KR870002158A - Hmg-coa 환원효소 억제제의 제조방법 - Google Patents
Hmg-coa 환원효소 억제제의 제조방법 Download PDFInfo
- Publication number
- KR870002158A KR870002158A KR1019860006430A KR860006430A KR870002158A KR 870002158 A KR870002158 A KR 870002158A KR 1019860006430 A KR1019860006430 A KR 1019860006430A KR 860006430 A KR860006430 A KR 860006430A KR 870002158 A KR870002158 A KR 870002158A
- Authority
- KR
- South Korea
- Prior art keywords
- dimethyl
- compound
- alkyl
- hydrogen
- formula
- Prior art date
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D309/30—Oxygen atoms, e.g. delta-lactones
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- (a) 하기 일반식(4)의 화합물을 테트라(C1-5알킬)암모늄 할라이드 및 유기산으로 처리하여 R이(C1-5알킬)이고 R3가 수소인 일반식(II)의 화합물을 생성시키고: (b) 임의로, 단계(a)로부터 생성된 화합물을 산성 조건하에 처리하여 R 및 R3가 수소인 일반식(II)의 화합물을 생성시키고: (c) 임의로, 단계(a) 또는 단계(b)로부터 생성된 화합물을 처리함으로써 디하이드록시산을 재락톤화시켜 일반식(I)의 화합물을 생성시키고: (d) 임의로, 단계(a) 또는 단계(b)로부터 생성된 화합물을 C1-5알칸을 또는 치환된 C1-5알칸올로 처리하여 R3가 C1-5알킬이거나, 페닐, 디메틸아미노 또는 아세틸아미노 그룹으로 치환된 C1-5알킬인 일반식(II)의 화합물을 생성시킴을 특징으로 하여, 하기 일반식(I) 또는 (II)로 나타내어지는 화합물 또는 R3가 수소인 일반식(II)화합물의 약제학적으로 허용되는 염을 제조하는 방법.상기 식에서, m은 1 내지 5이고: R은 수소 또는 (C1-5알킬)이며: R1은 수소 또는 메틸이고: R2는 수소 또는 메틸이며: R3는 수소:C1-5알킬: 또는 페닐, 디메틸아미노 또는 아세틸아미노로 이루어진 그룹 중의 한 치환체로 치환된 C1-5알킬이고: R'는(C1-5알킬)이며: a, b 및 c에서 점선은 임의의 이중결합을 나타낸다.
- 제1항에 있어서, n이 1내지 3이고 R2가 메틸인 방법.
- 제2항에 있어서, a,b또는 c에서의 점선중 하나가 이중 결합을 나타내거나 a 및 c에서의 점선이 이중결합을 나타내는 방법.
- 제3항에 있어서, a 및 c에서의 점선이 이중결합을 나타내는 방법.
- 제4항에 있어서, 제조된 화합물이 6(R)-[2-[8(S)-(2-메틸-4'-하이드록시부티릴옥시)-2(S),6(R)-디메틸-1,2,6,7,8,8a(R)-헥사하이드로나프틸-1(S)]에틸]-4(R)-하이드록시-3,4,5,6-테트라하이드로-2H-피란-2-온 또는 7-[1,2,6,7,8,8a(R)-헥사하이드로-2(S),6(R)-디메틸-8(S)-(2-메틸-4-하이드록시부티릴옥시)나프탈레닐-1(S)]-3(R),5(R)-디하이드록시헵타노산인 방법.
- 제4항에 있어서, R1이 메틸인 방법.
