KR840000483A - 유기화합물의 개량 - Google Patents
유기화합물의 개량 Download PDFInfo
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- KR840000483A KR840000483A KR1019820002722A KR820002722A KR840000483A KR 840000483 A KR840000483 A KR 840000483A KR 1019820002722 A KR1019820002722 A KR 1019820002722A KR 820002722 A KR820002722 A KR 820002722A KR 840000483 A KR840000483 A KR 840000483A
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- alkyl
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- 150000002894 organic compounds Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 20
- 239000002253 acid Substances 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 11
- 125000004432 carbon atom Chemical group C* 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 9
- 150000002367 halogens Chemical class 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000000539 amino acid group Chemical group 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 150000002596 lactones Chemical class 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- -1 hydroxy carboxy Chemical group 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- LNPDTQAFDNKSHK-UHFFFAOYSA-N valdecoxib Chemical compound CC=1ON=C(C=2C=CC=CC=2)C=1C1=CC=C(S(N)(=O)=O)C=C1 LNPDTQAFDNKSHK-UHFFFAOYSA-N 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 150000003573 thiols Chemical class 0.000 claims 1
- 125000004953 trihalomethyl group Chemical group 0.000 claims 1
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- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07C317/46—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
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- C07C323/22—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and doubly-bound oxygen atoms bound to the same carbon skeleton
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- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/56—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
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- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
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- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
- C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
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- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
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- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
