3-乙基-1-甲基-1H-吡唑-5-甲酰氯 | 169885-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-乙基-1-甲基-1H-吡唑-5-甲酰氯
• 英文名称: 3-ethyl-1-methyl-1H-pyrazole-5-carbonyl chloride
• 英文别名: 1H-Pyrazole-5-carbonyl chloride, 3-ethyl-1-methyl-；5-ethyl-2-methylpyrazole-3-carbonyl chloride
• CAS: 169885-18-1
• 化学式: C₇H₉ClN₂O
• 分子量: 172.614
• InChiKey: UKWCDSHJZHDHKN-UHFFFAOYSA-N

物化性质

• 沸点：
  266.1±28.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-乙基-1-甲基-1H-吡唑-5-甲酰氯 在 氯化亚砜 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 N-[2-chloro-1-(4-chlorophenyl)ethyl]-5-ethyl-2-methylpyrazole-3-carboxamide
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Activity of Novel Pyrazole Derivatives Containing α-Hydroxymethyl-N-benzyl Carboxamide, α-Chloromethyl-N-benzyl Carboxamide, and 4,5-Dihydrooxazole Moieties

  摘要：

  On the basis of commercial insecticides tebufenpyrad and tolfenpyrad, two series of novel pyrazole-5-carboxamides containing alpha-hydroxymethyl-N-benzyl or alpha-chloromethyl-N-benzyl and pyrazoles containing 4,5-dihydrooxazole moieties were designed and synthesized via the key intermediate 2-amino-1-(4-substituted) phenyl ethanol. The structures of target compounds were confirmed by H-1 NMR and elemental analysis or high-resolution mass spectrum (HRMS), and their activities against cotton bollworm (Helicoverpa armigera), diamondback moth (Plutella xylostella), bean aphid (Aphis craccivora), mosquito (Culex pipiens pallens), and spider mite (Tetranychus cinnabarinus) were tested. The results of bioassays indicated that compounds containing alpha-diloromethyloN-benzyl and compounds containing 4,5-dihydrooxazole showed high insecticidal activity against cotton bollworm. Especially, stomach activities of compounds Ij, Il, and IIe were 60% at 5 mg kg(-1). Moreover, the target compounds exhibited high selectivity between cotton bollworm and diamondback moth, although both of them belong to the order Lepidoptera. Although the activities against diamondback moth were at a low level, some of the target compounds exhibited antifeedant activity. The compounds also had good activities against bean aphid, mosquito, and spider mite. The foliar contact activity of compounds Ic, Id, le, and IIf against bean aphid were 95, 95, 100, and 95%, respectively, at 200 mg kg(-1). The miticidal and ovicidal activities of compound IIi against spider mite were both 95% at 200 mg kg(-1). Furthermore, a trivial change at 4-position of pyrazole ring would lead to great changes in properties and activities, which can easily be deduced by comparing the activities of compounds in series I (4-chloro-pyrazole compounds) with corresponding compounds in series II (4-hydro-pyrazole compounds), especially from the miticidal and ovicidal activities of Ii and IIi against spider mite.

  DOI：

  10.1021/jf204778v
• 作为产物：
  描述：

  5-乙基-2-甲基-2H-吡唑-3-甲酸 在 氯化亚砜 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 3-乙基-1-甲基-1H-吡唑-5-甲酰氯
  参考文献：
  名称：

  1H-吡唑-5-羧酰胺衍生物作为潜在杀真菌和杀虫剂的设计，合成和生物学评价

  摘要：

  摘要通过简便的方法设计和合成了一系列含有苯基噻唑部分的新型1H-吡唑-5-羧酰胺化合物，并通过1 H NMR，质谱和元素分析对其结构进行了表征。生物测定结果表明，大多数标题化合物显示强大的杀菌活性对小麦白粉病和抗杀虫活性蚜蚜。特别是，化合物9B具有EC 50为3.04毫克值/ L抵抗禾白粉菌，其中的杀真菌活性比商业杀真菌剂和的Thifluzamide的Azoxystrobinare更好; 化合物9l的LC 50蚜虫的3.81 mg / L的值与商业杀虫剂Tolfenpyrad相当。建议将含有苯基噻唑部分的1H-吡唑-5-羧酰胺化合物视为进一步设计农药的前体结构。 图形概要通过简便的方法设计和合成了一系列含有苯基噻唑部分的新型1H-吡唑-5-羧酰胺化合物，并通过1 H NMR，质谱和元素分析对其结构进行了表征。生物测定结果表明，大多数标题化合物显示强大的杀菌活性对小麦白粉病和抗杀虫活性蚜蚜。特别是，化合物9B具有EC

