4-(3,5-双三氟甲基苯基)噻唑-2-胺 | 284665-40-3

• 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-(3,5-双三氟甲基苯基)噻唑-2-胺
• 英文名称: 4-[3,5-bis(trifluoromethyl)phenyl]-1,3-thiazole-2-amine
• 英文别名: 4-[3,5-bis(trifluoromethyl)phenyl]-1,3-thiazol-2-amine；4-(3,5-bis(trifluoromethyl)phenyl)thiazol-2-amine；2-amino-4-[3,5-bis(trifluoromethyl)phenyl]thiazole
• CAS: 284665-40-3
• 化学式: C₁₁H₆F₆N₂S
• 分子量: 312.238
• InChiKey: YXPRLOAPZGLDGA-UHFFFAOYSA-N

物化性质

• 熔点：
  146.3-147.6°C

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  9

安全信息

• 海关编码：
  2934100090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-4-(3,5-bis(trifluoromethyl)phenyl)thiazole
Synonyms: 4-(3,5-Bis(trifluoromethyl)phenyl)thiazol-2-amine

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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: 2-Amino-4-(3,5-bis(trifluoromethyl)phenyl)thiazole
CAS number: 284665-40-3

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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: C11H6F6N2S
Molecular weight: 312.2

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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, hydrogen fluoride, 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-(3,5-双三氟甲基苯基)噻唑-2-胺 、 5-氯代水杨酸 在 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 4.0h， 以23.5%的产率得到5-Chloro-2-hydroxy-N-(4-[3,5-bis(trifluoromethyl)phenyl]thiazol-2-yl)benzamide
  参考文献：
  名称：

  EP1535609

  摘要：

  公开号：
• 作为产物：
  描述：

  硫脲 在 phenyltrimethylammonium tribromide 、 sodium sulfate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.5h， 以83.3%的产率得到4-(3,5-双三氟甲基苯基)噻唑-2-胺
  参考文献：
  名称：

  EP1535609

  摘要：

  公开号：

文献信息

• 2-아실아미노티아졸 유도체 또는 그의 염
  申请人：Astellas Pharma Inc. 아스텔라스세이야쿠 가부시키가이샤(519980962516)

  公开号：KR20150120516A

  公开（公告）日：2015-10-27

  본 발명자들은, 피라진-2-카르보닐아미노가 2위치에 치환된 티아졸 유도체가 우수한 무스카린 M 수용체 포지티브 알로스테릭 모듈레이터이며, 무스카린 M 수용체에 의한 방광 수축이 관여하는 방광・요로계 질환의 예방 및/또는 치료제로서 유용한 것을 지견해서 본 발명을 완성하였다. 본 발명의 2-아실아미노티아졸 유도체 또는 그의 염은, 무스카린 M 수용체에 의한 방광 수축이 관여하는 방광・요로계 질환, 예를 들어 저활동 방광 등의 배뇨 장애의 예방 및/또는 치료제로서 사용할 수 있다. (식 중, R은, -N(-R)(-R), 또는 치환될 수도 있는 환상 아미노, R은, C 알킬, R는, 치환될 수도 있는 C 알킬, 또는 치환될 수도 있는 C 시클로알킬, R는, 치환될 수도 있는 아릴, 치환될 수도 있는 단환식 방향족 헤테로환, 또는 치환될 수도 있는 2환식 방향족 헤테로환, R은, -H, -OH, -O-(C 알킬), 또는 할로겐)

  这是一段关于一种药物的描述，主要涉及到对膀胱和泌尿系统疾病的预防和治疗。
• Modification and Biological Evaluation of Thiazole Derivatives as Novel Inhibitors of Metastatic Cancer Cell Migration and Invasion
  作者：Shilong Zheng、Qiu Zhong、Yulan Xi、Madhusoodanan Mottamal、Qiang Zhang、Richard L. Schroeder、Jayalakshmi Sridhar、Ling He、Harris McFerrin、Guangdi Wang

  DOI：10.1021/jm500724x

  日期：2014.8.14

  emerged as a potential therapeutic target, as its expression in cancer cells is closely associated with tumor progression and metastasis. Following the initial discovery of a series of thiazole derivatives that demonstrated potent antimigration and antiinvasion activities via possible inhibition of fascin function, we report here the design and synthesis of 63 new thiazole derivatives by further structural