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Abstract
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Claims (6)
- 다음 일반식(Ⅰ)으로 표시되는 유리산 형태인 화합물을 제조하는 방법에 있어서,(상기식에서, (ⅰ) 할로겐, 히드록시, C3-6알콕시, C3-6시클로알킬, 아릴 또는 헤테로 아릴로부터 선택한 최소한 하나의 치환분에 의하여 치환 또는 비치환된 20개 까지의 탄소원자를 갖는 지방족, 포화 또는 불포화 하이드로카르빌기이고, 시클로알킬, 아릴 또는 헤테로 아릴은 히드록시, 할로겐과 10개 까지의 탄소원자를 갖는 알킬, 알케닐 또는 알키닐로 부터 선택한 최소한 하나의 치환분에 의하여 치환 또는 비치환 된다. (ⅱ) 16개 까지의 탄소원자를 갖는 알킬, 알케닐 또는 알키닐에 의하여 치환 또는 비치환된 3-8개의 탄소원자를 갖는 시클로알킬 (ⅲ) 히드록실, C1-4알콕시, 할로겐 또는 16개까지의 탄소원자를 갖는 알킬, 알케닐 또는 알키닐에 의하여 치환 또는 비치환된 아릴 또는 헤테로 알릴이고;R2는 (ⅰ) 아릴, 시클로알킬, 할로겐, 히드록시, NHR3와 COX로 부터 선택된 하나 또는 그 이상의 치환분에 의하여 치환 또는 비치환된 10개 까지의 탄소원자를 갖는 알킬, 시클로알킬, 또는 알케닐, 여기서 R3는 수소, C1-4알킬, 아릴, 아미노산 잔기 또는 COX이고 X는 OH, C1-4알킬, NH2또는 아미노산잔기이다. (ⅱ) C1-4알킬, C1-4알콕시, C12-5아실, 할로겐, 히드록시 카르복시, 니트로, 트리할로 메틸, 페닐, C1-4아실하미노와 NHR4로 부터 선택한 하나 또는 그 이상의 치환분에 의하여 치환 또는 비치환된 아릴 또는 헤테로아릴이고, 여기서는 수소 또는 C1-4알킬이며; Y는 -S-, -SO- 또는 -SO2-이다. 이때 -YR2가 글루타티오닐, 시스테이닐 또는 시스테이닐글리시닐이면, R1은 12-16개의 탄소원자를 갖는 비치환 알카테트라에틸 또는 알카펜타에닐기 이와의 것이다)a) Y가 -S-인 유리산 형태의 일반식(Ⅰ)으로 표시되는 화합물은 ai) 다음 일반식(Ⅱ)으로 표시되는 유리산 형태인 화합물.(여기서 R1은 상술한 바와 같다)을 불활성 용매의 존재하에 다음 일반식(Ⅲ)의 염화 설페닐;R2SCl (Ⅲ)(상기식에서 R2는 상술한 바와 같다)과 반응시켜서 제조하고, 생성된 일반식(Ⅰ)으로 표시되는 화합물의 락튼을 단리시키거나 아니면 유리산 형태의 일반식(Ⅰ)으로 표시되는 화합물을 얻기 위하여 생성된 락튼을 가수분해 한다. aⅱ) 다음 일반식(Ⅳ)으로 표시되는 유리산 형태인 화합물;(여기서 R는 상술한 바와 같다)을 다음 일반식(Ⅴ)의 티올;R2SH (Ⅴ)(여기서 R2는 상술한 바와 같다)과 반응시켜서 제조한다. b) Y가 -S-인 상기의 일반식(Ⅰ)으로 표시되는, 유리산 형태인 대응하는 화합물을 산화시켜서 Y가 -SO- 또는 -SO2-인 상기 일반식(Ⅰ)으로 표시되는 유리산 형태인 화합물을 제조하며; c) 다음 일반식(Ⅵ)의 화합물;R1-CH2-SO2R2(Ⅵ)(여기서 R1과 R2는 상술한 바와 같다)을 다음 일반식(Ⅳ)으로 표시되는 유리산 형태의 화합물;과 반응시켜서 Y가 -SO2-인 일반식(Ⅰ)으로 표시되는 유리산형태의 화합물을 제조하고, 필요하면 유리산, 락톤, 염, 또는 에스테르 형태의 생성된 화합물을 단리시켜서 제조함블 특징으로 하는 일반식(Ⅰ)으로 표시되는 화합물의 제조방법.
- 청구범위 1에 있어서, R1이 청구범위 1에 언급한 (ⅰ) 또는 (ⅱ) 또는 (ⅲ)히드록실, 할로겐 또는 16개 까지의 탄소 원자를 갖는 알킬, 아케닐 또는 알키닐에 의하여 치환 또는 비치환된 아릴 또는 헤테로 아릴이고; R2가 (ⅰ)아릴, 할로겐, 히드록시, NHR3과 COX로 부터 선택한 하나 또는 그 이상의 치환분에 의하여 치환 또는 비치환된, 10개까지의 탄소원자를 갖는 알킬, 또는 알케닐, (여기서 R3는 수소, C1-4알킬, 알릴, 아미노산 잔기 또는 COX이고, X는 OH 또는 아미노산잔기이다.) 또는 (i)C1-4알킬, C1-4알콕시, 할로겐, 히드록시, 카르복시와 NHR4(여기서 R4는 수소 또는 C1-4알킬)로부터 선택된 하나 또는 그 이상의 치환분에 의하여 치환 또는 비치환 된 아릴 또는 헤테로 아릴임을 특징으로 하는 일반식(Ⅰ)의화합물의 제조방법.
- 다음 일반식의 청구범위 1에 있어서,상기식에서 아릴, 시클로알킬, 할로겐, 히드록시, NHR3와COX로부터 선택한 하나 또는 그 이상 치환 또는 비치환된, 10개까지의 탄소원자를 갖는 알킬, 시클로알킬 또는 알케닐이고(여기서 R3는 C1-4알킬, 아릴, 아미노산 잔기 또는 COX이고, X는 OH, C1-4알킬, NH2또는 아미노산잔기이다). R5는 3-14개의 탄소원자를 갖는 알킬 또는 알케닐 이고, 알케닐기는 식 R7CH=CH-(여기서 R7은 C1-12알킬) 또는 페닐, 나프틸이고, R6가 수소 또는 C1-4알킬임을 특징으로 하는 상기 일반식의 화합물과, 이의 락톤, 염과 에스테르형태인 화합물의 제조방법.
