4-chloro-3-hydroxy-1-methyl-5-methylthiopyrazole | 92607-63-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-chloro-3-hydroxy-1-methyl-5-methylthiopyrazole
• 英文别名: 4-chloro-2-methyl-3-methylsulfanyl-1H-pyrazol-5-one
• CAS: 92607-63-1
• 化学式: C₅H₇ClN₂OS
• 分子量: 178.642
• InChiKey: SMYFRLNXLOZPCQ-UHFFFAOYSA-N

物化性质

• 熔点：
  163-165 °C
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-3-hydroxy-1-methyl-5-methylthiopyrazole 在 亚硝酸特丁酯 、 铁粉 、 potassium carbonate 、 potassium hydrogencarbonate 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 4-Chloro-3-[3-methoxy-4-(trifluoromethyl)phenoxy]-1-methyl-5-methylsulfanylpyrazole
  参考文献：
  名称：

  Synthesis and QSAR of Herbicidal 3-Pyrazolyl α,α,α-Trifluorotolyl Ethers

  摘要：

  Pyrazole nitrophenyl ethers (PPEs) were recently identified as a novel class of chemistry exerting herbicidal effects by inhibition of protoporphyrinogen IX oxidase. This area of chemistry has been extended to include herbicidal pyrazolyl fluorotolyl ethers. In these compounds, a trifluoromethyl group substitutes for the 4'-nitro group found in the original herbicides and in ''classical'' nitrodiphenyl ether hebicides. Fluoroanisole pyrazole ethers, in which a trifluoromethoxy group replaces the nitro group of diphenyl ether herbicides, are also described. The shift from 4'-nitro to 4'-trifluoromethyl substitution, which is conservative in terms of electrostatics, produced a novel class of herbicide with substantial pre-emergent activity on narrowleaf weed species. Quantitative structure/activity relationships obtained with respect to substitution on the pyrazole ring and at the 3'-position of the fluorotolyl moiety can be summarized effectively by comparative molecular field analysis. In general, 5-methanesulfonyl fluorotoluidide ethers were found to be most active.

  DOI：

  10.1021/jf9601978
• 作为产物：
  描述：

  methyl (E)-2,3-dichloro-3-methylsulfanylprop-2-enoate 、 甲基肼 生成 4-chloro-3-hydroxy-1-methyl-5-methylthiopyrazole
  参考文献：
  名称：

  AOYAGI, E. I.

  摘要：

  DOI：

文献信息

• Insecticidal and fungicidal
  申请人：Chevron Research Company

  公开号：US04465675A1

  公开（公告）日：1984-08-14

  Compounds of the formula: ##STR1## wherein R is lower alkyl; R.sup.1 is lower alkoxy or lower alkylthio; R.sup.2 is lower alkyl or lower alkoxy; R.sup.3 is lower alkyl; and Y is sulfur or oxygen, possess fungicidal and insecticidal activity.

  式子为##STR1##的化合物中，其中R是低碳基；R.sup.1是低碳氧基或低碳硫基；R.sup.2是低碳基或低碳氧基；R.sup.3是低碳基；而Y是硫或氧的，具有杀真菌和杀虫活性。
• Insecticidal 1-alkyl-5-substituted-4-chloropyrazole-3-yl-(thio)
  申请人：Chevron Research Company

  公开号：US04466962A1

  公开（公告）日：1984-08-21

  1-Alkyl-5-substituted-4-chloropyrazole-3-yl-(thio)phosphates and (thio)phosphonates of the formula ##STR1## wherein R is lower alkyl; R.sup.1 is lower alkoxy; R.sup.2 is lower alkyl or lower alkoxy; X is chloro or the group --SR.sup.3 wherein R.sup.3 is lower alkyl; and Y is sulfur or oxygen are insecticidal, and are particularly effective against cabbage looper.

  1-烷基-5-取代-4-氯吡唑-3-基-(硫)磷酸酯和(硫)膦酸酯的化学式为##STR1##其中R是低烷基；R.sup.1是低烷氧基；R.sup.2是低烷基或低烷氧基；X是氯或基团--SR.sup.3，其中R.sup.3是低烷基；Y是硫或氧，具有杀虫作用，特别对卷叶蛾有效。
• 3-pyrazolyloxypyridazines, herbicidal compositions and uses thereof
  申请人：Monsanto Company

  公开号：US05536701A1

  公开（公告）日：1996-07-16

  Disclosed are certain 3-pyrazolyloxypyridazines, compositions thereof which are herbicidal and methods of using such composition for controlling undesired plants. Also disclosed are mixtures of such pyridazines and acetanilide herbicides, to which mixture a safener may be added, if desired. Intermediate compounds useful in preparing the pyrazolyloxypyridazines are also disclosed.

  本发明涉及某些3-吡唑氧基吡啶嗪，其组合物具有除草作用，并且使用此类组合物控制不需要的植物的方法。本发明还揭示了这种吡啶嗪和乙酰苯胺除草剂的混合物，如果需要，可以添加一种安全剂。还揭示了用于制备吡唑氧基吡啶嗪的中间体化合物。
• US4465675A
  申请人：——

  公开号：US4465675A

  公开（公告）日：1984-08-14
• US4466962A
  申请人：——

  公开号：US4466962A

  公开（公告）日：1984-08-21