DE3051068C2 - - Google Patents
Info
- Publication number
- DE3051068C2 DE3051068C2 DE3051068A DE3051068A DE3051068C2 DE 3051068 C2 DE3051068 C2 DE 3051068C2 DE 3051068 A DE3051068 A DE 3051068A DE 3051068 A DE3051068 A DE 3051068A DE 3051068 C2 DE3051068 C2 DE 3051068C2
- Authority
- DE
- Germany
- Prior art keywords
- substances
- sodium
- pgs
- aminobenzoate
- effect
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 21
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 6
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical group O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 5
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Chemical group CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 4
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 4
- 206010008118 cerebral infarction Diseases 0.000 claims description 4
- 229930182830 galactose Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical group OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 3
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical group OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical group OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 3
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Chemical group CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical group OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 229930091371 Fructose Chemical group 0.000 claims description 2
- 239000005715 Fructose Chemical group 0.000 claims description 2
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical group C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical group OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 2
- 125000000089 arabinosyl group Chemical group C1([C@@H](O)[C@H](O)[C@H](O)CO1)* 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000002490 cerebral effect Effects 0.000 claims description 2
- 208000026106 cerebrovascular disease Diseases 0.000 claims description 2
- 239000008103 glucose Chemical group 0.000 claims description 2
- 208000010125 myocardial infarction Diseases 0.000 claims description 2
- 230000003449 preventive effect Effects 0.000 claims description 2
- 238000009109 curative therapy Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 description 81
- 230000000694 effects Effects 0.000 description 41
- 239000000203 mixture Substances 0.000 description 38
- 230000002776 aggregation Effects 0.000 description 19
- 238000004220 aggregation Methods 0.000 description 19
- 239000011734 sodium Substances 0.000 description 18
- 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 16
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 16
- 238000009472 formulation Methods 0.000 description 16
- 229910052708 sodium Inorganic materials 0.000 description 16
- LMHIPJMTZHDKEW-XQYLJSSYSA-M Epoprostenol sodium Chemical compound [Na+].O1\C(=C/CCCC([O-])=O)C[C@@H]2[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]21 LMHIPJMTZHDKEW-XQYLJSSYSA-M 0.000 description 15
- 229960001123 epoprostenol Drugs 0.000 description 15
- 239000000243 solution Substances 0.000 description 14
- 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 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 description 11
- 230000004520 agglutination Effects 0.000 description 11
- 239000002504 physiological saline solution Substances 0.000 description 11
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 10
- 210000004027 cell Anatomy 0.000 description 10
- 210000003743 erythrocyte Anatomy 0.000 description 10
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 9
