KR850004496A - 항생물질 엘 17392(데글루코테이코플라닌) 및 그 염을 제조하는 방법 - Google Patents
항생물질 엘 17392(데글루코테이코플라닌) 및 그 염을 제조하는 방법 Download PDFInfo
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- KR850004496A KR850004496A KR1019840007973A KR840007973A KR850004496A KR 850004496 A KR850004496 A KR 850004496A KR 1019840007973 A KR1019840007973 A KR 1019840007973A KR 840007973 A KR840007973 A KR 840007973A KR 850004496 A KR850004496 A KR 850004496A
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- acid
- reaction temperature
- hydrogen
- solvent
- strong acid
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- 238000000034 method Methods 0.000 title claims 18
- 150000003839 salts Chemical class 0.000 title claims 3
- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 title claims 3
- DKVBOUDTNWVDEP-ZCVCDMNQSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)C2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-ZCVCDMNQSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims 20
- 238000006243 chemical reaction Methods 0.000 claims 16
- 239000003586 protic polar solvent Substances 0.000 claims 10
- 125000001931 aliphatic group Chemical group 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 6
- 239000007864 aqueous solution Substances 0.000 claims 5
- 239000007788 liquid Substances 0.000 claims 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 3
- 150000007513 acids Chemical class 0.000 claims 3
- 239000003729 cation exchange resin Substances 0.000 claims 3
- 239000000463 material Substances 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 108010053950 Teicoplanin Proteins 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 238000005903 acid hydrolysis reaction Methods 0.000 claims 2
- DDTDNCYHLGRFBM-YZEKDTGTSA-N chembl2367892 Chemical class CC(=O)N[C@H]1[C@@H](O)[C@H](O)[C@H](CO)O[C@H]1O[C@@H]([C@H]1C(N[C@@H](C2=CC(O)=CC(O[C@@H]3[C@H]([C@H](O)[C@H](O)[C@@H](CO)O3)O)=C2C=2C(O)=CC=C(C=2)[C@@H](NC(=O)[C@@H]2NC(=O)[C@@H]3C=4C=C(O)C=C(C=4)OC=4C(O)=CC=C(C=4)[C@@H](N)C(=O)N[C@H](CC=4C=C(Cl)C(O5)=CC=4)C(=O)N3)C(=O)N1)C(O)=O)=O)C(C=C1Cl)=CC=C1OC1=C(O[C@H]3[C@H]([C@@H](O)[C@H](O)[C@H](CO)O3)NC(C)=O)C5=CC2=C1 DDTDNCYHLGRFBM-YZEKDTGTSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 2
- 229910000039 hydrogen halide Inorganic materials 0.000 claims 2
- 239000012433 hydrogen halide Substances 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
- 125000003423 D-mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical group CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 claims 1
- RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical group OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 229940023913 cation exchange resins Drugs 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical group O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims 1
- 125000000075 primary alcohol group Chemical group 0.000 claims 1
- 239000012264 purified product Substances 0.000 claims 1
- 150000003333 secondary alcohols Chemical class 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 229960001608 teicoplanin Drugs 0.000 claims 1
Classifications
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- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/006—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure
- C07K9/008—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure directly attached to a hetero atom of the saccharide radical, e.g. actaplanin, avoparcin, ristomycin, vancomycin
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/19—Antibiotic
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/27—Cyclic peptide or cyclic protein
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Compounds Of Unknown Constitution (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (20)
- 테이코플라닌 화합물 또는 테이코플라닌과 유사한 화합물을 염기 및 산류로 처리하여 데글루코테이코플라닌 및 그의 염류로 전이시키는 방법에 있어서, 데이코플라니 혼성체, 더욱 정제시킨 그 정제품, 테이코플라닌 펙터 A2, 테이코플라닌 펙터 A3, 테이코플라닌펙터 A2의 주성분 각각, 하기식(Ⅰ)의 테이코플라닌과 유사한 화합물로부터 선택된 물질 및 상기 물질중 어느 한 물질의 2이상의 혼합물을 일정비율로 조절된 강산 가수분해로 처리시킴을 특징이 있는 방법.상기식에서, R은 수소이고, R1은 수소 또는 N-아세틸-D-글루코사민 잔기이고, R2는 수소 또는 D-만노스 잔기로서, 단, R, R1및 R2는 4동시에 수소가 될수는 없음.
