KR840000558A - 페남 유도체류의 제법 - Google Patents
페남 유도체류의 제법 Download PDFInfo
- Publication number
- KR840000558A KR840000558A KR1019820003051A KR820003051A KR840000558A KR 840000558 A KR840000558 A KR 840000558A KR 1019820003051 A KR1019820003051 A KR 1019820003051A KR 820003051 A KR820003051 A KR 820003051A KR 840000558 A KR840000558 A KR 840000558A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- hydrogen
- phenyl
- alkyl
- substituent
- Prior art date
Links
- 150000002959 penams Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 claims 7
- -1 nitro, amino Chemical group 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 229910001431 copper ion Inorganic materials 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical group 0.000 claims 2
- 150000002500 ions Chemical class 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 150000001879 copper Chemical class 0.000 claims 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
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
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Cephalosporin Compounds (AREA)
- General Induction Heating (AREA)
- Fats And Perfumes (AREA)
- Transformer Cooling (AREA)
- Pinball Game Machines (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (23)
- 하기 구조식 (Ⅱ)의 화합물을 동(銅) 이온 존재하에 메탄올과 반응시키고 필요에 따라 하기 과정 (ⅰ) 어떤 보호기의 제거, (ⅱ) 생성물을 제약상 허용 가능한 그의 염이나 에스테르로 전환중 하나 또는 그 이상을 수행하는 것으로 구성된 하기 구조식 (Ⅰ)의 페남 유도체의 제조방법.
-
- 상기식에서
- RA는 수소 또는 구조 (Ia)의 기이며 ;
-
- 여기서 X는 -CO2R1, 또는 SO3R1이며 ; R은 C1-6알킬, 아릴 또는 헤테로사이클이며 ; R1은 수소 또는 제약상 허용 가능한 염형성이온 또는 에스테르형성기이며 ;
- R2는 수소 또는 제약상 허용 가능한 염형성이온 또는 생체내에서 가수분해 될 수 있는 에스테르 형성기이다.
-
- 상기식에서
- RB는 수소, 제거 가능한 아미노 보호기 또는 구조 (Ⅱa)의 기이며
-
- 여기서 Y는 -CO2RX또는 -SO3RX이며 ; R은 상기 구조 (Ⅰ)에서 정의한 바와 같으며 ; RX는 에스테르 형성기, RY는 수소, 염 형성기 또는 카복실보호기이며, R3는 알킬, 벤질 또는 아릴기이다 ;
- 제 1 항에 있어서 R이 C1-6알킬 ; 산소, 유황, 질소로 부터 선택된 헤테로 원자 하나 또는 둘을 함유하는 임의로 치환된 5-환 헤테로싸이클환 ; 페닐 ; 치환기가 할로겐하, 이드록시, C1-6알콕시, 니트로, 아미노, C1-6알킬, C1-6할로알킬, C1-6알킬카보닐옥시, 또는 C1-6알킬설포닐아미노인 모노치환페닐 ;
- 또는 치환기가 하이드록시, 할로겐, 메톡시, 아세톡시, 아미노로부터 선택되는 디치환페닐인 방법.
- 제 1 항 또는 제 2 항에 있어서 R이 페닐 ; 치환기가 불소, 염소, 하이드록시, 메톡시, 니트로, 아미노, 아세톡시 또는 트리플루오로메틸인 모노치환페닐 ; 또는 치환기가 아세톡시, 하이드록시 및 메톡시로부터 선택된 디치환페닐인 방법.
- 제 1 항에 있어서 RB가 수소인 방법.
- 제 1 항-4항 중 하나에 있어서 R3가 C1-6메틸인 방법.
- 제 1 항-5항 중 하나에 있어서 R3가 메틸인 방법.
- 제 1 항-4항 중 하나에 있어서 R3가 C1-6알킬, C1-6알콕시, 할로겐 또는 니트로에 의해 임의로 치환된 페닐인 방법.
- 제 7 항에 있어서 R3가 P-메틸페닐인 방법.
- 제1-제 8 항 중 하나에 있어서 동 이온의 근원인 카복실산의 제 1 또는 제 2 동염인 방법.
