KR830001869A - 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 - Google Patents
1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법Info
- Publication number
- KR830001869A KR830001869A KR1019830000546A KR830000546A KR830001869A KR 830001869 A KR830001869 A KR 830001869A KR 1019830000546 A KR1019830000546 A KR 1019830000546A KR 830000546 A KR830000546 A KR 830000546A KR 830001869 A KR830001869 A KR 830001869A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- group
- formula
- hal
- acylamido
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/28—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with modified 2-carboxyl group
- C07D499/32—Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
- C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
- C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- 일반식(Ⅱ)의 화합물을 산화시키거나, R이일반식(Ⅰ) 화합물을 중수소화 하여 R이일반식(Ⅰ)의 상응하는 듀테로 화합물을 생성하여, 이들을 유리형태 또는 약제학적으로 무독한 염 또는 에스테르로 분리하는 것을 특징으로 하여 일반식(Ⅰ)의-1-아릴-2-아실아미도-3-플루오로-1-프로판올 화합물 및 그의 약제학적으로 무독한 염을 제조하는 방법.상기 일반식에서R은 하나 이상의 할로겐 원소로 치환될 수 있는 탄소수 하나 또는 둘의 알킬그룹을 나타내거나, 메틸설포닐메틸 또는 할로겐 듀테로알킬 그룹(여기서 Y는 -CH3, -CH2Hal 또는 Hal이며, Hal은 할로겐 원자를 나타낸다)을 나타내며,X는 R1SO- 또는 R1SO2-를 나타내며, R1은 탄소수 1내지 3의 저급 알킬이며,Z는 수소 또는 탄소수 16까지인 카복실산의 아실라디칼이고,X′는 R1SO- 또는 R1SO2-그룹으로 전환될 수 있는 상응하는 그룹, R1S- 또는 R1SO-이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/009,207 US4235892A (en) | 1979-02-05 | 1979-02-05 | 1-Aryl-2-acylamido-3-fluoro-1-propanols, methods for their use as antibacterial agents and compositions useful therefor |
US009,207 | 1979-02-05 | ||
US9207 | 1979-02-05 | ||
KR1019800000370A KR840001837B1 (ko) | 1979-02-05 | 1980-01-31 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019800000370A Division KR840001837B1 (ko) | 1979-02-05 | 1980-01-31 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830001869A true KR830001869A (ko) | 1983-05-19 |
KR840001964B1 KR840001964B1 (ko) | 1984-10-26 |
Family
ID=21736232
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019800000370A KR840001837B1 (ko) | 1979-02-05 | 1980-01-31 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
KR1019830000545A KR840001963B1 (ko) | 1979-02-05 | 1983-02-10 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
KR1019830000546A KR840001964B1 (ko) | 1979-02-05 | 1983-02-10 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019800000370A KR840001837B1 (ko) | 1979-02-05 | 1980-01-31 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
KR1019830000545A KR840001963B1 (ko) | 1979-02-05 | 1983-02-10 | 1-아릴-2-아실아미도-3-플루오로-1-프로판올의 제조방법 |
Country Status (18)
Country | Link |
---|---|
US (1) | US4235892A (ko) |
EP (1) | EP0014437B1 (ko) |
JP (1) | JPS5923300B2 (ko) |
KR (3) | KR840001837B1 (ko) |
AR (3) | AR230260A1 (ko) |
AT (1) | ATE2616T1 (ko) |
AU (1) | AU532879B2 (ko) |
CA (1) | CA1137106A (ko) |
DE (1) | DE3062094D1 (ko) |
DK (1) | DK159264C (ko) |
HU (1) | HU180555B (ko) |
IE (1) | IE49740B1 (ko) |
IL (1) | IL59288A (ko) |
MX (1) | MX9203279A (ko) |
MY (1) | MY8500051A (ko) |
NL (1) | NL950004I2 (ko) |
NZ (1) | NZ192774A (ko) |
ZA (1) | ZA80478B (ko) |
Families Citing this family (57)
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EP0130633B1 (en) * | 1983-06-02 | 1996-10-09 | ZAMBON GROUP S.p.A. | Process for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoro propane derivatives |
IT1173213B (it) * | 1984-02-03 | 1987-06-18 | Zambon Spa | Procedimento per fluorurare alcuni derivati dall'1l-fenil-2-ammino-1,3-propandiolo e loro intermedi |
