KR920702361A - 10(1-히드록시에틸)-11-옥소-1-아자트리시클로[7.2.0.0.3.8]운데스-2-엔-2-카르복실산 에스테르 및 그의 제조 방법 - Google Patents
10(1-히드록시에틸)-11-옥소-1-아자트리시클로[7.2.0.0.3.8]운데스-2-엔-2-카르복실산 에스테르 및 그의 제조 방법Info
- Publication number
- KR920702361A KR920702361A KR1019920700916A KR920700916A KR920702361A KR 920702361 A KR920702361 A KR 920702361A KR 1019920700916 A KR1019920700916 A KR 1019920700916A KR 920700916 A KR920700916 A KR 920700916A KR 920702361 A KR920702361 A KR 920702361A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- compound
- methoxy
- alkyl
- hydrogen atom
- Prior art date
Links
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 title claims 3
- 238000002360 preparation method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 13
- -1 1-methoxy-1-methylethyl Chemical group 0.000 claims 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 230000009885 systemic effect Effects 0.000 claims 2
- 208000004926 Bacterial Vaginosis Diseases 0.000 claims 1
- 241000282412 Homo Species 0.000 claims 1
- 208000037009 Vaginitis bacterial Diseases 0.000 claims 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Description
Claims (13)
- 하기 일반식(Ⅰ)의 화합물.상기 식중, R1은기 (상기 식중, R4는 수소 원자 또는 C1-4알킬기를 나타내고; p는 0 또는 1을 나타내고; R5는 C1-4알킬, C1-4알킬기에 의해 치환된 C1-4알킬을 나타냄)를 나타내고, R2는 OR3기(여기서, R3은 C1-4알킬기를 나타냄)를 나타낸다.
- 제1항에 있어서, 하기 배위를 가진 화합물.상기 식중, R1및 R2는 제1항에 정의한 바와 같다.
- 제1항 또는 제2항에 있어서, R4가 수소 원자 또는 메틸기를 나타내는 화합물.
- 제1항 내지 제3항중 어느 한항에 있어서, R2가 메톡시 또는 에톡시기를 나타내는 화합물.
- 제1항 내지 제4항중 어느 한항에 있어서, R5가 메틸, 에틸, 이소프로필, t-부틸, 1-메톡시-1-메틸에틸, 페닐, 시클로헥실 또는 4-에틸시클로헥실기를 나타내는 화합물.
- 제2항에 있어서, R4가 수소 원자 또는 메틸기를 나타내고; R5가 C1-4알킬, C1-2알킬기에 의해 치환될 수 있는 C5-6시클로알킬, 페닐 및 메톡시에 의해 치환된 C1-4알킬로 부터 선택된 기이고; R2가 메톡시기인 화합물.
- (4S,8S,9R,10S,12R)-4-메톡시-10-(1-히드록시에틸)-11-옥소-1-아자트리시클로[7.2.0.03,8]운데스-2-엔-2-카르복실산의 피발로일옥시메틸, 1-피발로일옥시에틸, 아세톡시메틸, 1-아세톡시에틸, 1-메톡시-1-메틸에틸카르보닐옥시메틸, 1-(1-메톡시-메틸에틸카르보닐옥시메틸, 1-벤조일옥시에틸, 1-이소프로폭시카르보닐옥시에틸, 시클로헥실옥시카르보닐옥시메틸 및 1-(4-에틸시클로헥실옥시카르보닐옥시)에틸 에스테르.
- 1-시클로헥실옥시카르보닐옥시메틸 (4S,8S,9R,10S,12R)-4-메톡시-10-(1-히드록시에틸)-11-옥소-1-아자트리시클로[7.2.0.03,8]운데스-2-엔-2-카르복실레이트.
- 제1항 내지 제8항중 어느 한항에 있어서, 인간 또는 동물에 있어서 전신 박테리아 감염증의 치료 또는 예방용의 화합물.
- 인간 또는 동물 채내에서의 전신 박테리아 감염증의 치료 또는 예방을 위한 치료제의 제조에 있어서의 제1항 내지 제8항중 어느 한항에 정의한 화합물의 용도.
- 1종 이상의 생리학적 허용되는 담체 또는 부형제와 혼합된 제1항 내지 제8항 중 어느 한항에 있어서, 화합물로 이루어진 제약학적 조성물.
- 제1항 내지 제8항중 어느 한항에 정의된 화합물 유료량을 인간 또는 비인간의 체내에 투여하는 것을 이루어지는 바테리아 감영증을 억제하기 위한 인간 또는 비인간의 치료 방법.