- 다음 일반식으로 표시되는 청구범위 1의 화합물에 있어서,상기식에서 R1이 치환 또는 비치환 페닐 또는 나프틸 또는 식 R5-CH∥CH-의 기(여기서 R5는 페닐, 벤질 또는 나프틸 이다)이고, R2가 비치환 또는 치환 페닐임을 특징으로 하는 상기 일반식의 화합물과, 이의 락톤, 염과 에스테르 형태인 화합물의 제조방법.
- 다음 일반식으로 표시되는 청구범위 1의 화합물에 있어서,상기식에서 R5이 식 CH=CH- 또는 R5-CH2=CH2-의 기(여기서 R5는 페닐이다) 이고, R2가 비치환 또는 치환 C1-4알킬 또는 비치환 또는 치환 페닐임을 특징으로 하는 상기 일반식의 화합물과, 이의 락톤, 염과 에스테르 형태인 화합물의 제조방법.
- 다음 일반식(Ⅳ)으로 표시되는, 유리산 형태인 중간 화합물상기식에서 R'1는 청구범위 1에 표시한 R1과 의미가 같으며, 이때 C12-C16의 알카테트라에닐이나 알카펜타에닐기는 제외된다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8118720 | 1981-06-18 | ||
| GB8118720 | 1981-06-18 | ||
| GB8213211 | 1982-05-07 | ||
| GB18213211 | 1982-05-07 | ||
| GB8213211 | 1982-05-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840000483A true KR840000483A (ko) | 1984-02-22 |
| KR890000622B1 KR890000622B1 (ko) | 1989-03-22 |
Family
ID=26279835
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR828202722A KR890000622B1 (ko) | 1981-06-18 | 1982-06-18 | 5-히드록시-6-티오-치환 알칸산 유도체의 제조방법 |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4513005A (ko) |
| EP (1) | EP0068739B1 (ko) |
| KR (1) | KR890000622B1 (ko) |
| AU (1) | AU549814B2 (ko) |
| BG (1) | BG37226A3 (ko) |
| CA (1) | CA1224795A (ko) |
| CS (1) | CS241109B2 (ko) |
| DD (1) | DD202697A5 (ko) |
| DE (1) | DE3261237D1 (ko) |
| DK (1) | DK271682A (ko) |
| ES (3) | ES8307212A1 (ko) |
| FI (1) | FI77847C (ko) |
| GB (1) | GB2101594B (ko) |
| GR (1) | GR76838B (ko) |
| HU (1) | HU192105B (ko) |
| IE (1) | IE53522B1 (ko) |
| IL (1) | IL66056A0 (ko) |
| NZ (1) | NZ200984A (ko) |
| PH (1) | PH23051A (ko) |
| PL (4) | PL240483A1 (ko) |
| PT (1) | PT75058B (ko) |
| RO (1) | RO83706B (ko) |
| ZA (1) | ZA824294B (ko) |
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| FR2480747A1 (fr) * | 1980-04-17 | 1981-10-23 | Roques Bernard | Derives d'acides amines et leur application therapeutique |
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| US5017583A (en) * | 1983-04-21 | 1991-05-21 | Merck Frosst Canada, Inc. | Leukotriene antagonists |
| US4720505A (en) * | 1983-06-27 | 1988-01-19 | Merck Frosst Canada, Inc. | Leukotriene antagonists |
| GB8320943D0 (en) * | 1983-08-03 | 1983-09-07 | Lilly Industries Ltd | Organic compounds |
| EP0147217A3 (en) * | 1983-12-27 | 1986-08-13 | Merck Frosst Canada Inc. | Leukotriene antagonists |
| AU572615B2 (en) | 1983-12-27 | 1988-05-12 | Sony Corporation | Electrically conductive adhesive sheet circuit board and electrical connection structure |
| US4761425A (en) * | 1983-12-27 | 1988-08-02 | Merck Frosst Canada, Inc. | Leukotriene antagonists |
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| US4649215A (en) * | 1984-06-28 | 1987-03-10 | Ciba-Geigy Corporation | Aliphatic thioethers |
| US4988716A (en) * | 1984-07-18 | 1991-01-29 | Schering Corporation | Inhibitors of slow reacting substance of anaphylaxis |
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| US4758594A (en) * | 1984-07-18 | 1988-07-19 | Schering Corporation | Inhibitors of slow reacting substance of anaphylaxis |
