HU199775B - Process for production of formed by fatty acids salts of amin acids and medical compositions containing them - Google Patents
Process for production of formed by fatty acids salts of amin acids and medical compositions containing them Download PDFInfo
- Publication number
- HU199775B HU199775B HU881131A HU113188A HU199775B HU 199775 B HU199775 B HU 199775B HU 881131 A HU881131 A HU 881131A HU 113188 A HU113188 A HU 113188A HU 199775 B HU199775 B HU 199775B
- Authority
- HU
- Hungary
- Prior art keywords
- lysine
- acid
- salt
- mmol
- formula
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 10
- 230000008569 process Effects 0.000 title claims description 6
- 239000002253 acid Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- -1 fatty acids salts Chemical class 0.000 title claims description 3
- 150000007513 acids Chemical class 0.000 title claims 2
- 235000014113 dietary fatty acids Nutrition 0.000 title 1
- 229930195729 fatty acid Natural products 0.000 title 1
- 239000000194 fatty acid Substances 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims description 29
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims description 27
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 24
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 17
- 239000004472 Lysine Substances 0.000 claims description 13
- 150000001413 amino acids Chemical class 0.000 claims description 10
- 230000000840 anti-viral effect Effects 0.000 claims description 10
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 claims description 6
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 229940090949 docosahexaenoic acid Drugs 0.000 claims description 5
- 230000003308 immunostimulating effect Effects 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 239000002798 polar solvent Substances 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 30
- 235000020660 omega-3 fatty acid Nutrition 0.000 description 19
- 239000000243 solution Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 238000012360 testing method Methods 0.000 description 11
- 229960003646 lysine Drugs 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229940024606 amino acid Drugs 0.000 description 8
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 7
- 241000700605 Viruses Species 0.000 description 7
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 description 7
- 229940012843 omega-3 fatty acid Drugs 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 241000700584 Simplexvirus Species 0.000 description 6
- 229960002306 lysine monohydrate Drugs 0.000 description 6
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 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 4
- 210000004027 cell Anatomy 0.000 description 4
- 208000015181 infectious disease Diseases 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 4
- MKUXAQIIEYXACX-UHFFFAOYSA-N aciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCO)C=N2 MKUXAQIIEYXACX-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 230000000120 cytopathologic effect Effects 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 210000004698 lymphocyte Anatomy 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 230000001225 therapeutic effect Effects 0.000 description 3
- 230000029812 viral genome replication Effects 0.000 description 3
- 230000003612 virological effect Effects 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 2
- 108010062580 Concanavalin A Proteins 0.000 description 2
- 238000012404 In vitro experiment Methods 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 239000004473 Threonine Substances 0.000 description 2
- 208000036142 Viral infection Diseases 0.000 description 2
