KR870003101A - 2-oxo-1-[[(substituted sulfonyl) amino] carbonyl] azetidine - Google Patents

2-oxo-1-[[(substituted sulfonyl) amino] carbonyl] azetidine Download PDF

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KR870003101A
KR870003101A KR1019860008067A KR860008067A KR870003101A KR 870003101 A KR870003101 A KR 870003101A KR 1019860008067 A KR1019860008067 A KR 1019860008067A KR 860008067 A KR860008067 A KR 860008067A KR 870003101 A KR870003101 A KR 870003101A
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amino
compound
oxo
carbonyl
thiazolyl
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KR900001013B1 (en
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브로이어 헤르만
디. 트로이너 우베
에이취.코스터 윌리암
잘러 로버트
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니콜라스 피. 말라테스티니크
이이.아르. 스퀴부 앤드 산즈 인코오포레이티드
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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2-옥소-1-[[(치환된 술포닐)아미노]카르보닐]아제티딘2-oxo-1-[[(substituted sulfonyl) amino] carbonyl] azetidine

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (27)

하기 일반식을 갖는 화합물 또는 그의 제약상 허용되는 염.Compounds having the following general formula or pharmaceutically acceptable salts thereof. 이고,ego, R1은 카르복실산에서 유도된 아실기이고,R 1 is an acyl group derived from carboxylic acid, R2및 R3는 서로 동일하거나 상이한 것으로서, 각각 수소, 알킬, 알케닐, 알키닐, 시클로알킬, 페닐, 치환된 페닐 또는 4원, 5원, 6원 또는 7원 헤테로싸이클이거나 또는 R2및 R3중의 하나는 수소이고 다른 하나는 아직도, 할로메틸, 디할로메틸, 트리할로메틸, 알콕시카르보닐, 2-페닐에테닐, 2-페닐에티닐, 카르복실,R 2 and R 3 are the same or different from each other and are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, substituted phenyl or a 4, 5, 6 or 7 membered heterocycle or R 2 and One of R 3 is hydrogen and the other is still halomethyl, dihalomethyl, trihalomethyl, alkoxycarbonyl, 2-phenylethenyl, 2-phenylethynyl, carboxyl, X1은 아지도, 아미노, 히드록시, 카르복실, 알콕시카르보닐, 알카노일아미노, 페닐카르보닐아미노, (치환된 페닐)카르보닐아미노, 알킬술포닐옥시, 페닐술포닐옥시, (치환된 페닐)술포닐옥시, 페닐, 치환된 페닐, 시아노, X 1 is azido, amino, hydroxy, carboxyl, alkoxycarbonyl, alkanoylamino, phenylcarbonylamino, (substituted phenyl) carbonylamino, alkylsulfonyloxy, phenylsulfonyloxy, (substituted phenyl Sulfonyloxy, phenyl, substituted phenyl, cyano, X2는 알킬, 치환된 알킬, 페닐, 치환된 페닐, 페닐알킬, (치환된 페닐)알킬, 알카노일, 페닐알카노일, (치환된 페닐)알카노일, 페닐카르보닐, (치환된 페닐)카르보닐 또는 헤테로아릴카르보닐기이고,X 2 is alkyl, substituted alkyl, phenyl, substituted phenyl, phenylalkyl, (substituted phenyl) alkyl, alkanoyl, phenylalkanoyl, (substituted phenyl) alkanoyl, phenylcarbonyl, (substituted phenyl) car A carbonyl or heteroarylcarbonyl group, X3및 X4중의 하나는 수소이고, 다른 하나는 수소 또는 알킬기이거나 또는 X3및 X4는 그들이 결합한 탄소원자와 함께 시클로알킬기를 형성하고,One of X 3 and X 4 is hydrogen, the other is hydrogen or an alkyl group or X 3 and X 4 together with the carbon atom to which they are attached form a cycloalkyl group, X5는 프로밀, 알카노일, 페닐카르보닐, (치환된 페닐)카르보닐, 페닐알킬카르보닐, (치환된 페닐)알킬카르보닐, 카르복실, 알콕시카르보닐, 아미노카르보닐, (치환된 아미노)카르보닐 또는 시아노기이고,X 5 is propyl, alkanoyl, phenylcarbonyl, (substituted phenyl) carbonyl, phenylalkylcarbonyl, (substituted phenyl) alkylcarbonyl, carboxyl, alkoxycarbonyl, aminocarbonyl, (substituted amino Carbonyl or cyano group, X6및 X7은 서로 동일하거나 또는 상이한 것으로서, 각각 수소, 알킬, 페닐 또는 치환된 페닐이거나 또는 X6은 수소이고, X7은 아미노, 치환된 아미노, 알카노일아미노 