  DOI：

  10.1007/s11696-017-0198-4

文献信息

• 吡唑酰胺类化合物及其制备方法与应用
  申请人：湖南化工研究院有限公司

  公开号：CN106608873B

  公开（公告）日：2019-05-24

  本发明公开了式(I)所示的吡唑酰胺类化合物及其制备方法与应用。式中R、R1、R2、W具有说明书中所给定义。本发明式(I)化合物具有杀菌、杀虫或杀螨生物活性，尤其是对病原菌如白粉病菌、灰霉病菌和锈病等具有很高的活性。
• 5-吡唑酰胺类化合物及其制备方法与应用
  申请人：湖南化工研究院有限公司

  公开号：CN106608872B

  公开（公告）日：2019-04-19

  本发明公开了式(I)所示的5‑吡唑酰胺类化合物及其制备方法与应用。式中R、R1、R2、R3、n具有说明书中所给定义。本发明式(I)化合物具有杀菌、杀虫或杀螨生物活性，尤其是对害虫如同翅目蚜虫和病原菌如白粉病菌、灰霉病菌和锈病等具有很好的活性。
• Design, synthesis, DFT study and antifungal activity of the derivatives of pyrazolecarboxamide containing thiazole or oxazole ring
  作者：Zhongzhong Yan、Aiping Liu、Mingzhi Huang、Minhua Liu、Hui Pei、Lu Huang、Haibo Yi、Weidong Liu、Aixi Hu

  DOI：10.1016/j.ejmech.2018.02.036

  日期：2018.4

  Pyrazolecarboxamide fungicides are one of the most important classes of agricultural fungicides, which belong to succinodehydrogenase inhibitors (SDHIS). To discover new pyrazolecarboxamide analogues with broad spectrum and high activity, a class of new compounds of pyrazole carboxamide derivatives containing thiazole or oxazole ring were designed by scaffold hopping and bioisosterism, and 36 pyrazole

  吡唑甲酰胺类杀菌剂是最重要的农业杀菌剂之一，属于琥珀酸脱氢酶抑制剂（SDHIS）。为发现具有广谱和高活性的新型吡唑羧酰胺类似物，通过支架跳跃和生物立体异构化设计了一类新型的含噻唑或恶唑环的吡唑羧酰胺衍生物，合成了36种具有抗真菌活性的吡唑羧酰胺衍生物。对这些化合物针对五种植物病原真菌，玉米赤霉菌，辣椒疫霉菌，菌核盘菌，小粒小麦和高粱锈菌进行了评估。结果表明，大多数化合物表现出良好的杀真菌活性，特别是对E. graminis。理论计算是在B3LYP / 6-31G上进行的（d，
• 一种含氟吡啶哌嗪酰胺类化合物及其应用
  申请人：青岛科技大学

  公开号：CN108822082B

  公开（公告）日：2020-11-03

  本发明提供了一种含氟吡啶哌嗪酰胺类化合物，结构如通式I所示：式中R为：C1～C5烷基，C1～C4烷氧基，取代苯基，杂环芳基。式Ⅰ化合物对害螨及螨卵有抑杀作用，可作为杀螨剂用于农林业螨害的防治。
• PYRAZOLECARBOXAMIDE DERIVATIVE, INTERMEDIATE THEREFOR, AND PEST CONTROL AGENT CONTAINING THE SAME AS ACTIVE INGREDIENT
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：EP1384714A1

  公开（公告）日：2004-01-28

  The present invention provides novel compounds with fungicidal and bactericidal activity as well as insecticidal and miticidal activity, which are useful for controlling hazardous biological organisms and belong to pyrazolecarboxamides represented by the following formula (I) : wherein R1 represents C1-C5 alkyl; R2 represents C1-C5 alkyl, C1-C5 haloalkyl, or the like; R3 represents hydrogen or C1-C3 alkyl; R4 represents halogen, C1-C5 alkyl or the like; m is an integer of 0 to 4; R5 represents alkyl, haloalkyl, alkoxy, haloalkoxy or the like; n represents an integer of 1 to 5; and X represents hydrogen, C1-C3 alkyl, C1-C3 alkoxy, halogen, C1-C3 haloalkoxy or nitro.

  本发明提供了一种具有杀菌、杀菌、杀虫和杀螨活性的新化合物，其对控制危险的生物有机体有用，属于由以下式子（I）表示的吡唑酰胺类化合物：其中R1代表C1-C5烷基；R2代表C1-C5烷基、C1-C5卤代烷基或类似物；R3代表氢或C1-C3烷基；R4代表卤素、C1-C5烷基或类似物；m为0到4的整数；R5代表烷基、卤代烷基、烷氧基、卤代烷氧基或类似物；n为1到5的整数；X代表氢、C1-C3烷基、C1-C3烷氧基、卤素、C1-C3卤代烷氧基或硝基。