- 229930003427 Vitamin E Natural products 0.000 description 2
- 229960004150 aciclovir Drugs 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003443 antiviral agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- 230000037213 diet Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000019688 fish Nutrition 0.000 description 2
- 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 2
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 2
- 210000000987 immune system Anatomy 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 230000002458 infectious effect Effects 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- 235000019359 magnesium stearate Nutrition 0.000 description 2
- 239000006014 omega-3 oil Substances 0.000 description 2
- 239000002953 phosphate buffered saline Substances 0.000 description 2
- 230000010076 replication Effects 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 230000004936 stimulating effect Effects 0.000 description 2
- 230000009385 viral infection Effects 0.000 description 2
- 235000019165 vitamin E Nutrition 0.000 description 2
- 229940046009 vitamin E Drugs 0.000 description 2
- 239000011709 vitamin E Substances 0.000 description 2
- SBHCLVQMTBWHCD-METXMMQOSA-N (2e,4e,6e,8e,10e)-icosa-2,4,6,8,10-pentaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C(O)=O SBHCLVQMTBWHCD-METXMMQOSA-N 0.000 description 1
- HZRUTVAFDWTKGD-JEDNCBNOSA-N (2s)-2,6-diaminohexanoic acid;hydrate Chemical compound O.NCCCC[C@H](N)C(O)=O HZRUTVAFDWTKGD-JEDNCBNOSA-N 0.000 description 1
- 125000006686 (C1-C24) alkyl group Chemical group 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 208000030507 AIDS Diseases 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 241001329769 Enterobacteria phage PR4 Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000276438 Gadus morhua Species 0.000 description 1
- 206010073931 Genital herpes simplex Diseases 0.000 description 1
- 208000001688 Herpes Genitalis Diseases 0.000 description 1
- 208000029433 Herpesviridae infectious disease Diseases 0.000 description 1
- 208000000440 Herpetic Stomatitis Diseases 0.000 description 1
- 241000598436 Human T-cell lymphotropic virus Species 0.000 description 1
- 241000700588 Human alphaherpesvirus 1 Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010061598 Immunodeficiency Diseases 0.000 description 1
- 208000029462 Immunodeficiency disease Diseases 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 108010058846 Ovalbumin Proteins 0.000 description 1
- 208000037273 Pathologic Processes Diseases 0.000 description 1
- 206010035148 Plague Diseases 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- HXWJFEZDFPRLBG-UHFFFAOYSA-N Timnodonic acid Natural products CCCC=CC=CCC=CCC=CCC=CCCCC(O)=O HXWJFEZDFPRLBG-UHFFFAOYSA-N 0.000 description 1
- 241000700618 Vaccinia virus Species 0.000 description 1
- 235000017606 Vaccinium vitis idaea Nutrition 0.000 description 1
- 244000077923 Vaccinium vitis idaea Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000003862 amino acid derivatives Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000005875 antibody response Effects 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical class CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 1
- 229960003589 arginine hydrochloride Drugs 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000001363 autoimmune Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 231100000504 carcinogenesis Toxicity 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 235000019516 cod Nutrition 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 1
- MBMBGCFOFBJSGT-SFGLVEFQSA-N docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C\C\C=C\C\C=C\C\C=C\C\C=C\C\C=C\CCC(O)=O MBMBGCFOFBJSGT-SFGLVEFQSA-N 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 201000002491 encephalomyelitis Diseases 0.000 description 1
