3-氯-[1,1-联苯]-4-羧酸 | 5728-40-5

• 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-氯-[1,1-联苯]-4-羧酸
• 中文别名: 2-氯-4-苯基苯甲酸
• 英文名称: 3-Chlor-biphenyl-4-carbonsaeure
• 英文别名: 2-chloro-4-phenylbenzoic acid；3-Chloro-[1,1'-biphenyl]-4-carboxylic acid
• CAS: 5728-40-5
• 化学式: C₁₃H₉ClO₂
• 分子量: 232.666
• InChiKey: SIJOLCGREMQDIW-UHFFFAOYSA-N

物化性质

• 熔点：
  166.5-167 °C
• 沸点：
  391.7±30.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P233,P260,P261,P264,P270,P271,P280,P301+P312,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P330,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-4-phenylbenzoic acid
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: 2-Chloro-4-phenylbenzoic acid
CAS number: 5728-40-5

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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: C13H9ClO2
Molecular weight: 232.7

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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, hydrogen chloride.

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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-氯-[1,1-联苯]-4-羧酸 在 铜 、 potassium carbonate 、 苯胺 作用下， 生成 3-anilino-biphenyl-4-carboxylic acid
  参考文献：
  名称：

  Reaction of Phenylmagnesium Bromide and Diphenylmagnesium with 9,10-Diphenylacridyl Chloride and p-Dimethylaminotriphenylmethyl Chloride

  摘要：

  DOI：

  10.1021/ja01634a022
• 作为产物：
  描述：

  3-氯联苯-4-胺 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3-氯-[1,1-联苯]-4-羧酸
  参考文献：
  名称：

  一些取代的联苯-4-羧酸，4-联苯基乙酸和4-氨基联苯的合成

  摘要：

  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。

  DOI：

  10.1039/j39660000840

文献信息

• Synthesis, structure-activity relationships, cocrystallization and cellular characterization of novel smHDAC8 inhibitors for the treatment of schistosomiasis
  作者：Ehab Ghazy、Tino Heimburg、Julien Lancelot、Patrik Zeyen、Karin Schmidtkunz、Anne Truhn、Salma Darwish、Conrad V. Simoben、Tajith B. Shaik、Frank Erdmann、Matthias Schmidt、Dina Robaa、Christophe Romier、Manfred Jung、Raymond Pierce、Wolfgang Sippl

  DOI：10.1016/j.ejmech.2021.113745

  日期：2021.12

  available drug, praziquantel. In this study, we chemically optimized our previously reported benzhydroxamate-based inhibitors of Schistosoma mansoni histone deacetylase 8 (smHDAC8). Crystallographic analysis provided insights into the inhibition mode of smHDAC8 activity by the highly potent inhibitor 5o. Structure-based optimization of the novel inhibitors was carried out using the available crystal structures

  血吸虫病是一种被忽视的主要寄生虫病，影响全球超过 2.65 亿人，其控制策略包括使用唯一可用的药物吡喹酮进行大规模治疗。在这项研究中，我们对我们之前报道的基于苯甲羟肟酸盐的曼氏血吸虫组蛋白脱乙酰酶 8 (smHDAC8) 抑制剂进行了化学优化。晶体学分析提供了对高效抑制剂5o对 smHDAC8 活性的抑制模式的见解. 使用可用的晶体结构以及对 smHDAC8 的对接研究对新型抑制剂进行了基于结构的优化。在筛选中评估了这些化合物对血吸虫和人类 HDAC (hHDAC) 的抑制活性。体外和对接结果用于详细的结构活性关系。使用基于荧光的测定法进一步研究合成的化合物对血吸虫幼虫阶段的杀伤力。最有希望的抑制剂5o显示出显着的剂量依赖性杀死血吸虫幼虫和显着损害培养中的成虫对的产卵。
• Design, synthesis, and structure-activity relationship studies of l-amino alcohol derivatives as broad-spectrum antifungal agents
  作者：Liyu Zhao、Linfeng Tian、Nannan Sun、Yin Sun、Yixuan Chen、Xinran Wang、Shizhen Zhao、Xin Su、Dongmei Zhao、Maosheng Cheng

  DOI：10.1016/j.ejmech.2019.05.047

  日期：2019.9

  To discover broad spectrum antifungal agents, two strategies were applied, and a novel class of l-amino alcohol derivatives were designed and synthesized. 3-F substituted compounds 14i, 14n, 14s and 14v exhibited excellent antifungal activities with broad antifungal spectra against C. albicans and C. tropicalis, with MIC values in the range of 0.03–0.06 μg/mL, and against A. fumigatus and C. neoformans

