4’-甲氧基联苯-3-羧酸 | 725-05-3

• 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: 4’-甲氧基联苯-3-羧酸
• 中文别名: 4’-甲氧基-3-联苯甲酸；4'-甲氧基联苯-3-羧酸
• 英文名称: 4'-methoxybiphenyl-3-carboxylic acid
• 英文别名: 4'-methoxy-[1,1'-biphenyl]-3-carboxylic acid；4′-methoxy-[1,1′-biphenyl]-3-carboxylic acid；4'-Methoxy-biphenylcarbonsaeure-(3)；3-(4-methoxyphenyl)benzoic acid
• CAS: 725-05-3
• 化学式: C₁₄H₁₂O₃
• mdl: MFCD03424599
• 分子量: 228.247
• InChiKey: VWDMBLJBLIUXFS-UHFFFAOYSA-N

物化性质

• 熔点：
  202-203 °C(Solv: acetic acid (64-19-7))
• 沸点：
  424.6±38.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4’-Methoxybiphenyl-3-carboxylic acid
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
4’-Methoxybiphenyl-3-carboxylic acid
Ingredient name:
CAS number: 725-05-3

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C14H12O3
Molecular weight: 228.2

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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.

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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：

  4’-甲氧基联苯-3-羧酸 在 氢溴酸 、 溶剂黄146 作用下， 生成 4’-羟基联苯-3-羧酸
  参考文献：
  名称：

  The Hydrogenation of 4-Hydroxybiphenylcarboxylic Acids

  摘要：

  DOI：

  10.1021/ja01116a026
• 作为产物：
  描述：

  3-甲基环己酮 在 potassium permanganate 、 乙醚 作用下， 生成 4’-甲氧基联苯-3-羧酸
  参考文献：
  名称：

  The Hydrogenation of 4-Hydroxybiphenylcarboxylic Acids

  摘要：

  DOI：

  10.1021/ja01116a026

文献信息

• Design and synthesis of N-(3-sulfamoylphenyl)amides as Trypanosoma brucei leucyl-tRNA synthetase inhibitors
  作者：Zezhong Li、Weixiang Xin、Qing Wang、Mingyan Zhu、Huchen Zhou

  DOI：10.1016/j.ejmech.2021.113319

  日期：2021.5

  needed. Leucyl-tRNA synthetase (LeuRS) is an attractive target for the development of antimicrobial agents. In this work, starting from the hit compound thiourea ZCL539, we designed and synthesized a series of amides as effective T. brucei LeuRS (TbLeuRS) synthetic site inhibitors. The most potent compounds 74 and 91 showed IC50 of 0.24 and 0.25 μM, which were about 700-fold more potent than the starting

  原生动物寄生虫布氏锥虫（T. brucei）引起人类非洲锥虫病（HAT），这是热带地区的一种致命且被忽视的疾病，因此迫切需要新的治疗方法。亮氨酰tRNA合成酶（LeuRS）是开发抗微生物剂的有吸引力的靶标。在这项工作中，我们从受到打击的化合物硫脲ZCL539开始，设计并合成了一系列酰胺，作为有效的布氏布鲁氏菌LeuRS（Tb LeuRS）合成位点抑制剂。最有效的化合物74和91的IC 500.24和0.25μM，比起始命中化合物的效力高700倍。还讨论了结构-活性关系。这些化合物提供了新的脚手架和先导化合物，用于抗锥虫病药物的进一步开发。
• Functionally substituted isoxazoles and isothiazoles: Synthesis, palladium(II) complexes and their catalytic activity
  作者：N. A. Bumagin、V. M. Zelenkovskii、A. V. Kletskov、S. K. Petkevich、E. A. Dikusar、V. I. Potkin

  DOI：10.1134/s1070363216010138

  日期：2016.1

  , whose molecules contain azomethine, amino, carboxyl, and ester moieties in various combinations in the aromatic ring in the position 3 of heterocycle, were synthesized. Synthesis of complexes of Pd(II) with carboxyl derivative of 1,2-azoles was performed. They show high catalytic activity in the Suzuki reaction in aqueous media.

