KR850004574A - 나프탈렌 유도체의 제조방법 - Google Patents
나프탈렌 유도체의 제조방법 Download PDFInfo
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- KR850004574A KR850004574A KR1019840008146A KR840008146A KR850004574A KR 850004574 A KR850004574 A KR 850004574A KR 1019840008146 A KR1019840008146 A KR 1019840008146A KR 840008146 A KR840008146 A KR 840008146A KR 850004574 A KR850004574 A KR 850004574A
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- carbon atoms
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- lower alkoxy
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- 238000000034 method Methods 0.000 title claims 15
- 150000002790 naphthalenes Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 20
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 14
- 125000005843 halogen group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000001424 substituent group Chemical group 0.000 claims 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 6
- 125000005842 heteroatom Chemical group 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 239000001301 oxygen Chemical group 0.000 claims 6
- 229910052717 sulfur Chemical group 0.000 claims 6
- 239000011593 sulfur Chemical group 0.000 claims 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-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 5
- 239000002253 acid Substances 0.000 claims 4
- -1 salt salt Chemical class 0.000 claims 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 3
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- CBEAVLISFDMHNK-UHFFFAOYSA-N (4-acetyloxy-6-chloro-2,3-diphenoxynaphthalen-1-yl) acetate Chemical compound C=1C=CC=CC=1OC1=C(OC(C)=O)C2=CC(Cl)=CC=C2C(OC(=O)C)=C1OC1=CC=CC=C1 CBEAVLISFDMHNK-UHFFFAOYSA-N 0.000 claims 1
- GBHBCWSWIGDAPC-UHFFFAOYSA-N (4-benzoyloxy-6-chloro-2,3-dimethoxynaphthalen-1-yl) benzoate Chemical compound C=12C=C(Cl)C=CC2=C(OC(=O)C=2C=CC=CC=2)C(OC)=C(OC)C=1OC(=O)C1=CC=CC=C1 GBHBCWSWIGDAPC-UHFFFAOYSA-N 0.000 claims 1
- ALWNKKCVLSSBPB-UHFFFAOYSA-N (4-benzoyloxy-6-chloro-2,3-diphenoxynaphthalen-1-yl) benzoate Chemical compound C=1C=CC=CC=1OC=1C(OC=2C=CC=CC=2)=C(OC(=O)C=2C=CC=CC=2)C2=CC(Cl)=CC=C2C=1OC(=O)C1=CC=CC=C1 ALWNKKCVLSSBPB-UHFFFAOYSA-N 0.000 claims 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical group [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- 239000004098 Tetracycline Substances 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
- 229960002180 tetracycline Drugs 0.000 claims 1
- 229930101283 tetracycline Natural products 0.000 claims 1
- 235000019364 tetracycline Nutrition 0.000 claims 1
- 150000003522 tetracyclines Chemical class 0.000 claims 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
- C07C205/46—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group the carbon skeleton containing carbon atoms of quinone rings
- C07C205/47—Anthraquinones containing nitro groups
- C07C205/48—Anthraquinones containing nitro groups the carbon skeleton being further substituted by singly-bound oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
