KR840009091A - N-산화 피리딜 카르복실산 에스테르의 제조방법 - Google Patents
N-산화 피리딜 카르복실산 에스테르의 제조방법 Download PDFInfo
- Publication number
- KR840009091A KR840009091A KR1019840002323A KR840002323A KR840009091A KR 840009091 A KR840009091 A KR 840009091A KR 1019840002323 A KR1019840002323 A KR 1019840002323A KR 840002323 A KR840002323 A KR 840002323A KR 840009091 A KR840009091 A KR 840009091A
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- KR
- South Korea
- Prior art keywords
- oxidized
- product
- compound
- carboxylic acid
- ester
- Prior art date
Links
- -1 pyridyl carboxylic acid ester Chemical class 0.000 title claims 8
- 238000004519 manufacturing process Methods 0.000 title claims 5
- 239000007858 starting material Substances 0.000 claims 6
- 150000002148 esters Chemical class 0.000 claims 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000000815 N-oxide group Chemical group 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 150000002978 peroxides Chemical class 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- OUZWJTGVKVJSFA-UHFFFAOYSA-N 2-(2-tert-butyl-4-cyclohexylphenyl)-1-oxidopyridin-1-ium-3-carboxylic acid Chemical group CC(C)(C)C1=CC(C2CCCCC2)=CC=C1C1=C(C(O)=O)C=CC=[N+]1[O-] OUZWJTGVKVJSFA-UHFFFAOYSA-N 0.000 claims 1
- XUKGKWRCTITTLJ-UHFFFAOYSA-N 2-(pyridin-3-ylmethoxy)ethyl 2-(4-chlorophenoxy)-2-methylpropanoate Chemical compound C=1C=CN=CC=1COCCOC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 XUKGKWRCTITTLJ-UHFFFAOYSA-N 0.000 claims 1
- JLYDPEZMYMABFQ-UHFFFAOYSA-N 6-cyclohexyl-2-phenylpyridine-3-carboxylic acid Chemical compound OC(=O)C1=CC=C(C2CCCCC2)N=C1C1=CC=CC=C1 JLYDPEZMYMABFQ-UHFFFAOYSA-N 0.000 claims 1
- 240000000662 Anethum graveolens Species 0.000 claims 1
- 229960000583 acetic acid Drugs 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000012362 glacial acetic acid Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- QEJPOSAIULNDLU-UHFFFAOYSA-N phenyl pyridine-3-carboxylate Chemical compound C=1C=CN=CC=1C(=O)OC1=CC=CC=C1 QEJPOSAIULNDLU-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
-
- 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
- C07D213/89—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 다음 일반식을 갖는 N-산화 피리딜 카르복실산 에스테르의 제조방법에 있어서, 질소가 산화되지 않은 다음 일반식의 피리딜 카르복실산 에스테르를 과산화산이나 빙초산/과산화수소와 반응시킴으로써 N-산화시켜 필요한 N-산화화합물을 제조함을 특징으로 하는 N-산화 피리딜 카르복실산 에스테르의 제조방법.이 식에서 R은인데R에서, X는 수소원자, 직쇄상이나 측쇄상 C1-C5-알칼, C5-C12-시클로알킬, 1-아다만틸이나 시클로헥실아세틸이고, Y는 수소원자, 직쇄상이나 측쇄상 C1-C5-알킬,2-에틸벤조 푸라노일-3이나 C5-C12-시클로알킬 또는 2-〔(4-클로로 페녹시)-2메틸프로판오일옥시〕에틸이다.
- 제1항에 있어서, 출발 화합물이 2-시클헥실페닐니코 티네이트이며 생성물이 2-시클로헥실페닐니고 티네이트의 N-산화물임을 특징으로 하는 N-산화 피리딜 카르복실산 에스테르의 제조방법.
- 제1항에 있어서, 출발 화합물이 4-시클헥실페닐니코 티네이트이며 생성물이 4-시클로헥실페닐니고 티네이트의 N-솬화물임을 특징으로 하는 N-산화 피리딜 카르복실산 에스테르의 제조방법.
