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KR850001729A - L 또는 (s)-3-(3,4- 디히드록시페닐)-2-메틸알라닌에스테르의 결정성 염의 제조방법 - Google Patents

L 또는 (s)-3-(3,4- 디히드록시페닐)-2-메틸알라닌에스테르의 결정성 염의 제조방법 Download PDF

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Publication number
KR850001729A
KR850001729A KR1019840005248A KR840005248A KR850001729A KR 850001729 A KR850001729 A KR 850001729A KR 1019840005248 A KR1019840005248 A KR 1019840005248A KR 840005248 A KR840005248 A KR 840005248A KR 850001729 A KR850001729 A KR 850001729A
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Prior art keywords
dihydroxyphenyl
pivaloyloxyethyl
methylalaninate
solution
acid
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KR900003530B1 (ko
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제이. 제이. 그라보스키(외 4) 에드워드
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제임스 에프. 노톤
머크 앤드 캄파니 인코퍼레이티드
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • 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
    • A61P9/12—Antihypertensives

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  • Life Sciences & Earth Sciences (AREA)
  • Cardiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Heart & Thoracic Surgery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

내용없음

Description

L 또는 (S)-3-(3,4-디히드록시페닐)-2-메틸알라닌에스테르의 결정성 염의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. (a) 비극성의 거의 수불혼화성인 유기용매중(R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트의 용액을 형성시키고, (b) 이 용액에 용매화물 형성 히드록시화된 용매 및 염형성산소화된 산을 가하고 (C)(R) 및 (S) 이성체의 염을 결정화시키기에 충분한 시간동안, 바람직하게는 질소 대기하에서, 혼합물을 긴밀하게 접촉시키는 것으로 이루어지는, (S)-3-(3,4-디히드록시페닐)-2-메틸알라닌의 1-피발로일옥시에틸 에스테르의 부분입체이성체염 혼합물을 결정형으로 제조하는 방법.
  2. 제1항에 있어서, (a) 단계가 주위온도에서 수행되는 방법.
  3. 제1항에 있어서, (c) 단계에서 혼합물을, (i) 실질적으로 초기 결정화를 완료시키기에 충분한 시간동안 주위 온도에서 교반시키고 (ⅱ) 다음에 0℃이하로 냉각시켜서 실질적으로 결정화를 완료시키기에 충분한 시간동안 계속교반시키는 방법.
  4. 제3항에 있어서, 단계 (c) (ⅱ)에서 온도가 약 -25 내지 0℃인 방법.
  5. 제3항에 있어서, 단계 (c) (ⅱ)에서 0℃이하로 냉각시키기 전에 부가용매를 가하는 방법.
  6. 제1항에 있어서, 거의 수불혼화성인 유기용매의 양이 (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트의 양이 바람직하게는 10중량% 이하인 용액을 제조하기에 충분한 양인 방법.
  7. 제6항에 있어서,(R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트의 양이 약 2 내지 5중량%인 방법.
  8. 제1항에 있어서, 단계 (a) 중 비극성의 거의 수불혼화성인 유기용매가 에틸아세테이트인 방법.
  9. 제1항에 있어서, 단계 (a)에서의 거의 수불혼화성인 유기용매중 (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트의 용액을, (1) 상기의 수불혼화성 유기용매를 조에스테르 생성물 반응혼합물에 가하여, (2) 생성되는 희석된 유기용액을 수성염기로 세척시키고, (3) 수성용액을 기계적으로 제거시켜서 (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트 에스테르 생성물을 제조하는 공정중에서 조반응혼합물로부터 수득하는 방법.
  10. 제1항에 있어서, 히드록시화된 용매가 (a) 저급알칸올, 바람직하게는 에탄올 및 (b) 물로부터 선택되는 방법.
  11. 제1항에 있어서, 산소화된 산이 인산 또는 타르타르산인 방법.
  12. 제1항에 있어서, (a) 인산, (b) 타르타르산 및 (c) 인산과 타르타르산의 혼합물로부터 선택되는 산소화된 산과의 결정성 용매화물염의 제조방법.
  13. 제1항에 있어서, (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트 인산 에탄올레이트, (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트(+)-타르타르산/인산(3:1)수화물, (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트인산 수화물 및 (R,S)-1-피발로일옥시에틸(S)-3-(3,4-디히드록시페닐)-2-메틸알라니네이트(+)-타르타르산 수화물로부터 선택되는 결정성 용매화합물염을 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840005248A 1983-08-29 1984-08-28 L 또는 (s)-3-(3,4-디히드록시페닐)-2-메틸알라닌 에스테르의 결정성염의 제조 방법 Expired KR900003530B1 (ko)

Applications Claiming Priority (3)

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US52752683A 1983-08-29 1983-08-29
US527,526 1983-08-29
US527526 1983-08-29

Publications (2)

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KR850001729A true KR850001729A (ko) 1985-04-01
KR900003530B1 KR900003530B1 (ko) 1990-05-21

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KR1019840005248A Expired KR900003530B1 (ko) 1983-08-29 1984-08-28 L 또는 (s)-3-(3,4-디히드록시페닐)-2-메틸알라닌 에스테르의 결정성염의 제조 방법

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EP (1) EP0139983B1 (ko)
JP (1) JPS6072848A (ko)
KR (1) KR900003530B1 (ko)
AT (1) ATE30318T1 (ko)
AU (1) AU575067B2 (ko)
CA (1) CA1232614A (ko)
DE (1) DE3466877D1 (ko)
DK (1) DK409384A (ko)
ES (1) ES8700226A1 (ko)
GR (1) GR80155B (ko)
IL (1) IL72726A (ko)
NZ (1) NZ209285A (ko)
PT (1) PT79107B (ko)
ZA (1) ZA846698B (ko)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2365580C2 (ru) * 2004-06-04 2009-08-27 Ксенопорт, Инк. Пролекарства леводопа, композиции на их основе и их применения
EP2125702A1 (en) * 2006-12-21 2009-12-02 Xenoport, Inc. Levodopa dimethyl-substituted diester prodrugs, compositions, and methods of use

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3983138A (en) * 1973-09-25 1976-09-28 Merck & Co., Inc. Amino acid esters
US4404392A (en) * 1981-11-16 1983-09-13 Merck & Co., Inc. Resolution of α-pivaloyloxyethyl-(S)-3-(3,4-dihydroxyphenyl)-2-methylalantinate into its α and β isomers
US4440942A (en) * 1982-03-01 1984-04-03 Merck & Co., Inc. Crystalline diastereomeric L-alpha-methyldopa POE ester and process for its preparation

Also Published As

Publication number Publication date
NZ209285A (en) 1988-04-29
AU3244884A (en) 1985-03-07
PT79107B (en) 1986-11-14
KR900003530B1 (ko) 1990-05-21
AU575067B2 (en) 1988-07-21
ES8700226A1 (es) 1986-10-16
IL72726A (en) 1988-02-29
ES535444A0 (es) 1986-10-16
ATE30318T1 (de) 1987-11-15
EP0139983B1 (en) 1987-10-21
IL72726A0 (en) 1984-11-30
CA1232614A (en) 1988-02-09
DK409384A (da) 1985-03-01
GR80155B (en) 1984-12-19
DK409384D0 (da) 1984-08-28
ZA846698B (en) 1986-04-30
JPS6072848A (ja) 1985-04-24
DE3466877D1 (en) 1987-11-26
PT79107A (en) 1984-09-01
EP0139983A1 (en) 1985-05-08

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