- 제1항에 있어서, 조절된 강산 가수분해 조개율 a) 반응온도에서 액체인 지방족 산류 및 알파-할로겐화 지방족산류, 반응온도에서 물과 약간 혼합될수 있는 액체인 지방족 및 시클로지방족 알칸올류, 페닐성분이 임의로(C1-C4)알킬, (C1-C4)알콕시 또는 할로잔기를 가지고, 반응온도에서 물과 약간 혼합될수 있는 액체인 페닐치환 저급알칸올 및 반응온도에서 액체인 베타-폴리할로겐화 저급알칸올류 부터 선택되는 유기양성자성 용매와 b) 무기강산류, 유기강산류 및 수소형 강상양이온 교환수지에서 선택된 용매와 겸용할수 있는 강산을 이용하고, c) 반응온도를 약 20°-약100℃로 사용하여 제공하는 방법.
- 제2항에 있어서, 유기양성자성 용매가 지방족 산류 및 알파할로겐화 지방족 산류에서 선택되는 방법.
- 제3항에 있어서, 유기양성자성 용매를 1-5개 탄소원자를 갖는 지방족 산류에서 선택하고, 강산을 진한 무기산수용액 및 수소형 강산양이온 교환수지로부터 선택하는 방법.
- 제4항에 있어서, 유기양성자성 용매가 초산이고, 강산이 염산, 취화수소산, 황산 및 수소형 강산양이온 교환수지로부터 선택되고, 반응온도가 65°-85℃인 방법.
- 제3항에 있어서, 유기 양성자성 용매가 2-5개의 탄소원자를 갖는 알파-할로겐화 지방족 산류에서 선택되고, 또한 상기 용매가 가부분해 반응을 촉진하는 강산으로 작용하는 방법.
- 제6항에 있어서, 알파-할로겐화 지방족산이 75-95% 사이의 농도인 트리플루오로 초산 수용액이고, 반응온도가 60°-90℃인 방법.
- 제7항에 있어서, 산의 농도가 약 90%이고, 반응온도가 약 80℃인 방법.
- 제2항에 있어서, 유기양성있성 용매가 반응온도에서 물과 약간 혼합될수 있는 액체인 적어도 5개의 탄소원자를 갖는 지방족 알카놀류 및 시클로지방족 알칸올류에서 선택되는 방법.
- 제9항에 있어서, 유기양성자성 용매가 5-10개의 탄소원자를 갖는 일급 및 이급알칸올류와 이 급시클로알칸올류에서 선택되고, 강산이 진한 무기산 수용액이고, 반응온도가 35°-00℃인 방법.
- 제10항에 있어서, 유기양성자성 용매가 5-10개의 탄소원자를 갖는 일급 및 이급알칸올류와 이 급시클로알칸올류에서 선택되고, 강산이 진한 무기산 수용액이고, 반응온도가 40°-80℃인 방법.
- 제2항에 있어서, 유기양성자성 용매가 페닐부분이 반응온ㄷ에서 물과 약간 혼합될 수 있는(C1-C4)알킬, (C1-C4)알콕시 또는 할로잔기를 임의로 갖는 페닐치환저급 알칸올류에서 선택되는 방법.
- 제12항에 있어서, 유기양성자성 용매가 저급알칸올 부분이 1-4개의 탄소원자를 갖는 일급 또는 이급알코올인페닐 치환저급 알칸올류에서 선택되고, 강산이 진한 무기산 수용액이고, 반응온도가 35°-100℃인 방법.
- 제13항에 있어서, 유기양성자성 용매가 벤질 알코올이고, 진한 무기산 수용액이 진한 염산, 진한 취화수소산 및 진한 황산에서 선택되고, 반응온도가 40°-80℃인 방법.
- 제2항에 있어서, 유기 양성자성 용매가 1-4개의 탄소원자를 갖는 베타-폴리할로겐화 저급알칸올류에서 선택되는 방법.
- 제15항에 있어서, 강산이 염화수소 및 취화수소로부터 선택된 할로겐화 수소이고, 반응온도가 40°-80℃인 방법.
- 제16항에 있어서, 유기 양성자성 용매가 트리플루오로 에탄올 및 1,1,1,3,3,3-헥사플루오로-2-프로판올에서 선택되고, 할로겐화 수소가 염화수소 및 취화수소에서 선택되는 방법.
- 제2항에 있어서, 유기 양성자성 용매가 2이상의 용매혼합물로 되는 방법.
- 제1항에 있어서, 데글루코테이코플라닌이 염기 또는 산의 염형태로 생성되는 방법.