  为了发现广谱抗真菌剂，应用了两种策略，并且设计并合成了一类新型的1-氨基醇衍生物。3-F取代的化合物14i，14n，14s和14v表现出优异的抗真菌活性，对白念珠菌和热带念珠菌具有宽泛的抗真菌谱，MIC值在0.03-0.06μg/ mL范围内，对烟曲霉和C新甲虫，MIC值在1-2μg/ mL的范围内。值得注意的是，化合物14i，14n，14s和14v还显示出对从艾滋病患者中分离出的耐氟康唑耐药菌株17＃和CaR的中等活性。而且，仅S构型的化合物显示出抗真菌活性。初步的机理研究表明，化合物14v的有效抗真菌活性源于对白色念珠菌CYP51的抑制。化合物14n和14v对哺乳动物A549细胞几乎无毒，它们在人血浆中的稳定性非常好。
• Combating fluconazole-resistant fungi with novel β-azole-phenylacetone derivatives
  作者：Liyu Zhao、Nannan Sun、Linfeng Tian、Yin Sun、Yixuan Chen、Xinran Wang、Shizhen Zhao、Xin Su、Dongmei Zhao、Maosheng Cheng

  DOI：10.1016/j.ejmech.2019.111689

  日期：2019.12

  excellent antifungal activities against five pathogenic strains with MIC values in the range of 0.03-1 μg/mL. Compounds with R1 = 3-F substituted and 15o and 15ae exhibited moderate antifungal activities against fluconazole-resistant strains 17# and CaR with MIC values in the range of 1-8 μg/mL. Compounds with R1 = H or 2-F (such as 15a, 15o, 15p) displayed moderate to good antifungal activity against

  设计并合成了一系列具有新颖结构的β-唑-苯丙酮衍生物，以抵抗易感真菌感染和耐药真菌感染的增加。评估了合成化合物对五种敏感菌株和五种耐氟康唑的菌株的抗真菌活性。抗真菌活性测试表明，大多数化合物对5种病原菌株均表现出优异的抗真菌活性，其MIC值在0.03-1μg/ mL的范围内。R1 = 3-F取代且15o和15ae的化合物对MIC范围为1-8μg/ mL的耐氟康唑耐药菌株17＃和CaR表现出中等的抗真菌活性。R1 = H或2-F（例如15a，15o，15p）的化合物对耐氟康唑的菌株632具有中等至良好的抗真菌活性，901和904的MIC值在0.125-4μg/ mL的范围内。值得注意的是，15o和15ae对五种敏感菌株和五种对氟康唑耐药的菌株均表现出抗真菌活性。初步的机理研究表明，化合物15ae的有效抗真菌活性源于对白色念珠菌CYP51的抑制作用。化合物15o，15z和15ae对哺乳动物A549细胞几乎无毒。
• [EN] MUSCARINIC AGONISTS<br/>[FR] AGONISTES MUSCARINIQUES
  申请人：LILLY CO ELI

  公开号：WO2004094382A1

  公开（公告）日：2004-11-04

  The present invention relates to compounds of Formula (I): which are agonists of the M-1 muscarinic receptor.

  本发明涉及以下式（I）的化合物，它们是M-1肌胆碱受体的激动剂。
• Exploring the mechanism of Stille C–C coupling viapeptide-capped Pd nanoparticles results in low temperature reagent selectivity
  作者：Dennis B. Pacardo、Marc R. Knecht

  DOI：10.1039/c2cy20636f

  日期：——

  regard, initial oxidative addition at the particle surface results in Pd atom abstraction for reactivity in solution. As a result, two reaction sites are present, the particle surface and pre-leached Pd atoms, thus different degrees of reactivity are possible. This effect was probed via aryl halide combinations that varied the halogen identity allowing for oxidative addition of two substrates simultaneously

  在本文中，我们系统地研究了Pd纳米粒子驱动的Stille偶联的原子浸出机理，以进一步阐明溶液中释放的高活性Pd 0原子的命运。在这方面，在颗粒表面的初始氧化加成导致溶液中反应性的Pd原子抽象。结果，存在两个反应位点，即粒子表面和预浸出的Pd原子，因此反应程度可能不同。该效果是通过改变卤素同一性的芳基卤化物组合允许同时氧化添加两种底物。结果表明，该体系在室温下对混合物中的碘基化合物具有很高的反应活性。但是，仅在略微升高的40.0°C温度下才能观察到基于溴的底物的反应性。这样，可以根据芳基卤化物的组成和反应温度来控制催化剂材料，从而显示出对基材的选择性。此外，分子间和分子内选择性都是可能的，因此提高了可以实现的反应复杂性的程度。