4-(2-呋喃)-1,3-噻唑-2-胺 | 28989-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(2-呋喃)-1,3-噻唑-2-胺
• 中文别名: 2-噻唑胺,4-(2-呋喃基)；2-氨基-4-(2-呋喃基)噻唑,97；4-(呋喃-2-基)噻唑-2-胺
• 英文名称: 4-(furan-2-yl)thiazol-2-amine
• 英文别名: 2-amino-4-(2-furyl)thiazole；4-(Furan-2-yl)-1,3-thiazol-2-amine
• CAS: 28989-52-8
• 化学式: C₇H₆N₂OS
• mdl: MFCD01167261
• 分子量: 166.203
• InChiKey: CGJGALUSBPYALD-UHFFFAOYSA-N

物化性质

• 熔点：
  126-127.0℃
• 沸点：
  337.9±17.0 °C(Predicted)
• 密度：
  1.356

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 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：
  80.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-(2-Furyl)-1,3-thiazol-2-amine
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-(2-Furyl)-1,3-thiazol-2-amine
Ingredient name:
CAS number: 28989-52-8

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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.
Store in closed vessels, under −20◦C.
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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H6N2OS
Molecular weight: 166.2

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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

反应信息

• 作为反应物：
  描述：

  4-(2-呋喃)-1,3-噻唑-2-胺 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以88%的产率得到2-amino-5-bromo-4-(5-bromo-2-furyl)thiazole
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1020602308595
• 作为产物：
  描述：

  2-乙酰基呋喃 在 碘 、 copper(II) oxide 作用下， 以 乙醇 为溶剂， 生成 4-(2-呋喃)-1,3-噻唑-2-胺
  参考文献：
  名称：

  I 2 / CuO催化串联环化策略，可从易于获得的芳族酮/α，β-不饱和酮和硫脲一锅法合成取代的2-氨基噻唑

  摘要：

  开发了一种由易得的甲基酮/不饱和甲基酮和硫脲组成的简洁高效的一锅法，用于在I 2 / CuO介质下合成2-氨基噻唑。该方法可以高度立体选择性地获得4-乙烯基-2-氨基噻唑的电子异构体（5a–f）。所有这些目标分子均通过NMR，HRMS和IR光谱进行了表征。此外，通过X射线晶体学分析进一步确定目标化合物3c和5b。

  DOI：

  10.1016/j.tet.2011.10.074

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。
• Novel synthesis of <scp>2‐Aminothiazoles</scp> via Fe( <scp>III</scp> )‐Iodine‐catalyzed Hantzsch‐type condensation
  作者：Sankuviruthiyil M. Ujwaldev、Nissy Ann Harry、Mohan Neetha、Gopinathan Anilkumar

  DOI：10.1002/jhet.4166

  日期：2021.2

  A novel iron‐iodine catalyzed one pot synthesis of 2‐aminothiazoles from methyl aryl ketones and thiourea is demonstrated. This protocol can be considered as a catalyzed version of the classical Hantzsch aminothiazole synthesis as it enables the in situ generation of α‐iodoketones in the reaction medium using catalytic amount of iodine leading to Hantzsch condensation with thiourea. The supply of iodine

  演示了一种新颖的铁碘催化从甲基芳基酮和硫脲一锅合成2-氨基噻唑的方法。该方案可被视为经典Hantzsch氨基噻唑合成的催化形式，因为它能够利用催化量的碘在反应介质中原位生成α-碘酮，从而导致Hantzsch与硫脲缩合。通过使用催化量的铁可以确保多个催化循环的碘供应，因为它可以使碘化物氧化为碘。通过合成来自不同酮和硫脲的各种2-氨基噻唑，该协议的通用性在本手稿中也得到了很好的确立。
• Environmentally Benign Preparation of Heteroaromatics from Ketones or Alcohols, with Macroporous Polystyrenesulfonic Acid and (Diacetoxy­iodo)benzene, Followed by Thioamide, Amidine, and 2-Aminopyridine
  作者：Hideo Togo、Makoto Ueno

  DOI：10.1055/s-2004-831242

  日期：——

  An operationally simple, efficient, and environmentally benign preparation of heteroaromatics such as thiazoles, imidazoles, and imidazo[1,2-a]pyridines from the reactions of a polymer-supported [hydroxy(sulfonyloxy)iodo]benzene (2) with ketones or alcohols, followed by treatment with thioamides, benzamidine, and 2-aminopyridine, respectively, in the presence of potassium carbonate were successfully carried out.

  一种操作简单、高效且环境友好的制备杂芳香化合物（如噻唑、咪唑及咪唑并[1,2-a]吡啶）的方法已成功实现，该方法通过聚合物负载的[羟基(磺酰氧基)碘代]苯（2）与酮或醇的反应，随后分别在碳酸钾存在下用硫脲、苯脒及2-氨基吡啶处理。
• Design and development of novel fasudil derivatives as potent antibreast cancer agent that improves intestinal flora and intestinal barrier function in rats
  作者：Jinghui Liang、Mu Tang、Lieliang Wang、Rui Huang、Ailong Fu、Juying Zhou

  DOI：10.1111/cbdd.13963

  日期：2021.12

  This study was conducted to develop novel fasudil derivatives after incorporation of substituted thiazoles as potent anti-breast cancer (BC) agents. The compounds were developed using a facile synthetic route in excellent yields. The entire set of developed compounds was tested for inhibitory activity against rho-associated coiled-coil kinase (ROCK; ROCK1 and ROCK2) kinase, where they exhibit potent

  本研究的目的是在掺入取代噻唑后开发新型法舒地尔衍生物作为有效的抗乳腺癌 (BC) 药物。这些化合物采用简便的合成路线开发而成，收率优异。测试了整套开发的化合物对 rho 相关卷曲螺旋激酶（ROCK；ROCK1 和 ROCK2）的抑制活性，与 ROCK2 相比，它们表现出对 ROCK1 的有效和选择性抑制。最有效的 ROCK2 抑制剂，化合物6h显着抑制 BC 细胞 (MCF-7) 的活力。它还会抑制 MCF-7 细胞的迁移和侵袭。此外，在雌性 Sprague Dawley 大鼠中研究了化合物6h在 7,12二甲基苯并蒽 (DMBA) 诱导的 BC 中的抗 BC 活性。结果表明，它可以显着改善动物的体重，并减少大鼠肝脏和乳腺组织的氧化应激。它通过恢复二胺氧化酶、 d-乳酸和内毒素的水平来改善大鼠的肠道屏障功能。在蛋白质印迹分析中，与DMBA组相比，大鼠结肠组织中的(ZO-1)、occludi