6-甲基哒嗪-3-甲酸乙酯 | 64210-57-7

• 物质功能分类: 医药中间体 - 哒嗪类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 6-甲基哒嗪-3-甲酸乙酯
• 中文别名: 6-甲基-3-吡嗪羧酸乙酯
• 英文名称: ethyl 6-methylpyridazine-3-carboxylate
• CAS: 64210-57-7
• 化学式: C₈H₁₀N₂O₂
• 分子量: 166.18
• InChiKey: GNCUVFPHYFZIRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 6-methylpyridazine-3-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 6-methylpyridazine-3-carboxylate
CAS number: 64210-57-7

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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: C8H10N2O2
Molecular weight: 166.2

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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.

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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

制备方法与用途

应用

6-甲基哒嗪-3-甲酸乙酯是有机合成中间体和医药中间体，在实验室有机合成过程及化工医药研发过程中广泛应用。其制备方法主要有生物合成法、电化学合成法和化学合成法。

制备

将1千克5-甲基吡嗪-2-羧酸粗品溶解于10升无水丁酮中，加热回流1.5小时后冷却片刻。加入15克活性炭再次加热回流0.6小时，然后进行热过滤。滤液减压浓缩至30%，冷却析晶后抽滤、干燥，得到875.8克6-甲基哒嗪-3-甲酸乙酯，纯度为99.6%，精制收率为92.2%。馏出的丁酮6.5升可作为萃取剂用于该产品的生产后处理中的萃取工序。按质量计，粗品中5-甲基吡嗪-2-羧酸含量为95.2%。

反应信息

• 作为反应物：
  描述：

  6-甲基哒嗪-3-甲酸乙酯 在 diphosphorus pentasulfide 作用下， 以 甲苯 、 叔丁醇 为溶剂， 生成 5-(6-methylpyridazin-3-yl)-4-methyl-1,2-dithiole-3-thione
  参考文献：
  名称：

  1,2-Dithiole derivatives

  摘要：

  1,2-二硫代烯衍生物的结构式如下：##STR1## 其中Het代表一个芳香杂环基团，环中有六个原子，其中两个是氮原子，该杂环基团可以携带从卤素、烷基、烷氧基、巯基、烷硫基、二烷基氨基、吡咯烷-1-基、哌啶基、吗啉基和4-烷基哌嗪-1-基中选择的单个取代基，R代表卤素、烷基（可由烷氧羰基取代）、羧基、烷氧羰基、氨基甲酰基、N-烷基氨基甲酰基或一个R.sub.1--C(OH)--基团，其中R.sub.1代表氢或烷基，所述的烷基、烷氧基和烷硫基基团或含有1至4个碳原子的烷基或烷氧基基团，除了在R.sub.1是烷基时含有1至3个碳原子的情况下，这些化合物是治疗血吸虫病的新化合物。

  公开号：

  US04110450A1
• 作为产物：
  描述：

  2-乙酰基-5-羰基-己酸乙基酯 在 manganese(III) triacetate dihydrate 、 溶剂黄146 、 cobalt(II) chloride 、 一水合肼 作用下， 反应 3.5h， 以24%的产率得到6-甲基哒嗪-3-甲酸乙酯
  参考文献：
  名称：

  乙酰乙酸酯的串联催化氧化脱乙酰基和杂芳族环化†

  摘要：

  一锅合成呋喃，噻吩和吡咯是通过使用Mn（III）/ Co（II）催化剂进行氧化脱乙酰作用以及1,5-二羰基化合物的Paal-Knorr反应完成的，该反应是通过乙酰乙酸乙酯的共轭加成制备的α，β-不饱和羰基化合物。衍生自乙酰乙酸乙酯和邻硝基苄基溴化物的β-酮酸酯的氧化脱乙酰基和还原环化有效地产生了各种取代的吲哚。

  DOI：

  10.1039/c4ob02441a

文献信息

• 三唑并哒嗪类衍生物、其制备方法、药物组合物和用途
  申请人：上海赛默罗生物科技有限公司

  公开号：CN112979655A

  公开（公告）日：2021-06-18

  本发明涉及三唑并哒嗪类衍生物、其制备方法、药物组合物和用途。本发明提供一种通式(I)所示的化合物、其顺反异构体、其对映异构体、其非对映异构体、其外消旋体、其溶剂合物、其水合物或其药学上可以接受的盐或其前体药物，其制备方法，含有该化合物的药物组合物以及所述化合物作为α5‑GABAA受体调节剂的用途，其中R1，R2和Z如说明书中所定义。
• BENZODIAZEPINE DERIVATIVES AS GABA A GAMMA1 PAM
  申请人：Hoffmann-La Roche Inc.