- 제1-19항중 어느 하나에 있어서, 조절된 강산 가수분해반응이 물의 존재하에 행해지는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8333624 | 1983-12-16 | ||
| GB838333624A GB8333624D0 (en) | 1983-12-16 | 1983-12-16 | Antibiotics l 17054 and l 17392 |
| GB848415091A GB8415091D0 (en) | 1984-06-13 | 1984-06-13 | Deglutcoteicoplanin and acids |
| GB8415091 | 1984-06-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850004496A true KR850004496A (ko) | 1985-07-15 |
| KR920001691B1 KR920001691B1 (ko) | 1992-02-22 |
Family
ID=26287114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840007973A KR920001691B1 (ko) | 1983-12-16 | 1984-12-14 | 항생물질 l17392(데글루코테이코플라닌) 및 그 염을 제조하는 방법 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4629781A (ko) |
| EP (1) | EP0146053B1 (ko) |
| JP (1) | JPH0653746B2 (ko) |
| KR (1) | KR920001691B1 (ko) |
| AR (1) | AR242224A1 (ko) |
| AU (1) | AU579120B2 (ko) |
| CA (1) | CA1250093A (ko) |
| DE (1) | DE3485386D1 (ko) |
| DK (1) | DK584384A (ko) |
| ES (1) | ES538618A0 (ko) |
| FI (1) | FI87079C (ko) |
| GR (1) | GR81032B (ko) |
| HU (1) | HU194281B (ko) |
| IE (1) | IE57697B1 (ko) |
| IL (1) | IL73805A (ko) |
| NO (1) | NO170019C (ko) |
| NZ (1) | NZ210543A (ko) |
| PH (1) | PH20212A (ko) |
| PT (1) | PT79683B (ko) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1173329B (it) * | 1984-02-21 | 1987-06-24 | Lepetit Spa | Procedimento per la trasformazione quantitativa di teicoplanina a2 fattore 1 in teicoplanina a2 fattore 3 |
| GB8415092D0 (en) * | 1984-06-13 | 1984-07-18 | Lepetit Spa | Ester derivatives |
| GB8420405D0 (en) * | 1984-08-10 | 1984-09-12 | Lepetit Spa | Preparing antibiotic l 17046 |
| GB8522574D0 (en) * | 1985-09-12 | 1985-10-16 | Lepetit Spa | Amides of teicoplanin compounds |
| GB8608809D0 (en) * | 1986-04-11 | 1986-05-14 | Lepetit Spa | Antibiotic |
| GB8701872D0 (en) * | 1987-01-28 | 1987-03-04 | Lepetit Spa | N15-alkyl & n15,n15-dialkyl derivatives |
| GB8704847D0 (en) * | 1987-03-02 | 1987-04-08 | Lepetit Spa | Substituted alkylamides of teicoplanin compounds |
| GB8711066D0 (en) * | 1987-05-11 | 1987-06-17 | Lepetit Spa | Teicoplanin derivatives |
| GB8715735D0 (en) * | 1987-07-03 | 1987-08-12 | Lepetit Spa | De-mannosyl teicoplanin derivatives |
| ATE135369T1 (de) * | 1988-12-27 | 1996-03-15 | Lepetit Spa | Chemisches verfahren zur herstellung des antibiotikums l 17392 (deglukoteicoplanin) und dessen salze |
| US5500410A (en) * | 1989-03-29 | 1996-03-19 | Gruppo Lepetit S.P.A. | Substituted alkylamide derivatives of teicoplanin |
| US5185320A (en) * | 1989-04-03 | 1993-02-09 | Gruppo Lepetit S.P.A. | O56 -alkyl derivatives of aglycone and pseudo aglycones of teicoplanin |
| ES2106738T3 (es) | 1990-03-28 | 1997-11-16 | Lepetit Spa | Procedimiento de preparacion de derivados de manosil-teicoplanina y de aglicona de manosil-teicoplanina. |
| JPH06503306A (ja) * | 1990-12-05 | 1994-04-14 | グルポ・レペチツト・エス・ピー・エイ | テイコプラニン抗生物質の３８−デカルボキシ−３８−ヒドロキシメチル誘導体およびそれらの製造方法 |
| WO1997040067A1 (en) | 1996-04-23 | 1997-10-30 | Biosearch Italia S.P.A. | Improved chemical process for preparing amide derivatives of antibiotic a 40926 |
| KR100554481B1 (ko) * | 2004-06-30 | 2006-03-03 | 씨제이 주식회사 | 반코마이신 염산염의 정제방법 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1496386A (en) * | 1975-03-05 | 1977-12-30 | Lepetit Spa | Antibiotics |