또는 알콕시이거나 또는 X6및 X7은 그들이 결합한 질소원자와 함께 4원, 5원, 6원 또는 7원 헤테로싸이클을 형성하고,X 6 and X 7 are the same or different from each other and are each hydrogen, alkyl, phenyl or substituted phenyl or X 6 is hydrogen, X 7 is amino, substituted amino, alkanoylamino or alkoxy or X 6 and X 7 together with the nitrogen atom to which they are attached form a four, five, six or seven membered heterocycle, A는 -CH=CH-, -(CH2)m-, -((CH2)m-O-, -(CH2)m-NH- 또는 -CH2-S-CH2-(m은 0,1 또는 2임)이고,A is -CH = CH-,-(CH 2 ) m -,-((CH 2 ) m -O-,-(CH 2 ) m -NH- or -CH 2 -S-CH 2- (m is 0 , 1 or 2), A5는 단일 결합, -CH2-, -NH-CH2, -N=CH- 또는 A 5 is a single bond, -CH 2- , -NH-CH 2 , -N = CH- or A6는 단일 결합, -CH=CH- 또는 -(CH2)t-이고,A 6 is a single bond, -CH = CH- or-(CH 2 ) t- , 여기서 p는 0 또는 1이고,Where p is 0 or 1, y는 2,3 또는 4이고,y is 2,3 or 4, q는 0 또는 1이고,q is 0 or 1, t는 1,2,3 또는 4이고,t is 1,2,3 or 4, x는 수소, 카르복실 또는 카르바모일기이다.x is hydrogen, carboxyl or carbamoyl group. 제1항에 있어서, R가인 화합물.The compound of claim 1 wherein R is Phosphorus compounds. 제1항에 있어서, R가인 화합물.The compound of claim 1 wherein R is Phosphorus compounds. 제1항에 있어서, R가인 화합물.The compound of claim 1 wherein R is Phosphorus compounds. 제1항에 있어서, R가인 화합물.The compound of claim 1 wherein R is Phosphorus compounds. 제1항에 있어서, R가인 화합물.The compound of claim 1 wherein R is Phosphorus compounds. 제1항에 있어서, R가인 화합물.The compound of claim 1 wherein R is Phosphorus compounds. 제2항에 있어서, A1이 단일 결합인 화합물.The compound of claim 2, wherein A 1 is a single bond. 제2항에 있어서, A2가 -NH-인 화합물.The compound of claim 2, wherein A 2 is —NH—. 제2항에 있어서, A6가 단일 결합인 화합물.The compound of claim 2, wherein A 6 is a single bond. 제1항에 있어서, R1인 화합물.The compound of claim 1, wherein R 1 is Phosphorus compounds. 제1항에 있어서, R2및 R3가 각각 수소인 화합물.The compound of claim 1, wherein R 2 and R 3 are each hydrogen. 제1항에 있어서, R1Rg는 2-아미노-4-티아졸릴이고, Ri는 메틸, 에틸, 카르복시메틸, 1-카르복시-1-메틸에틸, 1-카르복시-1-에틸 또는(여기서 s는 1,2 또는 3임)인 화합물.The compound of claim 1, wherein R 1 is R g is 2-amino-4-thiazolyl, R i is methyl, ethyl, carboxymethyl, 1-carboxy-1-methylethyl, 1-carboxy-1-ethyl or Wherein s is 1,2 or 3; 제1항에 있어서, R1Rg는 2-아미노-4-티아졸릴이고, Ri는 카르복시메틸, 1-카르복시-1-메틸에틸, 1-카르복시-1-에틸 또는(여기서 s는 1,2 또는 3임)인 화합물.The compound of claim 1, wherein R 1 is R g is 2-amino-4-thiazolyl, R i is carboxymethyl, 1-carboxy-1-methylethyl, 1-carboxy-1-ethyl or Wherein s is 1,2 or 3; 제2항에 있어서, R1Rg는 2-아미노-4-티아졸릴이고, Ri는 메틸, 에틸, 카르복시메틸, 1-카르복시-1-메틸에틸, 1-카르복시-1-에틸 또는(여기서 s는 1,2 또는 3임)인 화합물.The compound of claim 2, wherein R 1 is R g is 2-amino-4-thiazolyl, R i is methyl, ethyl, carboxymethyl, 1-carboxy-1-methylethyl, 1-carboxy-1-ethyl or Wherein s is 1,2 or 3; 제2항에 있어서, R1Rg는 2-아미노-4-티아졸릴이고, Ri는 카르복시메틸, 1-카르복시-1-메틸에틸, 1-카르복시-1-에틸 또는(여기서 s는 1,2 또는 3임)인 화합물.The compound of claim 2, wherein R 1 is R g is 2-amino-4-thiazolyl, R i is carboxymethyl, 1-carboxy-1-methylethyl, 1-carboxy-1-ethyl or Wherein s is 1,2 or 3; 제11항에 있어서, R이Rg는 2-아미노-4-티아졸릴이고, Ri는 메틸, 에틸, 카르복시메틸, 1-카르복시-1-메틸에틸, 1-카르복시-1-에틸 또는(여기서 s는 1,2 또는 3임)인 화합물.12. The compound of claim 11 wherein R is R g is 2-amino-4-thiazolyl, R i is methyl, ethyl, carboxymethyl, 1-carboxy-1-methylethyl, 1-carboxy-1-ethyl or Wherein s is 1,2 or 3; 제11항에 있어서, R1Rg는 2-아미노-4-티아졸릴이고, Ri는 카르복시메틸 또는 1-카르복시-1-메틸에틸인 화합물.The compound of claim 11, wherein R 1 is R g is 2-amino-4-thiazolyl and R i is carboxymethyl or 1-carboxy-1-methylethyl. 