(6S,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (6S,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 化学式: C₈H₁₀N₂O₄S
• 分子量: 230.24
• InChiKey: BQIMPGFMMOZASS-FBCQKBJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  6

文献信息

• Preparation of cefalosporins intermediates and conversion of said intermediates into active compound precursors
  申请人：——

  公开号：US20040242863A1

  公开（公告）日：2004-12-02

  There is described the preparation of the new 7&bgr;-[(2-aminothiazol-4-yl)glyoxylamido-3-hydroxymethyl-2-cephem-4-carboxylic acid derivatives, in which the amino group is free or protected by a removable group, and the subsequent conversion of the compounds thus obtained into active cephalosporin precursors either by esterification of the hydroxy group or replacement of the hydroxy group by a halogen atom and, in the latter case, by subsequent replacement of the halogen atom of said 7&bgr;-[(2-aminothiazol-4-yl)glyoxylamido-3-halomethyl-3-cephem-4-carboxylic acid derivatives by the residue of a nucleophilic compound to obtain corresponding, immediate precursors of 7&bgr;-[&agr;-(2-aminothiazol-4-yl-&agr;-methoxyimino]acetamido-3-(substituted)methyl-3-cephem-4-carboxylic acid derivatives.

  本文描述了制备新的7β-[(2-氨基噻唑-4-基)甘氨酰基]-3-羟甲基-2-头孢菌素-4-羧酸衍生物的方法，其中氨基可以是自由的或者由可去保护基保护的，随后将得到的化合物通过羟基酯化或者将羟基替换为卤原子，再在后一种情况下，通过将7β-[(2-氨基噻唑-4-基)甘氨酰基]-3-卤甲基-3-头孢菌素-4-羧酸衍生物的卤原子替换为亲核化合物的残基，从而获得相应的7β-[α-(2-氨基噻唑-4-基-α-甲氧基亚氨基)乙酰基]-3-(取代基)甲基-3-头孢菌素-4-羧酸衍生物的直接前体。
• Method for production of cephalosporin compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0074611A2

  公开（公告）日：1983-03-23

  A novel method of producing a cephalosporin compound of the formula wherein R' is a hydrogen atom or an acyl group; R is a hydrogen atom or an ester residue; the dotted line means a double bond in 2- or 3-position of the cephem ring; and R4 is a nucleophilic compound residue, or a salt thereof, directly in one step from a compound of the formula wherein R', R and the dotted line have the meanings defined above, or a salt thereof, by reacting in the presence of an organic solvent the compound [II] or a salt thereof, a nucleophilic compound or a salt thereof, and (1) a trivalent or pentavalent cyclic phosphorus compound having a partial structure of the formula wherein W is an oxygen atom, a sulfur atom or NR2; W1 is an oxygen atom, a sulfur atom or NR3; and R and R3 may be the same or different and each means a hydrogen atom or a hydrocarbon group, or a salt thereof, or (2) a reaction product of a compound having a partial structure of the formula wherein W and W' have the same meanings as defined above, or a salt thereof, with a phosphorus oxyhalide, trihalide or pentahalide.

  一种生产式如下的头孢菌素化合物的新方法 其中 R'是氢原子或酰基；R 是氢原子或酯残基；虚线表示头孢环 2 位或 3 位的双键；R4 是亲核化合物残基或其盐。 其中 R'、R 和虚线具有上文定义的含义，或其盐，通过在有机溶剂存在下，使化合物 [II] 或其盐、亲核化合物或其盐和 (1) 部分结构如式的三价或五价环状磷化合物反应而成 其中 W 是氧原子、硫原子或 NR2；W1 是氧原子、硫原子或 NR3；R 和 R3 可以相同或不同，且各指一个氢原子或一个烃基，或其盐，或 (2) 部分结构如式的化合物的反应产物 其中 W 和 W' 的含义与上述定义相同，或其盐与氧卤化磷、三卤化磷或五卤化磷的反应产物。
• Hydroxymethylcephem compounds and their preparation
  申请人：SHIONOGI & CO., LTD.

  公开号：EP0204517A2

  公开（公告）日：1986-12-10

  A process for preparing 7β-acylamino-3-hydroxy-methy)-3-cephem-4-carboxylic acids, optionally having 7 α-methoxy groups, or their alkali metal salts, comprises treating 7β-acylaminocephalosporanic acids (optionally having 7 α-methoxy groups) ortheir alkali metal salts with aqueous alkali metal hydroxides in lower alkanols.

  一种制备 7β-acylamino-3-hydroxy-methy)-3-cephem-4-carboxylic acids（可选具有 7 α-甲氧基基团）或其碱金属盐的工艺，包括在低级烷醇中用碱金属氢氧化物水溶液处理 7β-acylaminocephalosporanic acids（可选具有 7 α-甲氧基基团）或其碱金属盐。
• Antibacterial compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0216385A2

  公开（公告）日：1987-04-01

  A compound having the general formula wherein, R° is a hydrogen atom, a nitrogen-containing heterocyclic group, an acyl group or an amino-protective group; Z is S, S→0,0 or CH2; R4 is a hydrogen atom, a methoxy group, or a formamide group; R" is a hydrogen atom, a methyl group, a hydroxyl group, or a halogen atom; A is a condensed triazolio group which may be substituted, or a pharmaceutically acceptable salt or ester thereof is novel and has an excellent antibacterial activity.

  通式如下的化合物 其中，R° 是氢原子、含氮杂环基团、酰基或氨基保护基团；Z 是 S、S→0,0 或 CH2；R4 是氢原子、甲氧基或甲酰胺基团；R "是氢原子、甲基、羟基或卤素原子；A 是可被取代的缩合三唑基团，或其药学上可接受的盐或酯。
• Cephem compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0256542A2

  公开（公告）日：1988-02-24

  Cephem compounds of the formula: wherein Q stands for a nitrogen atom or CH, R¹ stands for a hydrogen atom or an optionally substituted lower alkyl group, R² stands for a hydrogen atom or a lower alkyl group, A stands for a sulfur atom or NH, and n denotes an integral number ranging from 2 to 4, or salts thereof, and processes for producing them. The compounds (I) or salts thereof show not only excellent antibacterial activities against a wide range of pathogenic bacteria from gram-positive to gram-­negative ones, including a variety of strains isolated clinically but also hydrophilic properties, and therefore they are excellent antibiotic substances having desirable water-solubility when used as injections.

  式中的 Cephem 化合物： 其中 Q 代表氮原子或 CH，R¹ 代表氢原子或任选取代的低级烷基，R² 代表氢原子或低级烷基，A 代表硫原子或 NH，n 代表 2 至 4 的整数，或其盐类，以及生产它们的工艺。化合物(I)或其盐类不仅对从革兰氏阳性到革兰氏阴性的各种致病细菌（包括临床上分离出的各种菌株）具有极佳的抗菌活性，而且还具有亲水性，因此它们是极佳的抗生素物质，在用作注射剂时具有理想的水溶性。