carbapenem | 83200-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: carbapenem
• 英文别名: 7-Oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• CAS: 83200-96-8
• 化学式: C₇H₇NO₃
• 分子量: 153.137
• InChiKey: BSIMZHVOQZIAOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• [EN] 1,2-BENZISOSELENAZOL-3(2H)-ONE AND 1,2-BENZISOTHIAZOL-3(2H)-ONE DERIVATIVES AS BETA-LACTAM ANTIBIOTIC ADJUVANTS<br/>[FR] DÉRIVÉS DE 1,2-BENZISOSÉLÉNAZOL-3(2H)-ONE ET DE 1,2-BENZISOTHIAZOL-3(2H)-ONE UTILISÉS COMME ADJUVANTS D'ANTIBIOTIQUES BÊTA-LACTAME
  申请人：UNIV HONG KONG POLYTECHNIC

  公开号：WO2019174279A1

  公开（公告）日：2019-09-19

  Provided herein are compositions and methods useful in the treatment of beta-lactam antibiotic resistant bacteria.

  本文提供了在治疗β-内酰胺类抗生素耐药细菌方面有用的组合物和方法。
• 2-(2-substituted pyrrolidinylthio)-carbapenem derivatives
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：EP0522504A1

  公开（公告）日：1993-01-13

  A compound of the formula (I): wherein R¹ is a hydrogen atom or a methyl group, R² is a hydrogen atom or a negative charge, R³ is a hydrogen atom or a lower alkyl group, each of R⁴, R⁵ and R⁶ is a hydrogen atom, a cyano group, a methanesulfonyl group, a lower alkyl group which may have substituents, a carbamoyl group which may have substituents or a group of the formula -X-N(R⁷)R⁸ wherein each of R⁷ and R⁸ which may be the same or different, is a hydrogen atom or a lower alkyl group which may have substituents, or R⁷ and R⁸ form, together with the adjacent nitrogen atom and, if necessary, together with a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom in addition to the adjacent nitrogen atom, a 3- to 8-membered heterocyclic group which may be substituted (provided that either the nitrogen atom adjacent to X or other nitrogen atom on the heterocyclic ring may form an ammonio group), and X is a lower alkylene group which may have substituents}, provided that at least one of R⁴, R⁵ and R⁶ is the group of the formula -X-N(R⁷)R⁸ wherein R⁷, R⁸ and X are as defined above, and Y is a lower alkylene group or a single bond; or a pharmaceutically acceptable salt or ester thereof.

  式（I）的化合物：其中R¹是氢原子或甲基基团，R²是氢原子或负电荷，R³是氢原子或较低的烷基基团，R⁴、R⁵和R⁶中的每一个是氢原子、氰基、甲磺酰基、可能具有取代基的较低烷基基团、可能具有取代基的氨基甲酰基或式-X-N（R⁷）R⁸的基团其中R⁷和R⁸中的每一个可能相同或不同，是氢原子或可能具有取代基的较低烷基基团，或R⁷和R⁸与相邻的氮原子以及必要时与所选自氮原子、氧原子和硫原子的一种异原子（除了相邻的氮原子）一起形成可能具有取代基的3-至8-成员杂环基团（只要邻近X的氮原子或杂环环上的其他氮原子可能形成氨基基团），且X是可能具有取代基的较低烷基基团}，但要求R⁴、R⁵和R⁶中至少有一个是式-X-N（R⁷）R⁸的基团，其中R⁷、R⁸和X如上所定义，Y是较低烷基基团或单键；或其药学上可接受的盐或酯。
• CARBAPENEM DERIVATIVES
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1048669A1

  公开（公告）日：2000-11-02

  Compounds represented by general formula (I); a process for producing the same; and utilization thereof as antimicrobial agents and metallo-β-lactamase inhibitors, wherein R1 represents hydrogen or lower alkyl; R2 represents hydrogen, an ester residue, etc.; R3 and R4 are the same or different and each represents hydrogen, halogeno, etc.; R5 and R6 are the same or different and each represents hydrogen, lower alkoxy, etc., or lower alkyl optionally having one or two substituents selected from the group consisting of carbamoyl, carboxy and hydroxy; group (a) represents aryl selected from the group consisting of benzene and naphthalene rings, etc.; and Y represents a single bond, linear C1-4 alkylene, etc. (provided that the case where R3 and R4 are hydrogen, (a) is benzene, Y is methylene and R5 and R6 are hydrogen is excluded).

