2-chloro-5-fluoro-4-nitrobenzoic acid | 149903-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-chloro-5-fluoro-4-nitrobenzoic acid
• CAS: 149903-77-5
• 化学式: C₇H₃ClFNO₄
• 分子量: 219.557
• InChiKey: LXUZKEKXMXCKHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  373.4±42.0 °C(Predicted)
• 密度：
  1.689±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-5-fluoro-4-nitrobenzoic acid 、 N-deacetyl maytansine 在 溶剂黄146 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 锌 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[(4-amino-2-chloro-5-fluorobenzoyl)-methylamino]propanoate
  参考文献：
  名称：

  Antibody drug conjugates of cleavable amino-benzoyl-maytansinoids

  摘要：

  ADCs based on the natural product maytansine have been successfully employed clinically. In a previous report, ADCs based on hydrophilic non-cell permeable maytansinoids was presented. The authors in this report further explore the maytansine scaffold to develop tubulin inhibitors capable of cell permeation. The research resulted in amino-benzoyl-maytansinoid payloads that were further elaborated with linkers for conjugating to antibodies. This approach was applied to MUC16 tumor targeting antibodies for ovarian cancers. A positive control ADC was evaluated alongside the amino-benzoyl-maytansinoid ADC and the efficacy observed was equivalent while the isotype control ADCs had no effect.

  DOI：

  10.1016/j.bmc.2020.115785

文献信息

• [EN] MAYTANSINOID DERIVATIVES, CONJUGATES THEREOF, AND METHODS OF USE<br/>[FR] DÉRIVÉS DE MAYTANSINOÏDE, CONJUGUÉS DE CEUX-CI, ET PROCÉDÉS D'UTILISATION
  申请人：REGENERON PHARMA

  公开号：WO2016160615A1

  公开（公告）日：2016-10-06

  Provided herein are maytansinoid derivatives, conjugates thereof, and methods of treating or preventing proliferative diseases with the same.

  本文提供了马替西酚衍生物、其共轭物以及使用它们治疗或预防增生性疾病的方法。
• Process for the preparation of fluorinated benzoic acids
  申请人：Abbott Laboratories

  公开号：US05633399A1

  公开（公告）日：1997-05-27

  A process for the preparation of 2-chloro-4,5-difluorobenzoic acid and 2,4,5-trifluorobenzoic acid as well as synthetic intermediates useful in and prepared according thereto, comprising reacting a nitrobenzene having the formula ##STR1## wherein X is chloro or fluoro, with an appropriate carbanion to form a compound having the formula ##STR2## wherein one of Y and Z is chloro and the other is nitro, and R is a radical selected from the group consisting of --CCl.sub.3, --CH.sub.2 NO.sub.2, --CH(NO.sub.2)R.sup.1, --CH(CO.sub.2 R.sup.1).sub.2, --CH(C(O)R.sup.2).sub.2, --CH(CN)CO.sub.2 R.sup.1, --CH(CO.sub.2 R.sup.1)COR.sup.2 and --COR.sup.2 where R.sup.1 is alkyl or arylalkyl and R.sup.2 is alkyl, aryl or arylalkyl and, where appearing more than once in such a radical, R.sup.1 and R.sup.2 may be the same or different at each occurrence.

  一种制备2-氯-4,5-二氟苯甲酸和2,4,5-三氟苯甲酸的方法，以及在该方法中有用的合成中间体，包括将具有以下式的硝基苯与适当的碳负离子反应，以形成具有以下式的化合物，其中Y和Z中的一个是氯，另一个是硝基，R是从--CCl.sub.3，--CH.sub.2 NO.sub.2，--CH（NO.sub.2）R.sup.1，--CH（CO.sub.2 R.sup.1）.sub.2，--CH（C（O）R.sup.2）.sub.2，--CH（CN）CO.sub.2 R.sup.1，--CH（CO.sub.2 R.sup.1）COR.sup.2和--COR.sup.2所选的基团，其中R.sup.1是烷基或芳基烷基，R.sup.2是烷基，芳基或芳基烷基，并且在这样的基团中出现多次时，R.sup.1和R.sup.2在每次出现时可能相同或不同。
• PROCESS FOR THE PREPARATION OF FLUORINATED BENZOIC ACIDS
  申请人：ABBOTT LABORATORIES

  公开号：EP0610384A1

  公开（公告）日：1994-08-17
• EP0610384A4
  申请人：——

  公开号：EP0610384A4

  公开（公告）日：1995-01-25
• PYRIDINIUM INTERMEDIATES AND THE PROCESS FOR PREPARING THE SAME
  申请人：ABBOTT LABORATORIES

  公开号：EP0655997A1

  公开（公告）日：1995-06-07