KR830004309A - β-락타마제 억제제로써의 6β-하이드록시 알킬 페니실란산 유도체 - Google Patents

β-락타마제 억제제로써의 6β-하이드록시 알킬 페니실란산 유도체 Download PDF

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KR830004309A
KR830004309A KR1019800004041A KR800004041A KR830004309A KR 830004309 A KR830004309 A KR 830004309A KR 1019800004041 A KR1019800004041 A KR 1019800004041A KR 800004041 A KR800004041 A KR 800004041A KR 830004309 A KR830004309 A KR 830004309A
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carbon atoms
compound
formula
alkyl
phenylsulfonyloxymethyl
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KR1019800004041A
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KR840000797B1 (ko
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스페펜 켈로그 미카엘
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에밀 에이·에이고스티니
화이자 인코포레이티드
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    • 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
    • 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
    • C07D499/04—Preparation
    • C07D499/08—Modification of a carboxyl radical directly attached in position 2, e.g. esterification
    • 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
    • C07D499/74—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with carbocyclic rings directly attached to the carboxamido radical

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  • 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)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Catalysts (AREA)

Abstract

내용 없음

Description

β-락타마제 억제제로써의 6β-하이드록시 알킬 페니실란산 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (2)

  1. 다음 일반식(b)의 화합물에서 벤질그룹을 제거하고 필요하면 그의 약학적으로 무독한 염기성염을 생성하는 것을 특징으로 하여 다음 일반식(a)의 화합물 또는 그의 약학적으로 무독한 염기성 염을 제조하는 방법.
    상기 식에서 Y는 R 또는 R2인데, R은 1-하이드록시-3-페닐프로필, 알킬설포닐옥시메틸(알킬의 탄소수는 1 내지 4), 페닐설포닐옥시메틸 또는 메틸, 메톡시, 플루오로, 클로로, 브로모 또는 트리플루오로메틸로 치환된 페닐설포닐옥시메틸이고; R2는인데
    R3는 설포, 수소, 탄소수 2 내지 4의 알콕시카보닐, 탄소수 2 내지 18인 알카노일, 벤조일, 페닐설포닐, 또는 메틸, 메톡시, 플루오로, 클로로, 브로모, 또는 트리플루오로메틸로 치환된 벤조일 또는 페닐설포닐이며; R4는 수소, 탄소수 1 내지 4의 알킬, 페닐, 벤질 또는 펜에틸이며 n은 0 또는 2이고,
    단 Y가 R일때는 n은 0이며, Y가 R2면 n은 2이어야 한다.
  2. 다음 일반식(a)화합물의 염기성염과 일반식 X-Z 화합물을 반응시키는 것을 특징으로 하여 다음 일반식(C)의 화합물을 제조하는 방법.
    상기식에서 Y는 R 또는 R2인데, R은 1-하이드록시-3-페닐프로필, 알킬설포닐옥시메틸(알킬의 탄소수는 1 내지 4), 페닐설포닐옥시메틸 또는 메틸, 메톡시, 플루오로, 클로로, 브로모 또는 트리플루오로메틸로 치환된 페닐설포닐옥시메틸이고; R2는인데
    R3는 설포, 수소, 탄소수 2 내지 4의 알콕시카보닐, 탄소수 2 내지 18인 알카노일, 벤조일, 페닐설포닐, 또는 메틸, 메톡시, 플루오로, 클로로, 브로모, 또는 트리플루오로메틸로 치환된 벤조일 또는 페닐설포닐이며; R4는 수소, 탄소수 1 내지 4의 알킬, 페닐, 벤질 또는 펜에틸이며 n은 0 또는 2이고,
    Z는 체내에서 쉽게 가수분해될 수 있는 에스테르생성 잔기이며
    X는 할로겐인데, 단, Y가 R일때는 n은 0이며 Y가 R2일때는 n은 2이어야 한다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019800004041A 1979-10-22 1980-10-21 6β-하이드록시알킬페니실란산 유도체의 제조방법 Expired KR840000797B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019840002245A KR840000795B1 (ko) 1980-10-21 1984-04-26 6β-하이드록시알킬 페니실란산 에스테르의 제조방법

