5-氨基-2-氯-4-氟苯甲酸甲酯 | 141772-31-8

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氨基-2-氯-4-氟苯甲酸甲酯
• 英文名称: 2-chloro-4-fluoro-5-aminobenzoic acid methyl ester
• 英文别名: methyl 5-amino-2-chloro-4-fluorobenzoate；5-amino-2-chloro-4-fluorobenzoic acid methyl ester；2-fluoro-4-chloro-5-methoxycarbonylaniline
• CAS: 141772-31-8
• 化学式: C₈H₇ClFNO₂
• 分子量: 203.6
• InChiKey: GRQLIRSFYJTUQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 5-amino-2-chloro-4-fluorobenzoate
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: Methyl 5-amino-2-chloro-4-fluorobenzoate
CAS number: 141772-31-8

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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: C8H7ClFNO2
Molecular weight: 203.6

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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, hydrogen fluoride.

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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：

  5-氨基-2-氯-4-氟苯甲酸甲酯 在 水 、 lithium hydroxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 为溶剂， 反应 37.0h， 生成 2-chloro-4-fluoro-5-(4-oxo-5,6,7,8-tetrahydroquinazolin-3(4H)-yl)benzoic acid
  参考文献：
  名称：

  Design, synthesis, and molecular simulation studies of N-phenyltetrahydroquinazolinones as protoporphyrinogen IX oxidase inhibitors

  摘要：

  DOI：

  10.1016/j.bmc.2021.116165
• 作为产物：
  描述：

  2-氯-4-氟-5-硝基苯甲酸甲酯 在 sodium tetrahydroborate 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以48.9%的产率得到5-氨基-2-氯-4-氟苯甲酸甲酯
  参考文献：
  名称：

  A Novel Synthesis of 4H-1,4-Benzoxazines.

  摘要：

  反应中，甲基2-氯-5-乙氧基羧酰胺-4-氟苯甲酸酯（4a）与1-溴-3,3-二甲基-2-丁酮（2）在2.2当量的锂双（硅烷基）氨存在下，获得了良好产率的4H-1,4-苯并噁唑啉（6a），而非预期的4-噁唑啉-2-酮（5a）。讨论了该反应的普遍性及其机制。

  DOI：

  10.1248/cpb.44.1663

文献信息

• 一种苯嘧磺草胺中间体的制备方法
  申请人：南京正荣医药化学有限公司

  公开号：CN112574126B

  公开（公告）日：2022-03-11

  本发明涉及农药有机合成技术领域，提供一种苯嘧磺草胺中间体的制备方法，包括如下步骤：a)将2‑氯‑4‑氟‑5‑氨基苯甲酸酯与三氟乙酰乙酸乙酯反应得中间体(1)；b)将中间体(1)与甲胺盐酸盐反应得到中间体(2)；c)将中间体(2)与酰化试剂反应，得到2‑氯‑4‑氟‑5‑(3‑甲基‑2,6‑二酮‑4‑三氟甲基‑2,3‑二氢嘧啶基‑1(6H)‑基)苯甲酸酯。其解决现有的苯嘧磺草胺中间体反应过程使用危害性大的有毒试剂原料，操作繁琐以及收率不高的问题。
• Herbicidal imidazolidinetrione and thioxo-imidazolidinediones
  申请人：Dow AgroSciences LLC

  公开号：US06444615B1

  公开（公告）日：2002-09-03

  This invention relates to 1-substituted-phenyl-3-substituted-2-thioxo-4,5-imidazolidinediones and 2,4,5-imidazolidinetriones which have activity as herbicides, to compositions which contain these compounds and to methods of use of these compounds. In particular, the present invention pertains to 2-thioxo-4,5-imidazolidinediones or 2,4,5-imidazolidinetriones wherein a 2,4,5,6-tetrasubstituted phenyl ring is linked to the heterocyclic ring.

  该发明涉及具有除草剂活性的1-取代苯基-3-取代-2-硫代-4,5-咪唑烷二酮和2,4,5-咪唑烷三酮，以及含有这些化合物的组合物和使用这些化合物的方法。具体来说，本发明涉及2-硫代-4,5-咪唑烷二酮或2,4,5-咪唑烷三酮，其中2,4,5,6-四取代苯环与杂环环相连。
• Ccr5 antagonists as therapeutic agents
  申请人：Kazmierski Mieczyslaw Wieslaw

  公开号：US20060229336A1

  公开（公告）日：2006-10-12

  The present invention relates to compounds of formula (I) or a pharmaceutically acceptable derivatives thereof, useful in the treatment of prophylazis of CCR5-related diseases and disorders, for example, in the inhibition of HIV replication, the prevention or treatment of HIV infection, and in the treatment of the resulting acquired immune deficiency syndrome (AIDS).

  本发明涉及式(I)化合物或其药学上可接受的衍生物，用于预防CCR5相关疾病和障碍的治疗，例如，抑制HIV复制，预防或治疗HIV感染，以及治疗由此产生的获得性免疫缺陷综合症（AIDS）。
• CCR5 antagonists as therapeutic agents
  申请人：SmithKline Beecham Corp.

  公开号：US07645771B2

  公开（公告）日：2010-01-12

  The present invention relates to compounds of formula (I) or a pharmaceutically acceptable derivatives thereof, useful in the treatment of prophylazis of CCR5-related diseases and disorders, for example, in the inhibition of HIV replication, the prevention or treatment of HIV infection, and in the treatment of the resulting acquired immune deficiency syndrome (AIDS).

  本发明涉及式(I)化合物或其药学上可接受的衍生物，用于预防CCR5相关疾病和障碍的治疗，例如，在抑制HIV复制，预防或治疗HIV感染以及治疗由此引起的获得性免疫缺陷综合症（AIDS）方面。
• Discovery of Novel N-Phenyltriazinone Derivatives Containing Oxime Ether or Oxime Ester Moieties as Promising Protoporphyrinogen IX Oxidase Inhibitors
  作者：Wei Zhang、Jiahui Zhang、Chaohui Yan、Xiuhai Gan

  DOI：10.1021/acs.jafc.4c00272

  日期：2024.6.12

  inhibitors with a higher herbicidal activity, a series of novel N-phenyltriazinone derivatives containing oxime ether and oxime ester groups were designed and synthesized based on the strategy of pharmacophore and scaffold hopping. Bioassay results revealed that some compounds showed herbicidal activities; especially, compound B16 exhibited broad-spectrum and excellent 100% herbicidal effects to Echinochloa

  原卟啉原 IX 氧化酶（PPO，EC 1.3.3.4）是发现绿色除草剂的最重要靶标之一。为了寻找具有更高除草活性的新型PPO抑制剂，基于药效基团和支架跳跃策略，设计合成了一系列含有肟醚和肟酯基团的新型N-苯基三嗪酮衍生物。生物测定结果表明，一些化合物具有除草活性；尤其是，化合物B16在37.5 g ai/ha的浓度下对稗草、马唐、狗尾草、苘麻、反枝苋和马齿苋表现出广谱且优异的100%除草效果，与三氟咪嗪相当。烟草PPO（ Nt PPO）酶抑制测定表明， B16表现出优异的酶抑制活性，其值为32.14 nM，与三氟咪嗪（31.33 nM）相似。同时，化合物B16对作物（水稻、玉米、小麦、花生、大豆和棉花）的安全性高于剂量为 150 g ai/ha 的三氟咪嗪。而且，分子对接和分子动力学模拟进一步表明B16与Nt PPO具有非常强且稳定的结合。这表明B16可以作为潜在的PPO抑制剂和除草剂候选物在田间应用。