3,5-二氟乙酰苯胺 | 404-01-3

• 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: 3,5-二氟乙酰苯胺
• 英文名称: N-(3,5-difluorophenyl)acetamide
• 英文别名: 1-Acetamido-3,5-difluorobenzene
• CAS: 404-01-3
• 化学式: C₈H₇F₂NO
• mdl: MFCD03094568
• 分子量: 171.146
• InChiKey: LRIQXIIPEIRJRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 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：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Acetamido-3,5-difluorobenzene
Synonyms: N-(3,5-Difluorophenyl)acetamide

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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: 1-Acetamido-3,5-difluorobenzene
CAS number: 404-01-3

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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: C8H7F2NO
Molecular weight: 171.1

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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：

  3,5-二氟乙酰苯胺 在 盐酸 、 硫酸 、 硝酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 22.0h， 生成 3,5-二氟-2-硝基苯胺
  参考文献：
  名称：

  重新审视 4,6-二氟苯并呋喃的合成：研究其反应性和获得氟化喹喔啉氧化物

  摘要：

  由首次制备的新型氟化苯并呋喃如4-氟苯并呋喃合成了新型喹喔啉1,4-二氧化物衍生物。此外，由于我们无法重现报道的合成方法，因此重新审视了 4,6-二氟苯并呋喃的制备。因此研究了几种合成途径，制备这种二取代苯并呋喃的最佳方法是从 3,5-二氟-2-硝基苯胺。各种合成尝试已经允许分离有趣的新化合物，例如羟基苯并三唑类杂环或苯醌 2-二叠氮。在后一种情况下，我们的研究揭示了它们形成机制中的一些有趣特征。还报道了通过 X 射线晶体学研究首次对苯醌 2-二叠氮进行结构解析。该研究明确表明，苯醌 2-二叠氮可以参与 Diels-Alder 反应。还报道了涉及硝基取代的苯醌 2-二叠氮和环戊二烯的反应的第一个案例。为了更好地了解氟原子对苯并呋喃和苯并呋喃反应性的影响，我们合成了大量新的氟化杂环和一些已知化合物。这使得能够通过理论和电化学研究对其亲电行为进行广泛的研究。从这些研究中可以推断出，氟原子取代硝

  DOI：

  10.1002/ejoc.201402692
• 作为产物：
  描述：

  3,5-二氟苯胺 、 乙酸酐 以 二氯甲烷 为溶剂， 生成 3,5-二氟乙酰苯胺
  参考文献：
  名称：

  通过CC键断裂，无催化剂的中型内酰胺环的直接电化学合成

  摘要：

  已经开发出了一种无催化剂的，通过C-C键断裂合成具有挑战性的中等尺寸内酰胺的直接电化学合成方法。与以前的典型酰胺基自由基环化反应相反，这种电合成方法通过在简单，无分隔的温和，无金属和外部氧化剂条件下，通过独特的远程酰胺基迁移，实现了经济实惠的环扩环。该策略具有无与伦比的广泛底物范围，具有（杂）芳基稠合的8-11元环和杂原子链环的所有环尺寸，高收率和良好的官能团耐受性。我们的实验和计算结果为基于SET的反应歧管提供了有力的支持。

  DOI：

  10.1039/c9gc03901e
• 作为试剂：
  描述：

  间氨基苯甲醚 以 3,5-二氟乙酰苯胺 为溶剂， 生成 N-(3-甲氧基苯基)吡啶-2-胺
  参考文献：
  名称：

  3-piperidyl-4-oxoquinazoline derivatives and pharmaceutical compositions comprising the same

  摘要：

  提供了3-哌啶基-4-酮喹唑啉衍生物，其化学式表示为(I)：其中R代表氨基或环氨基，如二苯并蒽，每个都被取代或未取代的芳基、取代或未取代的杂环芳基等所取代，n为1至3的整数，R3和R4独立地表示氢原子、较低的烷基或类似物，或其药学上可接受的盐。本发明的化合物(I)具有出色的MTP抑制活性。因此，这些化合物不仅抑制了是动脉粥样硬化疾病原因之一的LDL的形成，而且通过调节MTP活性，还可以调节血液中的甘油三酯、胆固醇和LDL等脂蛋白，并通过调节细胞脂质来调节细胞脂质。它们还可以作为新型的高脂血症或动脉粥样硬化疾病的预防或治疗药物。此外，它们还可以作为胰腺炎、肥胖症、高胆固醇血症和高甘油三酯血症的治疗或预防药物。

  公开号：

  US06235730B1

文献信息

• Synthesis of Highly Functionalized 4-Aminoquinolines
  作者：Tim Wezeman、Sabilla Zhong、Martin Nieger、Stefan Bräse

  DOI：10.1002/anie.201511385

  日期：2016.3.7

  A diverse set of highly substituted 4‐aminoquinolines was synthesized from ynamides, triflic anhydride, 2‐chloropyridine, and readily accessible amides in a mild one‐step procedure.

  通过温和的一步过程，由乙酰胺，三氟甲酸酐，2-氯吡啶和易于获得的酰胺合成了多种多样的高度取代的4-氨基喹啉。
• SUBSTITUTED VINYL AND ALKINYL CYCLOHEXENOLS AS ACTIVE AGENTS AGAINST ABIOTIC STRESS IN PLANTS
  申请人：Frackenpohl Jens

  公开号：US20140080704A1

  公开（公告）日：2014-03-20

  The invention relates to substituted vinyl- and alkynylcyclohexenols of the general formula (I) and salts thereof where the R 1 , R 2 , R 3 , R 4 , R 5 , [X—Y] and Q radicals are each as defined in the description, to processes for preparation thereof and to the use thereof for enhancing stress tolerance in plants with respect to abiotic stress, and/or for increasing plant yield.