| US4322406A (en) * | 1980-12-18 | 1982-03-30 | Eli Lilly And Company | Antibiotic A-4696 factors B1, B2, B3, C1a, C3 and E1 |
| AR229888A1 (es) * | 1982-03-24 | 1983-12-30 | Lilly Co Eli | Procedimiento para preparar el complejo antibiotico a41030 y sus factores a,b,c,d,e,f, y g |
| US4462942A (en) * | 1982-07-30 | 1984-07-31 | Eli Lilly And Company | A47934 Antibiotic and process for production thereof |
| GB8307847D0 (en) * | 1983-03-22 | 1983-04-27 | Lepetit Spa | Antibiotics l 17054 and l 17046 |
| US4521335A (en) * | 1983-07-13 | 1985-06-04 | Smithkline Beckman Corporation | Aglycone and pseudo-aglycones of the AAD 216 antibiotics |
| US4497802A (en) * | 1983-10-21 | 1985-02-05 | Eli Lilly And Company | N-Acyl glycopeptide derivatives |
| GB8415093D0 (en) * | 1984-06-13 | 1984-07-18 | Lepetit Spa | Antibiotic l 17392 |
| GB8415092D0 (en) * | 1984-06-13 | 1984-07-18 | Lepetit Spa | Ester derivatives |
-
1984
- 1984-11-21 AU AU35734/84A patent/AU579120B2/en not_active Ceased
- 1984-11-23 GR GR81032A patent/GR81032B/el unknown
- 1984-11-30 EP EP84114558A patent/EP0146053B1/en not_active Expired
- 1984-11-30 DE DE8484114558T patent/DE3485386D1/de not_active Expired - Fee Related
- 1984-12-05 PH PH31530A patent/PH20212A/en unknown
- 1984-12-07 DK DK584384A patent/DK584384A/da not_active Application Discontinuation
- 1984-12-11 US US06/680,435 patent/US4629781A/en not_active Expired - Lifetime
- 1984-12-12 IL IL73805A patent/IL73805A/xx unknown
- 1984-12-13 NO NO845005A patent/NO170019C/no unknown
- 1984-12-13 NZ NZ210543A patent/NZ210543A/xx unknown
- 1984-12-14 AR AR84298965A patent/AR242224A1/es active
- 1984-12-14 KR KR1019840007973A patent/KR920001691B1/ko not_active IP Right Cessation
- 1984-12-14 IE IE3218/84A patent/IE57697B1/en not_active IP Right Cessation
- 1984-12-14 JP JP59263081A patent/JPH0653746B2/ja not_active Expired - Lifetime
- 1984-12-14 PT PT79683A patent/PT79683B/pt not_active IP Right Cessation
- 1984-12-14 FI FI844963A patent/FI87079C/fi not_active IP Right Cessation
- 1984-12-14 HU HU844673A patent/HU194281B/hu not_active IP Right Cessation
- 1984-12-14 ES ES538618A patent/ES538618A0/es active Granted
- 1984-12-14 CA CA000470136A patent/CA1250093A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GR81032B (en) | 1985-02-27 |
| AU3573484A (en) | 1985-06-20 |
| IL73805A0 (en) | 1985-03-31 |
| KR920001691B1 (ko) | 1992-02-22 |
| PT79683A (en) | 1985-01-01 |
| NO170019B (no) | 1992-05-25 |
| HU194281B (en) | 1988-01-28 |
| IE57697B1 (en) | 1993-03-10 |
| PT79683B (en) | 1986-12-10 |
| JPS60243091A (ja) | 1985-12-03 |
| FI87079B (fi) | 1992-08-14 |
| DE3485386D1 (de) | 1992-02-06 |
| EP0146053B1 (en) | 1991-12-27 |
| AU579120B2 (en) | 1988-11-17 |
| FI844963L (fi) | 1985-06-17 |
| US4629781A (en) | 1986-12-16 |
| AR242224A1 (es) | 1993-03-31 |
| ES8507569A1 (es) | 1985-09-01 |
| FI87079C (fi) | 1992-11-25 |
| NO845005L (no) | 1985-06-17 |
| EP0146053A3 (en) | 1987-05-13 |
| IE843218L (en) | 1985-06-16 |
| DK584384A (da) | 1985-06-17 |
| ES538618A0 (es) | 1985-09-01 |
| DK584384D0 (da) | 1984-12-07 |
| NO170019C (no) | 1992-09-02 |
| HUT36838A (en) | 1985-10-28 |
| NZ210543A (en) | 1988-07-28 |
| FI844963A0 (fi) | 1984-12-14 |
| PH20212A (en) | 1986-10-21 |
| EP0146053A2 (en) | 1985-06-26 |
| JPH0653746B2 (ja) | 1994-07-20 |
| IL73805A (en) | 1988-05-31 |
| CA1250093A (en) | 1989-02-14 |
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