SE436874B - N-substituerade moranolinderivat - Google Patents
N-substituerade moranolinderivatInfo
- Publication number
- SE436874B SE436874B SE7903817A SE7903817A SE436874B SE 436874 B SE436874 B SE 436874B SE 7903817 A SE7903817 A SE 7903817A SE 7903817 A SE7903817 A SE 7903817A SE 436874 B SE436874 B SE 436874B
- Authority
- SE
- Sweden
- Prior art keywords
- water
- substituted
- moranoline derivatives
- derivatives
- substituted moranoline
- Prior art date
Links
- LXBIFEVIBLOUGU-JGWLITMVSA-N duvoglustat Chemical class OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O LXBIFEVIBLOUGU-JGWLITMVSA-N 0.000 title claims description 9
- 239000002253 acid Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- GSNUFIFRDBKVIE-UHFFFAOYSA-N DMF Natural products CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 description 2
- LXBIFEVIBLOUGU-UHFFFAOYSA-N Deoxymannojirimycin Natural products OCC1NCC(O)C(O)C1O LXBIFEVIBLOUGU-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 201000001421 hyperglycemia Diseases 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000006410 propenylene group Chemical group 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- XMZQWZJMTBCUFT-UHFFFAOYSA-N 3-bromopropylbenzene Chemical compound BrCCCC1=CC=CC=C1 XMZQWZJMTBCUFT-UHFFFAOYSA-N 0.000 description 1
- PHCDQOGLUIFYII-UHFFFAOYSA-N 3-phenylprop-2-enoyl bromide Chemical compound BrC(=O)C=CC1=CC=CC=C1 PHCDQOGLUIFYII-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 208000007882 Gastritis Diseases 0.000 description 1
- 208000018522 Gastrointestinal disease Diseases 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 206010018429 Glucose tolerance impaired Diseases 0.000 description 1
- 208000008589 Obesity Diseases 0.000 description 1
- 208000001280 Prediabetic State Diseases 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 208000007107 Stomach Ulcer Diseases 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000002156 adsorbate Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- -1 aralkyl halides Chemical class 0.000 description 1
- 208000011775 arteriosclerosis disease Diseases 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 208000000718 duodenal ulcer Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 201000005577 familial hyperlipidemia Diseases 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 235000020824 obesity Nutrition 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 201000009104 prediabetes syndrome Diseases 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP53053603A JPS5943947B2 (ja) | 1978-05-03 | 1978-05-03 | Ｎ−置換モラノリン誘導体 |
| JP8260678A JPS5943948B2 (ja) | 1978-07-06 | 1978-07-06 | 置換モラノリン誘導体 |
| JP12066178A JPS5943949B2 (ja) | 1978-09-29 | 1978-09-29 | モラノリンのｎ−置換誘導体 |
| JP571479A JPS6026387B2 (ja) | 1979-01-20 | 1979-01-20 | シンナミルモラノリン誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7903817L SE7903817L (sv) | 1979-11-04 |
| SE436874B true SE436874B (sv) | 1985-01-28 |
Family
ID=27454348
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7903817A SE436874B (sv) | 1978-05-03 | 1979-05-02 | N-substituerade moranolinderivat |
| SE8402550A SE451016B (sv) | 1978-05-03 | 1984-05-11 | N-substituerade derivat av moranolin |
| SE8402551A SE451017B (sv) | 1978-05-03 | 1984-05-11 | Cinnamylmoranolin-derivat |
| SE8402549A SE451015B (sv) | 1978-05-03 | 1984-05-11 | Substituerade moranolinderivat |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8402550A SE451016B (sv) | 1978-05-03 | 1984-05-11 | N-substituerade derivat av moranolin |
| SE8402551A SE451017B (sv) | 1978-05-03 | 1984-05-11 | Cinnamylmoranolin-derivat |
| SE8402549A SE451015B (sv) | 1978-05-03 | 1984-05-11 | Substituerade moranolinderivat |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4533668A (da) |
| CH (1) | CH642629A5 (da) |
| DE (1) | DE2915037C3 (da) |
| DK (1) | DK151623C (da) |
| FR (1) | FR2424910A1 (da) |
| GB (1) | GB2020278B (da) |
| IT (1) | IT1116820B (da) |