  公开号：US20210309664A1

  公开（公告）日：2021-10-07

  Compounds having the general formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 and X are as described herein, compositions including the compounds and methods of using the compounds.

  具有一般公式(I)的化合物，其中R1、R2、R3、R4、R5和X如本文所述，包括这些化合物的组合物和使用这些化合物的方法。
• [EN] SUBSTITUTED HETEROAROMATIC PYRAZOLO-PYRIDINES AND THEIR USE AS GLUN2B RECEPTOR MODULATORS<br/>[FR] PYRAZOLO-PYRIDINES HÉTÉROAROMATIQUES SUBSTITUÉES ET LEUR UTILISATION EN TANT QUE MODULATEURS DU RÉCEPTEUR GLUN2B
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2020249785A1

  公开（公告）日：2020-12-17

  Substituted Pyrazolo-pyridines as GluN2B receptor ligands. Such compounds may be used in GluN2B receptor modulation and in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by GluN2B receptor activity.

  替代性吡唑并吡啶作为GluN2B受体配体。此类化合物可用于GluN2B受体调节，以及用于治疗由GluN2B受体活性介导的疾病状态、紊乱和条件的药物组合物和方法。
• 아세토아세틱 에스테르를 이용한 퓨란, 티오펜, 피롤의 합성방법
  申请人：Myongji University Industry and Academia Cooperation Foundation 명지대학교 산학협력단(220050139720) BRN ▼135-82-11060

  公开号：KR20160024702A

  公开（公告）日：2016-03-07

  본 발명은 아세토아세틱 에스테르를 이용한 퓨란, 티오펜, 피롤의 합성방법에 관한 것으로, 더욱 상세하게는 아세토아세틱 에스테르 화합물을 알파,베타-불포화 카르보닐 화합물에 첨가시켜 얻어지는 1,5-디카르보닐 화합물에 망간(III)/코발트(II) 촉매를 이용한 탈아세틸화 반응을 적용하여 1,4-디카로보닐 화합물을 합성한 다음, 여기에 Paal-Knorr 합성법을 이용하여 퓨란, 티오펜, 피롤을 합성하는 방법에 관한 것이다. 본 발명에 따르면, Paal-Knorr 합성에 필요한 1,4-디카르보닐 화합물을 효율적으로 용이하게 합성할 수 있으며 상기 1,5-디카르보닐 화합물로부터 상기 산화 반응(탈아세틸화 반응)과 Paal-Knorr 합성법을 연계하여 한 반응 용기에서 두 반응을 순차적으로 진행하는 퓨란, 티오펜, 및 피롤의 원-포트 합성방법을 제공할 수 있다.

  本发明涉及使用乙酰乙酸酯合成呋喃、噻吩和吡咯的方法，更详细地说，涉及将乙酰乙酸酯化合物加入α，β-不饱和羰基化合物中得到的1,5-二羰基化合物，然后利用锰(III)/钴(II)催化剂进行脱乙酰化反应合成1,4-二羰基化合物，然后使用Paal-Knorr合成方法合成呋喃、噻吩和吡咯的方法。根据本发明，可以高效地合成Paal-Knorr合成所需的1,4-二羰基化合物，并且可以通过将1,5-二羰基化合物与氧化反应（脱乙酰化反应）和Paal-Knorr合成方法结合，在同一反应容器中依次进行两个反应，从而提供呋喃、噻吩和吡咯的一锅法合成方法。
• [EN] PYRAZOLYL PYRROLINONES AND THEIR USE AS HERBICIDES<br/>[FR] PYRAZOLYL-PYRROLINONES ET LEUR UTILISATION EN TANT QU'HERBICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2015018431A1

  公开（公告）日：2015-02-12

  The invention relates to pyrrolone compounds of the formula (I) wherein X, R1, R2, R3 and A are as defined in the specification. Furthermore, the present invention relates to processes and intermediates for making compounds of formula (I), to herbicidal compositions comprising these compounds and to methods of using these compounds to control plant growth.

  该发明涉及到式（I）的吡咯酮化合物，其中X、R1、R2、R3和A的定义如规范中所述。此外，本发明涉及制备式（I）化合物的过程和中间体，含有这些化合物的除草剂组合物，以及使用这些化合物控制植物生长的方法。