US5243056A (en) * | 1983-06-02 | 1993-09-07 | Zambon S.P.A. | Intermediates for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoro propane derivatives |
US5105009A (en) * | 1983-06-02 | 1992-04-14 | Zambon S.P.A. | Intermediates for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoropropane derivatives |
GB8322983D0 (en) * | 1983-08-26 | 1983-09-28 | Pfizer Ltd | Triazole antifungal agents |
US5153328A (en) * | 1984-02-03 | 1992-10-06 | Zambon S.P.A. | 2 Hydrocarbyl-4 substituted methyl 5 (4 substituted phenyl)-oxazolines |
US5332835A (en) * | 1984-02-03 | 1994-07-26 | Zambon S.P.A. | Process for fluorinating 1-phenyl-2-amino-1,3-propanediol compounds and new oxazoline compounds useful in this process |
US4582918A (en) * | 1984-09-19 | 1986-04-15 | Schering Corporation | Preparation of intermediates for (threo)-1-aryl-2-acylamido-3-fluoro-1-propanols |
US4973750A (en) * | 1984-09-19 | 1990-11-27 | Schering Corporation | Preparation of (threo)-1-aryl-2-acylamido-3-fluoro-1-propanols |
DE3543021A1 (de) * | 1985-12-05 | 1987-06-11 | Boehringer Mannheim Gmbh | Verbesserte verfahren zur herstellung von d-threo-1-(p-methylsulfonylphenyl) -2-dichloracetamido-propandiol-1,3-(thiamphenicol) sowie verwendung geeigneter zwischenprodukte |
IT1197481B (it) * | 1986-09-15 | 1988-11-30 | Zambon Spa | Preparazione farmaceutica per uso veterinario |
IT1198238B (it) * | 1986-12-23 | 1988-12-21 | Zambon Spa | Composti ad attivita' antibiotica |
DE3800474A1 (de) * | 1988-01-11 | 1989-07-20 | Basf Lacke & Farben | Verfahren und vorrichtung zum messen der viskositaet von stoffen |
US5227494A (en) * | 1988-09-14 | 1993-07-13 | Schering Corporation | Process for preparing oxazoline compounds |
US4876352A (en) * | 1988-09-14 | 1989-10-24 | Schering Corporation | Pressurized fluorination of hydroxy alkyl groups |
IT1237798B (it) * | 1989-10-20 | 1993-06-17 | Zambon Spa | Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r). |
IT1240676B (it) * | 1990-04-24 | 1993-12-17 | Agrimont Spa | Composizioni ad attivita' erbicida |
US5082863A (en) * | 1990-08-29 | 1992-01-21 | Schering Corporation | Pharmaceutical composition of florfenicol |
PL166385B1 (en) * | 1990-10-25 | 1995-05-31 | Schering Corp | Method of obtaining oxazoline compound |
US5039666A (en) * | 1990-10-30 | 1991-08-13 | Hoechst-Roussel Pharmaceuticals Inc. | Aminoglycoside composition having substantially reduced nephrotoxicity induced by the aminoglycoside |
IT1249048B (it) | 1991-02-21 | 1995-02-11 | Zambon Spa | Processo per la preparazione di trans-(5r)-2-ossazoline -2,4,5, trisostituite |
US5346828A (en) * | 1991-03-27 | 1994-09-13 | Celgene Corporation | Stereoisomeric enrichment of 2-amino-3-hydroxy-3-phenylpropionic acids using d-threonine aldolase |
US5352832A (en) * | 1992-12-18 | 1994-10-04 | Schering Corporation | Asymmetric process for preparing florfenicol, thiamphenicol chloramphenicol and oxazoline intermediates |
DE4437932A1 (de) * | 1994-10-24 | 1996-04-25 | Bayer Ag | Verfahren zur Herstellung von in einer Seitenkette fluorierten Alkyloxazolen und neue, in einer Seitenkette fluorierte Alkyloxazole |
US6432203B1 (en) * | 1997-03-17 | 2002-08-13 | Applied Komatsu Technology, Inc. | Heated and cooled vacuum chamber shield |
US6150423A (en) | 1998-10-15 | 2000-11-21 | Phoenix Scientific, Inc. | Propofol-based anesthetic and method of making same |