- 제1항에 있어서, 출발 화합물이 시클헥실페닐니코 티네이트인데 시클로헥실페닐니코티네이트에서 저급 알킬치환분 역시 페닐 고리상에 존재하며 생성물이 의의 N-산화물임을 특징으로 하는 N-산화 피리딜 카르복실, 에스테르의 제조방법.
- 제1항에 있어서, 출발 화합물이 2-t-부틸-4시클헥실페닐니코티네이트이며 생성물이 2-t-부틸-4-시클로헥실페닐니코티네이트이 N-산화물임을 특징으로 하는 N-산화 피리딜 카르복실산, 에스테르의 제조방법.
- 제1항에 있어서, 출발 화합물이 4-(2-에틸-3-옥소-베조푸란) 페닐니코티네이트이며 생성물이 4-(2-에틸-3-옥소-벤조푸란) 페닐니코티네이트의 N-산화물임을 특징으로 하는 N-산화 피리딜 카르복실, 에스테르의 제조방법.
- 제1항에있어서, 출발화합물이 1-〔2-(4-클로로 페녹시)-2메틸프로판오시〕-2-(니코틴오일옥시) 에탄이며 생성물이 1-〔2-(4-클로로 페녹시)-2-메틸프로판오시〕-2-(니코틴오일옥시) 에탄의 N-산화물임을 특징으로 하는 N-산화 피리딜 카르복실, 에스테르의 제조방법.
- 제1항에 있어서, 반응을 비 반응성 유기용매 존재하에서 약 -10°에서 60℃ 사이의 온도로 실시하되 과산화산이나 과산화수소를 과량으로 사용하여서 실시함을 특징으로 하는 N-산화 피리딜 카르복실, 에스테르의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833315877 DE3315877A1 (de) | 1983-05-02 | 1983-05-02 | N-oxide von pyridyl-carbonsaeureestern, ein verfahren zu ihrer herstellung und pharmazeutische mittel, die diese verbindungen enthalten |
| DE3315877.0 | 1983-05-02 | ||
| DEP3315877.0 | 1983-05-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840009091A true KR840009091A (ko) | 1984-12-24 |
| KR860001907B1 KR860001907B1 (ko) | 1986-10-24 |
Family
ID=6197884
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840002323A KR860001907B1 (ko) | 1983-05-02 | 1984-04-30 | N-산화 피리딜 카르복실산 에스테르의 제조방법 |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US4758581A (ko) |
| JP (1) | JPS59206357A (ko) |
| KR (1) | KR860001907B1 (ko) |
| AU (1) | AU564780B2 (ko) |
| BE (1) | BE899558A (ko) |
| CA (1) | CA1247092A (ko) |
| CH (1) | CH660005A5 (ko) |
| CS (1) | CS241082B2 (ko) |
| DE (1) | DE3315877A1 (ko) |
| DK (1) | DK159105C (ko) |
| ES (1) | ES532079A0 (ko) |
| FI (1) | FI80444C (ko) |
| FR (1) | FR2545486B1 (ko) |
| GB (1) | GB2139621B (ko) |
| GR (1) | GR79862B (ko) |
| HU (1) | HU191681B (ko) |
| IE (1) | IE57393B1 (ko) |
| IL (1) | IL71734A (ko) |
| IT (1) | IT1206144B (ko) |
| LU (1) | LU85344A1 (ko) |
| NL (1) | NL8401357A (ko) |
| SE (1) | SE454986B (ko) |
| YU (1) | YU45900B (ko) |
| ZA (1) | ZA843278B (ko) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6746691B2 (en) | 1993-09-20 | 2004-06-08 | Kos Pharmaceuticals, Inc. | Intermediate release nicotinic acid compositions for treating hyperlipidemia having unique biopharmaceutical characteristics |
| US6080428A (en) | 1993-09-20 | 2000-06-27 | Bova; David J. | Nicotinic acid compositions for treating hyperlipidemia and related methods therefor |
| US6129930A (en) | 1993-09-20 | 2000-10-10 | Bova; David J. | Methods and sustained release nicotinic acid compositions for treating hyperlipidemia at night |
| US6676967B1 (en) | 1993-09-20 | 2004-01-13 | Kos Pharmaceuticals, Inc. | Methods for reducing flushing in individuals being treated with nicotinic acid for hyperlipidemia |