- CZEPJJXZASVXQF-ZETCQYMHSA-N ethyl (2s)-2,6-diaminohexanoate Chemical compound CCOC(=O)[C@@H](N)CCCCN CZEPJJXZASVXQF-ZETCQYMHSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 201000004946 genital herpes Diseases 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 210000005260 human cell Anatomy 0.000 description 1
- 230000028996 humoral immune response Effects 0.000 description 1
- 208000026278 immune system disease Diseases 0.000 description 1
- 230000007813 immunodeficiency Effects 0.000 description 1
- VVDGWALACJEJKG-UHFFFAOYSA-N iodamide Chemical compound CC(=O)NCC1=C(I)C(NC(C)=O)=C(I)C(C(O)=O)=C1I VVDGWALACJEJKG-UHFFFAOYSA-N 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 239000003226 mitogen Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 230000009054 pathological process Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 231100000683 possible toxicity Toxicity 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 229940104230 thymidine Drugs 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 150000003668 tyrosines Chemical class 0.000 description 1
- 241001529453 unidentified herpesvirus Species 0.000 description 1
- 241001430294 unidentified retrovirus Species 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
-
- 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
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/26—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one amino group bound to the carbon skeleton, e.g. lysine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
- C07C237/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
- C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/03—Monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Immunology (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- AIDS & HIV (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU881131A HU199775B (en) | 1988-03-09 | 1988-03-09 | Process for production of formed by fatty acids salts of amin acids and medical compositions containing them |
| CH820/89A CH678851A5 (de) | 1988-03-09 | 1989-03-06 | |
| AT0050989A AT398073B (de) | 1988-03-09 | 1989-03-07 | Antiviral und immunstimulierend wirkende neue salze, sowie verfahren zu deren herstellung und verwendung der salze |
| NL8900573A NL8900573A (nl) | 1988-03-09 | 1989-03-09 | Nieuwe zout-type verbindingen, farmaceutische preparaten met dergelijke verbindingen erin en werkwijze voor de bereiding ervan. |
| LU87470A LU87470A1 (fr) | 1988-03-09 | 1989-03-09 | Nouveaux sels antiviraux,compositions pharmaceutiques les contenant et procede pour les preparer |
| JP1055241A JP2751068B2 (ja) | 1988-03-09 | 1989-03-09 | 抗ウイルス剤およびそれを製造する方法 |
| GB8905384A GB2216522B (en) | 1988-03-09 | 1989-03-09 | Amino acid salts of long chain unsaturated fatty acid |
| IT8919705A IT1229563B (it) | 1988-03-09 | 1989-03-09 | Composti tipo sali, composizioni farmaceutiche che li contengono e procedimento per la loro preparazione. |
| ES8900861A ES2010439A6 (es) | 1988-03-09 | 1989-03-09 | Procedimiento para la preparacion de nuevas sales antivirales y estimuladoras del sistema inmunologico. |
| BE8900253A BE1003663A3 (fr) | 1988-03-09 | 1989-03-09 | Nouveaux sels antiviraux, compositions pharmaceutiques les contenant et procede pour les preparer. |
| DE3907688A DE3907688C2 (de) | 1988-03-09 | 1989-03-09 | Salze von ungesättigten Fettsäuren mit Aminosäuren, Verfahren zu ihrer Herstellung sowie die Verwendung der ersteren und von weiteren derartigen Salzen |
| CA000593269A CA1339147C (en) | 1988-03-09 | 1989-03-09 | Salt-type compounds, pharmaceutical compositions containing them and process for preparing same |