- WSMYVTOQOOLQHP-UHFFFAOYSA-N Malondialdehyde Chemical compound O=CCC=O WSMYVTOQOOLQHP-UHFFFAOYSA-N 0.000 description 9
- 241000699666 Mus <mouse, genus> Species 0.000 description 9
- 229960001138 acetylsalicylic acid Drugs 0.000 description 9
- 229940114079 arachidonic acid Drugs 0.000 description 9
- 230000017531 blood circulation Effects 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
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- 239000006228 supernatant Substances 0.000 description 9
- 229920001817 Agar Polymers 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000008272 agar Substances 0.000 description 8
- 235000021342 arachidonic acid Nutrition 0.000 description 8
- 239000012153 distilled water Substances 0.000 description 8
- 210000004623 platelet-rich plasma Anatomy 0.000 description 8
- 239000000523 sample Substances 0.000 description 8
- IVOMOUWHDPKRLL-UHFFFAOYSA-N UNPD107823 Natural products O1C2COP(O)(=O)OC2C(O)C1N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-UHFFFAOYSA-N 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 7
- 238000003556 assay Methods 0.000 description 7
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- 229940095074 cyclic amp Drugs 0.000 description 7
- 230000006870 function Effects 0.000 description 7
- 150000003180 prostaglandins Chemical class 0.000 description 7
- 241000699670 Mus sp. Species 0.000 description 6
- 206010070834 Sensitisation Diseases 0.000 description 6
- 210000004369 blood Anatomy 0.000 description 6
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- 230000004060 metabolic process Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229940094443 oxytocics prostaglandins Drugs 0.000 description 6
- 230000008313 sensitization Effects 0.000 description 6
- XTWYTFMLZFPYCI-KQYNXXCUSA-N 5'-adenylphosphoric acid Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- XTWYTFMLZFPYCI-UHFFFAOYSA-N Adenosine diphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(O)=O)C(O)C1O XTWYTFMLZFPYCI-UHFFFAOYSA-N 0.000 description 5
- 206010018910 Haemolysis Diseases 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 5
- 241001494479 Pecora Species 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
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- 238000000338 in vitro Methods 0.000 description 5
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- 239000002609 medium Substances 0.000 description 5
- 230000007886 mutagenicity Effects 0.000 description 5
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- 239000000725 suspension Substances 0.000 description 5
- 241000282472 Canis lupus familiaris Species 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- SGUKUZOVHSFKPH-UHFFFAOYSA-N PGG2 Natural products C1C2OOC1C(C=CC(OO)CCCCC)C2CC=CCCCC(O)=O SGUKUZOVHSFKPH-UHFFFAOYSA-N 0.000 description 4
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- 230000004523 agglutinating effect Effects 0.000 description 4
- 229960004050 aminobenzoic acid Drugs 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 230000001965 increasing effect Effects 0.000 description 4
- SGUKUZOVHSFKPH-YNNPMVKQSA-N prostaglandin G2 Chemical compound C1[C@@H]2OO[C@H]1[C@H](/C=C/[C@@H](OO)CCCCC)[C@H]2C\C=C/CCCC(O)=O SGUKUZOVHSFKPH-YNNPMVKQSA-N 0.000 description 4
- YIBNHAJFJUQSRA-YNNPMVKQSA-N prostaglandin H2 Chemical compound C1[C@@H]2OO[C@H]1[C@H](/C=C/[C@@H](O)CCCCC)[C@H]2C\C=C/CCCC(O)=O YIBNHAJFJUQSRA-YNNPMVKQSA-N 0.000 description 4
- 210000002784 stomach Anatomy 0.000 description 4
- DSNBHJFQCNUKMA-SCKDECHMSA-N thromboxane A2 Chemical compound OC(=O)CCC\C=C/C[C@@H]1[C@@H](/C=C/[C@@H](O)CCCCC)O[C@@H]2O[C@H]1C2 DSNBHJFQCNUKMA-SCKDECHMSA-N 0.000 description 4