| GB8502258D0 (en) * | 1985-01-30 | 1985-02-27 | Lilly Industries Ltd | Organic compounds |
| AU595193B2 (en) * | 1985-04-19 | 1990-03-29 | Smithkline Beckman Corporation | Thio substituted acidic derivatives |
| US4937253A (en) * | 1985-04-19 | 1990-06-26 | Smithkline Beecham Corporation | Ester prodrugs |
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| US4939279A (en) * | 1985-04-19 | 1990-07-03 | Smithkline Beecham Corporation | Leukotriene antagonists |
| CA1309557C (en) | 1985-06-18 | 1992-10-27 | Robert N. Young | Leukotriene antagonists |
| US4990526A (en) * | 1985-06-18 | 1991-02-05 | Merck Frosst Canada, Inc. | Leukotriene antagonists, compositions and methods of use thereof |
| US4696946A (en) * | 1985-08-30 | 1987-09-29 | Schering Corporation | Topical Treatment of hyperproliferative skin diseases |
| US4783483A (en) * | 1985-10-03 | 1988-11-08 | Ortho Pharmaceutical Corporation | Epoxides useful as antiallergic agents |
| FI864901A (fi) * | 1985-12-06 | 1987-06-07 | Ciba Geigy Ag | Hydroxitioetrar. |
| KR870011086A (ko) * | 1986-05-29 | 1987-12-19 | 벤자민 에프. 램버트 | 포스포리파제 a₂억제제 및 그의 합성방법 |
| GB8709547D0 (en) * | 1987-04-22 | 1987-05-28 | Lilly Industries Ltd | Organic compounds |
| DE3724735A1 (de) * | 1987-07-25 | 1989-02-02 | Hoechst Ag | Leukotrienantagonisten, verfahren zu ihrer herstellung, ihre anwendung zur behandlung von krankheiten, sowie vorprodukte |
| DE3724669A1 (de) * | 1987-07-25 | 1989-02-02 | Hoechst Ag | Leukotrienantagonisten, verfahren zu ihrer herstellung und ihre anwendung zur behandlung von krankheiten |
| GB8725260D0 (en) * | 1987-10-28 | 1987-12-02 | Lilly Industries Ltd | Organic compounds |
| AU610528B2 (en) * | 1987-10-29 | 1991-05-23 | Smithkline Beckman Corporation | Leukotriene antagonists |
| GB8807016D0 (en) * | 1988-03-24 | 1988-04-27 | Lilly Industries Ltd | Organic compounds & their pharmaceutical use |
| US5073571A (en) * | 1988-06-16 | 1991-12-17 | Washington University | Method of inhibiting virus |
| US4954513A (en) * | 1988-12-23 | 1990-09-04 | Smithkline Beecham Corporation | Leukotriene antagonists |
| US5149835A (en) * | 1989-04-27 | 1992-09-22 | University Of New Mexico | Substituted mevalonolactones, and methods for stereoselective preparation thereof and desmethyl homologues thereof |
| EP0410244A1 (en) * | 1989-07-27 | 1991-01-30 | Bayer Ag | Leukotriene antagonists |
| US5238683A (en) * | 1989-11-24 | 1993-08-24 | The United States Of America As Represented By The Department Of Health And Human Services | Aerosol preparation of glutathione and a method for augmenting glutathione level in lungs |
| JPH05506662A (ja) * | 1990-05-01 | 1993-09-30 | スミスクライン・ビーチャム・コーポレイション | ３―ナフチル―３―カルボキシアルキルチオまたはオキシ置換アルカン酸ロイコトリエン拮抗剤 |
| US8026280B2 (en) * | 2001-03-27 | 2011-09-27 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors |
| US7842727B2 (en) * | 2001-03-27 | 2010-11-30 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors |
