(4-氯-2-氟苯基)肼 | 64548-20-5

• 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: (4-氯-2-氟苯基)肼
• 英文名称: 4-Chlor-2-fluorphenylhydrazin
• 英文别名: 2-fluoro-4-chloro-phenyl-hydrazine；(4-Chloro-2-fluorophenyl)hydrazine
• CAS: 64548-20-5
• 化学式: C₆H₆ClFN₂
• 分子量: 160.578
• InChiKey: XPCUCLZMXMWSNS-UHFFFAOYSA-N

物化性质

• 沸点：
  225.3±30.0 °C(Predicted)
• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 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：
  38
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-氯-2-氟苯基)肼 在 对甲苯磺酸 、 lithium hydroxide 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 30.0h， 生成 5-氯-7-氟-1H-吲哚-2-甲酸
  参考文献：
  名称：

  Detailed structure–activity relationship of indolecarboxamides as H4 receptor ligands

  摘要：

  A series of 76 derivatives of the indolecarboxamide 1 were synthesized, which allows a detailed SAR investigation of this well known scaffold. The data enable the definition of a predictive QSAR model which identifies several compounds with an activity comparable to 1. A selection of these new H4R antagonists was synthesized and a comparison of predicted and measured values demonstrates the robustness of the model (47-55). In addition to the H-4-receptor activity general CMC and DMPK properties were investigated. Some of the new analogs are not only excellently soluble, but display a significantly increased half-life in mouse liver microsomes as well. These properties qualify these compounds as a possible new standard for future in vivo studies (e.g 51, 52 and 55). Moreover, the current studies also provide valuable information on the potential receptor ligand interactions between the indolcarboxamides and the H4R protein. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.016
• 作为产物：
  描述：

  4-氯-2-氟苯胺 在 盐酸 、 sodium hydroxide 、 sodium nitrite 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.5h， 生成 (4-氯-2-氟苯基)肼
  参考文献：
  名称：

  作为原卟啉原氧化酶抑制剂的新型1,3,4-Oxadiazol-2（3 H）-ones的设计，合成和3D-QSAR分析†

  摘要：

  原卟啉原氧化酶（PPO，EC 1.3.3.4）已被确定为化学除草剂家族中最重要的作用目标之一，这些除草剂具有一些有趣的特征，例如使用率低，对哺乳动物的毒性低以及对环境的影响小。 。作为开发新的PPO抑制剂的研究工作的继续，通过在C-4和C-5位上的取代基闭环设计并合成了一些重要的PPO抑制性除草剂恶二argyl的苯并噻唑类似物。的生物测定结果表明，该系列8，9，和10具有良好的PPO抑制活性ķ我值范围从0.25至18.63微米。最有趣的是9公升，鉴定了2-（（5-（5-叔丁基-2-氧代-1,3,4-恶二唑-2（3 H）-基）-6-氟苯并噻唑-2-基）硫烷基）丙酸乙酯作为其最有前途的候选者，是因为它具有较高的PPO抑制作用（k i = 1.42μM）和在37.5 g ai / ha的浓度下具有广谱的芽后除草活性。

  DOI：

  10.1021/jf9026298
• 作为试剂：
  描述：

  4-氯-2-氟苯胺 、 、 sodium nitrite 、 水 、 、 、 在 (4-氯-2-氟苯基)肼 、 亚硝酸盐 、 氨基磺酸 、 sulfone 、 sodium hydroxide 、 二氯甲烷 、 magnesium sulfate 作用下， 以 盐酸 为溶剂， -50.0~25.0 ℃ 、5.33 MPa 条件下， 反应 1.0h， 以to leave 38.5 parts of pinkish-tan crystalline 4-chloro-2-fluoro-phenylhydrazine, mp 51°-63°的产率得到
  参考文献：
  名称：

  2-(Substituted-phenyl)-hexahydro- and tetrahydro-3-(2H)-cinnolinones as

  摘要：

  本发明涉及除草剂2-(取代苯基)-六氢和四氢-3-(2H)-肉桂酰胺，含有这种化合物的农业组合物，以及这些化合物作为前期和后期除草剂的使用方法。

  公开号：

  US04033751A1

文献信息

• Continuous Flow Process For the Synthesis of Phenylhydrazine Salts and Substituted Phenylhydrazine Salts
  申请人：SHANGHAI HYBRID-CHEM TECHNOLOGIES

  公开号：US20190152896A1

  公开（公告）日：2019-05-23

  The present invention provided a continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts. Diazotization, reduction, acidic hydrolysis and salifying with acids are innovatively integrated together. Using acidic liquids of aniline or substituted aniline, diazotization reagents, reductants and acids as raw materials, phenylhydrazine derivative salts is obtained through the synthesis process, which is a three-step continuous tandem reaction including diazotization, reduction, acidic hydrolysis and salifying. The described synthesis process is a kind of integrated solutions, which is carried out in an integrated reactor. The feed inlets of the integrated reactor are continuously filled with raw materials. In the integrated reactor, diazotization, reduction, acidic hydrolysis and salifying are carried out continuously and orderly, and phenylhydrazine salts or substituted phenylhydrazine salts is obtained in the outlet of the integrated reactor without interruption. The total reaction time is no more than 20 min.

