5,8-二氟喹啉 | 16650-32-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 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: 5,8-二氟喹啉
• 英文名称: 5,8-Difluoroquinoline
• CAS: 16650-32-1
• 化学式: C₉H₅F₂N
• mdl: MFCD01939053
• 分子量: 165.142
• InChiKey: RUGDURZULGJEHD-UHFFFAOYSA-N

物化性质

• 熔点：
  59-61 °C(Solv: hexane (110-54-3))
• 沸点：
  241.8±20.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5,8-Difluoroquinoline
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: 5,8-Difluoroquinoline
CAS number: 16650-32-1

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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: C9H5F2N
Molecular weight: 165.1

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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：

  对氯苯胺 、 5,8-二氟喹啉 在 lithium hydride 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以83%的产率得到N-(4-chlorophenyl)-5-fluoroquinolin-8-amine
  参考文献：
  名称：

  无过渡金属的位点选择性CF键活化，用于合成8-氨基喹啉

  摘要：

  通过过渡金属与氟喹啉和芳胺的直接C–N偶联，已公开了一种有效且通用的8-氨基喹啉衍生物的合成方法。值得注意的是，对于多氟喹啉，只有8位取代基上的CF键被破坏，观察到了良好的化学和区域选择性。因此，该方法论证明了其为以中等至良好收率获得喹啉-8胺衍生物的廉价且有效的合成方法的价值。

  DOI：

  10.1016/j.tetlet.2017.09.069
• 作为产物：
  描述：

  喹啉 在 氟化氢吡啶 作用下， 反应 2.0h， 以61%的产率得到5,8-二氟喹啉
  参考文献：
  名称：

  喹啉的区域选择性电解5,8-二氟化

  摘要：

  描述了用于将氟原子结合到喹啉环中的电化学阳极氧化方法。我们的方法涉及在配备铂阳极和阴极的未分隔电化学电池中，使用HF：吡啶作为试剂/支持电解质，对喹啉进行区域选择性的5,8-二氟化。在室温下，对各种喹啉衍生物进行电解氟化，以在短的反应时间内获得中等至良好的产率。

  DOI：

  10.1016/j.tetlet.2019.151474

文献信息

• [EN] NOVEL SMALL MOLECULE SHC BLOCKERS FOR TREATING LIVER DISEASE AND METABOLIC DISEASE<br/>[FR] NOUVEAUX BLOQUEURS DE SHC À PETITES MOLÉCULES POUR LE TRAITEMENT D'UNE MALADIE HÉPATIQUE ET D'UNE MALADIE MÉTABOLIQUE
  申请人：BUTO CORP

  公开号：WO2021138450A1

  公开（公告）日：2021-07-08

  The subject matter disclosed herein is directed to novel She inhibitors of Formula (II). These compounds are useful for treating impaired insulin sensitivity, glucose tolerance, obesity, diabetes, metabolic syndrome, NAFLD, NASH, PSC, PBC, or other metabolic syndrome component conditions.

  本文所披露的主题是针对新型化合物Formula (II)的She抑制剂。这些化合物可用于治疗受损的胰岛素敏感性、葡萄糖耐量、肥胖、糖尿病、代谢综合征、非酒精性脂肪肝、非酒精性脂肪性肝炎、原发性胆汁性胆管炎、原发性胆汁性肝炎或其他代谢综合征组分疾病。
• Dual Stimulatory and Inhibitory Effects of Fluorine-Substitution on Mutagenicity: An Extension of the Enamine Epoxide Theory for Activation of the Quinoline Nucleus.
  作者：Ken-ichi SAEKI、Hiroshi KAWAI、Yutaka KAWAZOE、Atsushi HAKURA

  DOI：10.1248/bpb.20.646

  日期：——

  Nineteen mono- and di-fluorinated derivatives of quinoline, 1, 7-phenanthroline, 1, 10-phenanthroline, benzo-[h]quinoline, and benzo[f]quinoline were subjected to analysis of their structure-mutagenicity relationships. For this purpose, six new fluorinated derivatives were synthesized. The results support that the enamine epoxide structure of the pyridine moiety, as well as the bay-region epoxide structure, is responsible for mutagenicity. Formation of K-region epoxides might involve a detoxification process rather than mutagenic activation.

  对19种单氟和双氟化的喹啉、1,7-苯并吡啶、1,10-苯并吡啶、苯并[h]喹啉和苯并[f]喹啉的衍生物进行了其结构-致突变性关系的分析。为此，合成了六种新的氟化衍生物。结果支持吡啶部分的烯胺环氧结构以及湾区环氧结构与致突变性有关。K区环氧的形成可能涉及解毒过程，而不是致突变活化。
• PHOSPHATIDYLINOSITOL 3-KINASE INHIBITORS
  申请人：Gilead Sciences, Inc.

  公开号：US20180086768A1

  公开（公告）日：2018-03-29

  The present application provides the compounds of formula I or pharmaceutically acceptable salts, isomers, tautomer, or a mixture thereof, wherein s, t, n, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are as described herein.

  本申请提供了式I的化合物或其药用可接受的盐、异构体、互变异构体或其混合物，其中s、t、n、R1、R2、R3、R4、R5和R6如本文所述。
• Phosphatidylinositol 3-kinase inhibitors
  申请人：Gilead Sciences, Inc.

  公开号：US10227350B2

  公开（公告）日：2019-03-12

  The present application provides the compounds of formula I or pharmaceutically acceptable salts, isomers, tautomer, or a mixture thereof, wherein s, t, n, R1, R2, R3, R4, R5, and R6 are as described herein.

  本申请提供了式 I 的化合物 或药学上可接受的盐、异构体、同分异构体或其混合物，其中 s、t、n、R1、R2、R3、R4、R5 和 R6 如本文所述。
• Selective direct fluorination of quinoline derivatives
  作者：Richard D Chambers、Darren Holling、Graham Sandford、Horst Puschmann、Judith A.K Howard

  DOI：10.1016/s0022-1139(02)00156-2

  日期：2002.10

  Direct fluorination of various quinoline derivatives in acidic reaction media gives fluorinated quinoline products arising from selective, efficient electrophilic substitution processes. (C) 2002 Elsevier Science B.V. All rights reserved.