  Fascin 最近已成为潜在的治疗靶点，因为它在癌细胞中的表达与肿瘤进展和转移密切相关。在最初发现一系列通过可能抑制肌成束蛋白功能而表现出有效抗迁移和抗侵袭活性的噻唑衍生物之后，我们在此报告了 63 种新型噻唑衍生物的设计和合成，通过进一步的结构修饰来寻找更有效的肌成束蛋白抑制剂。在噻唑氮上具有更长烷基链取代的5系列类似物比具有其他结构基序的类似物表现出更大的抗迁移活性。最强大的模拟，5p，在 24 nM 时抑制了 50% 的细胞迁移。此外，噻唑类似物显示出很强的抗血管生成活性，在鸡胚胎膜试验中阻断了新血管的形成。最后，进行了一项功能研究，以通过与 F-肌动蛋白捆绑蛋白肌成束蛋白的相互作用来研究作用机制。
• Facile one-pot three-component strategy for the synthesis of 2-amino-4-arylthiazoles via elemental sulfur source
  作者：Xiao-Ping Liang、Min Luo、Li Kang、Long-Xing Tang、Qing Liang、Yuan-Lin Liu、Zi Yang、Chun-Tao Zhang、Cai-Yun Peng、Rong-Geng Fu

  DOI：10.1016/j.tetlet.2022.153874

  日期：2022.6

  A novel and facile metal-free method for the green synthesis of 2-amino-4-arylthiazole derivatives through the three-component cascade reaction of aromatic methyl ketones, elemental sulfur and cyanamide is reported. One CN bond and two CS bonds were formed in one-pot protocol without using catalysts.

  报道了一种通过芳族甲基酮、元素硫和氰胺的三组分级联反应绿色合成 2-氨基-4-芳基噻唑衍生物的新型、简便的无金属方法。在不使用催化剂的情况下，在一锅法中形成一个 C N 键和两个 C S 键。
• Nf-kb activation inhibitors
  申请人：Muto Susumu

  公开号：US20060089395A1

  公开（公告）日：2006-04-27

  A medicament having inhibitory activity against NF-κB activation which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein A represents hydrogen atom or acetyl group, E represents a 2,5-di-substituted or a 3,5-di-substituted phenyl group, or a monocyclic or a fused polycyclic heteroaryl group which may be substituted, provided that the compound wherein said heteroaryl group is circle around (1)} a fused polycyclic heteroaryl group wherein the ring which binds directly to —CONH— group in the formula (I) is a benzene ring, circle around (2)} unsubstituted thiazol-2-yl group, or circle around (3)} unsubstituted benzothiazol-2-yl group is excluded, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —CONH-E wherein E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —CONH-E wherein E has the same meaning as that defined above.

  一种药物具有抑制NF-κB活化作用，其包括以下通式(I)所表示的化合物或其药学上可接受的盐、水合物和溶剂化物作为活性成分，其中A代表氢原子或乙酰基，E代表2,5-二取代或3,5-二取代苯基或单环或融合的多环杂环芳基，其可以被取代，但在所述杂环芳基是圆圈(1)}在公式(I)中直接结合—CONH—基团的环为苯环的融合多环杂环芳基，圆圈(2)}未取代的噻唑-2-基团，或者圆圈(3)}未取代的苯并噻唑-2-基团时，不包括该化合物，环Z代表一个芳香烃，除了由公式—O-A所表示的基团外，它也可以有一个或多个取代基，其中A具有与上述定义相同的含义，公式—CONH-E所表示的基团E具有与上述定义相同的含义。
• Inhibitors against the activation of ap-1 and nfat
  申请人：Muto Susumu

  公开号：US20060100257A1

  公开（公告）日：2006-05-11

  A medicament inhibiting the activation of AP-1 which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein X represents a connecting group whose number of atoms in the main chain is 2 to 5 (said connecting group may be substituted), A represents hydrogen atom or acetyl group, E represents an aryl group which may be substituted or a hetero aryl group which may be substituted, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —X-E wherein each of X and E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —X-E wherein each of X and E has the same meaning as that defined above.

  一种药物，抑制AP-1的激活，其活性成分为以下通式（I）所表示的化合物或其药学上可接受的盐、水合物或溶剂化物中所选的一种，其中X代表连接基，其主链中的原子数为2至5（该连接基可以被取代），A代表氢原子或乙酰基，E代表芳基或取代的杂芳基，环Z代表芳烃，除了由式—O-A所表示的基团外，可能还有一个或多个取代基，其中A具有上述定义的相同含义，由式—X-E所表示的基团中，X和E的每一个具有上述定义的相同含义，或者是一个杂芳烃，可能还有一个或多个取代基，其中A具有上述定义的相同含义，由式—X-E所表示的基团中，X和E的每一个具有上述定义的相同含义。