- (a) 하기 일반식(Ⅱ)의 화합물 또는 그의 염 또는 반응성 유도체를 에스테르화제와 반응시켜 제1항에 정의된 R1기를 도입하거나(상기 식중, R2는 제1항에 정의한 바와 같고, Ra는 수소 원자 또는 히드록시 보호기를 나타냄), 또는 (b)하기 일반식(Ⅲ)의 화합물을 고리화시키고, 그후에 필요 또는 소망에 따라 히드록실 보호기 Ra를 수소 원자에 의해 치환 반응시키고 및(또는) 일반식(Ⅰ)의 화합물의 1종 이상의 다른 이성질체로부터의 그의 특별히 목적하는 이성질체를 분리시키는 것.(상기 식중, R1및 R2는 제1항에 정의한 바와 같고, Ra는 수소 원자 또는 히드록실 보호기이고, Y는 산소 원자 또는 포스핀기를 나타냄)으로 이루어지는 제1항에 정의된 일반식(Ⅰ)의 화합물의 제조 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB91047704 | 1990-03-07 | ||
GB90183302 | 1990-08-21 | ||
GB909018330A GB9018330D0 (en) | 1990-08-21 | 1990-08-21 | Heterocyclic compounds |
GB919104770A GB9104770D0 (en) | 1991-03-07 | 1991-03-07 | Heterocyclic compounds |
PCT/EP1991/001589 WO1992003437A1 (en) | 1990-08-21 | 1991-08-20 | 10(1-hydroxyethyl)-11-oxo-1-azatricyclo[7.2.0.0.3.8]undec-2-ene-2-carboxylic acid esters and a process for preparing thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
KR920702361A true KR920702361A (ko) | 1992-09-03 |
KR0169147B1 KR0169147B1 (en) | 1999-01-15 |
Family
ID=26297540
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019920700916A Expired - Fee Related KR0169147B1 (en) | 1990-08-21 | 1992-04-20 | 10-(1-hydroxyethyl)-11-oxo-1-azatricyclo(7,2,0,0(3,8))undec-2-ene-2-carboxylic acid esters and a proces for preparing thereof |
Country Status (32)
Country | Link |
---|---|
US (1) | US5587374A (ko) |
EP (1) | EP0495953B1 (ko) |
JP (2) | JP3151215B2 (ko) |
KR (1) | KR0169147B1 (ko) |
CN (1) | CN1030917C (ko) |
AP (1) | AP238A (ko) |
AT (1) | ATE106887T1 (ko) |
AU (1) | AU647178B2 (ko) |
CA (1) | CA2067741C (ko) |
CY (1) | CY2037A (ko) |
CZ (1) | CZ280942B6 (ko) |
DE (1) | DE69102415T2 (ko) |
DK (1) | DK0495953T3 (ko) |
ES (1) | ES2054502T3 (ko) |
FI (1) | FI97136C (ko) |
HK (1) | HK19495A (ko) |
HR (1) | HRP940556B1 (ko) |
HU (2) | HUT61024A (ko) |
IE (1) | IE66122B1 (ko) |
IL (1) | IL99248A (ko) |
MX (1) | MX9100743A (ko) |
MY (1) | MY106997A (ko) |
NO (1) | NO300176B1 (ko) |
NZ (1) | NZ239474A (ko) |
OA (1) | OA09578A (ko) |
PL (1) | PL169425B1 (ko) |
PT (1) | PT98729B (ko) |
SG (1) | SG169494G (ko) |
SI (1) | SI9111427B (ko) |
SK (1) | SK121392A3 (ko) |
WO (1) | WO1992003437A1 (ko) |
YU (1) | YU48079B (ko) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9104838D0 (en) * | 1991-03-07 | 1991-04-17 | Glaxo Spa | Heterocyclic compounds |
AP294A (en) * | 1992-08-31 | 1993-12-28 | Glaxo Spa | "10-(1-Hydroxyethyl)-11-oxo-1-azatricyclo-(7.2.0.0.3.8) undec-2-ene-2-carboxylic acid derivatives". |
GB9218781D0 (en) * | 1992-09-04 | 1992-10-21 | Glaxo Spa | Heterocyclic derivatives |
IN188720B (ko) * | 1997-11-06 | 2002-11-02 | Panacea Biotec Ltd | |
KR100945706B1 (ko) * | 2001-11-05 | 2010-03-05 | 다이닛본 스미토모 세이야꾸 가부시끼가이샤 | 신규 카르바페넴 화합물 |
WO2004089954A1 (ja) * | 2003-04-08 | 2004-10-21 | Sumitomo Pharmaceuticals Co., Ltd. | 新規なカルバペネム化合物 |
EP1785426A4 (en) * | 2004-09-03 | 2008-02-20 | Dainippon Sumitomo Pharma Co | NEW CARBAPENEM DERIVATIVE |
JPWO2006103999A1 (ja) * | 2005-03-25 | 2008-09-04 | 大日本住友製薬株式会社 | 新規なカルバペネム化合物 |
EP2085084A1 (en) | 2008-01-29 | 2009-08-05 | LEK Pharmaceuticals D.D. | Use of inhibitor of beta-lactamases and its combination with beta-lactam antibiotics |
EP2135871A1 (en) * | 2008-06-18 | 2009-12-23 | LEK Pharmaceuticals D.D. | New trinem antibiotics and inhibitors of beta-lactamases |
EP3621609B1 (en) | 2017-05-08 | 2022-07-27 | GlaxoSmithKline Intellectual Property Development Limited | Sanfetrinem or a salt or ester thereof for use in treating mycobacterial infection |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1433131A (en) * | 1972-03-13 | 1976-04-22 | Astra Laekemedel Ab | Penicillins |