  该发明涉及通式（I）中的取代乙烯基和炔基环己烯醇及其盐，其中R1、R2、R3、R4、R5、[X—Y]和Q基团如描述中所定义，以及其制备方法和用途，用于增强植物对非生物胁迫的抗逆性，和/或增加植物产量。
• [EN] CARBAMOYL DERIVATIVES OF BICYCLIC CARBONYLAMINO-PYRAZOLES AS PRODRUGS<br/>[FR] DÉRIVÉS CARBAMOYLES DE CARBONYLAMINO-PYRAZOLES BICYCLIQUES COMME PROMÉDICAMENTS
  申请人：NERVIANO MEDICAL SCIENCES SRL

  公开号：WO2009138440A1

  公开（公告）日：2009-11-19

  There are provided bicyclic carbonylamino-pyrazoles of formula (I), wherein the variables are as specified in the claims, for use as medicament, in particular for the treatment of diseases due to the malfunctioning of protein kinases (PKs), such as cancer, pharmaceutical compositions comprising such carbamoyl derivatives, and their use as prodrugs of therapeutically active agents. Method of treatment and some new bicyclic carbonylamino-pyrazoles are also object of the present invention.

  提供了公式(I)中的双环羰胺基吡唑化合物，其中变量如索赔中所述，用作药物，特别用于治疗由蛋白激酶（PKs）功能失调引起的疾病，如癌症，包括这种羰胺基衍生物的药物组合物，以及它们作为治疗活性剂的前药的用途。治疗方法和一些新的双环羰胺基吡唑也是本发明的对象。
• Rhodium(III)-Catalyzed Arene and Alkene C−H Bond Functionalization Leading to Indoles and Pyrroles
  作者：David R. Stuart、Pamela Alsabeh、Michelle Kuhn、Keith Fagnou

  DOI：10.1021/ja1082624

  日期：2010.12.29

  formation of indoles via the oxidative annulation of acetanilides with internal alkynes. The optimized reaction conditions allow for molecular oxygen to be used as the terminal oxidant in this process, and the reaction may be carried out under mild temperatures (60 °C). These conditions have resulted in an expanded compatibility of the reaction to include a range of new internal alkynes bearing synthetically

  最近，铑 (III) 复合物 [Cp*RhCl(2)](2) 1 为基于铑催化的 CH 键功能化事件的芳香杂环的有效合成提供了令人兴奋的机会。在本报告中，配合物 1 及其双阳离子类似物 [Cp*Rh(MeCN)(3)][SbF(6)](2) 2 的使用已用于通过乙酰苯胺与内部炔烃。优化的反应条件允许分子氧在该过程中用作末端氧化剂，并且反应可以在温和的温度（60°C）下进行。这些条件导致反应的相容性扩大，包括一系列带有合成有用官能团的新内部炔烃，产率中等至极好。该方法的适用性在 paullone 3 的有效合成中得到了例证，它是一种具有既定生物活性的四环吲哚衍生物。使用氘标记实验和动力学分析对反应进行的机理研究提供了对偶联伙伴反应性问题的深入了解，并有助于开发提高间位取代乙酰苯胺的区域选择性的条件。该反应类别也已扩展到包括吡咯的合成。催化剂 2 在室温下有效地将取代的烯酰胺与内部炔烃偶联以形成三取代的吡咯，收率良好至极好。
• HETEROCYCLIC COMPOUNDS AND THEIR USES
  申请人：Cushing Timothy D.

  公开号：US20100331293A1

  公开（公告）日：2010-12-30

  Substituted bicyclic heteroaryls and compositions containing them, for the treatment of general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, including but not restricted to autoimmune diseases such as systemic lupus erythematosis (SLE), myestenia gravis, rheumatoid arthritis, acute disseminated encephalomyelitis, idiopathic thrombocytopenic purpura, multiples sclerosis, Sjogren's syndrome and autoimmune hemolytic anemia, allergic conditions including all forms of hypersensitivity, The present invention also enables methods for treating cancers that are mediated, dependent on or associated with p110δ activity, including but not restricted to leukemias, such as Acute Myeloid leukaemia (AML) Myelo-dysplastic syndrome (MDS) myelo-proliferative diseases (MPD) Chronic Myeloid Leukemia (CML) T-cell Acute Lymphoblastic leukaemia (T-ALL) B-cell Acute Lymphoblastic leukaemia (B-ALL) Non Hodgkins Lymphoma (NHL) B-cell lymphoma and solid tumors, such as breast cancer.

  含有替代双环杂环芳基的化合物及其组合物，用于治疗一般炎症、关节炎、风湿性疾病、骨关节炎、炎症性肠道疾病、炎症性眼部疾病、炎症性或不稳定膀胱疾病、牛皮癣、具有炎症成分的皮肤疾病、慢性炎症性疾病，包括但不限于自身免疫疾病如系统性红斑狼疮（SLE）、重症肌无力、类风湿性关节炎、急性播散性脑脊髓炎、特发性血小板减少性紫癜、多发性硬化症、干燥综合征和自身免疫性溶血性贫血，包括各种过敏症状，本发明还提供了治疗与p110δ活性有关的、依赖于或与之相关的癌症的方法，包括但不限于白血病，如急性髓系白血病（AML）、髓增生异常综合征（MDS）、髓增生性疾病（MPD）、慢性髓性白血病（CML）、T细胞急性淋巴细胞白血病（T-ALL）、B细胞急性淋巴细胞白血病（B-ALL）、非霍奇金淋巴瘤（NHL）、B细胞淋巴瘤和实体肿瘤，如乳腺癌。