US20030068339A1 (en) * | 2001-10-02 | 2003-04-10 | Phoenix Scientific, Inc. | Veterinary florfenicol formulation that is syringeable under cold weather conditions |
GB0205253D0 (en) * | 2002-03-06 | 2002-04-17 | Univ Gent | Immediate release pharmaceutical granule compositions and a continuous process for making them |
IL163749A0 (en) * | 2002-03-08 | 2005-12-18 | Schering Plough Ltd | Novel florfenicol-type antibiotics |
KR100896646B1 (ko) * | 2002-08-21 | 2009-05-08 | 주식회사 포스코 | 스트립 산세조의 스트립 리프터를 이용한 염산액자동샘플링 장치 |
AR044437A1 (es) | 2003-05-29 | 2005-09-14 | Schering Plough Ltd | Composiciones y metodo para el tratamiento de infecciones en ganado vacuno y porcino |
US8273371B2 (en) * | 2003-06-27 | 2012-09-25 | Johan Adriaan Martens | Crystalline mesoporous oxide based materials useful for the fixation and controlled release of drugs |
GB0315012D0 (en) * | 2003-06-27 | 2003-07-30 | Leuven K U Res & Dev | Zeotiles |
US7439268B2 (en) * | 2003-07-18 | 2008-10-21 | Idexx Laboratories | Compositions containing prodrugs of florfenicol and methods of use |
EP1502589B1 (en) * | 2003-07-31 | 2006-05-31 | Emdoka bvba, Drug registration and Marketing | Veterinary aqueous injectable suspensions containing florfenicol |
US20050049210A1 (en) * | 2003-08-27 | 2005-03-03 | Idexx Laboratories, Inc. | Methods for the controlled delivery of pharmacologically active compounds |
US7126005B2 (en) | 2003-10-06 | 2006-10-24 | Aurobindo Pharma Limited | Process for preparing florfenicol |
TWI262181B (en) * | 2003-12-23 | 2006-09-21 | Schering Plough Ltd | Florfenicol prodrug having improved water solubility |
WO2005066119A2 (en) * | 2003-12-31 | 2005-07-21 | Schering-Plough Ltd. | Antibacterial 1-(4-mono-and di-halomethylsulphonylphenyl)-2-acylamino-3-fluoropropanols and preparation thereof |
PL1776109T3 (pl) * | 2004-08-13 | 2009-06-30 | Schering Plough Ltd | Farmaceutyczna formulacja zawierająca antybiotyk, triazol i kortykosteroid |
EP1836162A2 (en) * | 2004-09-02 | 2007-09-26 | IDEXX Laboratories Inc | Antibacterial agents |
AU2005318187B2 (en) * | 2004-12-21 | 2010-12-16 | Intervet International B.V. | Injectable veterinary composition |
EP1785414A1 (en) * | 2005-11-09 | 2007-05-16 | KRKA, tovarna zdravil, d.d., Novo mesto | Process for the synthesis of intermediates of chloramphenicol or its analogues |
US8119667B2 (en) * | 2005-12-29 | 2012-02-21 | Schering-Plough Animal Health Corporation | Carbonates of fenicol antibiotics |
US7518017B2 (en) | 2006-02-17 | 2009-04-14 | Idexx Laboratories | Fenicol compounds and methods synthesizing 2-trifluoroacetamido-3-substituted propiophenone compounds |
GB0612695D0 (en) * | 2006-06-27 | 2006-08-09 | Univ Gent | Process for preparing a solid dosage form |
CA2672586A1 (en) * | 2006-12-13 | 2008-06-26 | Schering-Plough Ltd. | Water-soluble prodrugs of florfenicol and its analogs |
US7550625B2 (en) * | 2007-10-19 | 2009-06-23 | Idexx Laboratories | Esters of florfenicol |
PE20091171A1 (es) * | 2007-12-14 | 2009-08-03 | Schering Plough Ltd | Proceso para recuperar florfenicol y analogos de florfenicol |
AU2009264307A1 (en) | 2008-06-24 | 2009-12-30 | Intervet International B.V. | Pharmaceutical transdermal compositions and method for treating inflammation in cattle |
CN102131772B (zh) * | 2008-07-30 | 2015-03-11 | 英特威国际有限公司 | 用作氟苯尼考的中间体的*唑啉-保护的氨基二醇化合物的制备方法 |
CN101337916B (zh) * | 2008-08-12 | 2011-02-16 | 张家港市恒盛药用化学有限公司 | 氟苯尼考磺酸酯及其盐以及它们的制备方法 |