  合成了官能取代的5-（对甲苯基）异恶唑和4,5-二氯异噻唑，其分子在杂环的3位芳香环中以各种组合包含偶氮甲碱，氨基，羧基和酯部分。进行了Pd（II）与1,2-唑类羧基衍生物的配合物的合成。它们在水性介质中的Suzuki反应中显示出高催化活性。
• Functional Derivatives of 4-Formyl-2-methoxyphenyl Pyridine-4-carboxylate
  作者：V. I. Potkin、N. A. Bumagin、E. A. Dikusar、S. K. Petkevich、P. V. Kurman

  DOI：10.1134/s1070428019100063

  日期：2019.10

  pyridine-4-carboxylate which was converted into a number of functional derivatives, including those containing isoxazole and isothiazole heterocycles. In particular, the condensation of the title compound with primary amines afforded the corresponding Schiff bases. 4-Formyl-2-methoxyphenyl pyridine-4-carboxylate and one of the Schiff bases derived therefrom were reduced with sodium triacetoxohydridoborate

  将香兰素与异烟酰氯酰化，得到4-甲酰基-2-甲氧基苯基吡啶-4-羧酸酯，将其转化为许多功能性衍生物，包括那些含有异恶唑和异噻唑杂环的衍生物。特别地，标题化合物与伯胺的缩合得到相应的席夫碱。用三乙酰氧基氢硼酸钠将4-甲酰基-2-甲氧基苯基吡啶-4-羧酸酯和其中的一个席夫碱还原为相应的醇和胺，它们分别用5-芳基异恶唑和4,5-二氯异噻唑-3-羰基氯酰化得到具有异恶唑和异噻唑片段的酯和酰胺。合成的化合物易于与氯化钯（II）形成络合物，
• Selective Inhibition of DNA Polymerase β by a Covalent Inhibitor
  作者：Shelby C. Yuhas、Daniel J. Laverty、Huijin Lee、Ananya Majumdar、Marc M. Greenberg

  DOI：10.1021/jacs.1c02453

  日期：2021.6.2

  has been closely linked to cancer. Selective inhibitors of this enzyme are lacking. Inspired by DNA lesions produced by antitumor agents that inactivate Pol β, we have undertaken the development of covalent small-molecule inhibitors of this enzyme. Using a two-stage process involving chemically synthesized libraries, we identified a potent irreversible inhibitor (14) of Pol β (KI = 1.8 ± 0.45 μM, kinact

  DNA 聚合酶 β (Pol β) 在 DNA 修复中起着至关重要的作用，并且与癌症密切相关。缺乏这种酶的选择性抑制剂。受使 Pol β 失活的抗肿瘤剂产生的 DNA 损伤的启发，我们着手开发这种酶的共价小分子抑制剂。使用涉及化学合成文库的两阶段过程，我们确定了Pol β的有效不可逆抑制剂 ( 14 ) ( K I = 1.8 ± 0.45 μM, k inact = (7.0 ± 1.0) × 10 –3 s –1 )。抑制剂14比其他 DNA 聚合酶选择性地灭活 Pol β。用14处理的 Pol β 胰蛋白酶消化物的 LC-MS/MS 分析鉴定了聚合酶结合位点内共价修饰的两个赖氨酸，其中一个先前被确定在DNA结合中起作用。荧光各向异性实验表明，用14预处理 Pol β可防止 DNA 结合。在野生型小鼠胚胎成纤维细胞 (MEF) 中使用前抑制剂 ( pro - 14 ) 的实验表明，抑制剂
• [Rh^III(Cp*)]-Catalyzed<i>ortho</i>-Selective Direct C(sp²)H Bond Amidation/Amination of Benzoic Acids by<i>N</i>-Chlorocarbamates and<i>N</i>-Chloromorpholines. A Versatile Synthesis of Functionalized Anthranilic Acids
  作者：Fo-Ning Ng、Zhongyuan Zhou、Wing-Yiu Yu

  DOI：10.1002/chem.201304855

  日期：2014.4.7

  furnishing highly functionalized anthranilic acids. A stoichiometric reaction of a cyclometallated rhodium(III) complex of benzo[h]quinoline with a silver salt of N‐chlorocarbamate afforded an amido–rhodium(III) complex, which was isolated and structurally characterized by X‐ray crystallography. This finding confirmed that the CN bond formation results from the cross‐coupling of N‐chlorocarbamate with

  负载Rh III催化的直接邻-C  ħ酰胺化/的苯甲酸胺化Ñ -chlorocarbamates / Ñ -chloromorpholines达到，使在高达85％的产率具有优异的邻氨基苯甲酸邻-选择性和官能基的耐受性。带有各种酰胺基的氨基甲酸酯（包括NHCO 2 Me，NHCbz和NHTroc（Cbz =碳苄氧基； Troc =三氯乙基氯甲酸酯））以及仲胺（例如吗啉，哌嗪和哌啶）可成功实现苯甲胺胺化，并提供高度官能化的邻氨基苯甲酸酯酸。苯并[ h]的环金属化铑（III）配合物的化学计量反应]喹啉与N-氯氨基甲酸酯的银盐可提供酰胺基铑（III）络合物，该络合物已分离并通过X射线晶体学对其结构进行了表征。这一发现证实了CN键的形成是由于N-氯氨基甲酸酯与芳基-铑（III）配合物的交叉偶联。然而，关于CN键形成的机理细节仍不清楚。涉及1,2-芳基迁移和铑（V）-氮烯的途径是合理的。