GB1425571A (en) * | 1972-03-13 | 1976-02-18 | Astra Laekemedel Ab | Penicillins and cephaosporins |
DE2811514A1 (de) * | 1977-03-19 | 1978-09-21 | Beecham Group Ltd | Ester der 7-oxo-1-azabicyclo eckige klammer auf 3.2.0 eckige klammer zu hept- 2-en-2-carbonsaeure und deren derivate, verfahren zur herstellung dieser verbindungen und diese verbindungen enthaltende pharmazeutische zubereitungen |
US4374849A (en) * | 1981-09-14 | 1983-02-22 | Merck & Co., Inc. | 6-Amidocyclonocardicins |
US4374848A (en) * | 1981-09-14 | 1983-02-22 | Merck & Co., Inc. | 6-(1-Hydroxyethyl)cyclonocardicin |
CZ435990A3 (cs) * | 1989-09-08 | 1999-11-17 | Glaxo S.P.A. | Kyselina 10-(1-hydroxyethyl)-11-oxo-1-azatricyklo/7,2,0,03,8/-undec-2en-2-karboxylová a její deriváty, způsob jejich výroby, použití pro výrobu farmaceutických prostředků a farmaceutické prostředky s jejich obsahem |
AU636913B2 (en) * | 1989-10-11 | 1993-05-13 | Takeda Chemical Industries Ltd. | Tricyclic carbapenem compounds |
GB9104838D0 (en) * | 1991-03-07 | 1991-04-17 | Glaxo Spa | Heterocyclic compounds |
GB9104832D0 (en) * | 1991-03-07 | 1991-04-17 | Glaxo Spa | Heterocyclic compounds |
-
1991
- 1991-08-20 IE IE294491A patent/IE66122B1/en not_active IP Right Cessation
- 1991-08-20 AP APAP/P/1991/000320A patent/AP238A/en active
- 1991-08-20 HU HU921303A patent/HUT61024A/hu unknown
- 1991-08-20 PT PT98729A patent/PT98729B/pt not_active IP Right Cessation
- 1991-08-20 IL IL9924891A patent/IL99248A/en not_active IP Right Cessation
- 1991-08-20 EP EP91914351A patent/EP0495953B1/en not_active Expired - Lifetime
- 1991-08-20 ES ES91914351T patent/ES2054502T3/es not_active Expired - Lifetime
- 1991-08-20 AT AT91914351T patent/ATE106887T1/de not_active IP Right Cessation
- 1991-08-20 DK DK91914351.1T patent/DK0495953T3/da active
- 1991-08-20 CN CN91109093A patent/CN1030917C/zh not_active Expired - Fee Related
- 1991-08-20 SK SK1213-92A patent/SK121392A3/sk unknown
- 1991-08-20 JP JP51366091A patent/JP3151215B2/ja not_active Expired - Fee Related
- 1991-08-20 YU YU142791A patent/YU48079B/sh unknown
- 1991-08-20 SI SI9111427A patent/SI9111427B/sl unknown
- 1991-08-20 WO PCT/EP1991/001589 patent/WO1992003437A1/en active IP Right Grant
- 1991-08-20 MX MX9100743A patent/MX9100743A/es unknown
- 1991-08-20 PL PL91294573A patent/PL169425B1/pl unknown
- 1991-08-20 CZ CS921213A patent/CZ280942B6/cs not_active IP Right Cessation
- 1991-08-20 MY MYPI91001514A patent/MY106997A/en unknown
- 1991-08-20 NZ NZ239474A patent/NZ239474A/en unknown
- 1991-08-20 DE DE69102415T patent/DE69102415T2/de not_active Expired - Fee Related
- 1991-08-20 AU AU84212/91A patent/AU647178B2/en not_active Ceased
- 1991-08-20 CA CA002067741A patent/CA2067741C/en not_active Expired - Fee Related
-
1992
- 1992-04-13 OA OA60190A patent/OA09578A/en unknown
- 1992-04-15 NO NO921521A patent/NO300176B1/no unknown
- 1992-04-16 FI FI921717A patent/FI97136C/fi active
- 1992-04-20 KR KR1019920700916A patent/KR0169147B1/ko not_active Expired - Fee Related
-
1994
- 1994-09-16 HR HR940556A patent/HRP940556B1/xx not_active IP Right Cessation
- 1994-12-01 SG SG169494A patent/SG169494G/en unknown
-
1995
- 1995-02-09 HK HK19495A patent/HK19495A/xx not_active IP Right Cessation
- 1995-02-14 US US08/388,515 patent/US5587374A/en not_active Expired - Fee Related
- 1995-06-27 HU HU95P/P00455P patent/HU211584A9/hu unknown
-
1998
- 1998-02-20 CY CY203798A patent/CY2037A/xx unknown
-
2000
- 2000-05-17 JP JP2000144232A patent/JP3461786B2/ja not_active Expired - Fee Related
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