4-(2-噻吩基)苯酚 | 29886-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-(2-噻吩基)苯酚
• 中文别名: 4-噻吩-2-基苯酚
• 英文名称: 4-thiophen-2-yl-phenol
• 英文别名: 2-(4-hydroxyphenyl)thiophene；p-2-thienyl-phenol；4-Thiophen-2-ylphenol
• CAS: 29886-65-5
• 化学式: C₁₀H₈OS
• 分子量: 176.239
• InChiKey: RUZWJMSQCFYNAM-UHFFFAOYSA-N

物化性质

• 熔点：
  145 °C(Solv: ligroine (8032-32-4))
• 沸点：
  304.6±17.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  2.0

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8℃密封保存

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Thiophen-2-ylphenol
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-Thiophen-2-ylphenol
CAS number: 29886-65-5

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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: C10H8OS
Molecular weight: 176.2

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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, sulfur oxides.

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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-(2-噻吩基)苯酚 在 吡啶 、 乙酸酐 作用下， 以 四氢呋喃 为溶剂， 生成 2-(4-acetoxyphenyl)thiophene
  参考文献：
  名称：

  Piperazine compounds as inhibitors of MMP or TNF

  摘要：

  式(I)化合物，其中A为磺酰基或羰基；R1为任选取代的芳基、任选取代的杂环基团、任选取代的低级烷基或任选取代的低级烯基；R2为氢、任选取代的低级烷基、任选取代的芳基或任选取代的杂环基团；R3为任选取代的低级烷基、任选取代的低级烷氧基、任选取代的芳氧基、任选取代的低级烯基、任选取代的芳基、任选取代的杂环基团或任选取代的氨基；R4为氢、任选取代的低级烷基、任选取代的芳基或任选取代的杂环基团；R5为氢、任选取代的低级烷基、任选取代的芳基或任选取代的杂环基团；R10为羟基或保护的羟基，及其药学上可接受的盐。本发明的化合物作为药物，用于预防和治疗MMP或TNFα介导的疾病。

  公开号：

  US06333324B1
• 作为产物：
  描述：

  4,4-二甲氧基-1-(噻吩-2-基)环己-2,5-二烯-1-醇 在 铜 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以72%的产率得到4-(2-噻吩基)苯酚
  参考文献：
  名称：

  Structural and solvent/electrolyte effects on the selectivity and efficiency of the anodic oxidation of para-substituted aromatic ethers. An efficient route to quinol ether ketals and quinol ethers

  摘要：

  DOI：

  10.1021/jo00231a022
• 作为试剂：
  描述：

  2-(4-甲氧苯基)噻吩 、 丙烷-1-硫醇 、 potassium;hydride 在 氮气 、 4-(2-噻吩基)苯酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 4-(2-噻吩基)苯酚
  参考文献：
  名称：

  Heterocyclic substituted-phenoxyalkylisoxazoles as antiviral useful

  摘要：

  化合物的公式为##STR1##其中：Y是3-9个碳原子的烷基桥；Z是N或HC；R是氢或1-5个碳原子的低碳基，但当Z为N时，R是低碳基；R.sub.1和R.sub.2是氢、卤素、低碳基、低碳氧基、硝基、低碳氧羰基或三氟甲基；Het是从指定的杂环基团中选择的，它们是有用的抗病毒剂，特别是对抗小肠病毒，包括许多鼻病毒菌株。

  公开号：

  US04857539A1

文献信息

• Discovery of Potent, Selective, and Orally Active Carboxylic Acid Based Inhibitors of Matrix Metalloproteinase-13
  作者：Lauren G. Monovich、Ruben A. Tommasi、Roger A. Fujimoto、Vincent Blancuzzi、Kirk Clark、Wendy D. Cornell、Robert Doti、John Doughty、James Fang、David Farley、John Fitt、Vishwas Ganu、Ronald Goldberg、Robert Goldstein、Stacey Lavoie、Raviraj Kulathila、William Macchia、David T. Parker、Richard Melton、Elizabeth O’Byrne、Gary Pastor、Theodore Pellas、Elizabeth Quadros、Noela Reel、Dennis M. Roland、Yumi Sakane、Hem Singh、Jerry Skiles、Joseph Somers、Karen Toscano、Andrew Wigg、Siyuan Zhou、Lijuan Zhu、Wen-Chung Shieh、Song Xue、Leslie W. McQuire

  DOI：10.1021/jm801394m

  日期：2009.6.11

  The matrix metalloproteinase enzyme MMP-13 plays a key role in the degradation of type II collagen in cartilage and bone in osteoarthritis (OA). An effective MMP-13 inhibitor would therefore be a novel disease modifying therapy for the treatment of arthritis. Our efforts have resulted in the discovery of a series of carboxylic acid inhibitors of MMP-13 that do not significantly inhibit the related

