4-(2,4-二氯苯基)-1,3-噻唑-2-胺 | 93209-97-3

• 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: 4-(2,4-二氯苯基)-1,3-噻唑-2-胺
• 中文别名: [4-(2,4-二氯苯基)噻唑-2-基]胺；4-(2,4-二氯苯基)噻唑-2-胺；4-(2,4-二氯苯基)-2-硫佐拉敏
• 英文名称: 4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
• 英文别名: 4-(2,4-dichlorophenyl)thiazol-2-amine；2-amino-4-(2',4'-dichlorophenyl)-thiazole
• CAS: 93209-97-3
• 化学式: C₉H₆Cl₂N₂S
• mdl: MFCD01114990
• 分子量: 245.132
• InChiKey: APJACVDBTHESJL-UHFFFAOYSA-N

物化性质

• 熔点：
  156-158°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 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
• 危险品标志：
  Xi
• 海关编码：
  2934100090
• 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-(2,4-Dichlorophenyl)-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-(2,4-Dichlorophenyl)-1,3-thiazol-2-amine
CAS number: 93209-97-3

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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: C9H6Cl2N2S
Molecular weight: 245.1

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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：

  4-(2,4-二氯苯基)-1,3-噻唑-2-胺 在 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 11.0h， 生成 [5-(2,4-Dichloro-phenyl)-thiazolo[2,3-c][1,2,4]thiadiazol-(3Z)-ylidene]-phenyl-amine
  参考文献：
  名称：

  Khan, R. H.; Rastogi, R. C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 501 - 503

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二氯苯乙酮 在 吡啶 、 dipotassium peroxodisulfate 、 copper(l) iodide 、 盐酸羟胺 、 sodium acetate 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 生成 4-(2,4-二氯苯基)-1,3-噻唑-2-胺
  参考文献：
  名称：

  铜介导的乙酸肟的[3+2]氧化环化及其在芬替扎克正式合成中的应用

  摘要：

  使用铜催化剂，由乙酸肟和容易获得的硫氰酸钠开发了一种直接合成 2-氨基噻唑的新方案。本转化具有良好的官能团耐受性。各种噻唑类化合物均以良好至优异的产率顺利合成。本方法的适用性已扩展到通过桑德迈尔反应和铃木偶联来正式合成非甾体抗炎药芬替扎克。

  DOI：

  10.1039/d3ob01882b
• 作为试剂：
  描述：

  硫脲 、 2,2',4'-三氯苯乙酮 在 desired product 、 4-(2,4-二氯苯基)-1,3-噻唑-2-胺 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 4-(2,4-二氯苯基)-1,3-噻唑-2-胺
  参考文献：
  名称：

  THIAZOLE AND THIADIAZOLE COMPOUNDS FOR INFLAMMATION AND IMMUNE-RELATED USES

  摘要：

  本发明涉及结构式（I）的化合物：或其药学上可接受的盐，溶剂化合物，笼合物或前药，其中R′1，X，X′，L和Y在此定义。这些化合物可用作免疫抑制剂，并用于治疗和预防炎症疾病，过敏性疾病和免疫性疾病。

  公开号：

  US20130317032A1

文献信息

• Solvent-free sonochemical kabachnic-fields reaction to synthesize some new α-aminophosphonates catalyzed by nano-BF₃•SiO₂
  作者：D. Ravikumar、S. Mohan、Ch. Subramanyam、K. Prasada Rao

  DOI：10.1080/10426507.2018.1424163

  日期：2018.6.3

  synthesis of some new α-aminophosphonates, ultrasonic irradiation has been applied to the reaction mixtures containing amine, aromatic or heteroaromatic aldehydes and triethyl phosphite. The Kabachnik-Fields reaction was performed by using nano-BF3•SiO2 as a recyclable catalyst under solvent free conditions. Key advantages of this procedure consist in the eco-friendly and highly efficient reaction conditions

  图形摘要摘要为了快速、有效地合成一些新的 α-氨基膦酸酯，超声波辐射已应用于含有胺、芳香或杂芳香醛和亚磷酸三乙酯的反应混合物。Kabachnik-Fields反应是在无溶剂条件下使用纳米BF3•SiO2作为可回收催化剂进行的。该程序的主要优点在于环境友好且高效的反应条件、高产率、简单的后处理程序、短反应时间和无溶剂条件。所有标题化合物均通过光谱和元素分析进行​​表征。通过 DPPH、O2- 和 NO 方法进一步筛选它们的体外抗氧化活性。与标准抗氧化剂相比，大多数标题化合物显示出良好的抗氧化活性。
• Citric Acid-catalyzed Synthesis of 2,4-Disubstituted Thiazoles from Ketones via C-Br, C-S, and C-N Bond Formations in One Pot: A Green Approach
  作者：Trivikram Reddy Gundala、Kumar Godugu、Chinna Gangi Reddy Nallagondu

  DOI：10.1002/jccs.201700200

  日期：2017.12

  protocol has been developed for the synthesis of 2,4‐disubstituted thiazoles via C–Br, C–S, and, C–N bond formations in a single step from readily available ketones, N‐bromosuccinimide (NBS), and thiourea catalyzed by citric acid in a mixture of ethanol and water (3:1) under reflux conditions. This method has the advantages of freedom from the isolation of lachrymatory α‐bromoketones, ease of carrying

  已开发出一种改进的，更环保的方案，可通过一步一步从现成的酮类N-溴代琥珀酰亚胺（NBS），C-Br，C-S和C-N键的形成中合成2,4-二取代的噻唑，在回流条件下，柠檬酸在乙醇和水（3：1）的混合物中由柠檬酸催化硫脲。该方法的优点是无需分离催泪性α-溴代酮，易于操作，反应曲线更干净，底物范围宽，无需色谱纯化和适合大规模合成。
• 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。
• [EN] COLLAGEN 1 TRANSLATION INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE TRADUCTION DU COLLAGÈNE 1 ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ANIMA BIOTECH INC

  公开号：WO2021252555A1

  公开（公告）日：2021-12-16

  The present invention relates to novel Collagen 1 translation inhibitors, composition and methods of preparation thereof, and uses thereof for treating Fibrosis including lung, liver, kidney, cardiac and dermal fibrosis, IPF, wound healing, scarring and Gingival fibromatosis, Systemic Sclerosis, and alcoholic and non-alcoholic steatohepatitis (NASH).

  本发明涉及新型胶原蛋白1翻译抑制剂，其组成物及其制备方法，以及用于治疗包括肺部、肝脏、肾脏、心脏和皮肤纤维化、IPF、伤口愈合、瘢痕和牙龈纤维瘤病、全身性硬皮病，以及酒精性和非酒精性脂肪肝（NASH）的用途。
• 一类1，2，3-噻二唑甲酰脲类化合物及其制备 方法和用途
  申请人：利尔化学股份有限公司

  公开号：CN102225918B

  公开（公告）日：2016-04-20

  本发明提供了一类1，2，3-噻二唑甲酰脲类化合物及其制备方法和用途，本发明涉及含1，2，3-噻二唑的杂环化合物，它们具有如V和VII所示的化学结构通式。本发明公开了上述化合物的结构通式、合成方法与用作杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂的用途，其与农业上可接受的助剂或增效剂混合用于制备杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂的工艺；还公开了这些化合物与商品杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂组合使用在防治农业、林业、园艺和卫生病害、虫害、病毒病害中的用途和制备方法。