제11항에 있어서, R2및 R3가 각각 수소인 화합물.The compound of claim 11, wherein R 2 and R 3 are each hydrogen. 제1항에 있어서, [3S(A)[-2-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[3-[[[[3-[[(1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)카르보닐]아미노]-2-옥소-1-이미다졸리디닐]술포닐]아미노]카르보닐]-2-옥소-3-아제티디닐]아미노]-2-옥소에틸리덴]아미노]옥시]-2-메틸프로판산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S (A) [-2-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[3-[[[[3- [ [(1,4-dihydro-5-hydroxy-4-oxo-2-pyridinyl) carbonyl] amino] -2-oxo-1-imidazolidinyl] sulfonyl] amino] carbonyl] -2 Oxo-3-azetidinyl] amino] -2-oxoethylidene] amino] oxy] -2-methylpropanoic acid or a pharmaceutically acceptable salt thereof. 제1항에 있어서, [3S(Z)]-2-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[2-[[(1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)카르보닐]]히드라지노]술포닐]아미노]카르보닐]-2-옥소-3-아제티디닐]아미노]-2-옥소에틸리덴]아미노]옥시]-2-메틸프로판산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S (Z)]-2-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[2-[[(1,4- Dihydro-5-hydroxy-4-oxo-2-pyridinyl) carbonyl]] hydrazino] sulfonyl] amino] carbonyl] -2-oxo-3-azetidinyl] amino] -2-oxo Thilidene] amino] oxy] -2-methylpropanoic acid or a pharmaceutically acceptable salt thereof. 제1항에 있어서, [3S(Z)]-2-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[3-[[(1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)카르보닐]]아미노]-2-옥소-1-이미자졸리디닐]술포닐]아미노]-카르보닐]-2-옥소-3-아제티디닐]아미노]옥시]-2-메틸프로판산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S (Z)]-2-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[3-[[(1,4- Dihydro-5-hydroxy-4-oxo-2-pyridinyl) carbonyl]] amino] -2-oxo-1-imizazolidinyl] sulfonyl] amino] -carbonyl] -2-oxo-3- Azetidinyl] amino] oxy] -2-methylpropanoic acid or a pharmaceutically acceptable salt thereof. 제1항에 있어서, [3S(Z)]-2-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[[1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)메틸]아미노]카르보닐]-2-옥소-3-아제티디닐]아미노]-2-옥소에틸리덴]아미노]옥시]-2-메틸프로판산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S (Z)]-2-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[[1,4-dihydro-5] -Hydroxy-4-oxo-2-pyridinyl) methyl] amino] carbonyl] -2-oxo-3-azetidinyl] amino] -2-oxoethylidene] amino] oxy] -2-methylpropane Acids or pharmaceutically acceptable salts thereof. 제1항에 있어서, [3S(Z)]-2-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[2-[[[2-[(1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)카르보닐]]히드라지노]술포닐]아미노]카르보닐]-2-옥소-3-아제티디닐]아미노]-2-옥소에틸리덴]아미노]옥시]-2-메틸프로판산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S (Z)]-2-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[2-[[[2-[( 1,4-dihydro-5-hydroxy-4-oxo-2-pyridinyl) carbonyl]] hydrazino] sulfonyl] amino] carbonyl] -2-oxo-3-azetidinyl] amino]- 2-oxoethylidene] amino] oxy] -2-methylpropanoic acid or a pharmaceutically acceptable salt thereof. 