公开(公告)号：KR100385364B1

公开(公告)日：2003-05-27

申请号：KR1020020052421

申请日：2002-09-02

Applicant: 동화약품주식회사 ,  한국화학연구원

Inventor： 이철해 ,  김봉진 ,  정원장 ,  김재학 ,  정희정 ,  김은정 ,  송신섭 ,  정용호 ,  곽현정 ,  이진수 ,  편도규

IPC: C07D265/22

Abstract: PURPOSE: Provided are azetidinone compound of the formula(I) as an intermediate useful for the manufacture of carbapenem antibiotics and a process for the preparation thereof. CONSTITUTION: The azetidine compound is represented by the formula(I). It is useful as an intermediate for the manufacture of beta-methylcarbapenem antibiotics and manufactured by reacting 4-acetoxy-azetidine compound of the formula(II) and alpha-halo propionic acid amide compound of the formula(III).

Abstract translation: 目的：提供式（I）的氮杂环丁酮化合物作为可用于制备碳青霉烯类抗生素的中间体及其制备方法。 构成：氮杂环丁烷化合物由式（I）表示。 它可用作制备β-甲基碳青霉烯类抗生素的中间体，并通过使式（II）的4-乙酰氧基 - 氮杂环丁烷化合物与式（III）的α-卤代丙酰胺化合物反应制备。

公开(公告)号：KR1020020079654A

公开(公告)日：2002-10-19

申请号：KR1020020052421

申请日：2002-09-02

Applicant: 동화약품주식회사 ,  한국화학연구원

Inventor： 이철해 ,  김봉진 ,  정원장 ,  김재학 ,  정희정 ,  김은정 ,  송신섭 ,  정용호 ,  곽현정 ,  이진수 ,  편도규

IPC: C07D265/22

Abstract: PURPOSE: Provided are azetidinone compound of the formula(I) as an intermediate useful for the manufacture of carbapenem antibiotics and a process for the preparation thereof. CONSTITUTION: The azetidine compound is represented by the formula(I). It is useful as an intermediate for the manufacture of beta-methylcarbapenem antibiotics and manufactured by reacting 4-acetoxy-azetidine compound of the formula(II) and alpha-halo propionic acid amide compound of the formula(III).

Abstract translation: 目的：提供式（I）的氮杂环丁酮化合物作为制备碳青霉烯类抗生素的中间体及其制备方法。 构成：氮杂环丁烷化合物由式（I）表示。 通过使式（II）的4-乙酰氧基 - 氮杂环丁烷化合物与式（III）的α-卤代丙酸酰胺化合物反应制备β-甲基碳青霉烯类抗生素的中间体是有用的。

公开(公告)号：KR1020020013988A

公开(公告)日：2002-02-25

申请号：KR1020000046447

申请日：2000-08-10

Applicant: 동화약품주식회사 ,  한국화학연구원

Inventor： 이철해 ,  김봉진 ,  정원장 ,  김재학 ,  정희정 ,  김은정 ,  송신섭 ,  정용호 ,  곽현정 ,  이진수 ,  편도규

IPC: C07D413/14

CPC classification number: C07D413/06 ,  C07D205/08 ,  C07D265/06 ,  C07D265/14 ,  C07D487/04 ,  C07F9/65611 ,  Y02P20/55

Abstract: PURPOSE: Provided is an intermediate, azetidinone compound which is useful in manufacturing beta-methylcarbapenem antibiotics. And its manufacturing method is provided. CONSTITUTION: The intermediate of carbapenem, azetidinone compound, is represented by the formula(1), wherein R is hydrogen or hydroxy protective group, R1 and R2 are individually C1-C15 alkyl, benzyl, represent 5-6 membered cyclic compound to which R1 and R2 are linked, or hetero cyclic group including at least one oxygen or sulfur atom; R3 is lower alkyl group or lower alkylester group; and R4 is benzene, halogen, lower alkyloxy group, or nitro group substituted benzene ring.

Abstract translation: 目的：提供可用于制备β-甲基碳青霉烯类抗生素的中间体氮杂环丁酮化合物。 并提供其制造方法。 构成：碳青霉烯类氮杂环丁酮化合物的中间体由式（1）表示，其中R是氢或羟基保护基，R1和R2分别是C1-C15烷基，苄基，代表5-6元环状化合物，其中R1 或R 2连接，或包含至少一个氧原子或硫原子的杂环基; R3是低级烷基或低级烷基酯基; R4为苯，卤素，低级烷氧基或硝基取代苯环。

公开(公告)号：KR100377448B1

公开(公告)日：2003-03-26

申请号：KR1020000046447

申请日：2000-08-10

Applicant: 동화약품주식회사 ,  한국화학연구원

Inventor： 이철해 ,  김봉진 ,  정원장 ,  김재학 ,  정희정 ,  김은정 ,  송신섭 ,  정용호 ,  곽현정 ,  이진수 ,  편도규