| US6818229B1 (en) | 1993-09-20 | 2004-11-16 | Kos Pharmaceuticals, Inc. | Intermediate release nicotinic acid compositions for treating hyperlipidemia |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1256M (fr) * | 1961-06-26 | 1962-04-16 | M I P Soc Amilloise De Prod Ch | Médicament hypocholésterolémiant a base de n-oxyde de l'acide nicotinique. |
| GB1213162A (en) * | 1966-11-16 | 1970-11-18 | Astra Ab | Serum lipid lowering pyridine derivatives and their preparation |
| AT291853B (de) * | 1967-03-22 | 1971-08-10 | Buero Patent Ag | Automatische, gleislose Förderanlage |
| US4321268A (en) * | 1979-02-08 | 1982-03-23 | Merz & Co. | Certain substituted phenyl esters of nicotinic acid, compositions and methods of using same |
| DE3009099A1 (de) * | 1980-03-10 | 1981-09-17 | Merz + Co GmbH & Co, 6000 Frankfurt | Neue phenylester der nikotinsaeure und verfahren zu ihrer herstellung |
| GB2193359B (en) * | 1986-07-31 | 1990-07-11 | Multitone Electronics Plc | Area communications systems |
| US4797656A (en) * | 1987-01-28 | 1989-01-10 | Keppler Charles N | Appliance paging system |
| US5012749A (en) * | 1988-12-27 | 1991-05-07 | The Allen Group Inc. | Radio controlled material handling apparatus |
| US4962377A (en) * | 1989-02-09 | 1990-10-09 | Motorola, Inc. | Paging by text matching |
-
1983
- 1983-05-02 DE DE19833315877 patent/DE3315877A1/de active Granted
-
1984
- 1984-04-26 CH CH2092/84A patent/CH660005A5/de not_active IP Right Cessation
- 1984-04-26 YU YU74384A patent/YU45900B/sh unknown
- 1984-04-26 SE SE8402297A patent/SE454986B/sv not_active IP Right Cessation
- 1984-04-27 NL NL8401357A patent/NL8401357A/nl not_active Application Discontinuation
- 1984-04-28 HU HU841684A patent/HU191681B/hu not_active IP Right Cessation
- 1984-04-30 ES ES532079A patent/ES532079A0/es active Granted
- 1984-04-30 KR KR1019840002323A patent/KR860001907B1/ko not_active IP Right Cessation
- 1984-04-30 GR GR74551A patent/GR79862B/el unknown
- 1984-05-01 DK DK216484A patent/DK159105C/da not_active IP Right Cessation
- 1984-05-01 GB GB08411081A patent/GB2139621B/en not_active Expired
- 1984-05-01 IE IE1074/84A patent/IE57393B1/en not_active IP Right Cessation
- 1984-05-01 CA CA000453248A patent/CA1247092A/en not_active Expired
- 1984-05-02 IL IL71734A patent/IL71734A/xx unknown
- 1984-05-02 BE BE0/212858A patent/BE899558A/fr not_active IP Right Cessation
- 1984-05-02 CS CS843252A patent/CS241082B2/cs unknown
- 1984-05-02 FR FR8406845A patent/FR2545486B1/fr not_active Expired
- 1984-05-02 AU AU27604/84A patent/AU564780B2/en not_active Ceased
- 1984-05-02 FI FI841736A patent/FI80444C/fi not_active IP Right Cessation
- 1984-05-02 JP JP59087963A patent/JPS59206357A/ja active Granted
- 1984-05-02 IT IT8420763A patent/IT1206144B/it active
- 1984-05-02 ZA ZA843278A patent/ZA843278B/xx unknown
- 1984-05-02 LU LU85344A patent/LU85344A1/fr unknown
-
1987
- 1987-09-29 US US07/102,025 patent/US4758581A/en not_active Expired - Fee Related
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