| NL (1) | NL175820C (da) |
| SE (4) | SE436874B (da) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO154918C (no) * | 1977-08-27 | 1987-01-14 | Bayer Ag | Analogifremgangsmaate til fremstilling av terapeutisk aktive derivater av 3,4,5-trihydroksypiperidin. |
| DE2925943A1 (de) * | 1979-06-27 | 1981-01-29 | Bayer Ag | 1-alkadien-2,4-yl-2-hydroxymethyl3,4,5-trihydroxypiperidine, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE2942365A1 (de) * | 1979-10-19 | 1981-05-14 | Bayer Ag, 5090 Leverkusen | 2-hydroxyalkyl-3,4,5-trihydroxy-(pi)-peridine, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE3007078A1 (de) * | 1980-02-26 | 1981-09-10 | Bayer Ag, 5090 Leverkusen | Neue derivate von 3,4,5-trihydroxypiperidin, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel sowie in der tierernaehrung |
| JP2504000B2 (ja) * | 1986-09-02 | 1996-06-05 | 日本新薬株式会社 | グルコシルモラノリン誘導体 |
| JPS6461459A (en) * | 1987-08-28 | 1989-03-08 | Nippon Shinyaku Co Ltd | Moranoline derivative |
| GB8827701D0 (en) * | 1987-12-09 | 1988-12-29 | Nippon Shinyaku Co Ltd | Thrombolytic &c compositions |
| US5192772A (en) * | 1987-12-09 | 1993-03-09 | Nippon Shinyaku Co. Ltd. | Therapeutic agents |
| US4985445A (en) * | 1988-02-12 | 1991-01-15 | Meiji Seika Kaisha, Ltd. | Cancer cell metastasis inhibitors and novel compounds |
| EP0350012A3 (en) * | 1988-07-08 | 1990-09-05 | Meiji Seika Kaisha Ltd. | Antiviral composition |
| EP0566557B1 (en) * | 1992-04-01 | 1996-09-04 | G.D. SEARLE & COMPANY | 2- and 3- amino and azido derivatives of 1,5-iminosugars as antiviral compounds |
| US5268482A (en) * | 1992-04-01 | 1993-12-07 | G. D. Searle & Co. | 2- and 3-sulfur derivatives of 1,5-iminosugars |
| US5342951A (en) * | 1992-04-01 | 1994-08-30 | G.D. Searle & Co. | 2- and 3-sulfur derivatives of 1,5-iminosugars |
| US5206251A (en) * | 1992-04-01 | 1993-04-27 | G. D. Searle & Co. | 2- and 3- amino and azido derivatives of 1,5-iminosugars |
| US5216168A (en) * | 1992-04-01 | 1993-06-01 | G. D. Searle & Co. | 2- and 3- amino and azido derivatives of 1,5-iminosugars |
| US5331096A (en) * | 1992-04-01 | 1994-07-19 | G. D. Searle & Co. | 2- and 3-sulfur derivatives of 1,5-iminosugars |
| US5258518A (en) * | 1992-04-01 | 1993-11-02 | G. D. Searle & Co. | 2-substituted tertiary carbinol derivatives of deoxynojirimycin |
| US5798366A (en) * | 1993-05-13 | 1998-08-25 | Monsanto Company | Method for treatment of CNS-involved lysosomal storage diseases |
| US5399567A (en) * | 1993-05-13 | 1995-03-21 | Monsanto Company | Method of treating cholera |
| US6291657B1 (en) * | 1993-05-13 | 2001-09-18 | Monsanto Company | Deoxygalactonojirimycin derivatives |
| US20030100532A1 (en) * | 1997-02-14 | 2003-05-29 | Gary S. Jacob | Use of n-substituted-1,5-dideoxy-1,5-imino-d-glucitol compounds in combination therapy for treating hepatitis virus infections |
| JP2001522833A (ja) * | 1997-11-10 | 2001-11-20 | ジー・ディー・サール・アンド・カンパニー | 多剤耐性を治療するためのアルキル化イミノ糖類の使用 |
| US6689759B1 (en) | 1998-02-12 | 2004-02-10 | G. D. Searle & Co. | Methods of Treating hepatitis virus infections with N-substituted-1,5-dideoxy-1,5-imino-d-glucitol compounds in combination therapy |
| EA004705B1 (ru) | 1998-02-12 | 2004-06-24 | Дж.Д.Серл Энд Ко. | Применение n-замещенных 1,5-дидезокси-1,5-имино-d-глюцитных производных для лечения инфекций, вызываемых вирусами гепатита |
| WO2001008672A2 (en) | 1999-02-12 | 2001-02-08 | G.D. Searle & Co. | Glucamine compounds for treating hepatitis virus infections |
| ES2311921T3 (es) * | 1999-02-12 | 2009-02-16 | United Therapeutics Corporation | N-(8,8,8-trifluorooctil)1-5,-didesoxi-1,5-imino-d-glucitol para tratar infecciones por el virus de la hepatitis. |
| WO2001060366A1 (en) * | 2000-02-14 | 2001-08-23 | Pharmacia Corporation | Use of n-substituted-1,5-dideoxy-1,5-imino-d-glucitol compounds for treating hepatitis virus infections |
| BRPI0517701A8 (pt) * | 2004-11-10 | 2018-01-23 | Genzyme Corp | métodos de tratamento de diabetes mellitus |
