3'-氟-联苯基-4-基胺 | 5728-66-5

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 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'-氟-联苯基-4-基胺
• 中文别名: 4-(3-氟苯基)苯胺
• 英文名称: 3’-fluoro-[1,1’-biphenyl]-4-amine
• 英文别名: 3'-fluoro-[1,1'-biphenyl]-4-amine；3′-fluoro-[1,1′-biphenyl]-4-amine；4-Amino-3'-fluor-biphenyl；3'-Fluoro-biphenyl-4-ylamine；4-(3-fluorophenyl)aniline
• CAS: 5728-66-5
• 化学式: C₁₂H₁₀FN
• mdl: MFCD06739432
• 分子量: 187.217
• InChiKey: DOUHEBIOTFMLAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  310.5±17.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P233,P260,P261,P264,P271,P280,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(3-Fluorophenyl)aniline
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: 4-(3-Fluorophenyl)aniline
CAS number: 5728-66-5

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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, refrigerated.
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: C12H10FN
Molecular weight: 187.2

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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.

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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'-氟-联苯基-4-基胺 在 三氟化硼乙醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 1.5h， 生成 1-{3’-fluoro-[1,1′-biphenyl]-4-yl}-1H,4H,9H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
  参考文献：
  名称：

  双功能萘[2,3-d] [1,2,3]三唑-4,9-二酮化合物通过抑制二氢乳清酸脱氢酶和诱导活性氧的产生，在体内和体外表现出抗肿瘤作用。

  摘要：

  人二氢乳清酸酯脱氢酶（h DHODH）是癌症治疗的诱人靶标。基于其晶体结构，我们设计并合成了包含1，4-苯醌结构部分的聚焦化合物文库，该化合物具有活性氧（ROS）诱导能力。具有萘[2,3- d ] [1,2,3]三唑-4,9-二酮骨架的化合物3s表现出对h DHODH的抑制活性。进一步优化导致化合物11k和11l抑制h DHODH活性，IC 50值分别为9和4.5 nM。蛋白质-配体共晶体结构清楚地描述了氢键和疏水相互作用11K和11升与ħ DHODH。化合物11k和11l显着抑制白血病细胞和实体瘤细胞增殖并诱导ROS产生，线粒体功能障碍，细胞凋亡和细胞周期停滞。化合物11l的纳米结晶在Raji异种移植模型中显示出显着的体内抗肿瘤作用。总的来说，该研究提供了具有h DHODH抑制和ROS诱导功效的新型双功能化合物11l，其代表了有希望的抗癌药物，值得进一步探索。

  DOI：

  10.1021/acs.jmedchem.0c00512
• 作为产物：
  描述：

  1-氟-3-(4-硝基苯基)苯 在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 生成 3'-氟-联苯基-4-基胺
  参考文献：
  名称：

  通过基于结构的虚拟筛选发现联苯磺酰胺作为新型 β-N-乙酰基-d-己糖胺酶抑制剂

  摘要：

  由于抗性的发展，总是需要新的杀虫靶标。的Hex1，一个β- Ñ乙酰基d氨基己糖苷酶在识别亚洲玉米螟（亚洲玉米螟），是参与昆虫几丁质分解代谢并已证明对于杀虫剂发展的理想靶标。在这项研究中，基于结构的虚拟筛选，结构简化，和生物学评价用于显示与联苯磺酰胺骨架有很大的潜力作为化合物中Hex1抑制剂。具体而言，化合物10k、10u和10v具有K i值分别为 4.30、3.72 和 4.56 μM，因此，它们比一些报道的非糖基抑制剂更有效，例如粘液素 B 1 ( K i = 26 μM)、小檗碱 ( K i = 12 μM)、2 ( K i = 11.2 μM)，和3 ( K i= 28.9 微米）。此外，抑制动力学评估表明，目标化合物在底物方面是竞争性抑制剂，并且基于毒性预测，它们中的大多数具有有效的药物特性。所得结果表明，联苯磺酰胺骨架具有化学结构简单、合成易处理、活性强、毒性低等特点，在以Hex1

  DOI：

  10.1021/acs.jafc.1c01642

文献信息

• The synthesis of some substituted biphenyl-4-carboxylic acids, 4-biphenylylacetic acids, and 4-aminobiphenyls
  作者：D. J. Byron、G. W. Gray、R. C. Wilson

  DOI：10.1039/j39660000840

  日期：——

  The synthesis of a range of substituted biphenyl-4-carboxylic acids and 4-aminobiphenyls is described. Preparations are included for the parent biphenyl-4-carboxylic acid, and for 4-biphenylylacetic acid and three substituted 4-biphenylylacetic acids.