제1항에 있어서, [3S-(3α(Z),4β]]-2-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[2-[[(1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)카르보닐]]히드라지노]술포닐]아미노]카르보닐]-4-메틸-2-옥소-3-아제티디닐]아미노]-2-옥소에틸리덴]아미노]옥시]-2-메틸프로판산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S- (3α (Z), 4β]]-2-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[2- [ [(1,4-dihydro-5-hydroxy-4-oxo-2-pyridinyl) carbonyl]] hydrazino] sulfonyl] amino] carbonyl] -4-methyl-2-oxo-3-ase Thidinyl] amino] -2-oxoethylidene] amino] oxy] -2-methylpropanoic acid or a pharmaceutically acceptable salt thereof. 제1항에 있어서, [3S(Z)]-1-[[[1-(2-아미노-4-티아졸릴)-2-[[1-[[[[3-[[(1,4-디히드로-5-히드록시-4-옥소-2-피리디닐)카르보닐]]아미노]카르보닐]-2-옥소-3-아미다졸리디닐]술포닐]아미노]카르보닐]-2-옥소-3-아제티디닐]아미노]-2-옥소에틸리덴]아미노]옥시]시클로펜탄카르복실산 또는 그의 제약상 허용되는 염.The compound of claim 1, wherein [3S (Z)]-1-[[[1- (2-amino-4-thiazolyl) -2-[[1-[[[[3-[[(1,4- Dihydro-5-hydroxy-4-oxo-2-pyridinyl) carbonyl]] amino] carbonyl] -2-oxo-3-amidazolidinyl] sulfonyl] amino] carbonyl] -2-oxo -3-azetidinyl] amino] -2-oxoethylidene] amino] oxy] cyclopentanecarboxylic acid or a pharmaceutically acceptable salt thereof. (1) 하기 구조식(1) the following structural formula 의 화합물을 R1-카르복실산에서 유도된 R1이 아실기로 아실화거나 또는The compound of R 1 - R 1 groups are derived from a carboxylic acid acyl, or acylated 의 화합물에 -CO-NH-SO2R 활성기를 도입함을 특징으로 하는 제1항 내지 제26항에 의한 화합물의 제조방법.27. A process for the preparation of a compound according to claims 1 to 26, wherein a -CO-NH-SO 2 R activating group is introduced into the compound. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019860008067A 1985-09-26 1986-09-26 2-oxo-1-(((substituted sulfonyl) amino) carbonyl) azetidines KR900001013B1 (en)

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AU602067B2 (en) * 1987-02-11 1990-09-27 Upjohn Company, The Novel n-1 substituted beta-lactams as antibiotics
US5006650A (en) * 1987-02-11 1991-04-09 The Upjohn Company Novel N-1 substituted beta-lactams as antibiotics
EP0357604A1 (en) * 1987-02-27 1990-03-14 The Upjohn Company Antibiotic beta-lactams containing a pyridone carboxylic acid or acid derivative
CA1317298C (en) * 1987-03-03 1993-05-04 Upjohn Company (The) Antibiotic sulfonylaminocarbonyl activated .beta.-lactams
US4762922A (en) * 1987-07-01 1988-08-09 Squibb Corporation 2-oxo-1-[[(substituted sulfonyl)amino]-carbonyl]azetidines
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JPH02504272A (en) * 1987-07-22 1990-12-06 ジ・アップジョン・カンパニー Therapeutically useful beta-lactams
US4777252A (en) * 1987-08-13 1988-10-11 E. R. Squibb & Sons, Inc. 2-oxo-1-[[(substituted sulfonyl)amino]-carbonyl]azetidines
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EP0336667A3 (en) * 1988-04-04 1991-04-10 E.R. Squibb & Sons, Inc. [3S(Z)]-3-[[(2-amino-4-thiazolyl)[[2-(hydroxyamino)-2-oxoethoxy]imino]acetyl]-amino]-2,2-dimethyl-4-oxo-1-azetidinyl sulfate
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ATE180474T1 (en) * 1992-12-23 1999-06-15 Novartis Ag IMIDAZOLE DERIVATIVES AND THEIR USE AS AGROCHEMICAL AGENTS
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EP2308562B1 (en) * 2003-12-25 2015-02-25 Ono Pharmaceutical Co., Ltd. Azetidine ring compounds and drugs comprising the same
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GB201222711D0 (en) 2012-12-17 2013-01-30 Takeda Pharmaceutical Novel compounds
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