KR850008336A - (s)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드의 제조방법 - Google Patents
(s)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드의 제조방법 Download PDFInfo
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- KR850008336A KR850008336A KR1019850003322A KR850003322A KR850008336A KR 850008336 A KR850008336 A KR 850008336A KR 1019850003322 A KR1019850003322 A KR 1019850003322A KR 850003322 A KR850003322 A KR 850003322A KR 850008336 A KR850008336 A KR 850008336A
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- South Korea
- Prior art keywords
- oxo
- alpha
- ethyl
- group
- hal
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- HPHUVLMMVZITSG-LURJTMIESA-N levetiracetam Chemical compound CC[C@@H](C(N)=O)N1CCCC1=O HPHUVLMMVZITSG-LURJTMIESA-N 0.000 title claims 5
- 238000000034 method Methods 0.000 title claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- HNNJFUDLLWOVKZ-VKHMYHEASA-N (2s)-2-aminobutanamide Chemical compound CC[C@H](N)C(N)=O HNNJFUDLLWOVKZ-VKHMYHEASA-N 0.000 claims 3
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- 206010021143 Hypoxia Diseases 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 239000004606 Fillers/Extenders Substances 0.000 claims 1
- IODGAONBTQRGGG-LURJTMIESA-N Levetiracetam acid Chemical compound CC[C@@H](C(O)=O)N1CCCC1=O IODGAONBTQRGGG-LURJTMIESA-N 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 230000002253 anti-ischaemic effect Effects 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 230000007954 hypoxia Effects 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals 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
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
-
- 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
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Detergent Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Seasonings (AREA)
- Cosmetics (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- (S)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드.
- (S)-알파-에틸-2-옥소-1-피롤리딘아세트산을 계속하여 (1) Hal은 할로겐 원자를 나타내고 Z는 1 내지 4탄소원자를 갖는 알킬기를 나타내는 HalCOOZ 일반식의 알킬 할로포름에이트와 (2)암모니아와 반응시킴을 특징으로 하는 (S)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드의 제조방법.
- 다음 일반식 (A)의 (S)-2-아미노-부탄아미드를 불활성 용매 및 염기성 물질의 존재하에 고리화시킴을 특징으로 하는 (S)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드의 제조방법.X-CH2CH2-Y-NHCH(C2H5)CONH2(A)상기식에서 X는 XOOC-또는 HalCH2-기를 나타내며, Z는 1 내지 4탄소원자를 갖는 알킬기를 나타내며, Hal은 할로겐원자를 나타내고, Y는 -CH2- 또는 -CO- 기를 나타내며, 단, X가 ZOOC- 기를 나타낼 때 Y는 -CH2-기를 나타내고, X가 HalCH2- 기를 나타낼 때 Y는 -CO- 기를 나타내는 조건에서이다.
- 상기 3항에 있어, Z는 3항에 기재된 바와 같고 Hal은 할로겐 원자를 나타내는 것으로 일반식(A)의 화합물은 ZOOCCH2CH2CH2NHCH(C2H5)CONH2일반식의 알킬 (S)-4-[[1-(아미노카보닐)프로필]아미노]-부티레이트이고, (S)-2-아미노-부탄아미드를 ZOOCCH2CH2CH2Hal 일반식의 알킬 4-할로부티레이트로 축합시켜 얻음을 특징으로 하는 상기의 제조방법.
- 상기 3항에 있어, Hal은 할로겐원자를 나타내는데 일반식(A)의 화합물은 Hal CH2CH2CH2CONHCO(C2H5)CONH2일반식의 (S)-N-[1(아미노카보닐)프로필]-4-할로부탄아미드이고, (S)-2-아미노-부탄아미드를 Hal CH2CH2CH2COHal 일반식의 4-할로부티릴 할리드로 축합시켜 얻음을 특징으로 하는 상기의 제조방법.
- (S)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드의 치료 유효양과 약제학적으로 수용가능한 고체 또는 액체 희석제 또는 그것의 증량제로 구성됨을 특징으로 하는 약제 조성물.
- (S)-알파-에틸-2-옥소-1-피롤리딘 아세트 아미드의 유효 양을 저산소증 및 허혈증 환자에게 투여함을 특징으로 하여 그것을 필요로 하는 환자에게 항-저산소 및 항-허혈효과를 달성하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB12357/84 | 1984-05-15 | ||
GB848412357A GB8412357D0 (en) | 1984-05-15 | 1984-05-15 | Pharmaceutical composition |
GB84/12357 | 1984-05-15 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850008336A true KR850008336A (ko) | 1985-12-16 |
KR920003819B1 KR920003819B1 (ko) | 1992-05-15 |
Family
ID=10560974
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850003322A KR920003819B1 (ko) | 1984-05-15 | 1985-05-15 | (s)-알파-에틸-2-옥소-1-피롤리딘아세트아미드의 제조 방법 |
Country Status (33)
Country | Link |
---|---|
US (3) | US4696943A (ko) |
EP (1) | EP0162036B1 (ko) |
JP (1) | JPH0629186B2 (ko) |
KR (1) | KR920003819B1 (ko) |
CN (1) | CN1015541B (ko) |
AT (1) | ATE45567T1 (ko) |
AU (1) | AU574465B2 (ko) |
BG (2) | BG50156A3 (ko) |
CA (1) | CA1235129A (ko) |
CY (2) | CY1567A (ko) |
DE (3) | DE10075021I1 (ko) |
DK (1) | DK163501C (ko) |
ES (2) | ES8608485A1 (ko) |
FI (1) | FI80673C (ko) |
GB (1) | GB8412357D0 (ko) |
GE (1) | GEP20002001B (ko) |
GR (1) | GR851155B (ko) |
HK (1) | HK52391A (ko) |
IE (1) | IE59950B1 (ko) |
IL (1) | IL75179A (ko) |
LT (1) | LT2584B (ko) |
LU (2) | LU90615I2 (ko) |
LV (1) | LV5233A3 (ko) |
MY (2) | MY101726A (ko) |
NL (1) | NL300028I2 (ko) |
NO (2) | NO164534C (ko) |
PL (2) | PL144346B1 (ko) |
PT (1) | PT80460B (ko) |
SA (1) | SA01210656A (ko) |
SG (1) | SG80090G (ko) |
SU (3) | SU1402260A3 (ko) |
UA (1) | UA6158A1 (ko) |
ZA (1) | ZA853635B (ko) |
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GB1309692A (en) * | 1970-02-13 | 1973-03-14 | Ucb Sa | N-substituted lactams |
GB1583871A (en) * | 1976-10-19 | 1981-02-04 | Ucb Sa | Anti-aggregants |
FR2418790A1 (fr) * | 1978-03-02 | 1979-09-28 | Philagro Sa | Nouveaux derives de pyrrolidinone-2 et compositions herbicides les contenant |
GB8412358D0 (en) * | 1984-05-15 | 1984-06-20 | Ucb Sa | Pharmaceutical composition |
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