- 제6항에 있어서, 제조된 화합물이 6(R)-[2-8(S)-(2,2-디메틸-4-하이드록시부티릴옥시)-2(S),6(R)-디메틸-1,2,6,7,8,8a(R)-헥사하이드로나프틸-1(S)]에틸]-4(R)-하이드록시-3,4,5,6-테트라하이드로-2H-피란-2-온 및 7-[1,2,6,7,8,8a(R)-헥사하이드로-2(S), 6(R)-디메틸-8(S)-(2,2-디메틸-4-하이드록시부티릴옥시)나프탈레닐-1(S)]-3(R),5(R)-디하이드록시헵타노산: 6(R)-[2-[8(S)-(2,2-디메틸-5-하이드록시펜타노일옥시)-2(S),6(R)-디메틸-1,2,6,7,8,8a(R)-헥사하이드로나프틸-1(S)]에틸]-4(R)-하이드록시-3,4,5,6-테트라하이드로-2H-피란-2-온 및 7-[1,2,6,7,8,8a(R)-헥사하이드로-2(S),6(R)-디메틸-8(S)-(2,2-디메틸-5-하이드록시펜타노일옥시)나프탈레닐-1(S)]-3(R),5(R)-디하이드록시헵타노산 : 또는 6(R)-[2-[(S)-(2,2-디메틸-3-하이드록시프로피오닐옥시)-2(S),6(R)-디메틸-1,2,6,7,8,8a(R)-헥사하이드로나프틸-1(S)]에틸]-4(R)-하이드록시-3,4,5,6-테트라하이드로-2H-피란-2-온 및 7-[1,2,6,7,8,8a(R)-헥사하이드로-2(S),6(R)-디메틸-8(S)-(2,2-디메틸-3-하이드록시피오닐옥시)나프탈레닐-1(S)]-3(R),5(R)-디하이드록시헵타노산인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/762,736 US4668699A (en) | 1985-08-05 | 1985-08-05 | Novel HMG-CoA reductase inhibitors |
US762736 | 1996-12-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR870002158A true KR870002158A (ko) | 1987-03-30 |
Family
ID=25065902
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860006430A KR870002158A (ko) | 1985-08-05 | 1986-08-04 | Hmg-coa 환원효소 억제제의 제조방법 |
Country Status (13)
Country | Link |
---|---|
US (2) | US4668699A (ko) |
EP (1) | EP0211416B1 (ko) |
JP (1) | JPS6233133A (ko) |
KR (1) | KR870002158A (ko) |
AU (1) | AU6084686A (ko) |
CA (1) | CA1291143C (ko) |
DE (1) | DE3681991D1 (ko) |
DK (1) | DK370486A (ko) |
ES (1) | ES2000842A6 (ko) |
GR (1) | GR862006B (ko) |
IL (1) | IL79530A0 (ko) |
PT (1) | PT83077B (ko) |
ZA (1) | ZA865779B (ko) |
Families Citing this family (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3682557D1 (de) * | 1985-09-13 | 1992-01-02 | Sankyo Co | Hydroxy-ml-236b-derivate, deren herstellung und anwendung. |
US4916162A (en) * | 1986-05-05 | 1990-04-10 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
US4940727A (en) * | 1986-06-23 | 1990-07-10 | Merck & Co., Inc. | Novel HMG-CoA reductase inhibitors |
USRE36481E (en) * | 1986-06-23 | 2000-01-04 | Merck & Co., Inc. | HMG-CoA reductase inhibitors |
US5116870A (en) * | 1986-06-23 | 1992-05-26 | Merck & Co., Inc. | HMG-CoA reductase inhibitors |
US4789682A (en) * | 1987-03-17 | 1988-12-06 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
US4845237A (en) * | 1987-04-15 | 1989-07-04 | Merck & Co., Inc. | Acylation process for the synthesis of HMG-CoA reductase inhibitors |
PT88364A (pt) * | 1987-09-02 | 1989-07-31 | Merck & Co Inc | Process for preparing novel hmg-coa reductase inhibitors |
US4939143A (en) * | 1987-12-21 | 1990-07-03 | Rorer Pharmaceutical Corporation | Substituted cyclohexene derivatives as HMG-CoA reductase inhibitors |
US4994494A (en) * | 1987-12-21 | 1991-02-19 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | HMG-COA reductase inhibitors |
US4900754A (en) * | 1987-12-21 | 1990-02-13 | Rorer Pharmaceutical Corp. | HMG-COA reductase inhibitors |
US4904691A (en) * | 1987-12-21 | 1990-02-27 | Rorer Pharmaceutical Corporation | Novel HMG-CoA reductase inhibitors |
US5001144A (en) * | 1987-12-21 | 1991-03-19 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Substituted cyclohexene derivatives as HMG-CoA reductase inhibitors |
US4892884A (en) * | 1987-12-21 | 1990-01-09 | Rorer Pharmaceutical Corporation | Novel hmg-coa reductase inhibitors |
US5001128A (en) * | 1987-12-21 | 1991-03-19 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | HMG-COA reductase inhibitors |
