4-(4-甲氧基苯基)-1,3-噻唑-2-胺 | 2104-04-3

• 物质功能分类: 材料化学 - 发光材料
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-(4-甲氧基苯基)-1,3-噻唑-2-胺
• 英文名称: 4-(4-methoxyphenyl)-1,3-thiazol-2-amine
• 英文别名: 4-(4-methoxyphenyl)thiazol-2-amine；2-amino-4-(4-methoxyphenyl)thiazole；4-(4-methoxyphenyl)thiazole-2-amine；4-(4-methoxyphenyl)-2-aminothiazole；4-(4-methoxyphenyl)-thiazol-2-yl-amine
• CAS: 2104-04-3
• 化学式: C₁₀H₁₀N₂OS
• mdl: MFCD00170663
• 分子量: 206.268
• InChiKey: YPVVEXKDPBRGIK-UHFFFAOYSA-N

物化性质

• 熔点：
  204-208°C
• 沸点：
  396.7±25.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  76.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R22
• 海关编码：
  2934100090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8℃，避光、干燥、密封。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine
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-(4-Methoxyphenyl)-1,3-thiazol-2-amine
CAS number: 2104-04-3

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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: C10H10N2OS
Molecular weight: 206.3

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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, 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-(4-甲氧基苯基)-1,3-噻唑-2-胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 2-amino-4-(4'-methoxyphenyl)-5-bromothiazole
  参考文献：
  名称：

  Ahluwalia, V. K.; Arora, K. K.; Kaur, Gurvinder, Synthetic Communications, 1987, vol. 17, # 3, p. 333 - 340

  摘要：

  DOI：
• 作为产物：
  描述：

  2-amino-4-(4'-methoxyphenyl)-5-bromothiazole 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 0.08h， 生成 4-(4-甲氧基苯基)-1,3-噻唑-2-胺
  参考文献：
  名称：

  Ahluwalia, V. K.; Arora, K. K.; Kaur, Gurvinder, Synthetic Communications, 1987, vol. 17, # 3, p. 333 - 340

  摘要：

  DOI：

文献信息

• Inhibitors of histone deacetylase
  申请人：——

  公开号：US20020177594A1

  公开（公告）日：2002-11-28

  Compounds having the formula 1 or therapeutically acceptable salts thereof, are histone deacetylase (HDAC) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.

  具有以下化学式的化合物或其治疗上可接受的盐是组蛋白去乙酰化酶（HDAC）抑制剂。本文揭示了该化合物的制备、含有该化合物的组合物以及使用该化合物治疗疾病的方法。
• Synthesis and Biological Activities of Novel Arylazopyrazolones Substituted with Thiazolyhydrazone
  作者：Purvesh J. Shah

  DOI：10.5012/jkcs.2014.58.1.57

  日期：2014.2.20

  The 4-(1H)-benzotriazoyl methyl amino benzoate 3 was prepared by Mannich reaction of benzotriazole 1, ethyl-paminobenzoate 2 and formaldehyde. The prepared compound 3 then react with hydrazine hydrate results in the 4-(1H)-benzotriazoyl methyl amino benzoyl hydrazide 4. This compound on condensation with pre-prepared different ethyl 2-(2-(4-(4-substituted phenyl)thiazol-2-yl)hydrazono)-3-oxobutanoates 6a-d, furnished 1-(4-((1H-benzo[d] [1,2,3] triazol-1-yl)methyl amino) benzoyl)-4-(2-(4-(4-substituted phenyl)thiazol-2-yl) hydrazono)-3-methyl-1H-pyrazol-5(4H)-one 7a-d. All the compounds 7a-d was characterized by spectral studies. The compounds showed significant antimicrobial activity against various bacteria and fungi.

  4-(1H)-苯并三唑甲基氨基苯甲酸酯3是通过苯并三唑1、乙基氨基苯甲酸酯2和甲醛的曼尼希反应制备的。制备的化合物3与水合肼反应生成4-(1H)-苯并三唑甲基氨基苯甲酰肼4。该化合物与预先制备的不同乙基2-(2-(4-(4-取代苯基)噻唑-2-基)腙)-3-氧丁酸酯6a-d缩合，得到1-(4-((1H-苯并[d][1,2,3]三唑-1-基)甲基氨基)苯甲酰)-4-(2-(4-(4-取代苯基)噻唑-2-基)腙)-3-甲基-1H-吡唶-5(4H)-酮7a-d。所有化合物7a-d均通过光谱研究进行表征。这些化合物表现出对多种细菌和真菌的显著抗微生物活性。
• Aiding the versatility of simple ammonium ionic liquids by the synthesis of bioactive 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives
  作者：Praachi Kakati、Preeti Singh、Priyanka Yadav、Satish Kumar Awasthi

