8-氟-4-羟基-2-甲基喹啉 | 5288-22-2

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8-氟-4-羟基-2-甲基喹啉
• 中文别名: 8-氟-2-甲基-4-羟基喹啉
• 英文名称: 8-fluoro-4-hydroxy-2-methylquinoline
• 英文别名: 4-Hydroxy-8-fluor-2-methyl-chinolin；8-Fluor-4-hydroxy-2-methylchinolin；8-Fluoro-2-methylquinolin-4-ol；8-fluoro-2-methyl-1H-quinolin-4-one
• CAS: 5288-22-2
• 化学式: C₁₀H₈FNO
• mdl: MFCD00272371
• 分子量: 177.178
• InChiKey: LLUXFHIYAWGJGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933499090
• WGK Germany：
  3
• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H302,H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
8-Fluoro-4-hydroxy-2-methylquinoline
Product Name:
Synonyms: 8-Fluoro-2-methylquinolin-4-ol

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H318: Causes serious eye damage
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

---

Section 3. Composition/information on ingredients.
Ingredient name: 8-Fluoro-4-hydroxy-2-methylquinoline
CAS number: 5288-22-2

---

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.

---

Section 7. Handling and storage
This product should be handled only by, or under the close supervision of, those properly qualified
Handling:
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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H8FNO
Molecular weight: 177.2

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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, hydrogen fluoride.

---

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：

  8-氟-4-羟基-2-甲基喹啉 在 一水合肼 、 三氯氧磷 作用下， 反应 3.0h， 生成 Quinoline, 8-fluoro-4-hydrazinyl-2-methyl-
  参考文献：
  名称：

  N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

  摘要：

  A series of N (1)-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

  DOI：

  10.1007/s00044-011-9854-3
• 作为产物：
  描述：

  以 二苯醚 为溶剂， 反应 0.5h， 生成 8-氟-4-羟基-2-甲基喹啉
  参考文献：
  名称：

  N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

  摘要：

  A series of N (1)-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

  DOI：

  10.1007/s00044-011-9854-3

文献信息

• [EN] COMPOUNDS AND USE THEREOF FOR TREATMENT OF NEURODEGENERATIVE, DEGENERATIVE AND METABOLIC DISORDERS<br/>[FR] COMPOSÉS ET LEUR UTILISATION POUR LE TRAITEMENT DE TROUBLES NEURODÉGÉNÉRATIFS, DÉGÉNÉRATIFS ET MÉTABOLIQUES
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2022133303A1

  公开（公告）日：2022-06-23

  Provided are,inter alia, compounds having a structure of Formulae (X), (I) to (XIII) or a subordinate structure thereof, composition including the same and methods of use.

  提供的内容包括具有公式（X）、（I）至（XIII）或其下属结构的化合物，包括该化合物的组合物和使用方法。
• [EN] QUINOLINE DERIVATIVE AND PREPARATION METHOD AND APPLICATION THEREOF<br/>[FR] DÉRIVÉ DE QUINOLÉINE, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 喹啉衍生物及其制备方法和应用
  申请人：DONGGUAN HEC PESTICIDES R&D CO LTD

  公开号：WO2020113554A1

  公开（公告）日：2020-06-11

  本发明公开了一种喹啉衍生物；具体地，本发明公开了式(I)所示的喹啉衍生物或式(I)所示喹啉衍生物的立体异构体、氮氧化物或其盐，及喹啉衍生物的制备方法，及它们在农业中作为除草剂的用途，及其除草剂组合物的形式，以及用这些化合物或组合物来防治杂草的方法；其中，X 1、X 2、X 3、Z、Het、R 1、R 2和R 3具有本发明所述的含义。
• 一种喹啉类化合物及其制备方法和应用
  申请人：浙江工业大学

  公开号：CN117720460A

  公开（公告）日：2024-03-19

  本发明公开了一种喹啉类化合物及其制备方法和应用，该喹啉类化合物的结构式如式(Ⅰ)所示：#imgabs0#式中，取代基R1为氢或卤素，取代基R2为氟或溴，取代基R3为苯基、取代苯基、取代吡啶或取代噻唑，苯环上的取代基R4的数量为1～3个，取代基R4为氢、C1～C4烷基、烷氧基、卤代烷基或卤素。本发明原料易得、操作方便，适合大量生产。所制备的新型喹啉类化合物在50ppm的浓度下均有一定的杀菌效果。
• 一种以喹啉环为骨架的酮类化合物及其制备方法和应用
  申请人：浙江工业大学

  公开号：CN117720461A

  公开（公告）日：2024-03-19

  本发明公开了一种以喹啉环为骨架的酮类化合物及其制备方法和应用，以喹啉环为骨架的酮类化合物结构式如式(Ⅰ)：#imgabs0#式(Ⅰ)中，取代基R1为8‑氟或6‑叔丁基；取代基R2为异丙基、苯基、萘、吡啶或取代苯基；取代苯基的苯环上取代基为甲基、卤素、三氟甲基或羟基。本发明所制备目标化合物的结构经1H NMR和HRMS确证，并在50ppm浓度下，对多种植物病原真菌进行抑菌活性测试，结果表明所有化合物均有一定的抑制效果。
• Rao, D. Mohan; Giridhar; Reddy, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 1, p. 29 - 32
  作者：Rao, D. Mohan、Giridhar、Reddy、Chandra Mouli

  DOI：——

  日期：——