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/086,864 US4287181A (en) 1979-10-22 1979-10-22 Derivatives of 6β-hydroxyalkylpenicillanic acids as β-lactamase inhibitors
US86864 1979-10-22

Related Child Applications (1)

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KR1019840002245A Division KR840000795B1 (ko) 1980-10-21 1984-04-26 6β-하이드록시알킬 페니실란산 에스테르의 제조방법

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KR830004309A true KR830004309A (ko) 1983-07-09
KR840000797B1 KR840000797B1 (ko) 1984-06-12

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KR1019800004041A Expired KR840000797B1 (ko) 1979-10-22 1980-10-21 6β-하이드록시알킬페니실란산 유도체의 제조방법

Country Status (38)

Country Link
US (1) US4287181A (ko)
JP (2) JPS5665892A (ko)
KR (1) KR840000797B1 (ko)
AR (1) AR227164A1 (ko)
AT (2) AT369372B (ko)
AU (1) AU519578B2 (ko)
BE (1) BE885812A (ko)
BG (2) BG38639A3 (ko)
CA (2) CA1144159A (ko)
CH (2) CH646175A5 (ko)
CS (2) CS219291B2 (ko)
DD (1) DD154542A5 (ko)
DE (1) DE3039504C2 (ko)
DK (1) DK389480A (ko)
ES (1) ES496166A0 (ko)
FI (1) FI71156C (ko)
FR (1) FR2467852A1 (ko)
GB (3) GB2061930B (ko)
GR (1) GR70714B (ko)
GT (1) GT198065892A (ko)
HU (1) HU183236B (ko)
IE (3) IE51027B1 (ko)
IL (1) IL61307A (ko)
IN (1) IN154918B (ko)
IT (1) IT1149259B (ko)
LU (1) LU82880A1 (ko)
MX (1) MX6094E (ko)
NL (1) NL183358C (ko)
NO (1) NO159019C (ko)
NZ (1) NZ195307A (ko)
PH (5) PH16219A (ko)
PL (2) PL129534B1 (ko)
PT (1) PT71946B (ko)
RO (2) RO81225B (ko)
SE (1) SE451455B (ko)
SU (2) SU1122227A3 (ko)
YU (2) YU41743B (ko)
ZA (1) ZA806452B (ko)

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US4452796A (en) * 1982-06-14 1984-06-05 Pfizer Inc. 6-Aminoalkylpenicillanic acid 1,1-dioxides as beta-lactamase inhibitors
US4377590A (en) * 1982-05-10 1983-03-22 Pfizer Inc. Derivatives of ampicillin and amoxicillin with beta-lactamase inhibitors
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US4503040A (en) * 1984-02-27 1985-03-05 Pfizer Inc. 6-(Aminoacyloxymethyl)penicillanic acid 1,1-dioxides as beta-lactamase inhibitors
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US4675186A (en) 1985-04-18 1987-06-23 Pfizer Inc. 6-(1-acyl-1-hydroxymethyl)penicillanic acid derivatives
US4762921A (en) * 1985-04-18 1988-08-09 Pfizer Inc. 6-(1-acyl-1-hydroxymethyl)penicillanic acid derivatives
US4613462A (en) * 1985-07-02 1986-09-23 Pfizer, Inc. 6-substituted penicillanic acid 1,1-dioxide compounds
US4782050A (en) * 1987-01-27 1988-11-01 Pfizer Inc. 6-beta(substituted)-(S)-hydroxymethylpenicillanic acids and derivatives thereof
EP0276942B1 (en) * 1987-01-27 1992-04-01 Pfizer Inc. 6-beta(substituted)-(s)-hydroxymethylpenicillanic acids and derivatives thereof
US6395726B1 (en) 1999-01-26 2002-05-28 American Cyanamid Company 3,6-disubstituted penam sulfone derivatives
PA8579701A1 (es) * 2002-08-23 2005-05-24 Pfizer Prod Inc Profarmaco inhibidor de beta-lactamasa
JP2006526612A (ja) * 2003-06-05 2006-11-24 ファイザー・プロダクツ・インク ベータ−ラクタマーゼ阻害剤・プロドラッグ
JP5300713B2 (ja) * 2007-03-09 2013-09-25 大塚化学株式会社 ６−ヒドロキシエチルペナム化合物の製造方法
CN109422765B (zh) * 2017-09-05 2020-08-28 香港理工大学深圳研究院 C类β-内酰胺酶抑制剂及其制备方法和应用