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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- XEYBRNLFEZDVAW-UHFFFAOYSA-N prostaglandin E2 Natural products CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O XEYBRNLFEZDVAW-UHFFFAOYSA-N 0.000 description 3
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- 159000000000 sodium salts Chemical class 0.000 description 3
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- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 2
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- PXGPLTODNUVGFL-BRIYLRKRSA-N (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid Chemical compound CCCCC[C@H](O)C=C[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC=CCCCC(O)=O PXGPLTODNUVGFL-BRIYLRKRSA-N 0.000 description 2
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- PXGPLTODNUVGFL-UHFFFAOYSA-N prostaglandin F2alpha Natural products CCCCCC(O)C=CC1C(O)CC(O)C1CC=CCCCC(O)=O PXGPLTODNUVGFL-UHFFFAOYSA-N 0.000 description 1
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- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
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- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- XETSAYZRDCRPJY-UHFFFAOYSA-M sodium;4-aminobenzoate Chemical compound [Na+].NC1=CC=C(C([O-])=O)C=C1 XETSAYZRDCRPJY-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9111380A JPS5716898A (en) | 1980-07-03 | 1980-07-03 | Prostaglandin controller containing aminobenzoic derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3051068C2 true DE3051068C2 (enrdf_load_stackoverflow) | 1989-05-18 |
Family
ID=14017455
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803030892 Withdrawn DE3030892A1 (de) | 1980-07-03 | 1980-08-14 | Mittel zur steuerung der herstellung und des stoffwechsels von prostaglandin in saeugetieren |
| DE3051068A Expired DE3051068C2 (enrdf_load_stackoverflow) | 1980-07-03 | 1980-08-14 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803030892 Withdrawn DE3030892A1 (de) | 1980-07-03 | 1980-08-14 | Mittel zur steuerung der herstellung und des stoffwechsels von prostaglandin in saeugetieren |
Country Status (12)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59104317A (ja) * | 1982-12-03 | 1984-06-16 | Kureha Chem Ind Co Ltd | アミノ安息香酸誘導体を有効成分とする抗虚血性心疾患剤 |
| AU554396B2 (en) * | 1982-12-03 | 1986-08-21 | Kureha Kagaku Kogyo K.K. | Pharmaceutical compositions of amino benzoic acid derivatives |
| JPS59104316A (ja) * | 1982-12-03 | 1984-06-16 | Kureha Chem Ind Co Ltd | アミノ安息香酸誘導体を有効成分とする抗虚血性脳疾患剤 |
| JPS59104318A (ja) * | 1982-12-03 | 1984-06-16 | Kureha Chem Ind Co Ltd | アミノ安息香酸誘導体を有効成分とする抗血栓剤 |
| JPS62289594A (ja) * | 1986-06-09 | 1987-12-16 | Kureha Chem Ind Co Ltd | アミノ安息香酸誘導体よりなるソルビト−ル蓄積阻害剤 |
| JPH06247861A (ja) * | 1993-02-26 | 1994-09-06 | Yakult Honsha Co Ltd | 抗潰瘍剤およびその製造法 |
| FR2728790B1 (fr) * | 1994-12-29 | 1997-01-24 | Cird Galderma | Composition modulant l'apoptose comprenant du methonial ou tout facteur influencant le taux intracellulaire de methonial |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2914005A1 (de) * | 1978-04-06 | 1979-10-18 | Kureha Chemical Ind Co Ltd | Pharmazeutisches praeparat mit einem ortho-aminobenzoesaeurederivat als wirkstoff |
| DE2914493A1 (de) * | 1978-04-11 | 1979-10-25 | Kureha Chemical Ind Co Ltd | Pharmazeutisches praeparat mit einem para-aminobenzoesaeurederivat als wirkstoff |
| DE2921327A1 (de) * | 1978-05-26 | 1979-12-06 | Kureha Chemical Ind Co Ltd | P-aminobenzoesaeure-n-d-xylosid enthaltendes arzneimittel und dessen verwendung zur behandlung der hyperglykaemie, hyperlipaemie, hypertension, von inflammatorischen erkrankungen, schmerzen, pyrexie und tumoren |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5924966B2 (ja) * | 1978-12-29 | 1984-06-13 | 呉羽化学工業株式会社 | アミノ安息香酸誘導体又はその医薬上許容される塩を有効成分とする抗炎症剤 |
