1-(6-氯吡啶-2-基)-5-甲基-1H-吡唑-4-羧酸乙酯 | 1150164-74-1

• 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
• 中文名称: 1-(6-氯吡啶-2-基)-5-甲基-1H-吡唑-4-羧酸乙酯
• 英文名称: ethyl 1-(6-chloropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylate
• 英文别名: ethyl 1-(6-chloropyridin-2-yl)-5-methylpyrazole-4-carboxylate
• CAS: 1150164-74-1
• 化学式: C₁₂H₁₂ClN₃O₂
• 分子量: 265.699
• InChiKey: WYPKZNBFIJVYDA-UHFFFAOYSA-N

物化性质

• 沸点：
  395.4±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 1-(6-chloropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Ethyl 1-(6-chloropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylate
CAS number: 1150164-74-1

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C12H12ClN3O2
Molecular weight: 265.7

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(6-氯吡啶-2-基)-5-甲基-1H-吡唑-4-羧酸乙酯 在 草酰氯 、 N,N-二甲基甲酰胺 、 sodium hydroxide 作用下， 以 吡啶 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 25.16h， 生成 N-(4-chloro-2-(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-6-methylphenyl)-1-(6-chloropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxamide
  参考文献：
  名称：

  作为邻氨基苯甲酰胺家族新型杀虫剂的含 1,3,4-恶二唑环的吡啶基吡唑-4-甲酰胺的合成、杀虫活性和构效关系

  摘要：

  新型邻氨基苯甲酰胺衍生物的制备对于农业害虫防治极为重要。在这项研究中，通过芳香肼衍生物和甲酰苯胺在碱存在下的脱水，设计并合成了含有 1,3,4-恶二唑环的吡啶基吡唑-4-甲酰胺。评估了这些新化合物对小菜蛾（Plutella xylostella）的杀虫活性。N-(4-chloro-2-methyl-6-(5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl)phenyl)-5-methyl-1-(pyridin-2-yl) -1H-吡唑-4-甲酰胺 ( 8h6 ) 在100、50、10、5和 1 μg ml -1 的浓度下显示出 67%、50%、34%、20% 和 17% 的活性， 分别。密度泛函理论计算表明，1,3,4-恶二唑环的引入显着改变了最高占据和最低未占据分子轨道的电子分布，导致这些化合物的能隙比众所周知的杀虫剂氯虫苯甲酰胺大得多，这可能是它们较低的活性的原因。本研究的结果表明，被

  DOI：

  10.1002/jhet.4346
• 作为产物：
  描述：

  2,6-二氯吡啶 在 hydrazine hydrate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 4.83h， 生成 1-(6-氯吡啶-2-基)-5-甲基-1H-吡唑-4-羧酸乙酯
  参考文献：
  名称：

  [EN] SOLUBLE GUANYLATE CYCLASE ACTIVATORS
  [FR] ACTIVATEURS DE GUANYLATE CYCLASE SOLUBLES

  摘要：

  公开号：

  WO2012122340A8

文献信息

• [EN] 2,6-DISUBSTITUTED PYRIDINES AS SOLUBLE GUANYLATE CYCLASE ACTIVATORS<br/>[FR] PYRIDINES 2,6-DISUBSTITUÉES COMME ACTIVATEURS DE LA GUANYLATE CYCLASE SOLUBLE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2009071504A1

  公开（公告）日：2009-06-11

  Disclosed are compounds of formula (I) wherein R1 and R2 are independently selected from hydrogen, halo, CF3, C1-4alkyl and allyl; Y represents (II), (III), (IV) or (V) wherein R3 represents CF3 or C1-4alkyl; and R3a represents CF3 or C1-4alkyl.

  公开的是式（I）的化合物，其中R1和R2分别选自氢、卤素、CF3、C1-4烷基和烯丙基；Y代表（II）、（III）、（IV）或（V），其中R3代表CF3或C1-4烷基；而R3a代表CF3或C1-4烷基。
• 1,2,4‐Oxadiazole ring–containing pyridylpyrazole‐4‐carboxamides: Synthesis and evaluation as novel insecticides of the anthranilic diamide family
  作者：Abdalla Khallaf、Ping Wang、Hui Liu、Shuping Zhuo、Hongjun Zhu

  DOI：10.1002/jhet.3927

  日期：2020.4

  preparation of pyridylpyrazole‐4‐carboxamides containing a 1,2,4‐oxadiazole ring as novel anthranilic diamide derivatives and compare their insecticidal activities to that of chlorantraniliprole, a well‐established potent insecticide. Biological activity tests reveal that all compounds had good insecticidal activities, with the most potent species achieving diamondback moth (Plutella xylostella) mortalities

  在这里，我们描述了含有1,2,4-恶二唑环的吡啶基吡唑-4-羧酰胺的制备，作为新型的邻氨基苯甲酰胺衍生物，并将它们的杀虫活性与公认的强效杀虫剂扑虫腈进行了比较。生物活性测试表明，所有化合物均具有良好的杀虫活性，其中最有效的物种在400和200μgmL -1的浓度下分别达到100％和57％的小菜蛾死亡率。
• SOLUBLE GUANYLATE CYCLASE ACTIVATORS
  申请人：Brenneman Jehrod Burnett

  公开号：US20130065918A1

  公开（公告）日：2013-03-14

  The present invention relates to compounds of formula (I): and pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , A and B are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

  本发明涉及式(I)的化合物及其药学上可接受的盐，其中R1，R2，R3，R4，R5，R6，A和B的定义如本文所述。本发明还涉及包含这些化合物的制药组合物，使用这些化合物治疗各种疾病和障碍的方法，制备这些化合物的过程以及这些过程中有用的中间体。
• Structural design and insecticidal activity of 1,3,4‐oxadiazole‐ring containing pyridylpyrazole‐4‐carboxamides
  作者：Abdalla Khallaf、Ping Wang、Shuping Zhuo、Hongjun Zhu、Hui Liu

  DOI：10.1002/jhet.4571

  日期：2023.1

  (Spodoptera frugiperda) moths were evaluated. Only substitutions on the 1,3,4-oxadiazole moiety dictated bioreactivity, with 8q2 m-CF3Ph being the most effective against Plutella xylostella, showing 80%–93% mortality at a concentration of 0.5–500 μg ml−1 while the others remained inactive or less active (highest mortality being 63%). The larvicidal activity against Spodoptera frugiperda was inferior

  评估了含有吡啶基吡唑-4-甲酰胺的 1,3,4-恶二唑环对小菜蛾 ( Plutella xylostella ) 和夜蛾 ( Spodoptera frugiperda ) 蛾的杀虫活性。只有 1,3,4-恶二唑部分的取代决定了生物反应性，其中8q2 m -CF 3 Ph 对小菜蛾最有效，在 0.5-500 μg ml −1的浓度下显示 80%–93% 的死亡率，而其他人则保持不活跃或不太活跃（最高死亡率为 63%）。对草地贪夜蛾的杀幼虫活性低于小菜蛾，最高死亡率为33%。8q5晶体获得并分析，揭示了分子内氢键和分子间 π  π 相互作用的影响。
• Indane and indoline derivatives and the use thereof as soluble guanylate cyclase activators
  申请人：Adams Christopher M.

  公开号：US10208018B2

  公开（公告）日：2019-02-19

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  本发明提供了一种式（I）化合物或其药学上可接受的盐；一种制造本发明化合物的方法及其治疗用途。本发明进一步提供了一种药理活性剂的组合物和一种药物组合物。