  本发明提供了一种连续流程，用于合成苯肼盐和取代苯肼盐。重氮化、还原、酸性水解和酸化与酸类创新地集成在一起。使用苯胺或取代苯胺的酸性液体、重氮化试剂、还原剂和酸类作为原料，通过合成过程获得苯肼衍生物盐，这是一个包括重氮化、还原、酸性水解和酸化的三步连续串联反应。所述的合成过程是一种集成解决方案，是在一个集成反应器中进行的。集成反应器的进料口连续填充原料。在集成反应器中，重氮化、还原、酸性水解和酸化被连续有序地进行，苯肼盐或取代苯肼盐在集成反应器的出口处获得，没有中断。总反应时间不超过20分钟。
• Halogenated indole-3-acetic acids as oxidatively activated prodrugs with potential for targeted cancer therapy
  作者：Sharon Rossiter、Lisa K Folkes、Peter Wardman

  DOI：10.1016/s0960-894x(02)00505-x

  日期：2002.9

  Substituted indole-3-acetic acid (IAA) derivatives, plant auxins with potential for use as prodrugs in enzyme-prodrug directed cancer therapies, were oxidised with horseradish peroxidase (HRP) and toxicity against V79 Chinese hamster lung fibroblasts was determined. Rate constants for oxidation by HRP compound I were also measured. Halogenated IAAs were found to be the most cytotoxic, with typical

  用辣根过氧化物酶（HRP）氧化取代的吲哚-3-乙酸（IAA）衍生物，可能用作酶前药导向的癌症治疗前药的植物生长素，并确定其对V79中国仓鼠肺成纤维细胞的毒性。还测量了由HRP化合物I氧化的速率常数。与100 microM前体药物和HRP孵育2h后，发现卤化的IAA具有最高的细胞毒性，典型的存活分数<10（-3）。
• Cycloalkanapyrazole herbicides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04059434A1

  公开（公告）日：1977-11-22

  Herbicidal cycloalkanapyrazoles of the formula: ##STR1## where N IS 3, 4 OR 5; R.sub.1 is hydrogen or methyl; Q is fluorine, chlorine, bromine or iodine; X is fluorine, chlorine, bromine, iodine, cyano, methoxy or nitro; Y is hydrogen, fluorine, or chlorine; Z is hydrogen or fluorine; and V is hydrogen, fluorine, chlorine or methoxy with the proviso that A. when n is 5, R.sub.1 must be hydrogen, Q must be chlorine or bromine, Z and V must both be hydrogen and Y must be hydrogen or fluorine; B. when n is 3 or 4 and Q is fluorine or iodine, R.sub.1, Z and V must be hydrogen and Y must be hydrogen or fluorine; C. when n is 3 and R.sub.1 is methyl, Q must be chlorine or bromine, Y must be hydrogen or fluorine and Z and V must both be hydrogen; and, D. when V is other than hydrogen, X must be fluorine, chlorine or bromine and Z must be hydrogen.

  草甘膦类环烷基吡唑酮的化学式为：##STR1## 其中N为3、4或5；R.sub.1为氢或甲基；Q为氟、氯、溴或碘；X为氟、氯、溴、碘、氰基、甲氧基或硝基；Y为氢、氟或氯；Z为氢或氟；V为氢、氟、氯或甲氧基，但有以下规定：A. 当n为5时，R.sub.1必须为氢，Q必须为氯或溴，Z和V必须同时为氢，Y必须为氢或氟；B. 当n为3或4且Q为氟或碘时，R.sub.1、Z和V必须为氢，Y必须为氢或氟；C. 当n为3且R.sub.1为甲基时，Q必须为氯或溴，Y必须为氢或氟，Z和V必须同时为氢；D. 当V不为氢时，X必须为氟、氯或溴，Z必须为氢。
• Cycloalkanapyrazole-3-carbonitrile herbicides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04111681A1

  公开（公告）日：1978-09-05

  Herbicidal cycloalkanapyrazoles of the formula: ##STR1## where N IS 3, 4 OR 5; R.sub.1 is hydrogen or methyl; X is fluorine, chlorine, bromine, iodine, cyano, or methoxy; Y is hydrogen, fluorine, or chlorine; Z is hydrogen or fluorine; and V is hydrogen, fluorine, chlorine or methoxy; provided that (a) when n is 3, R.sub.1 must be hydrogen; (b) when n is 5, R.sub.1 must be hydrogen, Y must be hydrogen or fluorine, Z and V must both be hydrogen, and X must be fluorine, chlorine or bromine; (c) when V is methoxy, X and Y must be chlorine, and Z must be hydrogen; and (d) when V is fluorine or chlorine, X must be fluorine, chlorine or bromine, and Z must be hydrogen.

  草甘膦环烷基吡唑类化合物的化学式为：其中N为3、4或5；R.sub.1为氢或甲基；X为氟、氯、溴、碘、氰基或甲氧基；Y为氢、氟或氯；Z为氢或氟；V为氢、氟、氯或甲氧基；但需满足以下条件：(a) 当n为3时，R.sub.1必须为氢；(b) 当n为5时，R.sub.1必须为氢，Y必须为氢或氟，Z和V必须都为氢，X必须为氟、氯或溴；(c) 当V为甲氧基时，X和Y必须为氯，Z必须为氢；(d) 当V为氟或氯时，X必须为氟、氯或溴，Z必须为氢。
• 一种4-氯-2-氟苯肼的合成方法
  申请人：重庆锦杉科技有限公司

  公开号：CN107188823A

  公开（公告）日：2017-09-22

  本发明提供了一种4‑氯‑2‑氟苯肼的合成方法，该方法是以4‑氯‑2‑氟苯胺、丙酮连氮和水为原料，在一定温度下反应合成4‑氯‑2‑氟苯肼。在反应过程中加入过量的丙酮连氮和水以使反应体系中的4‑氯‑2‑氟苯胺反应完全，反应结束后采用减压蒸馏除去水和丙酮连氮，固体物质经洗涤、干燥后得到4‑氯‑2‑氟苯肼。与传统的重氮化反应工艺合成4‑氯‑2‑氟苯肼相比，本发明方法反应步骤少，工艺简单，对设备要求不高，反应易于控制，收率高，生产成本低，废弃物排放少，是一种绿色环保型生产工艺。