1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide | 1392234-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide
• 英文别名: 2-(3-Chloropyridin-2-yl)-5-(trifluoromethyl)pyrazole-3-carboxamide；2-(3-chloropyridin-2-yl)-5-(trifluoromethyl)pyrazole-3-carboxamide
• CAS: 1392234-74-0
• 化学式: C₁₀H₆ClF₃N₄O
• 分子量: 290.632
• InChiKey: ORMFXQGWVTZNRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide 以 乙二醇二乙醚 、 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 O,O-dimethyl 3-(trifluoromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonylcarbamoylphosphoramidothioate
  参考文献：
  名称：

  Synthesis, Insecticidal Activities, and SAR Studies of Novel Pyridylpyrazole Acid Derivatives Based on Amide Bridge Modification of Anthranilic Diamide Insecticides

  摘要：

  Anthranilic diamides are one of the most important classes of modern agricultural insecticides. To discover new structure-modified compounds with high activity, series of novel carbonyl thioureas, carbonyl ureas, oxadiazoles, carbonyl thiophosphorylureas, oxadiazole-containing amides, and thiazoline-containing amides were designed through the modification of the amide bridge based on the structure of chlorantraniliprole and were synthesized, and bioassays were carried out. The compounds were characterized and confirmed by melting point, IR, H-1 NMR, and elemental analyses or HRMS. Preliminary bioassays indicated that some compounds exhibited significant insecticidal activities against oriental armyworm, diamondback moth, beet armyworm, corn borer, and mosquito. Among them, trifluoroethoxyl-containing carbonyl thiourea 20a showed best larvicidal activity against oriental armyworm, with LC50 and LC95 values of 0.1812 and 0.7767 mg/L, respectively. Meanwhile, 20c and 20e showed 86 and 57% death rates against diamondback moth at 0.005 mg/L, and the LC50 values of the two compounds were 0.0017 and 0.0023 mg/L, respectively, which were lower than that of the control chlorantraniliprole. The relationship between structure and insecticidal activity was discussed, and the HF calculation results indicated that the carbonyl thiourea moiety plays an important role in the insecticidal activity. The present work demonstrated that the trifluoroethoxyl-containing carbonyl thioureas can be used as lead compounds for further development of novel insecticides.

  DOI：

  10.1021/jf4012467
• 作为产物：
  描述：

  2,3-二氯吡啶 在 potassium permanganate 、 草酰氯 、 氨 、 一水合肼 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 11.5h， 生成 1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  新型含酰基硫脲和酰基脲的邻氨基苯甲酰胺的合成及杀虫活性

  摘要：

  设计并合成了两个系列的含酰基硫脲和酰基脲接头的邻氨基苯甲酰胺，其接头的长度和柔性有所变化，可与已知的邻氨基二酰胺杀虫剂进行比较。总共合成了26种新化合物，所有化合物均通过1 H核磁共振和高分辨率质谱进行了表征。评估了它们对东方粘虫（Mythimna separata），蚊虫幼虫（Culex pipiens pallens）和小菜蛾（Plutella xylostella）的杀虫活性。对东方粘虫的杀幼虫活性表明，在某些结构中引入酰基硫脲可以保留其杀虫活性。15种化合物中的8种（13a – 13e，14a – 14e和15a – 15e）在10 mg / L时表现出100％的杀幼虫活性。然而，酰脲的引入降低了杀虫活性；11种化合物（17a – 17k）中只有3种在200 mg / L时表现出100％的杀幼虫活性。全细胞膜片钳技术表明，化合物13b和绿蒽醌对电压门控钙通道表现出相似的作用。钙成像

  DOI：

  10.1021/jf302446c

文献信息

• [EN] AZOLINE COMPOUNDS<br/>[FR] COMPOSÉS AZOLINE
  申请人：BASF SE

  公开号：WO2015128358A1

  公开（公告）日：2015-09-03

  The present invention relates to azoline compounds of formula (I) wherein A, B1, B2, B3, G1, G2, X1, R1, R3a, R3b, Rg1 and Rg2 are as defined in the claims and the description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