  化合物的一般式（I）；其制备方法；以及作为抗微生物剂和金属β-内酰胺酶抑制剂的应用，其中R1代表氢或较低的烷基；R2代表氢、酯基残基等；R3和R4相同或不同，每个代表氢、卤素等；R5和R6相同或不同，每个代表氢、较低的烷氧基等，或较低的烷基可选地具有羰基、羧基和羟基中的一种或两种取代基；组（a）代表苯环和萘环等中选择的芳基；Y代表单键，线性C1-4烷基等（前提是当R3和R4为氢，（a）为苯环，Y为亚甲基，R5和R6为氢时，不包括在内）。
• 2-(Cyclopropane-carboxamido)-2-alkenoic acids, their esters and salts, and antibacterial compositions comprising the same and a thienamycin-type compound
  申请人：Merck & Co., Inc.

  公开号：EP0048301A1

  公开（公告）日：1982-03-31

  ω-(2-Amino-2-carboxyethylthiol-2-(cyclopropane- carboxamido)-2-alkenoic acids, their esters and salts of the formula in the Z configuration, wherein R2 is 2,2-dimethylcyclopropyl or 2,2-dichlorocyclopropyl; R' is hydrogen, loweralkyl of 1-6 carbon atoms, dialkylaminoalkyl with 1-6 carbon atoms in each alkyl group, or a pharmaceutically acceptable cation; R3 is an alkylene chain of 3-7 carbon atoms, having a terminal substituent which is 2-amino-2-carboxyethylthio, or 1-(phosphono)ethylamino which selectively inhibit the metabolism of dipeptidase (E.C:3.4.13.11) and therefore are useful in combination with antibacterial products, by preference with the thienamycin class of compounds.

  该文本描述的是公式为Z构型的2-氨基-2-羧基乙硫基-2-(环丙烷羧酰胺)-2-烯酸及其酯类和盐类，其中R2为2,2-二甲基环丙基或2,2-二氯环丙基；R'为氢、1-6碳原子的低级烷基、每个烷基中有1-6碳原子的二烷基氨基烷基或药学上可接受的阳离子；R3为一个碳数为3-7的烷基链，具有一个终端取代基，该取代基为2-氨基-2-羧基乙硫基或1-(膦酸)乙基氨基，可选择性地抑制二肽酶(E.C:3.4.13.11)的代谢，因此在与抗菌产品结合使用时有用，优选与头孢曲松类化合物结合使用。
• [EN] CABAPENEM DERIVATIVES AND PROCESSES FOR PREPARING THE SAME<br/>[FR] DERIVES DE CARBAPENEM ET LEURS PROCEDES DE PREPARATION
  申请人：DONG-A PHARMACEUTICAL CO., LTD.

  公开号：WO1995014692A1

  公开（公告）日：1995-06-01

  (EN) Carbapenem(3-pyrrolidinylthio-1-azabicyclo[3,2,0] hept-2-ene-7-one-carboxylic acid compounds and their derivatives. The compounds of the present invention are useful as antibacterial agents against gram positive, gram negative, imipenem-resistant, clinical isolates of Pseudomonas aeruginosa, and beta-lactamase producing bacteria. Also provided in the present invention are processes for the preparation of the antibacterial compound of the present invention.(FR) Composés d'acide carbapenem(3-pyrrolidinylthio-1-azabicyclo[3,2,0]hept-2-ène-7-one-carboxylique et leurs dérivés. Ces composés sont utilisables comme agents antibactériens contre les isolats cliniques de Pseudomonas aeruginosa à Gram positif et négatif et résistants à l'imipenem, et contre les bactéries produisant la bêta-lactamase. On a également prévu des procédés de préparation du composé antibactérien précité.

  Carbapenem(3-吡咯烷基硫基-1-氮杂双环[3,2,0]庚-2-烯-7-酮羧酸化合物及其衍生物。本发明的化合物可用作革兰氏阳性菌、革兰氏阴性菌、亚胺培南耐药、铁杆菌属临床分离株和β-内酰胺酶产生菌的抗菌剂。本发明还提供了制备上述抗菌化合物的方法。 Carbapenem(3-pyrrolidinylthio-1-azabicyclo[3,2,0]庚-2-烯-7-one-carboxylique酸化合物及其衍生物。这些化合物可用作抗革兰氏阳性和阴性、亚胺培南耐药的Pseudomonas aeruginosa临床分离株和产生β-内酰胺酶的细菌的抗菌剂。本发明还提供了制备上述抗菌化合物的方法。