  DOI：10.1039/d1nj00280e

  日期：——

  Simple ammonium ionic liquids [ILs] are efficient, green, environmentally friendly catalysts in promoting the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction to afford 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives respectively by eliminating the need for harmful volatile organic solvents. These [ILs] are air and water stable, easy to prepare

  简单的铵离子液体[ILs]是高效，绿色，环保的催化剂，可通过消除Biginelli缩合反应，Hantzsch反应和Niementowski反应来分别提供1,2,3,4-四氢嘧啶，2-氨基噻唑和喹唑啉酮衍生物用于有害的挥发性有机溶剂。这些[IL]稳定于空气和水，易于制备且具有成本效益。研究了[IL]中阴离子和阳离子对反应的影响。结果清楚地表明，[IL]的酸度严重影响了Biginelli缩合反应，Hantzsch反应和Niementowski反应，并且在各种铵离子液体中，[Et 3 NH] [HSO 4]显示出最佳的催化活性。此外，[IL]可以很容易地分离和重复使用，而其活性略有下降。该技术为工业合成1,2,3,4-四氢嘧啶酮，2-氨基噻唑和喹唑啉酮提供了一种很好的替代方法。本发明的方法是用于合成这些衍生物的环保方法，这些衍生物通过几个绿色参数，即E因子，过程质量强度，反应质量效率，原子经济性和碳效率进行了验证。
• Preparation of 3,4-Substituted-5-Aminopyrazoles and 4-Substituted-2-Aminothiazoles
  作者：Stepan Havel、Prashant Khirsariya、Naresh Akavaram、Kamil Paruch、Benoit Carbain

  DOI：10.1021/acs.joc.8b02655

  日期：2018.12.21

  3,4-Substituted-5-aminopyrazoles and 4-substituted-2-aminothiazoles are frequently used intermediates in medicinal chemistry and drug discovery projects. We report an expedient flexible synthesis of 3,4-substituted-5-aminopyrazoles (35 examples), based on palladium-mediated α-arylation of β-ketonitriles with aryl bromides. A library of 4-substituted-2-aminothiazoles (21 examples) was assembled by a

  3,4-取代的5-氨基吡唑和4-取代的2-氨基噻唑是药物化学和药物开发项目中经常使用的中间体。我们报道了基于钯介导的β-酮腈与芳基溴化物的α-芳基化反应的3,4-取代的5-氨基吡唑类化合物的便捷合成（35个例子）。通过使用新制备的，适当保护的4-硼酸-2-氨基噻唑的频哪醇酯和MIDA酯与（杂）芳基卤化物的Suzuki偶联的序列，组装4-取代的2-氨基噻唑的文库（21个实例）。
• Syntheses of biodynamic heterocycles: baker’s yeast-assisted cyclocondensations of organic nucleophiles and phenacyl chlorides
  作者：Lalit D. Khillare、Umesh R. Pratap、Manisha R. Bhosle、Sambhaji T. Dhumal、Mahendra B. Bhalerao、Ramrao A. Mane

  DOI：10.1007/s11164-017-2880-0

  日期：2017.8

  pyridin-2-amine (2f) at room temperature in presence of baker’s yeast to give fused heterocycles 6-(4-substituted phenyl)-2-phenylimidazo[2,1-b][1,3,4]thiadiazoles (5a–f), 2-(4-substituted phenyl)quinoxalines (6a–f), 6-(4-substituted phenyl)-3-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines (7a–f), and 2-(4-substituted phenyl)H-imidazo[1,2-a]pyridines (8a–f), respectively. The experimental conditions for these

  在室温下，在乙腈中作为全细胞酶源的面包酵母（Saccharomyces cerevisiae）存在下，将取代的苯甲酰氯（1a – f）与亲核试剂硫脲（2a）和硫代苯甲酰胺（2b）进行环缩合反应，得到4-（4-取代的苯基） ）噻唑-2-胺（3a – f）和4-（取代的苯基）-2-苯基噻唑（4a – f）。此外，取代的苯甲酰氯还与亲核试剂2-氨基-1,3,4-噻二唑（2c），邻苯二胺（2d），1-氨基-2-巯基-5-苯基三唑（2e）和吡啶-2-胺（2f），在面包酵母的存在下于室温下产生稠合的杂环6-（4-取代的苯基）-2-苯基咪唑并[2,1- b ] [1,3,4]噻二唑（5a – f），2-（4-取代的苯基）喹喔啉（6a – f），6-（4-取代的苯基）-3-苯基-7 H- [1,2,4]三唑[3,4] - b ] [1,3,4]噻二嗪（7A - ˚F），和2-（4-取代苯基）ħ -咪唑并[1

表征谱图