- 제1-9항 중 하나에 있어서 동 이온의 근원이 초산 제 1 또는 제 2 동인 방법.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8121303 | 1981-07-10 | ||
| GB31,303 | 1981-07-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840000558A true KR840000558A (ko) | 1984-02-25 |
Family
ID=10523149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019820003051A KR840000558A (ko) | 1981-07-10 | 1982-07-08 | 페남 유도체류의 제법 |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4501696A (ko) |
| EP (1) | EP0070103B1 (ko) |
| JP (1) | JPS5823696A (ko) |
| KR (1) | KR840000558A (ko) |
| AT (1) | ATE13535T1 (ko) |
| AU (1) | AU8573982A (ko) |
| DE (1) | DE3263870D1 (ko) |
| DK (1) | DK307882A (ko) |
| ES (1) | ES513882A0 (ko) |
| FI (1) | FI822456L (ko) |
| GB (1) | GB2107702B (ko) |
| GR (1) | GR76521B (ko) |
| IE (1) | IE53690B1 (ko) |
| JO (1) | JO1395B1 (ko) |
| NO (1) | NO822379L (ko) |
| NZ (1) | NZ201205A (ko) |
| PH (1) | PH17436A (ko) |
| PL (1) | PL132195B1 (ko) |
| PT (1) | PT75165B (ko) |
| YU (1) | YU149382A (ko) |
| ZA (1) | ZA824864B (ko) |
| ZM (1) | ZM4882A1 (ko) |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR205683A1 (es) * | 1970-06-16 | 1976-05-31 | Merck & Co Inc | Procedimiento para la preparacion del ester de bencilo del acido 6-metoxi-6-acilamido penicilanico |
| US3954731A (en) * | 1972-07-03 | 1976-05-04 | Eli Lilly And Company | Process for preparing 6-alkoxypenicillanic and 7-alkoxycephalosporin acids |
| US3910902A (en) * | 1972-12-06 | 1975-10-07 | Squibb & Sons Inc | Method for preparing 7-substituted cephalosporins by replacement of oxygen containing groups |
| CA1018968A (en) * | 1972-12-06 | 1977-10-11 | Joseph E. Dolfini | Method for preparing 7-substituted cephalosporins by replacement of o- or s-containing groups |
| BE811314A (fr) * | 1973-03-15 | 1974-08-20 | Procede de preparation de cephalosporines et de penicillines | |
| US3897424A (en) * | 1973-07-23 | 1975-07-29 | Lilly Co Eli | Process for 7-{62 -amino-7-{60 -methoxy-cephalosporanic acid esters and related compounds |
| US4062842A (en) * | 1973-09-06 | 1977-12-13 | E. R. Squibb & Sons, Inc. | Method for preparing 7-substituted cephalosporins and 6-substituted penicillins by replacement of sulfur-containing groups |
| GB1538051A (en) * | 1975-01-17 | 1979-01-10 | Beecham Group Ltd | 6-methoxy-6-(alpha-carboxyacetamido)-penicillins |
| GB1577931A (en) * | 1977-02-11 | 1980-10-29 | Beecham Group Ltd | 6-methoxy -6-(2-carboxy-2-(4-hydroxyphenyl) acetamido penicillins |
| US4308259A (en) * | 1979-03-01 | 1981-12-29 | Beecham Group Limited | Penicillin derivatives |
| ZA80905B (en) * | 1979-03-01 | 1981-02-25 | Beecham Group Ltd | Penicillin derivatives |
| NZ195030A (en) * | 1979-10-09 | 1983-06-17 | Beecham Group Ltd | Preparation of 6 -methoxy-penam derivatives |
-
1981
- 1981-07-10 JO JO19821395A patent/JO1395B1/en active
-
1982
- 1982-06-16 DE DE8282303111T patent/DE3263870D1/de not_active Expired
- 1982-06-16 GB GB08217451A patent/GB2107702B/en not_active Expired
- 1982-06-16 EP EP82303111A patent/EP0070103B1/en not_active Expired
- 1982-06-16 AT AT82303111T patent/ATE13535T1/de not_active IP Right Cessation
- 1982-06-30 PT PT75165A patent/PT75165B/pt unknown
- 1982-07-07 GR GR68676A patent/GR76521B/el unknown
- 1982-07-08 NO NO822379A patent/NO822379L/no unknown
- 1982-07-08 AU AU85739/82A patent/AU8573982A/en not_active Abandoned
- 1982-07-08 DK DK307882A patent/DK307882A/da not_active Application Discontinuation
- 1982-07-08 PL PL1982237361A patent/PL132195B1/pl unknown
- 1982-07-08 NZ NZ201205A patent/NZ201205A/en unknown
- 1982-07-08 ZA ZA824864A patent/ZA824864B/xx unknown
- 1982-07-08 IE IE1645/82A patent/IE53690B1/en unknown
- 1982-07-08 KR KR1019820003051A patent/KR840000558A/ko unknown
- 1982-07-08 PH PH27537A patent/PH17436A/en unknown
- 1982-07-08 YU YU01493/82A patent/YU149382A/xx unknown
- 1982-07-09 JP JP57119654A patent/JPS5823696A/ja active Granted
- 1982-07-09 ZM ZM48/82A patent/ZM4882A1/xx unknown
- 1982-07-09 US US06/396,646 patent/US4501696A/en not_active Expired - Fee Related
- 1982-07-09 FI FI822456A patent/FI822456L/fi not_active Application Discontinuation
- 1982-07-09 ES ES513882A patent/ES513882A0/es active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0354107B2 (ko) | 1991-08-19 |
| US4501696A (en) | 1985-02-26 |
| DK307882A (da) | 1983-01-11 |
| AU8573982A (en) | 1983-01-13 |
| ZM4882A1 (en) | 1984-04-23 |
| IE53690B1 (en) | 1989-01-18 |
| GB2107702A (en) | 1983-05-05 |
| ATE13535T1 (de) | 1985-06-15 |
| FI822456L (fi) | 1983-01-11 |
| YU149382A (en) | 1984-12-31 |
| ES8307817A1 (es) | 1983-08-01 |
| EP0070103B1 (en) | 1985-05-29 |
| PH17436A (en) | 1984-08-23 |
| ZA824864B (en) | 1983-04-27 |
| PL132195B1 (en) | 1985-02-28 |
| DE3263870D1 (en) | 1985-07-04 |
| JPS5823696A (ja) | 1983-02-12 |
| FI822456A0 (fi) | 1982-07-09 |
| NZ201205A (en) | 1986-01-24 |
| JO1395B1 (en) | 1986-11-30 |
| ES513882A0 (es) | 1983-08-01 |
| GB2107702B (en) | 1984-12-12 |
| NO822379L (no) | 1983-01-11 |
| PL237361A1 (en) | 1983-02-28 |
| GR76521B (ko) | 1984-08-10 |
| PT75165B (en) | 1984-02-21 |
| IE821645L (en) | 1983-01-10 |
| EP0070103A1 (en) | 1983-01-19 |
| PT75165A (en) | 1982-07-01 |
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