  描述了一系列取代的联苯-4-羧酸和4-氨基联苯的合成。包括母体联苯-4-羧酸，4-联苯基乙酸和三种取代的4-联苯基乙酸的制剂。
• BIGUANIDE COMPOUNDS AND USE THEREOF
  申请人：HANALL BIOPHARMA CO., LTD.

  公开号：US20150126518A1

  公开（公告）日：2015-05-07

  The present invention relates to biguanide compounds and use thereof, more particularly, to biguanide derivatives exhibiting excellent effects for inhibition of cancer cell proliferation and inhibition of cancer metastasis and recurrence, a method for preparing the same, a pharmaceutical composition containing the same as an active ingredient, and a method of prevention or treatment of cancer comprising the step of administering an effective amount of the composition to a subject in need thereof.

  本发明涉及双胍类化合物及其使用，更具体地涉及表现出对抑制癌细胞增殖、抑制癌转移和复发具有优异效果的双胍衍生物，以及制备该化合物的方法、含有该化合物作为活性成分的药物组合物，以及包括向需要的受试者施用所述组合物的有效量的步骤的癌症预防或治疗方法。
• PICOLINAMIDO-PROPANOIC ACID DERIVATIVES USEFUL AS GLUCAGON RECEPTOR ANTAGONISTS
  申请人：Chakravarty Devraj

  公开号：US20120302610A1

  公开（公告）日：2012-11-29

  The present invention is directed to picolanmido-propanoic acid derivatives, pharmaceutical compositions containing them and their use in the treatment and/or prevention of disorders and conditions ameliorated by antagonizing one or more glucagon receptors, including for example metabolic diseases such as Type II diabetes mellitus and obesity.

  本发明涉及吡咯烷酰基丙酸衍生物，含有它们的药物组合物以及它们在治疗和/或预防通过拮抗一个或多个胰高血糖素受体而改善的疾病和症状中的用途，包括例如代谢性疾病，如2型糖尿病和肥胖症。
• 一种芳香胺类化合物的合成方法
  申请人：北京大学

  公开号：CN109134267B

  公开（公告）日：2020-11-17

  本发明公开了一种芳香胺类化合物的合成方法，其特征在于，按照以下两种方法中的任一种进行：方法一：将具有通式(I)的烷基芳香化合物与具有通式(II)的含氮化合物混合，在氧化剂及有机溶剂存在的条件下反应制得具有通式(III)的芳香胺类化合物；方法二：将具有通式(I’)的芳香醇衍生物与具有通式(II)的含氮化合物混合，在酸添加剂及有机溶剂存在的条件下反应制得所述通式(III)的芳香胺类化合物。本发明首次使用大宗的烷基芳香化合物或芳香醇衍生物为原料，无金属催化的作用下，反应生成芳香胺类化合物，与传统合成方法相比具有收率高、条件简单、废弃物排放量少、不需要金属参与，反应设备简单、易于工业化生产等诸多优点，因此，具有广泛的应用前景。
• From alkylarenes to anilines via site-directed carbon–carbon amination
  作者：Jianzhong Liu、Xu Qiu、Xiaoqiang Huang、Xiao Luo、Cheng Zhang、Jialiang Wei、Jun Pan、Yujie Liang、Yuchao Zhu、Qixue Qin、Song Song、Ning Jiao

  DOI：10.1038/s41557-018-0156-y

  日期：2019.1

  Anilines are fundamental motifs in various chemical contexts, and are widely used in the industrial production of fine chemicals, polymers, agrochemicals and pharmaceuticals. A recent development for the synthesis of anilines uses the primary amination of C–H bonds in electron-rich arenes. However, there are limitations to this strategy: the amination of electron-deficient arenes remains a challenging

  苯胺是各种化学环境中的基本图案，并广泛用于精细化学品，聚合物，农用化学品和药物的工业生产中。苯胺合成的最新进展是在富电子芳烃中使用C–H键的伯胺化。但是，该策略有局限性：缺电子芳烃的胺化仍是一项艰巨的任务，而富电子芳烃的胺化对区域选择性的控制有限-形成间位胺化的产品特别困难。在这里，我们报告了一种简单易用的烷基芳烃或苄基醇的定点CC键伯胺，可直接有效地制备苯胺。该化学过程涉及新颖的C–C键转换，并为取代苯胺的合成提供了通用的协议。证明了使用O 2作为对环境有益的氧化剂，对模型化合物的研究表明该方法也可用于木质素的解聚。