2-氨基-4-(对硝基苯)噻唑 | 2104-09-8

• 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: 2-氨基-4-(对硝基苯)噻唑
• 中文别名: 4-(4-硝基苯基)噻唑-2-基胺；4-(4-硝基苯基)噻唑-2-胺；4-(4-硝基苯基)-1,3-噻唑-2-胺
• 英文名称: 4-(4-nitro-phenyl)-thiazol-2-ylamine
• 英文别名: 4-(4-nitrophenyl)thiazol-2-amine；4-(4-nitrophenyl)-1,3-thiazol-2-amine；2-amino-4-(p-nitrophenyl)thiazole；2-amino-4-(4-nitrophenyl)thiazole；4-(p-nitrophenyl)-2-aminothiazole；2-amino-4-(4'-nitrophenyl)-1,3-thiazole；4-(4-nitrophenyl)thiazole-2-amine
• CAS: 2104-09-8
• 化学式: C₉H₇N₃O₂S
• mdl: MFCD00170222
• 分子量: 221.239
• InChiKey: RIKJWJIWXCUKQV-UHFFFAOYSA-N

物化性质

• 熔点：
  283-287 °C
• 沸点：
  231°C (rough estimate)
• 密度：
  1.4086 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 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：
  113
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R22,R36/37/38
• 海关编码：
  2934100090
• WGK Germany：
  3
• 储存条件：
  库房应保持通风、低温和干燥的环境。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(4-Nitrophenyl)-1,3-thiazol-2-amine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful 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
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 4-(4-Nitrophenyl)-1,3-thiazol-2-amine
CAS number: 2104-09-8

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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.
Storage: Store in closed vessels, refrigerated.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H7N3O2S
Molecular weight: 221.2

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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, 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

制备方法与用途

类别：有毒物品
毒性分级：低毒
急性毒性：口服-大鼠 LD50: 14200 毫克/公斤
刺激数据：眼睛-兔子 500 毫克/24 小时 轻度
可燃性危险特性：可燃；燃烧产生有毒氮氧化物和硫氧化物烟雾
储运特性：库房通风、低温干燥
灭火剂：干粉、泡沫、砂土、二氧化碳、雾状水

反应信息

• 作为反应物：
  描述：

  2-氨基-4-(对硝基苯)噻唑 在 乙酸酐 作用下， 以 水 为溶剂， 生成 N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]acetamide
  参考文献：
  名称：

  Imidazole azo dyes

  摘要：

  一种包含至少一种具有以下结构的染料的摄影记录材料 ##STR1## 其中D是必需的原子团，用于完成至少含有一个氮原子的5元环，A是氢、烷基、烷氧基、苯基、烷硫基、氰基、硝基或卤素，n为0至3，R.sub.1是氢、烷基、羟基、酰胺基，R.sub.6是氢或未取代或取代的氨基，R.sub.4是氢或烷氧基。该材料以良好的色彩复制、鲜艳的颜色和出色的耐光性而著称。

  公开号：

  US04743683A1
• 作为产物：
  描述：

  4-硝基苯乙烯 在 1,3-二溴-5,5-二甲基海因 、 水 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-氨基-4-(对硝基苯)噻唑
  参考文献：
  名称：

  由1,3-二溴-5,5-二甲基乙内酰脲（DBH）介导的苯乙烯衍生物合成2-氨基噻唑

  摘要：

  据报道，通过DBH介导的苯乙烯和硫脲的氧化环化合成2-氨基噻唑的有效方法。使用DBH作为溴源和氧化剂，通过两步一锅法成功地将各种烯烃成功转化为相应的2-氨基噻唑，产率为10-81％。该方法可以容易地以克为单位进行，并且成功地用于以苯乙烯为起始原料的抗炎药fanetizole的合成。

  DOI：

  10.1016/j.tet.2018.05.021

文献信息

• N-(5-MEMBERED AROMATIC RING)-AMIDO ANTI-VIRAL COMPOUNDS
  申请人：Schmitz Ulrich Franz

  公开号：US20070265265A1

  公开（公告）日：2007-11-15

  Disclosed are compounds having Formula (I) and the compositions and methods thereof for treating or preventing a viral infection mediated at least in part by a virus in the Flaviviridae family of viruses, wherein A, R 2 , m, R, V, W, T, Z, R 1 , Y, and p are disclosed herein.

  揭示了具有Formula (I)的化合物，以及用于治疗或预防由Flaviviridae病毒家族中的病毒至少部分介导的病毒感染的组合物和方法，其中A、R2、m、R、V、W、T、Z、R1、Y和p在此处被揭示。
• Design, synthesis and biological screening of new 4-thiazolidinone derivatives with promising COX-2 selectivity, anti-inflammatory activity and gastric safety profile
  作者：Khaled R.A. Abdellatif、Mohamed A. Abdelgawad、Heba A.H. Elshemy、Shahinda S.R. Alsayed

  DOI：10.1016/j.bioorg.2015.11.001

  日期：2016.2

  thiazolidin-4-one derivatives 4a-c and 8a-e were designed and prepared. All the synthesized compounds were evaluated for their in vitro COX-2 selectivity and anti-inflammatory activity in vivo. Compounds 8c and 8d showed the best overall in vitro COX-2 selectivity (selectivity indexes of 4.56 and 5.68 respectively) and in vivo activities (edema inhibition %=61.8 and 67 after 3h, respectively) in comparison