| SE8900827A SE508603C2 (sv) | 1988-03-09 | 1989-03-09 | Nya föreningar av salttyp, farmaceutiska kompositioner som innehåller dem samt förfarande för framställning av dem |
| FI891144A FI93949C (fi) | 1988-03-09 | 1989-03-09 | Menetelmä uusien terapeuttisesti käyttökelpoisten suolayhdisteiden valmistamiseksi |
| KR1019890002919A KR0140993B1 (ko) | 1988-03-09 | 1989-03-09 | 신규 염류 형태의 화합물, 이들을 함유하는 약학적 조성물 및 이 화합물을 제조하는 방법 |
| FR898903084A FR2628419B1 (fr) | 1988-03-09 | 1989-03-09 | Nouveaux sels antiviraux, compositions pharmaceutiques les contenant et procede pour les preparer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU881131A HU199775B (en) | 1988-03-09 | 1988-03-09 | Process for production of formed by fatty acids salts of amin acids and medical compositions containing them |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUT49564A HUT49564A (en) | 1989-10-30 |
| HU199775B true HU199775B (en) | 1990-03-28 |
Family
ID=10952971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU881131A HU199775B (en) | 1988-03-09 | 1988-03-09 | Process for production of formed by fatty acids salts of amin acids and medical compositions containing them |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JP2751068B2 (de) |
| KR (1) | KR0140993B1 (de) |
| AT (1) | AT398073B (de) |
| BE (1) | BE1003663A3 (de) |
| CA (1) | CA1339147C (de) |
| CH (1) | CH678851A5 (de) |
| DE (1) | DE3907688C2 (de) |
| ES (1) | ES2010439A6 (de) |
| FI (1) | FI93949C (de) |
| FR (1) | FR2628419B1 (de) |
| GB (1) | GB2216522B (de) |
| HU (1) | HU199775B (de) |
| IT (1) | IT1229563B (de) |
| LU (1) | LU87470A1 (de) |
| NL (1) | NL8900573A (de) |
| SE (1) | SE508603C2 (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9381213B2 (en) | 2004-12-03 | 2016-07-05 | Sinnex Muszaki Fejleszto Es Tanacsado Kft | Antiviral and immune stimulant pharmaceutical composition |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04279523A (ja) * | 1991-01-11 | 1992-10-05 | Nisshin Flour Milling Co Ltd | 免疫賦活油脂加工品 |
| CA2112399C (en) * | 1991-06-24 | 2004-06-29 | Antonio Ferrante | Methods and compositions for treating malaria and other diseases |
| US5767156A (en) * | 1993-10-06 | 1998-06-16 | Peptide Technology Limited | Polyunsaturated fatty acids and uses thereof |
| NL9401743A (nl) * | 1994-10-20 | 1996-06-03 | Prospa Bv | Zouten van aminoalcoholen en farmaceutische formuleringen die deze bevatten. |
| AUPM906594A0 (en) * | 1994-10-26 | 1994-11-17 | Peptide Technology Limited | Synthetic polyunsaturated fatty acid analogues |
| US5639858A (en) * | 1995-03-22 | 1997-06-17 | Tularik, Inc. | Human signal transducer and binding assays |
| WO2007079394A2 (en) | 2005-12-30 | 2007-07-12 | Revance Therapeutics, Inc. | Arginine heteromers for topical administration |
| MX384154B (es) * | 2014-12-23 | 2025-03-14 | Evonik Operations Gmbh | Proceso para aumentar la estabilidad de una composición que comprende ácidos grasos omega-3 poliinsaturados. |
| EP3248467A1 (de) * | 2016-05-25 | 2017-11-29 | Evonik Technochemie GmbH | Verfahren zur herstellung einer zusammensetzung enthaltend omega-3-fettsäure-l-lysin-salze |
| CN111032032B (zh) * | 2017-08-15 | 2024-01-02 | 赢创运营有限公司 | 具有高活性成分含量的ω-3脂肪酸氨基酸盐的片剂 |
| CN115397960A (zh) * | 2020-01-30 | 2022-11-25 | 硅循环股份有限公司 | 制备多不饱和脂肪酸的固体中性氨基酸盐的方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2305553A1 (de) * | 1972-02-04 | 1973-08-09 | Univ Minnesota | Arzneimittel zur behandlung von virusinfektionen |
| US4513008A (en) * | 1982-07-30 | 1985-04-23 | The Vinoxen Company, Inc. | Virucidal compositions and therapy |
| GB8327911D0 (en) * | 1983-10-19 | 1983-11-23 | Ciba Geigy Ag | Salts as corrosion inhibitors |
