5-(三氟甲氧基)吲哚酮 | 403853-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 5-(三氟甲氧基)吲哚酮
• 中文别名: 5-(三氟甲氧基)吲哚-2-酮
• 英文名称: 5-(trifluoromethoxy)oxyindole
• 英文别名: 5-(Trifluoromethoxy)indolin-2-one；5-(trifluoromethoxy)-1,3-dihydroindol-2-one
• CAS: 403853-48-5
• 化学式: C₉H₆F₃NO₂
• mdl: MFCD09027275
• 分子量: 217.147
• InChiKey: NJZFZLIOCDIELL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933790090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(Trifluoromethoxy)oxindole
Synonyms: 5-(Trifluoromethoxy)indolin-2-one

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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: 5-(Trifluoromethoxy)oxindole
CAS number: 403853-48-5

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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: C9H6F3NO2
Molecular weight: 217.1

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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 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-(三氟甲氧基)吲哚酮 在 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 氧气 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 5-三氟甲氧基吲哚-2,3-二酮
  参考文献：
  名称：

  Synthesis of isatin derivatives under metal free conditions using hypervalent iodine

  摘要：

  Hypervalent iodine(Ill)/TEMPO-mediated C(sp(3)), C(sp(2)) C-H bond oxidation of different oxindole and indole derivatives to their corresponding isatin derivatives was successfully achieved with excellent yields at room temperature. This metal-free method provides a direct access to potential synthon isatin that could be applied in the total synthesis of several biologically active natural products. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.124
• 作为产物：
  描述：

  (E)-2-(hydroxyimino)-N-(4-(trifluoromethoxy)phenyl)acetamide 在 硫酸 、 一水合肼 作用下， 反应 57.0h， 生成 5-(三氟甲氧基)吲哚酮
  参考文献：
  名称：

  [EN] LRRK2 INHIBITORS
  [FR] INHIBITEURS DE LRRK2

  摘要：

  公开号：

  WO2012178015A3

文献信息

• 벤조퓨란계 N-아실히드라존 유도체 및 이를 포함하는 약학적 조성물
  申请人：Korea Research Institute of Bioscience and Biotechnology 한국생명공학연구원(319990341665) BRN ▼314-82-06063

  公开号：KR20210008819A

  公开（公告）日：2021-01-25

  본 발명에 따른 벤조퓨란계 N-아실히드라존 유도체는 우수한 항암 효과를 가지면서 독성이 낮고 용해도가 우수하므로, 이를 포함하는 약학적 조성물은 다양한 암을 비롯한 세포증식성 질환의 예방 또는 치료에 유용하게 사용될 수 있다.

  根据本发明，本发明的苯唑吡喃类N-酰基肼衍生物具有优越的抗癌效果，毒副作用低，溶解度好，因此，包含该物质的药物组合物可以有效地用于预防或治疗包括多种癌症在内的细胞增殖性疾病。
• Diastereoselective Rhodium-Catalyzed Hydrogenation of 2-Oxindoles and 3,4-Dihydroquinolones
  作者：Christian H. Schiwek、Christian Jandl、Thorsten Bach

  DOI：10.1021/acs.orglett.0c03427

  日期：2020.12.18

  The benzene ring of indolin-2-ones (2-oxindoles) and 3,4-dihydroquinol-2-ones was converted to a saturated cyclohexane ring by hydrogenation in the presence of the rhodium complex Cy(CAAC)Rh(cod)Cl. The stereoselectivity of the process was found to be high with respect to both external substituent R1 within the saturated part of the heterocyclic ring and substituent X on the benzene ring. Twenty-one

  在铑配合物Cy（CAAC）Rh（cod）Cl的存在下，通过氢化将吲哚-2-酮（2-氧吲哚）和3,4-二氢喹啉-2-酮的苯环转化为饱和的环己烷环。发现该方法相对于杂环的饱和部分内的外部取代基R 1和苯环上的取代基X均具有较高的立体选择性。21个六氢吲哚-2（3 H）-一（产率70-99％，dr = 83/17至> 99/1）和十二个八氢-2（1 H）-喹啉酮（87-96％产率，dr =得到64/36至> 99/1）的主要非对映异构体，其氢原子呈顺式安排。对官能团的高耐受性以及与现有立体异构中心的相容性是此处介绍的氢化方案的关键特征。
• 3-Pyrrolo[b]Cyclohexylene-2-Dihydroindolinone Derivatives and Uses Thereof
  申请人：Tang Feng

  公开号：US20100160318A1

  公开（公告）日：2010-06-24

  3-pyrrolo[b]cyclohexylene-2-dihydro-indolinone derivatives of formula (I) or their pharmaceutically acceptable salts and uses thereof. The intermediates of formula (II) for preparing the above compounds. The bioassay shows that the above compounds and their pharmaceutically acceptable salts can modulate the activity of protein kinases (PKs), inhibit the activity of tyrosine kinases (PTKs) and inhibit many kinds of tumor cells as well as.

  公式（I）的3-吡咯[ b ]环己烯-2-二氢吲哚酮衍生物或其药用盐及其用途。用于制备上述化合物的公式（II）的中间体。生物测定表明，上述化合物及其药用盐可以调节蛋白激酶（PKs）的活性，抑制酪氨酸激酶（PTKs）的活性，并抑制多种类型的肿瘤细胞。
• Organocatalytic Enantioselective Synthesis of Dihydropyrano- indole Derivatives Bearing Trifluoromethylated All-Carbon- Substituted Stereocenters
  作者：Qinxin Lou、Yuyang Ding、Dengfeng Xu、Guokai Liu、Junling Zhao

  DOI：10.1002/adsc.201700465

  日期：2017.8.7

  isatin‐derived trifluoromethylacrylates underwent a Michael addition/cyclization reaction, a process that was catalyzed efficiently by a bifunctional squaramide to afford a range of dihydropyranoindole derivatives bearing trifluoromethylated all‐carbon‐substituted stereocenters in high yields (up to 99%) with excellent enantioselectivity (up to 98% ee). This transformation was also examined with ethyl cyanoacetate

  丙二腈和由异黄酮衍生的三氟甲基丙烯酸酯经历了迈克尔加成/环化反应，该过程被双官能方酰胺有效地催化，从而提供了一系列具有高产率（高达99％）的三氟甲基化全碳取代立体中心的二氢吡喃吲哚衍生物。对映选择性（高达98％ee）。还使用氰基乙酸乙酯作为亲核试剂，使用双官能硫脲作为催化剂，检查了这种转化，提供了中等的收率（高达79％）和高的对映选择性（高达98％ee）。其中一种产品已用于合成生物学上令人感兴趣的三唑并嘧啶衍生物。
• Oxazolidinone antibacterial agents
  申请人：——

  公开号：US20020091107A1

  公开（公告）日：2002-07-11

  Compounds of formula (I) 1 or therapeutically acceptable salts thereof, are useful for treating bacterial infections. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.

  公式（I）1的化合物或其治疗上可接受的盐，适用于治疗细菌感染。本文披露了化合物的制备、含有该化合物的组合物以及使用该化合物治疗疾病的方法。