  本发明涉及式（I）的噁唑啉化合物，其中A、B1、B2、B3、G1、G2、X1、R1、R3a、R3b、Rg1和Rg2如权利要求和描述中所定义。这些化合物对抗或控制无脊椎动物害虫，特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种利用这些化合物控制无脊椎动物害虫的方法，以及包括所述化合物的植物繁殖材料、农业和兽医组合物。
• [EN] PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 1,2-DI(FURAN-2-YL)ETHANE-1,2-DIOLS AND DERIVATES THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 1,2-DI(FURAN-2-YL)ÉTHANE-1,2-DIOLS OPTIQUEMENT ACTIFS ET DÉRIVÉS DE CEUX-CI
  申请人：FUNDACIO INST CATALA D INVESTIGACIO QUIMICA

  公开号：WO2013135869A1

  公开（公告）日：2013-09-19

  The invention relates to a process for the preparation of optically active 1,2-diol of formula (S,S)-(I), or alternatively of formula (R,R)-(I) by asymmetric transfer hydrogenation of a compound of formula (II), or a compound of formula (IV), or mixture thereof using an optically active metal compound as catalyst and a specific hydrogen source.

  这项发明涉及利用手性金属化合物作为催化剂和特定氢源，通过不对称转移氢化合成式（II）化合物或式（IV）化合物或二者的混合物，制备式（S，S）-（I）或替代式（R，R）-（I）的光学活性1,2-二醇的过程。
• [EN] THIOPHENE- OR FURAN-SUBSTITUTED ISOTHIAZOLINE COMPOUNDS AS PESTICIDES<br/>[FR] COMPOSÉS ISOTHIAZOLINE SUBSTITUÉS PAR UN THIOPHÈNE OU UN FURANE COMME PESTICIDES
  申请人：BASF SE

  公开号：WO2014206909A1

  公开（公告）日：2014-12-31

  The present invention relates to thiophene- or furan-substituted isothiazoline compounds of formula I wherein the variables are as defined in the claims and description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

  本发明涉及式I的噻吩或呋喃取代的异噻唑啉化合物，其中变量如权利要求和描述中所定义。这些化合物对抗或控制无脊椎动物害虫，特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种通过使用这些化合物来控制无脊椎动物害虫的方法，以及包括所述化合物的植物繁殖材料、农业和兽医组合物。
• [EN] CYCLIC COMPOUNDS SUBSTITUTED BY A CONDENSED RING SYSTEM<br/>[FR] COMPOSÉS CYCLIQUES SUBSTITUÉS PAR UN SYSTÈME CYCLIQUE CONDENSÉ
  申请人：BASF SE

  公开号：WO2016102490A1

  公开（公告）日：2016-06-30

  The present invention relates to compounds of formula (I) wherein the variables are as defined in the claims and the description. The invention further relates to the use of these compounds for controlling invertebrate pests and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds. The invention also relates to novel compounds useful as intermediate compounds in the preparation of compounds (I).

  本发明涉及式(I)的化合物，其中变量如权利要求和描述中所定义。该发明还涉及利用这些化合物控制无脊椎动物害虫，以及包括所述化合物的植物繁殖材料、农业和兽医组合物。该发明还涉及作为化合物(I)制备中间化合物的新化合物。
• [EN] AZOLINE COMPOUNDS SUBSTITUTED BY A CARBOCYCLIC CONDENSED RING SYSTEM<br/>[FR] COMPOSÉS D'AZOLINE SUBSTITUÉS PAR UN SYSTÈME CARBOCYCLIQUE CONDENSÉ
  申请人：BASF SE

  公开号：WO2016102488A1

  公开（公告）日：2016-06-30

  The present invention relates to compounds of formula (I) wherein the variables are as defined in the claims and the description. The invention further relates to the use of these compounds for controlling invertebrate pests and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds. The invention also relates to novel compounds useful as intermediate compounds in the preparation of compounds I.

  本发明涉及式(I)的化合物，其中变量如权利要求和描述中所定义。该发明进一步涉及利用这些化合物控制无脊椎动物害虫，以及植物繁殖材料和包含所述化合物的农业和兽医组合物的用途。该发明还涉及作为化合物I制备中间化合物时有用的新化合物。