US4904692A (en) * | 1987-12-21 | 1990-02-27 | Rorer Pharmaceutical Corporation | Novel HMG-CoA reductase inhibitors |
US4857547A (en) * | 1988-01-07 | 1989-08-15 | Merck & Co., Inc. | Novel HMG-CoA reductase inhibitors |
US4857546A (en) * | 1988-01-07 | 1989-08-15 | Merck & Co., Inc. | Novel HMG-CoA reductase inhibitors |
US4866068A (en) * | 1988-02-01 | 1989-09-12 | Merck & Co., Inc. | Novel HMG-CoA reductase inhibitors |
US5049696A (en) * | 1988-04-11 | 1991-09-17 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
FI893004A (fi) * | 1988-06-29 | 1989-12-30 | Merck & Co Inc | 5-oxygenerade hmg-coa-reduktas -inhibitorer. |
US5075327A (en) * | 1988-08-10 | 1991-12-24 | Hoffmann-La Roche Inc. | Antipsoriatic agents |
US5073568A (en) * | 1988-11-14 | 1991-12-17 | Hoffmann-La Roche Inc. | Antipsoriatic agents |
US5200549A (en) * | 1988-11-14 | 1993-04-06 | Hoffman-La Roche Inc. | Antipsoriatic agents |
US5021451A (en) * | 1988-11-14 | 1991-06-04 | Hoffman-La Roche Inc. | Method for inhibiting hyperproliferative diseases |
US5130306A (en) * | 1989-03-13 | 1992-07-14 | Merck & Co., Inc. | 5-Oxygenated HMG-COA reductase inhibitors |
US5132312A (en) * | 1989-03-27 | 1992-07-21 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Substituted cyclohexene derivatives as HMG-CoA reductase inhibitors |
IL90847A0 (en) * | 1989-06-09 | 1990-02-09 | Merck & Co Inc | 3-keto hmg-coa reductase inhibitors and pharmaceutical compositions containing them |
GB8915280D0 (en) * | 1989-07-04 | 1989-08-23 | British Bio Technology | Compounds |
FI94339C (fi) | 1989-07-21 | 1995-08-25 | Warner Lambert Co | Menetelmä farmaseuttisesti käyttökelpoisen /R-(R*,R*)/-2-(4-fluorifenyyli)- , -dihydroksi-5-(1-metyylietyyli)-3-fenyyli-4-/(fenyyliamino)karbonyyli/-1H-pyrroli-1-heptaanihapon ja sen farmaseuttisesti hyväksyttävien suolojen valmistamiseksi |
US4992429A (en) * | 1989-08-24 | 1991-02-12 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Novel HMG-COA reductase inhibitors |
EP0415188B1 (en) * | 1989-08-28 | 1996-03-20 | F. Hoffmann-La Roche Ag | Enzymatic method for determining analyte concentrations |
US4946860A (en) * | 1989-11-03 | 1990-08-07 | Rorer Pharmaceutical Corporation | Benzothiopyranyl derivatives as HMG-CoA reductase inhibitors |
US6630502B2 (en) | 1990-05-15 | 2003-10-07 | E.R. Squibb & Sons, Inc. | Method for preventing, stabilizing or causing regression of atherosclerosis employing a combination of a cholesterol lowering drug and an ace inhibitor |
GB9100174D0 (en) * | 1991-01-04 | 1991-02-20 | British Bio Technology | Compounds |
IL108432A (en) * | 1993-01-29 | 1997-09-30 | Sankyo Co | DERIVATIVES OF 3, 5-DIHYDROXY-7- £1, 2, 6, 7, 8, 8a-HEXAHYDRO-2- METHYL-8- (SUBSTITUTED ALKANOYLOXY)-1-NAPHTHYL| HEPTANOIC ACID AND THEIR LACTONES, THEIR PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
GB0003305D0 (en) | 2000-02-15 | 2000-04-05 | Zeneca Ltd | Pyrimidine derivatives |
JP2003012607A (ja) * | 2001-06-26 | 2003-01-15 | Mercian Corp | 新規なメバスタチン誘導体 |
AU2002366444A1 (en) * | 2001-11-08 | 2003-09-09 | Merck & Co., Inc. | Compounds useful in the treatment of anthrax |
KR20060013632A (ko) | 2002-05-17 | 2006-02-13 | 오쎄라 파마슈티걸즈, 인크. | 백내장 및 다른 안질환 발병의 개선 |
US20040119052A1 (en) * | 2002-12-20 | 2004-06-24 | Beavers William Anthony | Process for preparing alpha- and beta- methyl-gamma-butyrolactone and 3-methyltetrahydrofuran |
US7825134B2 (en) * | 2003-05-19 | 2010-11-02 | Othera Holding, Inc. | Amelioration of cataracts, macular degeneration and other ophthalmic diseases |