  设计并制备了两个系列的新的噻唑烷-4-酮衍生物4a-c和8a-e。评价所有合成的化合物的体外COX-2选择性和体内抗炎活性。与参考药物塞来昔布（SI = 7.29，3小时后水肿抑制％＝ 60）。此外，还评估了8c和8d的平均有效抗炎剂量（分别为ED50 = 27.7和18.1μmol/ kg，塞来昔布ED50 = 28.2μmol/ kg）和致溃疡性（致溃疡性潜力相对于celecoxib降低85％，92） ％ 分别。
• Synthesis, activity, and docking study of phenylthiazole acids as potential agonists of PPARγ
  作者：Liang Ma、Taijin Wang、Min Shi、Haoyu Ye

  DOI：10.2147/dddt.s106406

  日期：——

  glucose and lipid homeostasis, and PPARγ ligands possess therapeutic potential in these as well as other areas. In this study, a series of phenylthiazole acids have been synthesized and evaluated for agonistic activity by a convenient fluorescence polarization-based PPARγ ligand screening assay. Compound 4t, as a potential PPARγ agonist with half maximal effective concentration (EC50) 0.75±0.20 μM, exhibited

  过氧化物酶体增殖物激活受体γ（PPARγ）是配体介导的转录因子，在葡萄糖和脂质体内平衡中起关键作用，PPARγ配体在这些以及其他领域具有治疗潜力。在这项研究中，已经合成了一系列苯基噻唑酸，并通过方便的基于荧光偏振的PPARγ配体筛选测定法评估了其激动活性。化合物4t作为潜在的PPARγ激动剂，最大有效浓度（EC50）为一半，为0.75±0.20μM，其体外效力可与0.83±0.14μM的阳性对照罗格列酮媲美。分子对接和分子动力学模拟表明，苯基噻唑酸4t与PPARγ复合物活性位点的氨基酸残基稳定地相互作用，
• Synthesis, Characterization, and Antioxidant Activity of a New Class of Amido linked Azolyl Thiophenes
  作者：Sreenivasulu Thatha、Nagarjuna Ummadi、Padmavathi Venkatapuram、Padmaja Adivireddy

  DOI：10.1002/jhet.3177

  日期：2018.6

  A new class of amido linked azolyl thiophenes was prepared from the synthetic intermediates azolyl amines and 5‐chlorothiophene‐2‐carbonyl chloride adopting conventional and ultrasonication methodologies. It was observed that the reaction took place in shorter reaction times with higher yields under ultrasonication. The structures of the synthesized compounds were characterized by spectral parameters

  采用常规方法和超声方法，由合成中间体偶氮基胺和5-氯噻吩-2-羰基氯制备了新型的酰胺基连接的偶氮基噻吩。观察到，在超声作用下，反应以较短的反应时间发生，并且产率更高。通过光谱参数表征合成的化合物的结构，并测试其抗氧化活性。在所有测试的化合物中，甲氧基取代的恶唑基噻吩羧酰胺（8c）显示出有希望的抗氧化活性。此外，与吸电子基团相比，苯环上的给电子基团增强了抗氧化活性。
• Synthesis and characterization of thermally stable second-order nonlinear optical side-chain polyurethanes containing nitro-substituted oxadiazole and thiazole chromophores
  作者：R.G. Tasaganva、S.M. Tambe、M.Y. Kariduraganavar

  DOI：10.1016/j.molstruc.2011.04.032

  日期：2011.8

  Abstract We have newly synthesized nonlinear optical (NLO) active nitro-substituted thiazole and oxadiazole chromophores and condensed with tolylene-2,4-diisocyanate and 4,4′-methylenedi(phenyl isocyanate) to yield a series of polyurethanes. Molecular structural characterization of the resulting chromophores and polyurethanes was achieved by FTIR, UV–vis, 1 H NMR and CHN elemental analyzer. The inherent

  摘要 我们新合成了非线性光学（NLO）活性硝基取代的噻唑和恶二唑发色团，并与甲苯-2,4-二异氰酸酯和4,4'-亚甲基二（异氰酸苯酯）缩合得到一系列聚氨酯。所得发色团和聚氨酯的分子结构表征是通过 FTIR、UV-vis、1 H NMR 和 CHN 元素分析仪实现的。用乌氏粘度计测量的聚氨酯的特性粘度 (η inh) 在 0.26-0.30 dl/g 的范围内。使用差示扫描量热法和热重分析研究聚氨酯的热行为。聚氨酯的玻璃化转变温度 (Tg) 在 121-192°C 的范围内。通过诱导电场制备聚氨酯薄膜并实现分子取向。使用原子力显微镜研究了极化前后聚氨酯薄膜表面形态的变化。所有聚氨酯在大多数常见有机溶剂中均表现出优异的溶解性，表明这些聚氨酯具有良好的加工性能。极化聚氨酯的二次谐波产生 (SHG) 系数 (d 33 ) 在 532 nm 处为 29.7 至 44.2 pm/V。所有聚氨酯都观察到

表征谱图