| US7312247B2 (en) * | 2001-03-27 | 2007-12-25 | Errant Gene Therapeutics, Llc | Histone deacetylase inhibitors |
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|---|---|---|---|---|
| US3177227A (en) * | 1963-01-30 | 1965-04-06 | Shell Oil Co | Lactone production |
| DE2945497A1 (de) * | 1979-03-06 | 1980-10-09 | Degussa | Derivate der d-2-hydroxy-4-methylmercaptobuttersaeure, verfahren zu deren herstellung und deren verwendung |
| US4311645A (en) * | 1980-03-24 | 1982-01-19 | Hoffmann-La Roche Inc. | Synthesis of SRS-active compounds |
| FR2479213A1 (fr) * | 1980-03-28 | 1981-10-02 | Roussel Uclaf | Procede de preparation d'acide pentenoique possedant une fonction aldehyde |
| JPS57118555A (en) * | 1981-01-13 | 1982-07-23 | Ono Pharmaceut Co Ltd | Leucotriene-analog compound, its preparation, and leucotriene-biosynthesis inhibiting agent containing said compound as active component |
| US4352757A (en) * | 1981-02-02 | 1982-10-05 | Smithkline Beckman Corporation | Process for the preparation of esters of leukotriene A |
-
1982
- 1982-06-09 US US06/386,570 patent/US4513005A/en not_active Expired - Fee Related
- 1982-06-14 IL IL66056A patent/IL66056A0/xx not_active IP Right Cessation
- 1982-06-16 HU HU821941A patent/HU192105B/hu not_active IP Right Cessation
- 1982-06-16 PH PH27436A patent/PH23051A/en unknown
- 1982-06-16 NZ NZ200984A patent/NZ200984A/en unknown
- 1982-06-16 DK DK271682A patent/DK271682A/da not_active Application Discontinuation
- 1982-06-16 PT PT75058A patent/PT75058B/pt not_active IP Right Cessation
- 1982-06-17 RO RO107910A patent/RO83706B/ro unknown
- 1982-06-17 DD DD82240838A patent/DD202697A5/de not_active IP Right Cessation
- 1982-06-17 ES ES513221A patent/ES8307212A1/es not_active Expired
- 1982-06-17 EP EP82303154A patent/EP0068739B1/en not_active Expired
- 1982-06-17 CA CA000405382A patent/CA1224795A/en not_active Expired
- 1982-06-17 ZA ZA824294A patent/ZA824294B/xx unknown
- 1982-06-17 GB GB08217589A patent/GB2101594B/en not_active Expired
- 1982-06-17 IE IE1443/82A patent/IE53522B1/en not_active IP Right Cessation
- 1982-06-17 DE DE8282303154T patent/DE3261237D1/de not_active Expired
- 1982-06-17 BG BG057037A patent/BG37226A3/xx unknown
- 1982-06-18 PL PL24048382A patent/PL240483A1/xx unknown
- 1982-06-18 KR KR828202722A patent/KR890000622B1/ko active
- 1982-06-18 FI FI822205A patent/FI77847C/fi not_active IP Right Cessation
- 1982-06-18 PL PL24048482A patent/PL240484A1/xx unknown
- 1982-06-18 CS CS824565A patent/CS241109B2/cs unknown
- 1982-06-18 PL PL23699282A patent/PL236992A1/xx unknown
- 1982-06-18 AU AU85008/82A patent/AU549814B2/en not_active Ceased
- 1982-06-18 GR GR68479A patent/GR76838B/el unknown
- 1982-06-18 PL PL1982240482A patent/PL137766B1/pl unknown
-
1983
- 1983-03-16 ES ES520670A patent/ES520670A0/es active Granted
- 1983-03-16 ES ES520671A patent/ES520671A0/es active Granted
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