WO2007020079A2 (en) * | 2005-08-17 | 2007-02-22 | Synthon B.V. | Orally disintegratable simvastatin tablets |
WO2012100835A1 (en) | 2011-01-28 | 2012-08-02 | Laboratorios Del Dr. Esteve, S.A. | Methods and compositions for the treatment of aids |
CN104350036B (zh) * | 2012-06-05 | 2017-05-17 | 帝斯曼知识产权资产管理有限公司 | 4‑烷酰氧基‑2‑甲基丁酸的生产方法 |
DK3638044T3 (da) * | 2017-06-15 | 2024-06-10 | Dsm Ip Assets Bv | Frosne enzympellets |
KR20200066690A (ko) | 2017-10-16 | 2020-06-10 | 칭화대학교 | 메발로네이트 경로 억제제 및 이의 약제학적 조성물 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4137322A (en) * | 1976-11-02 | 1979-01-30 | Sankyo Company Limited | ML-236B carboxylic acid derivatives and their use as antihyperlipemic agents |
AU548996B2 (en) * | 1980-02-04 | 1986-01-09 | Merck & Co., Inc. | Tetrahydro-2h-pyran-2-one derivatives |
DK149080C (da) * | 1980-06-06 | 1986-07-28 | Sankyo Co | Fremgangsmaade til fremstilling af derivater af ml-236b-carboxylsyre |
US4376863A (en) * | 1981-08-21 | 1983-03-15 | Merck & Co., Inc. | Hypocholesterolemic fermentation products |
JPS5835144A (ja) * | 1981-08-27 | 1983-03-01 | Sankyo Co Ltd | Mb−530b誘導体およびその製造法 |
EP0094443A1 (en) * | 1982-05-17 | 1983-11-23 | Merck & Co. Inc. | 6(R)-(2-(8(S) (2,2-dimethylbutyryloxy)-2(S),6(S)-dimethyl-1,2,3,4,4a(S),5,6,7,8,8a(S)-decahydronaphthyl-1(S))ethyl)-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one, process for preparing and pharmaceutical composition containing the same |
JPS59122483A (ja) * | 1982-12-28 | 1984-07-14 | Nippon Chemiphar Co Ltd | 新規なモナコリン誘導体 |
EP0137445B1 (en) * | 1983-10-11 | 1990-01-03 | Merck & Co. Inc. | Process for c-methylation of 2-methylbutyrates |
JPH09122483A (ja) * | 1995-10-31 | 1997-05-13 | Matsushita Electric Ind Co Ltd | 窒素酸化物・硫黄酸化物吸収剤 |
-
1985
- 1985-08-05 US US06/762,736 patent/US4668699A/en not_active Expired - Fee Related
-
1986
- 1986-07-28 IL IL79530A patent/IL79530A0/xx unknown
- 1986-07-28 PT PT83077A patent/PT83077B/pt unknown
- 1986-07-29 GR GR862006A patent/GR862006B/el unknown
- 1986-07-31 CA CA000515138A patent/CA1291143C/en not_active Expired - Fee Related
- 1986-08-01 ZA ZA865779A patent/ZA865779B/xx unknown
- 1986-08-01 DE DE8686110655T patent/DE3681991D1/de not_active Expired - Fee Related
- 1986-08-01 EP EP86110655A patent/EP0211416B1/en not_active Expired - Lifetime
- 1986-08-04 KR KR1019860006430A patent/KR870002158A/ko not_active Application Discontinuation
- 1986-08-04 DK DK370486A patent/DK370486A/da not_active Application Discontinuation
- 1986-08-04 AU AU60846/86A patent/AU6084686A/en not_active Abandoned
- 1986-08-05 ES ES8600874A patent/ES2000842A6/es not_active Expired
- 1986-08-05 JP JP61182847A patent/JPS6233133A/ja active Pending
-
1987
- 1987-03-11 US US07/024,439 patent/US4851436A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
IL79530A0 (en) | 1986-11-30 |
EP0211416A2 (en) | 1987-02-25 |
ZA865779B (en) | 1987-03-25 |
JPS6233133A (ja) | 1987-02-13 |
PT83077B (en) | 1988-07-13 |
DK370486D0 (da) | 1986-08-04 |
EP0211416A3 (en) | 1987-09-23 |
DK370486A (da) | 1987-02-06 |
DE3681991D1 (de) | 1991-11-21 |
EP0211416B1 (en) | 1991-10-16 |
US4851436A (en) | 1989-07-25 |
AU6084686A (en) | 1987-02-12 |
CA1291143C (en) | 1991-10-22 |
ES2000842A6 (es) | 1988-03-16 |
PT83077A (en) | 1986-08-01 |
GR862006B (en) | 1986-12-23 |
US4668699A (en) | 1987-05-26 |
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