(2,6-difluoro-4-nitrophenyl)methanol | 1260811-86-6

• 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: (2,6-difluoro-4-nitrophenyl)methanol
• CAS: 1260811-86-6
• 化学式: C₇H₅F₂NO₃
• 分子量: 189.118
• InChiKey: AAAXCZXIHVSIOY-UHFFFAOYSA-N

物化性质

• 沸点：
  310.3±37.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2,6-difluoro-4-nitrophenyl)methanol 在 哌啶 、 三甲基氯硅烷 、 氢气 、 potassium carbonate 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 、 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 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 31.58h， 生成 (S)-2-((S)-2-amino-3-methylbutanamido)-N-(4-((((1S,9S)-9-ethyl-5-fluoro-9-hydroxy-4-methyl-10,13-dioxo-2,3,9,10,13,15-hexahydro-1H,12H-benzo[de]pyrano[3’,4’:6,7]indolizino[1,2-b]quinolin-1-yl)amino)methyl)-3,5-difluorophenyl)-5-ureidopentanamide
  参考文献：
  名称：

  [EN] CARRIER PARTICLE-DRUG CONJUGATES, SELF-IMMOLATIVE LINKERS, AND USES THEREOF
  [FR] CONJUGUÉS PARTICULE VECTEUR-MÉDICAMENT LIEURS AUTO-IMMOLATEURS ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2022093800A3
• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 生成 (2,6-difluoro-4-nitrophenyl)methanol
  参考文献：
  名称：

  Synthesis and structure–activity relationships of nitrobenzyl phosphoramide mustards as nitroreductase-activated prodrugs

  摘要：

  A series of nitrobenzyl phosphoramide mustards and their analogs was designed and synthesized to explore their structure-activity relationships as substrates of nitroreductases from Escherichia coli and trypanosomes and as potential antiproliferative and antiparasitic agents. The position of the nitro group on the phenyl ring was important with the 4-nitrobenzyl phosphoramide mustard (1) offering the best combination of enzyme activity and antiproliferative effect against both mammalian and trypanosomatid cells. A preference was observed for halogen substitutions ortho to benzyl phosphoramide mustard but distinct differences were found in their SAR of substituted 4-nitrobenzyl phosphoramide mustards in E. coli nitroreductase-expressing cells and in trypanosomatids expressing endogenous nitroreductases. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.009

文献信息

• [EN] COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATMENT OF PROTOZOAN INFECTIONS<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS POUR LE TRAITEMENT D'INFECTIONS CAUSÉES PAR DES PROTOZOAIRES
  申请人：UNIV RUTGERS

  公开号：WO2011066416A1

  公开（公告）日：2011-06-03

  Provided are compounds, compositions and methods for treating protozoan infections.

  提供了用于治疗原虫感染的化合物、组合物和方法。
• COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATING PROTOZOAN INFECTIONS
  申请人：Hu Longqin

  公开号：US20120322768A1

  公开（公告）日：2012-12-20

  Provided are compounds, compositions and methods for treating protozoan infections.

  提供了治疗原虫感染的化合物、组合物和方法。
• [EN] OXAZOLE TRPML1 AGONISTS AND USES THEREOF<br/>[FR] AGONISTES DE TRPML1 OXAZOLIQUE ET LEURS UTILISATIONS
  申请人：[en]LIBRA THERAPEUTICS, INC.

  公开号：WO2024011155A1

  公开（公告）日：2024-01-11

  Described herein are oxazole TRPML1 inhibitors and pharmaceutical compositions comprising said inhibitors. The subject compounds and compositions are useful for the treatment of TRPML1-mediated disorders or diseases.
• Synthesis and structure–activity relationships of nitrobenzyl phosphoramide mustards as nitroreductase-activated prodrugs
  作者：Longqin Hu、Xinghua Wu、Jiye Han、Lin Chen、Simon O. Vass、Patrick Browne、Belinda S. Hall、Christopher Bot、Vithurshaa Gobalakrishnapillai、Peter F. Searle、Richard J. Knox、Shane R. Wilkinson

  DOI：10.1016/j.bmcl.2011.05.009

  日期：2011.7

  A series of nitrobenzyl phosphoramide mustards and their analogs was designed and synthesized to explore their structure-activity relationships as substrates of nitroreductases from Escherichia coli and trypanosomes and as potential antiproliferative and antiparasitic agents. The position of the nitro group on the phenyl ring was important with the 4-nitrobenzyl phosphoramide mustard (1) offering the best combination of enzyme activity and antiproliferative effect against both mammalian and trypanosomatid cells. A preference was observed for halogen substitutions ortho to benzyl phosphoramide mustard but distinct differences were found in their SAR of substituted 4-nitrobenzyl phosphoramide mustards in E. coli nitroreductase-expressing cells and in trypanosomatids expressing endogenous nitroreductases. (C) 2011 Elsevier Ltd. All rights reserved.
• [EN] CARRIER PARTICLE-DRUG CONJUGATES, SELF-IMMOLATIVE LINKERS, AND USES THEREOF<br/>[FR] CONJUGUÉS PARTICULE VECTEUR-MÉDICAMENT LIEURS AUTO-IMMOLATEURS ET LEURS UTILISATIONS
  申请人：ELUCIDA ONCOLOGY INC

  公开号：WO2022093800A3

  公开（公告）日：2022-06-02