| JPS5924965B2 (ja) * | 1978-12-29 | 1984-06-13 | 呉羽化学工業株式会社 | アミノ安息香酸誘導体又はその医薬上許容し得る塩を有効成分とする解熱鎮痛剤 |
| JPS54135738A (en) * | 1978-04-11 | 1979-10-22 | Kureha Chem Ind Co Ltd | Novel aminobenzoic acid-n-d-mannoside and drugs comprising it |
| JPS54132239A (en) * | 1978-04-06 | 1979-10-15 | Kureha Chem Ind Co Ltd | Anti-tumor agent |
| JPS54135231A (en) * | 1978-04-10 | 1979-10-20 | Kureha Chem Ind Co Ltd | Cardio-vasocular medicine |
| JPS54135232A (en) * | 1978-04-10 | 1979-10-20 | Kureha Chem Ind Co Ltd | Blood sugar depressing agent |
| JPS54154729A (en) * | 1978-05-26 | 1979-12-06 | Kureha Chem Ind Co Ltd | Aminobenzoic acid derivative and drug preparation containing the same |
| JPS6041642B2 (ja) * | 1979-08-30 | 1985-09-18 | 呉羽化学工業株式会社 | アミノ安息香酸誘導体を有効成分とする抗動脈硬化症剤 |
| JPS6041079B2 (ja) * | 1979-12-14 | 1985-09-13 | 呉羽化学工業株式会社 | オルト又はメタアミノ安息香酸誘導体 |
-
1980
- 1980-07-03 JP JP9111380A patent/JPS5716898A/ja active Granted
- 1980-08-01 AU AU61008/80A patent/AU538455B2/en not_active Ceased
- 1980-08-04 ZA ZA00804723A patent/ZA804723B/xx unknown
- 1980-08-06 SE SE8005575A patent/SE453637B/sv not_active IP Right Cessation
- 1980-08-11 FR FR8017664A patent/FR2485926A1/fr active Granted
- 1980-08-12 PH PH24436A patent/PH15186A/en unknown
- 1980-08-13 CH CH611380A patent/CH644018A5/de not_active IP Right Cessation
- 1980-08-14 DE DE19803030892 patent/DE3030892A1/de not_active Withdrawn
- 1980-08-14 DE DE3051068A patent/DE3051068C2/de not_active Expired
- 1980-08-14 IT IT24185/80A patent/IT1132413B/it active
- 1980-08-14 GB GB8026553A patent/GB2056856B/en not_active Expired
- 1980-10-28 CA CA000363397A patent/CA1158163A/en not_active Expired
-
1981
- 1981-01-28 BE BE0/203619A patent/BE887260A/fr not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2914005A1 (de) * | 1978-04-06 | 1979-10-18 | Kureha Chemical Ind Co Ltd | Pharmazeutisches praeparat mit einem ortho-aminobenzoesaeurederivat als wirkstoff |
| DE2914493A1 (de) * | 1978-04-11 | 1979-10-25 | Kureha Chemical Ind Co Ltd | Pharmazeutisches praeparat mit einem para-aminobenzoesaeurederivat als wirkstoff |
| DE2921327A1 (de) * | 1978-05-26 | 1979-12-06 | Kureha Chemical Ind Co Ltd | P-aminobenzoesaeure-n-d-xylosid enthaltendes arzneimittel und dessen verwendung zur behandlung der hyperglykaemie, hyperlipaemie, hypertension, von inflammatorischen erkrankungen, schmerzen, pyrexie und tumoren |
| DE2921328A1 (de) * | 1978-05-26 | 1979-12-06 | Kureha Chemical Ind Co Ltd | P-aminobenzoesaeure-n-l-rhamnosid enthaltendes arzneimittel und dessen verwendung zur behandlung von hyperglykaemie, hyperlipaemie, hypertension, von inflammatorischen erkrankungen, schmerzen, pyrexie und tumoren |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2056856B (en) | 1984-05-10 |
| ZA804723B (en) | 1981-08-26 |
| IT8024185A0 (it) | 1980-08-14 |
| JPS5716898A (en) | 1982-01-28 |
| JPH0222047B2 (enrdf_load_stackoverflow) | 1990-05-17 |
| AU538455B2 (en) | 1984-08-16 |
| GB2056856A (en) | 1981-03-25 |
| BE887260A (fr) | 1981-07-28 |
| FR2485926B1 (enrdf_load_stackoverflow) | 1985-03-01 |
| PH15186A (en) | 1982-09-10 |
| CA1158163A (en) | 1983-12-06 |
| SE453637B (sv) | 1988-02-22 |
| FR2485926A1 (fr) | 1982-01-08 |
| SE8005575L (sv) | 1982-01-04 |
| DE3030892A1 (de) | 1982-01-28 |
| IT1132413B (it) | 1986-07-02 |
| CH644018A5 (de) | 1984-07-13 |
| AU6100880A (en) | 1982-01-07 |
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