-
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/24—Quinones containing halogen
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
- C07C50/32—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having two rings
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- C07C69/017—Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring
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- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
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- Animal Behavior & Ethology (AREA)
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- Pain & Pain Management (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Multiple-Way Valves (AREA)
- Electrical Discharge Machining, Electrochemical Machining, And Combined Machining (AREA)
- Organic Insulating Materials (AREA)
- Luminescent Compositions (AREA)
- Steroid Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyridine Compounds (AREA)
Abstract
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Claims (16)
- 하기 일반식(Ⅸ)의 화합물을 산무수물과 반응시킨 다음, 임의로, R3가 S(O)nR〔여기서, R은 질소, 산소 및 황중에서 선택한 한개 또는 두개의 헤테로원자를 함유하고 있는 삼원환 내지 구원환 헤테로사이의 클릭 아릴(이것은 저급알킬, 저급알콕시, 할로 및 시아노중에서 선택한 한개이상의 치환체들에 의해 임의로 치환된다)이다〕인 일반식(Ⅰ)의 유리화합물을 제약학상 허용되는 산부가염으로 전환시키거나, R3가 S(O)nR〔여기서, R은 질소, 산소 및 황중에서 선택한 한개 또는두개의 헤테로 원자를 함유하고 있는 삼원환 내지 구원환테헤로사이클릭 아릴(이것은 저급알킬, 저급알콕시, 할로 및 시아노 중에서 선택한 한개이상의 치환체에 의해 임의로 치환된다)이다〕인 일반식(Ⅰ)의 화합물의 제약학상 허용되는 산부가염을 R3가 S(O)nR〔여기서, R은 질소, 산소 및 황중에서 선택한 한개 또는두개의 헤테로원자를 함유하고 있는 삼원환 내지 구원환 테헤로 사이클릭 아릴(이것은 저급알킬, 저급알콕시, 할로 및 시아노중에서 선택된 한개이상의 치환체들에 의해 임의로 치환된다)이다〕인 일반식(Ⅰ)의 유리화합물로 전환시키거나, R3가 S(O)nR〔여기서, R은 질소, 산소 및 황중에서 선택한 한개 또는두개의 헤테로원자를 함유하고 있는 삼원환 내지 구원환 테헤로사이클릭 아릴(이것은 저급알킬, 저급알콕시, 할로 및 시아노중에서 선택한 한개이상의 치환체에 의해 임의로 치환된다)인 일반식(Ⅰ)의 화합물의 제약학상 허용되는 산부가염을 R3가 S(O)nR〔여기서, R은 질소, 산소 및 황중에서 선택한 한개 또는두개의 헤테로원자를 함유하고 있는 삼원환 내지 구원환테헤로 사이클릭 아릴(이것은 저급알킬, 저급알콕시, 할로 및 시아노중에서 선택한 한개이상의 치환체들에 의해 임의로 치환된다)이다]인 일반식(Ⅰ)의 화합물의 다른 제약학상 허용되는 산염으로 전환시켜, 하기 일반식(Ⅰ)의 화합물 및 이의 제약학상 허용되는 산부가염을 제조하는 방법.상기 일반식에서, R1및 R2는 서로 동일하며; 탄소수 1내지 6의 저급알콕시; 탄소수 1내지 6의 저급알킬티오; 또는 탄소수 1내지 4의 저급알킬, 탄소수 1내지 4의 저급알콕시 및 할로중의 한개 또는 두개의 치환체에 의해 임의로 치환된 페녹시 또는 페닐티오이고; R3는 탄소수 1내지 6의 저급알킬; 탄소수 1내지 6의 저급알콕시; 또는 할로이고;m은 0.1 또는 2이거나; R3는 임의 치환된 페닐; 임의 치환된 페닐 저급알킬; 임의 치환된 페닐저급알콕시; 아미노; 저급알킬아미노; 저급디알킬아미노; 할로; 시아노; 또는 S(O)nR〔여기서, R은 탄소수 1내지 6의 저급알킬; 임의 치환된 페닐; 임의 치환된 페닐저급알킬; 또는 질소, 산소 및 황중에서 선택한 한개 또는 두개의 헤테로원자를 함유하고 있는 삼원환 내지 구원환 헤테로사이클릭아릴(이것은 저급알킬, 저급알콕시, 할로 및 시아노중에서 선택한 한개이상의 치환체들에 의해 임의로 치환된다)이고, n은 0.1 또는 2이다〕이고, m은 1이며; w는 탄소수 1내지 7의 알킬이거나, 페닐 또는 벤질(이들은 탄소수 1내지 4의 저급알킬, 탄소수 1내지 4의 저급알콕시 및 할로중의 한개 또는 두개의 치환체에 의해 임의로 치환된다)이며; 단, R1및 R2가 메톡시이고 w가 메틸이면, n은 0 또는 1이 아니다.
- 제1항에 있어서, m이 2인 화합물의 제조방법.
- 제1항에 있어서, 하기 일반식(Ⅰ)의 화합물을 제조하는 방법.상기 일반식에서, R1,R2,R3및 w는 제1항에서 정의한 바와같고, m은 0 또는 1이다.
- 제3항에 있어서, R3를 할로, 시아노 및 탄소수 1내지 4의 알콕시중에서 선택한 화합물의 제조방법.
- 제4항에 있어서, R3를 플루오로, 클로로 및 브로모중에서 선택하고 m은 1인 화합물의 제조방법.