| AT502145B1 (de) * | 2005-03-24 | 2012-01-15 | Univ Graz Tech | Glycosidase-hemmendes iminoalditol |
| ES2546181T3 (es) * | 2006-05-09 | 2015-09-21 | Genzyme Corporation | Métodos de tratar la enfermedad del hígado graso mediante inhibición de la síntesis de glucoesfingolípidos |
| CN101489554A (zh) * | 2006-05-24 | 2009-07-22 | 联合治疗公司 | 脱氧吉瑞霉素和d-阿拉伯胶素醇类似物及使用方法 |
| US8097728B2 (en) * | 2007-04-30 | 2012-01-17 | Philadelphia Health & Education Corporation | Iminosugar compounds with antiflavirus activity |
| EP2594565B1 (en) * | 2007-05-31 | 2018-10-24 | Genzyme Corporation | 2-acylaminopropanol-type glucosylceramide synthase inhibitors |
| KR101640263B1 (ko) | 2007-10-05 | 2016-07-15 | 젠자임 코포레이션 | 세라마이드 유도체로 다낭성 신장질환을 치료하는 방법 |
| JP2011529500A (ja) | 2008-07-28 | 2011-12-08 | ジェンザイム コーポレーション | 虚脱性糸球体症および他の糸球体疾患の処置のためのグルコシルセラミドシンターゼ阻害 |
| CN102271678B (zh) * | 2008-10-03 | 2017-06-30 | 简詹姆公司 | 2‑酰胺基丙醇型葡糖神经酰胺合成酶抑制剂 |
| US10328061B2 (en) | 2016-05-02 | 2019-06-25 | Florida State University Research Foundation, Inc. | Treatment of Zika virus infections using alpha-glucosidase inhibitors |
| US12612380B2 (en) | 2019-05-10 | 2026-04-28 | Alectos Therapeutics 1Nc | Non-lysosomal glucosylceramidase inhibitors and uses thereof |
| EP4106752A4 (en) | 2020-02-21 | 2024-03-20 | Florida State University Research Foundation, Inc. | TREATMENT OF HUMAN CORONAVIRUS INFECTIONS USING ALPHA-GLUCOSIDASE-GLYCOPROTEIN PROCESSING INHIBITORS |
| PE20231423A1 (es) | 2020-05-07 | 2023-09-13 | Alectos Therapeutics Inc | Inhibidores de glucosilceramidasa no lisosomal y los usos de los mismos |
| JP7674389B2 (ja) * | 2020-05-07 | 2025-05-09 | アレクトス セラピューティックス インコーポレイテッド | 非リソソームグルコシルセラミダーゼ阻害剤及びその使用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5282710A (en) * | 1975-12-29 | 1977-07-11 | Nippon Shinyaku Co Ltd | Extraction of effective drug component from mulberry |
| DE2735316C3 (de) * | 1977-08-05 | 1981-01-29 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von nadeiförmigen, ferrimagnetischen Eisenoxiden |
-
1979
- 1979-03-21 GB GB7909865A patent/GB2020278B/en not_active Expired
- 1979-04-12 DE DE2915037A patent/DE2915037C3/de not_active Expired
- 1979-04-25 FR FR7910559A patent/FR2424910A1/fr active Granted
- 1979-04-27 US US06/033,839 patent/US4533668A/en not_active Expired - Lifetime
- 1979-05-01 DK DK178379A patent/DK151623C/da not_active IP Right Cessation
- 1979-05-02 NL NLAANVRAGE7903421,A patent/NL175820C/xx not_active IP Right Cessation
- 1979-05-02 SE SE7903817A patent/SE436874B/sv not_active IP Right Cessation
- 1979-05-02 IT IT48904/79A patent/IT1116820B/it active
- 1979-05-03 CH CH415879A patent/CH642629A5/de not_active IP Right Cessation
-
1984
- 1984-05-11 SE SE8402550A patent/SE451016B/sv not_active IP Right Cessation
- 1984-05-11 SE SE8402551A patent/SE451017B/sv not_active IP Right Cessation
- 1984-05-11 SE SE8402549A patent/SE451015B/sv not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK178379A (da) | 1979-11-04 |
| DE2915037A1 (de) | 1979-11-08 |
| SE8402550L (sv) | 1984-05-11 |
| SE7903817L (sv) | 1979-11-04 |
| NL175820C (nl) | 1985-01-02 |
| DE2915037B2 (de) | 1981-01-29 |
| IT1116820B (it) | 1986-02-10 |
| DK151623C (da) | 1988-07-18 |
| SE451017B (sv) | 1987-08-24 |
| NL7903421A (nl) | 1979-11-06 |
| SE451016B (sv) | 1987-08-24 |
| FR2424910B1 (da) | 1981-12-11 |
| SE8402549L (sv) | 1984-05-11 |
| CH642629A5 (de) | 1984-04-30 |
| SE451015B (sv) | 1987-08-24 |
| FR2424910A1 (fr) | 1979-11-30 |
| SE8402551D0 (sv) | 1984-05-11 |
| NL175820B (nl) | 1984-08-01 |
| US4533668A (en) | 1985-08-06 |
| DE2915037C3 (de) | 1981-11-05 |
| IT7948904A0 (it) | 1979-05-02 |
| SE8402551L (sv) | 1984-05-11 |
| SE8402550D0 (sv) | 1984-05-11 |
| GB2020278B (en) | 1983-02-23 |
| DK151623B (da) | 1987-12-21 |
| GB2020278A (en) | 1979-11-14 |
| SE8402549D0 (sv) | 1984-05-11 |
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