2-氨基-4-(2-氯苯基)噻唑 | 21344-90-1

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-氨基-4-(2-氯苯基)噻唑
• 中文别名: 4-(2-氯苯基)-1,3-噻唑-2-胺
• 英文名称: 4-(2-chlorophenyl)thiazol-2-amine
• 英文别名: 2-amino-4-(2-chlorophenyl)thiazole；4-(2-chlorophenyl)-1,3-thiazol-2-amine
• CAS: 21344-90-1
• 化学式: C₉H₇ClN₂S
• mdl: MFCD01315352
• 分子量: 210.687
• InChiKey: GWXQQHVBVMLZLU-UHFFFAOYSA-N

物化性质

• 熔点：
  132-138°C
• 沸点：
  371.1±17.0 °C(Predicted)
• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 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：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934100090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(2-Chlorophenyl)-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-(2-Chlorophenyl)-1,3-thiazol-2-amine
CAS number: 21344-90-1

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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: C9H7ClN2S
Molecular weight: 210.7

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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, nitrogen oxides, hydrogen chloride, 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：

  2-氨基-4-(2-氯苯基)噻唑 在 sulfur monochloride 、 溶剂黄146 作用下， 反应 7.0h， 以74%的产率得到5-[[2-Amino-4-(2-chlorophenyl)-1,3-thiazol-5-yl]disulfanyl]-4-(2-chlorophenyl)-1,3-thiazol-2-amine
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Bis[2-amino-4-phenyl-5-thiazolyl] Disulfides

  摘要：

  以二[2-氨基-4-苯基-5-噻唑基]二硫化物为基本骨架的不同二聚二硫化物是以苯乙酮为原料直接合成的。2- 氨基-4-苯基-1,3-噻唑是由硫脲与取代的苯乙酮在碘存在下反应制备的，然后转化为标题化合物。对所有化合物进行了初步评估，以确定其对革兰氏阳性和革兰氏阴性细菌的生物活性。其中一些化合物对蜡样芽孢杆菌和铜绿假单胞菌具有明显的活性。

  DOI：

  10.1248/cpb.55.1014
• 作为产物：
  描述：

  4-(2-chlorophenyl)thiazol-2-amine hydrobromide 在 sodium carbonate 作用下， 以 水 、 乙酸乙酯 为溶剂， 以93%的产率得到2-氨基-4-(2-氯苯基)噻唑
  参考文献：
  名称：

  [EN] COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN TREATING METABOLIC DISORDERS
  [FR] COMPOSÉS, COMPOSITION PHARMACEUTIQUE ET MÉTHODES POUR APPLICATION AU TRAITEMENT DE TROUBLES MÉTABOLIQUES

  摘要：

  公开号：

  WO2010066682A4

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。
• Synthesis of 2-aminothiazoles via rhodium-catalyzed carbenoid insertion/annulation of sulfoxonium ylides with thioureas
  作者：Yuncan Chen、Shan Lv、Ruizhi Lai、Yingying Xu、Xin Huang、Jianglian Li、Guanghui Lv、Yong Wu

  DOI：10.1016/j.cclet.2021.02.052

  日期：2021.8

  Sulfoxonium ylides as carbene precursors couple smoothly with thioureas in the presence of 5 mol% of rhodium(II) acetate dimmer via carbenoid insertion to afford the corresponding 2-aminothiazoles with high chemoselectivity, providing a facile and efficient approach to access a variety of 2-aminothiazole derivatives with good functional groups tolerance.

  在 5 mol% 的乙酸铑（II）二聚体的存在下，作为卡宾前体的磺基叶立德通过卡宾插入提供了相应的具有高化学选择性的 2-氨基噻唑，提供了一种简单有效的方法来获得各种 2-具有良好官能团耐受性的氨基噻唑衍生物。
• 一种5-氟-2,4-嘧啶二胺类化合物及其制备与 应用
  申请人：浙江工业大学

  公开号：CN111116575B

  公开（公告）日：2021-06-15

  本发明公开了一类具有式(I)结构的5‑氟‑2,4‑嘧啶二胺类化合物、其制备方法及其在制备抗肿瘤药物中的应用，所述的抗肿瘤药物为治疗肝癌、肺癌或白血病的药物。本发明提供的式(I)化合物具有良好抗肿瘤活性，为新药筛选提供了基础；对HepG‑2细胞株、A549细胞株、HL‑60细胞株具有显著的抑制作用；并且，本发明提供了式(I)的制备方法，制备方法简单，有利于工业生产。
• 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 and cytotoxic activity of certain new arylazothiazole containing compounds
  作者：Salwa El-Meligie、Raafat A. El-Awady

  DOI：10.1002/jhet.5570390604

  日期：2002.11

  the chalcone analogues 4a-c. The pyridone derivatives 5a,b were synthesized by reacting the ketone 2d with different aromatic aldehydes, ethyl cyanoacetate and ammonium acetate. On the other hand, 5b was also prepared by cyclizing 4c with ethyl cyanoacetate and ammonium acetate. Furthermore, 6-chloroimidazo[2,l-b]-thiazole 7 was obtained from the acid derivative 6b by treatment with POC13. While, the

  通过将芳基重氮氯化物与2-氨基-4-（2-氯苯基）噻唑（1）偶联制备2-氨基-5-芳基偶氮-4-（2-氯苯基）噻唑（2a-e）。通过将芳基偶氮噻唑2a-c与适当的异硫氰酸酯缩合获得硫脲3a-e。2d与芳族醛的反应得到查耳酮类似物4a-c。通过使酮2d与不同的芳族醛，氰基乙酸乙酯和乙酸铵反应来合成吡啶酮衍生物5a，b。另一方面，也可以通过环化4c来制备5b用氰基乙酸乙酯和乙酸铵。此外，通过用POCl 3处理，从酸衍生物6b获得6-氯咪唑并[2，1- b ]-噻唑7。而咪唑并[2，1 - b ]-噻唑酮9a-d是通过将氯乙酰基衍生物8a-d与DMAP /嘧啶环化而产生的。测试了所制备化合物的代表性实例对两种人类肿瘤细胞系的体外抗肿瘤活性。一些化合物显示出针对脑肿瘤细胞系的活性。