- 제3항에 있어서, R3가 시아노인 화합물의 제조방법.
- 제5항에 있어서, w가 탄소수 1내지 7의 알킬인 화합물의 제조방법.
- 제7항에 있어서, R1및 R2는 서로 동일하며 탄소수 1내지 4의 저급알킬, 탄소수 1내지 4의 저급알콕시 및 할로중에서 선택한 한개 또는 두개의 치환체에 의해 임의로 치환된 페녹시 또는 페닐티오인 화합물의 제조방법.
- 제8항에 있어서, 6-클로로-2,3-디페녹시-1,4-디아세틸옥시나프탈렌을 제조하는 방법.
- 제8항에 있어서, 6-클로로-2,3-디페녹시-1,4-디-n-프로판오일옥시나프탈렌의 제조방법.
- 제8항에 있어서, 6-클로로-2,3-디페녹시-1,4-디-n-부탄오일옥시나프탈렌의 제조방법.
- 제5항에 있어서, w가 탄소수 1내지 4의 저급알킬, 탄소수 1내지 4의 저급알콕시 및 할로중에서 선택한 한개 또는 두개의 치환체에 의해 임의로 치환된 페닐 또는 벤질인 화합물의 제조방법.
- 제12항에 있어서, R1및 R2가 서로 동일하며 탄소수 1내지 6의 저급알콕시 또는 탄소수의 1내지 6의 저급알킬티오인 화합물의 제조방법.
- 제13항에 있어서, 6-클로로-2,3-디메톡시-1,4-디벤조일옥시나프탈렌의 제조방법.
- 제12항에 있어서, R1및 R2가 동일하며, 탄소수 1내지 4의 저급알킬, 탄소수 1내지 4의 저급알콕시, 및 할로중에서 선택한 한개 또는 두개의 치환체에 의해 임의로 치환된 페녹시 또는 페닐티오인 화합물의 제조방법.
- 제15항에 있어서, 6-클로로-2,3-디페녹시-1,4-디벤조일옥시나프탈렌의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US564155 | 1983-12-22 | ||
| US06/564,155 US4593120A (en) | 1982-10-27 | 1983-12-22 | Naphthalene anti-psoriatic agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR850004574A true KR850004574A (ko) | 1985-07-25 |
Family
ID=24253366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840008146A KR850004574A (ko) | 1983-12-22 | 1984-12-20 | 나프탈렌 유도체의 제조방법 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4593120A (ko) |
| EP (1) | EP0146145B1 (ko) |
| JP (1) | JPS60156642A (ko) |
| KR (1) | KR850004574A (ko) |
| AT (1) | ATE45877T1 (ko) |
| AU (1) | AU580277B2 (ko) |
| DE (1) | DE3479563D1 (ko) |
| DK (1) | DK617284A (ko) |
| ES (1) | ES538903A0 (ko) |
| FI (1) | FI845047L (ko) |
| HU (1) | HU195471B (ko) |
| IL (1) | IL73878A0 (ko) |
| NO (1) | NO160360C (ko) |
| NZ (1) | NZ210666A (ko) |
| ZA (1) | ZA849959B (ko) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4466981A (en) * | 1982-10-27 | 1984-08-21 | Syntex (U.S.A.) Inc. | Naphthalene anti-psoriatic agents |
| JPS60185745A (ja) * | 1984-01-27 | 1985-09-21 | シンテツクス（ユー・エス・エイ）インコーポレイテツド | 抗乾癬性ナフタレン化合物 |
| US4833164A (en) * | 1985-05-08 | 1989-05-23 | E. I. Du Pont De Nemours And Company | 2-substituted-1-naphthols, pharmaceutical compositions of, and their use as 5-lipoxygenase inhibitors |
| SU1600627A3 (ru) * | 1985-05-08 | 1990-10-15 | Е.И.Дюпон Де Немур Энд Компани (Фирма) | Способ получени 2-замещенных 1-нафтолов |
| US5026759A (en) * | 1985-05-08 | 1991-06-25 | Du Pont Merck Pharmaceutical | 2-substituted-1-naphthols as 5-lipoxygenase inhibitors |
| ZA866823B (en) * | 1985-09-09 | 1988-04-27 | Syntex Inc | Naphthalene anti-psoritic agents |
| US4792556A (en) * | 1985-09-09 | 1988-12-20 | Syntex (U.S.A.) Inc. | Naphthalene anti-psoriatic agents |
| NO169337C (no) * | 1987-03-09 | 1992-06-10 | Syntex Inc | Analogifremgangsmaate for fremstilling av terapeutisk virksomme nafthalenderivater. |