CN103649097A (zh) | 2011-05-02 | 2014-03-19 | 佐蒂斯有限责任公司 | 用作抗菌剂的新型头孢菌素类 |
CN102491953A (zh) * | 2011-12-05 | 2012-06-13 | 江西日上化工有限公司 | 一种合成氟苯尼考中间体rt0131的方法 |
PL2986592T3 (pl) * | 2013-04-17 | 2018-07-31 | Zoetis Services Llc | Nowe fenikolowe środki przeciwbakteryjne |
CN103965085B (zh) * | 2014-04-17 | 2016-02-24 | 上海恒晟药业有限公司 | 一种取代1,2-氨基醇药物的制备方法 |
CN106770599A (zh) * | 2016-12-08 | 2017-05-31 | 哈尔滨工业大学 | 一种测定镀铬板裸露铁程度的方法 |
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US2727070A (en) * | 1950-02-25 | 1955-12-13 | Parke Davis & Co | Substituted propanols and processes for their manufacture |
US2727071A (en) * | 1950-06-16 | 1955-12-13 | Parke Davis & Co | Process for obtaining substituted chloropropanols from oxazolines |
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NL130756C (ko) * | 1964-03-02 |
-
1979
- 1979-02-05 US US06/009,207 patent/US4235892A/en not_active Expired - Lifetime
-
1980
- 1980-01-28 ZA ZA00800478A patent/ZA80478B/xx unknown
- 1980-01-31 AR AR279823A patent/AR230260A1/es active
- 1980-01-31 CA CA000344851A patent/CA1137106A/en not_active Expired
- 1980-01-31 AT AT80100477T patent/ATE2616T1/de active
- 1980-01-31 KR KR1019800000370A patent/KR840001837B1/ko active
- 1980-01-31 NZ NZ192774A patent/NZ192774A/en unknown
- 1980-01-31 DE DE8080100477T patent/DE3062094D1/de not_active Expired
- 1980-01-31 DK DK042480A patent/DK159264C/da not_active IP Right Cessation
- 1980-01-31 EP EP80100477A patent/EP0014437B1/en not_active Expired
- 1980-01-31 AU AU55078/80A patent/AU532879B2/en not_active Expired
- 1980-01-31 IE IE198/80A patent/IE49740B1/en not_active IP Right Cessation
- 1980-02-01 IL IL59288A patent/IL59288A/xx unknown
- 1980-02-01 JP JP55011394A patent/JPS5923300B2/ja not_active Expired
- 1980-02-04 HU HU8080248A patent/HU180555B/hu unknown
-
1981
- 1981-07-31 AR AR286303A patent/AR230427A1/es active
- 1981-07-31 AR AR286304A patent/AR230428A1/es active
-
1983
- 1983-02-10 KR KR1019830000545A patent/KR840001963B1/ko not_active IP Right Cessation
- 1983-02-10 KR KR1019830000546A patent/KR840001964B1/ko not_active IP Right Cessation
-
1985
- 1985-12-30 MY MY51/85A patent/MY8500051A/xx unknown
-
1992
- 1992-06-24 MX MX9203279A patent/MX9203279A/es unknown
-
1995
- 1995-03-30 NL NL950004C patent/NL950004I2/nl unknown
Also Published As
Publication number | Publication date |
---|---|
HU180555B (en) | 1983-03-28 |
CA1137106A (en) | 1982-12-07 |
DK42480A (da) | 1980-08-06 |
NL950004I2 (nl) | 1998-04-01 |
US4235892A (en) | 1980-11-25 |
EP0014437B1 (en) | 1983-02-23 |
EP0014437A2 (en) | 1980-08-20 |
MY8500051A (en) | 1985-12-31 |
KR840001963B1 (ko) | 1984-10-26 |
NL950004I1 (nl) | 1995-05-01 |
AR230427A1 (es) | 1984-04-30 |
AR230428A1 (es) | 1984-04-30 |
ZA80478B (en) | 1981-01-28 |
IL59288A (en) | 1984-06-29 |
AU5507880A (en) | 1980-07-10 |
JPS55115855A (en) | 1980-09-06 |
DK159264B (da) | 1990-09-24 |
AR230260A1 (es) | 1984-03-01 |
DE3062094D1 (en) | 1983-03-31 |
DK159264C (da) | 1991-02-18 |
AU532879B2 (en) | 1983-10-20 |
KR830001867A (ko) | 1983-05-19 |
KR830001868A (ko) | 1983-05-19 |
KR840001837B1 (ko) | 1984-10-22 |
JPS5923300B2 (ja) | 1984-06-01 |
NZ192774A (en) | 1984-08-24 |
EP0014437A3 (en) | 1980-10-29 |
ATE2616T1 (de) | 1983-03-15 |
IE49740B1 (en) | 1985-12-11 |
KR840001964B1 (ko) | 1984-10-26 |
IE800198L (en) | 1980-08-05 |
IL59288A0 (en) | 1980-05-30 |
MX9203279A (es) | 1992-07-31 |
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