| US4537772A (en) * | 1984-05-02 | 1985-08-27 | Merck & Co., Inc. | Enhancing absorption of drugs from gastrointestinal tract using acylcarnitines |
| FR2587900B1 (fr) * | 1985-10-01 | 1988-10-07 | Morelle Jean | Associations acides gras-acides amines basiques, douees de proprietes emollientes, emulsifiantes et antioxydantes, destinees a la cosmetique, la dermatologie et l'alimentation |
| JPS63230632A (ja) * | 1987-03-20 | 1988-09-27 | Nippon Oil & Fats Co Ltd | リポキシゲナ−ゼ代謝刺激剤 |
| DE3726299A1 (de) * | 1987-06-26 | 1989-02-23 | Dietl Hans | Fettemulsion zur intravenoesen anwendung |
-
1988
- 1988-03-09 HU HU881131A patent/HU199775B/hu not_active IP Right Cessation
-
1989
- 1989-03-06 CH CH820/89A patent/CH678851A5/de not_active IP Right Cessation
- 1989-03-07 AT AT0050989A patent/AT398073B/de not_active IP Right Cessation
- 1989-03-09 GB GB8905384A patent/GB2216522B/en not_active Expired - Fee Related
- 1989-03-09 LU LU87470A patent/LU87470A1/fr unknown
- 1989-03-09 KR KR1019890002919A patent/KR0140993B1/ko not_active Expired - Fee Related
- 1989-03-09 NL NL8900573A patent/NL8900573A/nl not_active Application Discontinuation
- 1989-03-09 SE SE8900827A patent/SE508603C2/sv not_active IP Right Cessation
- 1989-03-09 DE DE3907688A patent/DE3907688C2/de not_active Expired - Fee Related
- 1989-03-09 IT IT8919705A patent/IT1229563B/it active
- 1989-03-09 ES ES8900861A patent/ES2010439A6/es not_active Expired
- 1989-03-09 FR FR898903084A patent/FR2628419B1/fr not_active Expired - Fee Related
- 1989-03-09 JP JP1055241A patent/JP2751068B2/ja not_active Expired - Lifetime
- 1989-03-09 CA CA000593269A patent/CA1339147C/en not_active Expired - Fee Related
- 1989-03-09 FI FI891144A patent/FI93949C/fi not_active IP Right Cessation
- 1989-03-09 BE BE8900253A patent/BE1003663A3/fr not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9381213B2 (en) | 2004-12-03 | 2016-07-05 | Sinnex Muszaki Fejleszto Es Tanacsado Kft | Antiviral and immune stimulant pharmaceutical composition |
Also Published As
| Publication number | Publication date |
|---|---|
| FI891144A0 (fi) | 1989-03-09 |
| FR2628419B1 (fr) | 1992-02-14 |
| SE8900827D0 (sv) | 1989-03-09 |
| FR2628419A1 (fr) | 1989-09-15 |
| NL8900573A (nl) | 1989-10-02 |
| IT1229563B (it) | 1991-09-04 |
| DE3907688C2 (de) | 1996-09-05 |
| FI93949B (fi) | 1995-03-15 |
| LU87470A1 (fr) | 1990-10-02 |
| KR0140993B1 (ko) | 1998-07-01 |
| DE3907688A1 (de) | 1989-09-21 |
| IT8919705A0 (it) | 1989-03-09 |
| JPH024746A (ja) | 1990-01-09 |
| KR890014451A (ko) | 1989-10-23 |
| SE8900827L (sv) | 1989-09-10 |
| BE1003663A3 (fr) | 1992-05-19 |
| SE508603C2 (sv) | 1998-10-19 |
| FI93949C (fi) | 1995-06-26 |
| ATA50989A (de) | 1994-01-15 |
| AT398073B (de) | 1994-09-26 |
| CA1339147C (en) | 1997-07-29 |
| HUT49564A (en) | 1989-10-30 |
| CH678851A5 (de) | 1991-11-15 |
| ES2010439A6 (es) | 1989-11-01 |
| FI891144L (fi) | 1989-09-10 |
| GB8905384D0 (en) | 1989-04-19 |
| GB2216522B (en) | 1992-01-02 |
| GB2216522A (en) | 1989-10-11 |
| JP2751068B2 (ja) | 1998-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee | ||
| HRH9 | Withdrawal of annulment decision | ||
| HPC4 | Succession in title of patentee |
Owner name: BIOREX KUTATO-FEJLESZTOE KFT., HU |
|
| HPC4 | Succession in title of patentee |
Owner name: BIOREX KUTATO ES FEJLESZTOE RT., HU |
|
| HPC4 | Succession in title of patentee |
Owner name: HERBARIA GYOGYNOVENYFELDOLGOZO ES KERESKEDELMI RES |
|
| HC9A | Change of name, address |
Owner name: HERBARIA GYOGYNOEVENYFELDOLGOZO ES KERESKEDELM, HU Free format text: FORMER OWNER(S): BIOREX KUTATO ES FEJLESZTOE KFT, HU; BIOREX KUTATO ES FEJLESZTOE RT., HU; BIOREX KUTATO ES FEJLESZTOE RT., HU; HERBARIA GYOGYNOEVENYFELDOLGOZO ES KERESKEDELMI RESZVENYTARSASAG, HU |