| US5134161A (en) * | 1987-03-09 | 1992-07-28 | Syntex (U.S.A.) Inc. | Method for treating disease states in mammals with naphthalene lipoxygenase-inhibiting agents |
| US4786652A (en) * | 1987-03-09 | 1988-11-22 | Syntex (U.S.A.) Inc. | Naphthalene anti-psoriatic agents |
| US4882339A (en) * | 1987-07-10 | 1989-11-21 | Ciba-Geigy Corporation | 4-Amino-substituted 1,2-dihydroxynaphthalene derivatives useful in inhibiting 5-lipoxygenase activity in mammals |
| US5242946A (en) * | 1988-10-27 | 1993-09-07 | Bio-Mega, Inc. | Treating herpes Viral infections |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4466981A (en) * | 1982-10-27 | 1984-08-21 | Syntex (U.S.A.) Inc. | Naphthalene anti-psoriatic agents |
| JPS60185745A (ja) * | 1984-01-27 | 1985-09-21 | シンテツクス（ユー・エス・エイ）インコーポレイテツド | 抗乾癬性ナフタレン化合物 |
| JPH0520420A (ja) * | 1991-07-12 | 1993-01-29 | Brother Ind Ltd | 図形処理装置 |
-
1983
- 1983-12-22 US US06/564,155 patent/US4593120A/en not_active Expired - Fee Related
-
1984
- 1984-12-20 JP JP59270570A patent/JPS60156642A/ja active Pending
- 1984-12-20 ZA ZA849959A patent/ZA849959B/xx unknown
- 1984-12-20 DK DK617284A patent/DK617284A/da not_active Application Discontinuation
- 1984-12-20 ES ES538903A patent/ES538903A0/es active Granted
- 1984-12-20 DE DE8484115947T patent/DE3479563D1/de not_active Expired
- 1984-12-20 KR KR1019840008146A patent/KR850004574A/ko not_active Application Discontinuation
- 1984-12-20 HU HU844753A patent/HU195471B/hu not_active IP Right Cessation
- 1984-12-20 EP EP84115947A patent/EP0146145B1/en not_active Expired
- 1984-12-20 FI FI845047A patent/FI845047L/fi not_active Application Discontinuation
- 1984-12-20 IL IL73878A patent/IL73878A0/xx unknown
- 1984-12-20 NZ NZ210666A patent/NZ210666A/xx unknown
- 1984-12-20 AT AT84115947T patent/ATE45877T1/de not_active IP Right Cessation
- 1984-12-20 AU AU37119/84A patent/AU580277B2/en not_active Ceased
- 1984-12-20 NO NO845147A patent/NO160360C/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4593120A (en) | 1986-06-03 |
| DE3479563D1 (en) | 1989-10-05 |
| ZA849959B (en) | 1986-08-27 |
| NO160360B (no) | 1989-01-02 |
| ATE45877T1 (de) | 1989-09-15 |
| EP0146145A2 (en) | 1985-06-26 |
| FI845047A0 (fi) | 1984-12-20 |
| JPS60156642A (ja) | 1985-08-16 |
| DK617284D0 (da) | 1984-12-20 |
| ES8600730A1 (es) | 1985-11-01 |
| AU580277B2 (en) | 1989-01-12 |
| DK617284A (da) | 1985-06-23 |
| NO160360C (no) | 1989-04-12 |
| IL73878A0 (en) | 1985-03-31 |
| AU3711984A (en) | 1985-07-04 |
| EP0146145B1 (en) | 1989-08-30 |
| HUT36079A (en) | 1985-08-28 |
| NZ210666A (en) | 1988-06-30 |
| HU195471B (en) | 1988-05-30 |
| ES538903A0 (es) | 1985-11-01 |
| FI845047L (fi) | 1985-06-23 |
| EP0146145A3 (en) | 1986-04-16 |
| NO845147L (no) | 1985-06-24 |
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