氟氧头孢杂质5 | 134237-56-2

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 氟氧头孢杂质5
• 英文名称: (6R,7R)-benzhydryl (7-(2-difluoromethylthio)acetamido)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4,2,0]oct-2-ene-2-carboxylate
• 英文别名: (6R,7R)-benzhydryl-7-(difluoromethylthio)acetamido-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4,2,0]oct-2-ene-2-carboxylate；benzhydryl (6R,7R)-3-(chloromethyl)-7-[[2-(difluoromethylsulfanyl)acetyl]amino]-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 134237-56-2
• 化学式: C₂₅H₂₃ClF₂N₂O₆S
• 分子量: 552.983
• InChiKey: PIGCIWSUMLLPNV-NOZRDPDXSA-N

物化性质

• 沸点：
  727.8±60.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  氟氧头孢杂质5 在 间甲酚 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 1-(((6R,7R)-2-carboxy-7-(2-((difluoromethyl)thio)acetamido)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)imidazo[1,2-b]pyridazin-1-ium iodide
  参考文献：
  名称：

  Design, synthesis and antibacterial activity of novel 1-oxacephem analogs

  摘要：

  A series of 1-oxacephem analogs were synthesized and their antibacterial properties against five strait is of Gram-positive and Gram-negative bacteria were evaluated in vitro while ceftazidine was selected as control. Some of the tested compounds, compound 12c in particular, showed more active against three selected strains than the standard. (C) 2012 Yong Wu. Published by Elsevier B.V, on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.01.014
• 作为产物：
  描述：

  拉氧头孢杂质 在 吡啶 、 五氯化磷 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 氟氧头孢杂质5
  参考文献：
  名称：

  Design, synthesis and antibacterial activity of novel 1-oxacephem analogs

  摘要：

  A series of 1-oxacephem analogs were synthesized and their antibacterial properties against five strait is of Gram-positive and Gram-negative bacteria were evaluated in vitro while ceftazidine was selected as control. Some of the tested compounds, compound 12c in particular, showed more active against three selected strains than the standard. (C) 2012 Yong Wu. Published by Elsevier B.V, on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.01.014

文献信息

• 1-옥사세팔로스포린 유도체의 제조방법
  申请人：JEIL PHARMA HOLDINGS INC. 제일파마홀딩스 주식회사(119980034584) Corp. No ▼ 110111-0026652BRN ▼114-81-01234

  公开号：KR20150011471A

  公开（公告）日：2015-02-02

  본 발명은 항균제로 유용한 1-옥사세팔로스포린의 합성용 중간체로써 1-옥사세팔로스포린 유도체의 신규한 제조 방법에 관한 것으로, 본 발명의 제조방법은 간단한 할로겐화제를 사용하여, 안정성이 우수하고, 반응공정이 단순하고 반응 컨트롤이 용이하며, 반응시간이 짧아 매우 효율적인 방법이며, 이로 인해 항균제로 유용한 1-옥사세팔로스포린의 제조 수율을 높이는 효과가 있다.

  该专利涉及一种用于合成对抗细菌有用的1-氧代头孢氨基的中间体的新方法，该方法利用简单的卤代试剂，具有优越的稳定性，反应过程简单且易于控制，反应时间短，非常高效。因此，该方法提高了对抗细菌有用的1-氧代头孢氨基的产率。
• METHOD FOR MANUFACTURING 7alpha-ALKOXYOXACEPHEM INTERMEDIATE COMPOUND
  申请人：DONGDO CO., LTD.

  公开号：US20190077812A1

  公开（公告）日：2019-03-14

  The present disclosure provides a method for preparing a 7α-alkoxyoxacephem intermediate compound, the method comprising a process (S1) including: reacting a compound represented by a following chemical formula 1 with a halogen compound in an organic solvent to form a reaction product such that unreacted halogen compound remains; and adding metal alkoxide and reducing agent to the reaction product with the unreacted halogen compound remaining, thereby to produce a compound represented by a following chemical formula 2: where R is a Cl, Br, I, halogen derivative, R 1 is a carboxyl protecting group including diphenylmethyl, p-methoxybenzyl, p-nitrobenzyl or hydrogen (H), and R 2 is an alkyl group having 1 to 4 carbon atoms.

  本公开提供一种制备7α-烷氧氧代头孢菌素中间体化合物的方法，该方法包括以下步骤（S1）：在有机溶剂中，将化学式1所代表的化合物与卤素化合物反应，形成反应产物，使未反应的卤素化合物保留；并向保留有未反应卤素化合物的反应产物中加入金属烷氧化物和还原剂，从而产生化学式2所代表的化合物：其中，R为Cl、Br、I、卤素衍生物，R1为包括二苯甲基、对甲氧基苯甲基、对硝基苯甲基或氢（H）的羧基保护基，R2为具有1至4个碳原子的烷基。
• 一种氟氧头孢工艺杂质及其制备方法
  申请人：北京济美堂医药研究有限公司

  公开号：CN114315865A

  公开（公告）日：2022-04-12

  本发明公开了一种氟氧头孢工艺杂质及其制备方法，所述方法包括以氟氧头孢钠合成中间体(6R,7R)‑3‑(氯甲基)‑7‑氨基‑7‑甲氧基‑8‑氧代‑5‑氧杂‑1‑氮杂双环[4.2.0]辛‑2‑烯‑2‑羧酸二苯甲基酯和甲硫基乙酸和甲硫基乙酸为起始物料合成目标杂质中间体，再与侧链1‑羟乙基‑5‑巯基‑1H‑四氮唑钠盐缩合，最后四氯化钛脱二苯甲基保护基得到(6R,7R)‑7‑(2‑甲基硫基)乙酰氨基)‑3‑(((1‑(2‑羟乙基)‑1H‑四唑‑5‑基)硫)甲基)‑7‑甲氧基‑8‑氧代‑5‑氧杂‑1‑氮杂双环[4.2.0]辛‑2‑烯‑2‑甲酸；本发明为氟氧头孢钠原料药和制剂的质量研究提供了便利，为氟氧头孢钠的生产和安全用药提供了检测方法和判定依据。
• TSUDZI, SEDZI;SATO, XISAO;XAMADZIMA, JOSIO
  作者：TSUDZI, SEDZI、SATO, XISAO、XAMADZIMA, JOSIO

  DOI：——

  日期：——
• Design, synthesis and antibacterial activity of novel 1-oxacephem analogs
  作者：Yi He、Jian Bo Wu、Fan Lei、Pei Chen、Li Hai、Yong Wu

  DOI：10.1016/j.cclet.2012.01.014

  日期：2012.4

  A series of 1-oxacephem analogs were synthesized and their antibacterial properties against five strait is of Gram-positive and Gram-negative bacteria were evaluated in vitro while ceftazidine was selected as control. Some of the tested compounds, compound 12c in particular, showed more active against three selected strains than the standard. (C) 2012 Yong Wu. Published by Elsevier B.V, on behalf of Chinese Chemical Society. All rights reserved.