IPC: C07D413/14

CPC classification number: C07D413/06 ,  C07D205/08 ,  C07D265/06 ,  C07D265/14 ,  C07D487/04 ,  C07F9/65611 ,  Y02P20/55

Abstract: There is disclosed an azetidinone compound of the formula (I):wherein R is hydrogen, or a hydroxy protecting group, R1 and R2 are each independently alkyl of 1-15 carbon atoms, benzyl or cyclized together with the carbon atom to which they are attached to form a 5 or 6-membered cyclic hydrocarbon or a heterocyclic radical having one or two hetero ring atoms, said hetero ring atoms being selected from the group consisting of O and S; R3 is lower alkyl or -COO(lower alkyl) R4 is phenyl, or phenyl substituted with halogen, lower alkoxy or nitro which is useful as a synthetic intermediate to the 1'beta-methylcarbapenem-type antibacterial agent.

Abstract translation: 公开了式（I）的氮杂环丁酮化合物：其中R是氢或羟基保护基，R 1和R 2各自独立地是1-15个碳原子的烷基，苄基或与它们所连接的碳原子一起环化 连接形成5或6元环烃或具有一个或两个杂环原子的杂环基，所述杂环原子选自O和S; R3是低级烷基或-COO（低级烷基），R4是苯基或被卤素，低级烷氧基或硝基取代的苯基，它可用作1'β-甲基碳代青霉烯类抗菌剂的合成中间体。

公开(公告)号：KR1020020006889A

公开(公告)日：2002-01-26

申请号：KR1020000040396

申请日：2000-07-14

Applicant: 한국화학연구원

Inventor： 이철해 ,  김재학 ,  정희정 ,  편도규 ,  곽현정 ,  송신섭 ,  김은정 ,  김봉진 ,  정원장

IPC: C07D205/08

Abstract: PURPOSE: Provided are 2-arylethenyl carbapenem derivative of the formula(1) and its pharmaceutically acceptable salt which have therapeutic effect in methicillin resistant staphylococcus aureus(MRSA) infection. And its manufacturing method and an antibacterial composition containing it as an active ingredient are also provided. CONSTITUTION: 2-arylethenyl carbapenem derivative is represented by the formula(1), wherein R is halogen, nitro, hydroxy or cyano substituted phenyl or fused aryl group; or halogen or C1-3 alkyl group substituted monocyclic, bicyclic or tricyclic 5 or 6 membered hetero aryl group containing at least one of O, S or N atom; and M is hydrogen or zwitterion forming pharmaceutically acceptable salts.

Abstract translation: 目的：提供式（1）的2-亚乙烯基碳青霉烯衍生物及其药用盐，其在耐甲氧西林金黄色葡萄球菌（MRSA）感染中具有治疗作用。 还提供其制造方法和含有它作为活性成分的抗菌组合物。 构成：2-亚乙烯基碳代青霉烯衍生物由式（1）表示，其中R是卤素，硝基，羟基或氰基取代的苯基或稠合芳基; 或含有O，S或N原子中的至少一个的卤素或C 1-3烷基取代的单环，双环或三环5或6元杂芳基; M是氢或两性离子形成药学上可接受的盐。

公开(公告)号：KR100351660B1

公开(公告)日：2002-09-05

申请号：KR1020000040396

申请日：2000-07-14

Applicant: 한국화학연구원

Inventor： 이철해 ,  김재학 ,  정희정 ,  편도규 ,  곽현정 ,  송신섭 ,  김은정 ,  김봉진 ,  정원장

IPC: C07D205/08

Abstract: 본 발명은 하기 화학식 1의 2-아릴에테닐 카바페넴 유도체 및 이의 약리학적으로 허용가능한 염, 이의 제조방법 및 이를 유효성분으로 함유하는 항균제 조성물에 관한 것으로서, 본 발명의 화합물은 메티실린 내성 스타필로코쿠스 아우레우스 (Methicillin resistant Staphylococcus aureus, MRSA) 감염증을 비롯한 내성균 감염질병의 치료에 우수한 효과를 나타낸다.

상기 식에서,
R은 할로겐, 니트로, 히드록시 또는 시아노로 임의로 치환된 페닐 또는 융합된 아릴기; 또는 O, S 또는 N 원자를 하나 이상 포함하고, 할로겐 또는 C
1-3 알킬기로 임의로 치환된 모노사이클릭, 비사이클릭 또는 트리사이클릭 5 또는 6원 헤테로 아릴기이고,
M은 수소 또는 약리학적으로 허용가능한 염을 형성하는 짝이온이다.