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GB2076812A (en) * 1980-05-22 1981-12-09 Ciba Geigy Ag Penam-dioxide compounds, processes for their manufacture, and their use

Also Published As

Publication number Publication date
JPS6135197B2 (ko) 1986-08-12
SE8007354L (sv) 1981-04-23
PL129638B1 (en) 1984-05-31
MX6094E (es) 1984-11-12
NO159019C (no) 1988-11-23
IE51027B1 (en) 1986-09-17
RO86176A (ro) 1985-03-15
GB2128986A (en) 1984-05-10
AT369372B (de) 1982-12-27
YU42075B (en) 1988-04-30
GB2129421B (en) 1984-11-14
DD154542A5 (de) 1982-03-31
GB2061930A (en) 1981-05-20
IN154918B (ko) 1984-12-22
IE852229L (en) 1981-04-22
JPS61178988A (ja) 1986-08-11
SE451455B (sv) 1987-10-12
JPS5665892A (en) 1981-06-03
PH16219A (en) 1983-08-09
PL235907A1 (ko) 1982-09-13
AR227164A1 (es) 1982-09-30
YU267680A (en) 1983-09-30
IE51028B1 (en) 1986-09-17
IE802174L (en) 1981-04-22
SU1122227A3 (ru) 1984-10-30
GB8316829D0 (en) 1983-07-27
BE885812A (fr) 1981-04-21
PT71946A (en) 1980-11-01
NO159019B (no) 1988-08-15
GT198065892A (es) 1982-04-10
DE3039504C2 (de) 1984-10-11
PT71946B (en) 1981-08-31
PL129534B1 (en) 1984-05-31
FI71156B (fi) 1986-08-14
LU82880A1 (fr) 1981-06-04
PH17458A (en) 1984-08-29
GB2061930B (en) 1984-06-13
ES8204437A1 (es) 1982-05-01
YU41743B (en) 1987-12-31
IE51026B1 (en) 1986-09-17
CH646175A5 (fr) 1984-11-15
NL183358B (nl) 1988-05-02
NO803136L (no) 1981-04-23
SU1026654A3 (ru) 1983-06-30
ZA806452B (en) 1981-10-28
PH18316A (en) 1985-05-29
CA1144159A (en) 1983-04-05
NZ195307A (en) 1984-08-24
IT1149259B (it) 1986-12-03
AT374479B (de) 1984-04-25
CA1163924A (en) 1984-03-20
HU183236B (en) 1984-04-28
BG38639A3 (en) 1986-01-15
GB8316830D0 (en) 1983-07-27
BG35189A3 (en) 1984-02-15
DK389480A (da) 1981-04-23
RO81225A (ro) 1983-02-15
US4287181A (en) 1981-09-01
IE850293L (en) 1981-04-22
ES496166A0 (es) 1982-05-01
FR2467852B1 (ko) 1983-10-07
CS219292B2 (en) 1983-03-25
FI803311L (fi) 1981-04-23
IL61307A (en) 1984-03-30
NL8005810A (nl) 1981-04-24
IL61307A0 (en) 1980-12-31
GB2129421A (en) 1984-05-16
AU519578B2 (en) 1981-12-10
PL227420A1 (ko) 1982-08-30
FI71156C (fi) 1986-11-24
GB2128986B (en) 1985-06-19
PH17317A (en) 1984-07-20
FR2467852A1 (fr) 1981-04-30
RO81225B (ro) 1983-02-28
CS219291B2 (en) 1983-03-25
CH647242A5 (fr) 1985-01-15
AU6354880A (en) 1981-04-30
DE3039504A1 (de) 1981-04-30
GR70714B (ko) 1983-01-18
ATA10882A (de) 1983-09-15
IT8025488A0 (it) 1980-10-21
PH17315A (en) 1984-07-20
ATA518580A (de) 1982-05-15
RO86176B (ro) 1985-03-31
NL183358C (nl) 1988-10-03
KR840000797B1 (ko) 1984-06-12
YU67183A (en) 1984-02-29

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