  基质金属蛋白酶MMP-13在骨关节炎（OA）的软骨和骨骼的II型胶原降解中起关键作用。因此，有效的MMP-13抑制剂将是用于治疗关节炎的新型疾病改良疗法。我们的努力导致发现了一系列MMP-13羧酸抑制剂，它们不会显着抑制相关的MMP-1（胶原酶-1）或肿瘤坏死因子-α（TNF-α）转化酶（TACE）。先前已经提出（但尚未证明）抑制后两种酶可能导致副作用。鉴定出有前途的羧酸铅9并开发了收敛的合成方法。本文介绍了9的优化和化合物24f的鉴定进一步发展。化合物24f是MMP-13的亚纳摩尔抑制剂（IC 50值为0.5 nM，K i为0.19 nM），对MMP-1或TACE无活性（IC 50大于10000 nM）。此外，在MMP-13诱导的软骨降解的大鼠模型中，口服30 mg / kg（75％抑制，p <0.05）和10 mg / kg（40％抑制，p < 0.05）口服后，蛋白24f显着降低蛋白聚糖的释放。0
• Facile palladium catalyzed Suzuki–Miyaura coupling in air and water at ambient temperature
  作者：Alexander N. Marziale、Stefan H. Faul、Thomas Reiner、Sven Schneider、Jörg Eppinger

  DOI：10.1039/b915436a

  日期：——

  A new palladacyclic catalyst yields high activities in aqueous Suzuki–Miyaura coupling at room temperature. Using an optimized protocol, a broad range of products can be isolated in good to excellent yields and high purity by simple filtration.

  在室温下，新型的五环催化剂在铃木-宫浦水溶液偶联中具有很高的活性。使用优化的方案，可以通过简单的方法分离出范围广泛的产品，并具有良好的收率，高纯度和高纯度过滤。
• An efficient protocol for the palladium-catalysed Suzuki–Miyaura cross-coupling
  作者：Alexander N. Marziale、Dominik Jantke、Stefan H. Faul、Thomas Reiner、Eberhardt Herdtweck、Jörg Eppinger

  DOI：10.1039/c0gc00522c

  日期：——

  The palladacyclic catalyst precursor received by ortho-palladation of ([1,1′-biphenyl]-2-yloxy)diisopropyl-phosphine represents a highly active system for Suzuki–Miyaura cross-coupling reactions when used in neat water. An efficient, broadly applicable and sustainable aqueous protocol was developed using 2.5 eq. of Na2CO3 as base, allowing the reaction to be performed under air and at ambient temperature with Pd loadings of 0.04 mol%. Coupling products are obtained in high yields and excellent purity by simple filtration with no organic solvents needed throughout the whole reaction. A broad variety of functional groups are tolerated and a large number of substrates can be applied with this protocol. The crystal structure of the palladacyclic catalyst precursor is presented as well as investigations targeting the nature of catalyst activation and the active catalytic species.

  通过使用无水的[1,1'-联苯]-2-基氧二异丙基膦进行邻位钯化得到的钯环状催化剂前体，在纯水体系中用于铃木-宫浦交叉偶联反应时表现出了高度活性。通过使用2.5当量的Na2CO3作为碱，我们开发了一种高效、广泛适用且可持续的水相方法，使得反应能在空气中、常温下进行，且钯的负载量仅为0.04摩尔百分比。通过简单的过滤即可获得高产率且纯度极佳的偶联产物，整个反应过程中无需任何有机溶剂。该方法对多种官能团具有耐受性，并且适用于大量不同底物。此外，本文还展示了钯环状催化剂前体的晶体结构，并探讨了催化剂活化的本质以及活性催化物种的性质。
• Inhibition of bone loss by 4-aryloxy-5-hydroxy-2(5H)-furanones
  申请人：American Home Products Corporation

  公开号：US05336687A1

  公开（公告）日：1994-08-09

  This invention relates to 4-phenoxy (and 4-substituted phenoxy)5-hydroxy-2(5H)-furanones of the formula: ##STR1## where Z is ##STR2## where R is H, halogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 cycloalkyl, trifluoromethyl, or ##STR3## and X is H, C.sub.1 -C.sub.8 alkyl, --O--C.sub.1 -C.sub.8 alkyl, or halogen; a process for their preparation, their use in the treatment of osteoporosis, and pharmaceutical compositions thereof.

  这项发明涉及以下结构的4-苯氧基（和4-取代苯氧基）5-羟基-2（5H）-呋喃酮：##STR1## 其中Z是##STR2## 其中R是H、卤素、C.sub.1-C.sub.8烷基、C.sub.3-C.sub.8环烷基、三氟甲基，或##STR3## 而X是H、C.sub.1-C.sub.8烷基、--O--C.sub.1-C.sub.8烷基，或卤素；一种制备它们的方法，它们在骨质疏松症治疗中的用途，以及它们的药物组成物。
• BIARYL SUBSTITUTED HETEROCYCLE INHIBITORS OF LTA4H FOR TREATING INFLAMMATION
  申请人：Sandanayaka Vincent

  公开号：US20070066820A1

  公开（公告）日：2007-03-22

  The present invention relates to a chemical genus of biaryl substituted heterocycle inhibitors of LTA4H (leukotriene A4 hydrolase) useful for the treatment and prevention and prophylaxis of inflammatory diseases and disorders. The compounds have general formula Ψ: An example is

  这项发明涉及一种化学类别的双芳基取代杂环抑制剂，用于治疗、预防和预防炎症性疾病和紊乱。这些化合物具有一般公式Ψ：一个例子是