-15 |
| HUP9904027A3 (en) | 2000-07-28 |
| WO1997044020A1 (en) | 1997-11-27 |
| JP2000510859A (ja) | 2000-08-22 |
| EA003251B1 (ru) | 2003-02-27 |
| SK159898A3 (en) | 2000-04-10 |
| DK0946162T3 (da) | 2004-03-01 |
| HU225536B1 (en) | 2007-02-28 |
| IT1282736B1 (it) | 1998-03-31 |
| IL127044A (en) | 2001-03-19 |
| PT946162E (pt) | 2004-03-31 |
| NZ333232A (en) | 2000-08-25 |
| ZA974387B (en) | 1997-12-23 |
| ITMI961013A0 (cs) | 1996-05-21 |
| AU3092397A (en) | 1997-12-09 |
| US6043285A (en) | 2000-03-28 |
| TR199802384T2 (xx) | 1999-03-22 |
| AU723004B2 (en) | 2000-08-17 |
| DE69725879D1 (de) | 2003-12-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SK284860B6 (sk) | Použitie p-aminofenolového derivátu na výrobu liečiva na liečenie neurodegeneratívnych chorôb | |
| Feng et al. | Eugenol: antipyretic activity in rabbits | |
| US5654312A (en) | Treatment of inflammatory and/or autoimmune dermatoses with thalidomide alone or in combination with other agents | |
| DE69938440T2 (de) | Salze der (R)-2-(3-Benzoylphenyl)propionsäure und pharmazeutische Präparate, die sie enthalten | |
| KR20140019364A (ko) | 면역-관련 및 염증성 질환의 치료에 있어서의 3-(5-아미노-2-메틸-4-옥소퀴나졸린-3(4h)-일)피페리딘-2-6-디온의 용도 | |
| SK279521B6 (sk) | Použitie rapamicínu | |
| KR20060123748A (ko) | 통증의 치료, 변형 및 관리를 위한 면역조절 화합물을포함하는 조성물 및 이의 사용 방법 | |
| HUE035105T2 (en) | A composition comprising nicotine and opipramole and its use | |
| KR20160067103A (ko) | 신경 장애를 치료하기 위한 토라세미드 및 바클로펜을 포함하는 조성물 | |
| DE60101309T2 (de) | Diacerein zur behandlung von psoriasis | |
| US6362227B1 (en) | Methods for the treatment of tinnitus and other disorders using R(−)ketoptofen | |
| US20070054886A1 (en) | Ras antagonists for treating neurodegenerative disorders | |
| DE60316297T2 (de) | Verbindungen, die zur behandlung von erkrankungen, die auf antiangiogene therapie ansprechen, nützlich sind | |
| WO2009139470A1 (ja) | 線維筋痛症治療用医薬組成物 | |
| WO2000050019A2 (de) | VERWENDUNG VON R-ARYLPROPIONSÄUREN ZUR HERSTELLUNG VON ARZNEIMITTELN, ZUR BEHANDLUNG VON ERKRANKUNGEN BEI MENSCH UND TIER, WELCHE DURCH DIE HEMMUNG DER AKTIVIERUNG VON NF-λB THERAPEUTISCH BEEINFLUSST WERDEN KÖNNEN | |
| ITMI952242A1 (it) | Composizione farmaceutica per il trattamento delle malattie autoimmuni | |
| JPS61176524A (ja) | 抗炎症組成物 | |
| Csapo | Inhibition of prostaglandin synthesis and contractility in the rabbit and rat uterus by ibuprofen | |
| DE69428797T2 (de) | Verwendung von benzydamin zur behandlung von krankheitszuständen, die durch tnf verursacht werden | |
| DE2841170A1 (de) | Hypnotikum | |
| BR112012000410B1 (pt) | uso de benzidamina ou dos sais de adição de ácido, e, composição farmacêutica | |
| Todd et al. | Pirprofen: a review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy | |
| JPH07505128A (ja) | 局所投与用薬学的組成物の調整の為の公知化合物の使用 | |
| WO2022007578A1 (zh) | 治疗阿尔茨海默病的组合及其应用 | |
| Rizk et al. | Comparison of the inhibitory effects of cromakalim and pinacidil (potassium channel openers) with those of oxybutynin on stimulated guinea pig and rabbit detrusor muscle strips |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed due to non-payment of maintenance fees |
Effective date: 20090515 |