2-氨基-4-三氟甲基噻唑-5-甲酸 | 239135-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-氨基-4-三氟甲基噻唑-5-甲酸
• 中文别名: 2-氨基-4-(三氟甲基)噻唑-5-羧酸
• 英文名称: 2-amino-4-(trifluoromethyl)thiazole-5-carboxylic acid
• 英文别名: 2-amino-4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acid
• CAS: 239135-55-8
• 化学式: C₅H₃F₃N₂O₂S
• 分子量: 212.152
• InChiKey: NGMYYADEHCNLGO-UHFFFAOYSA-N

物化性质

• 熔点：
  232-236 °C (dec.)(lit.)
• 沸点：
  368.9±42.0 °C(Predicted)
• 密度：
  1.761±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在指定条件下稳定，远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R22
• 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-(trifluoromethyl)thiazole-5-carboxylic acid
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: 2-Amino-4-(trifluoromethyl)thiazole-5-carboxylic acid
CAS number: 239135-55-8

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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: C5H3F3N2O2S
Molecular weight: 212.2

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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：

  2-氨基-4-三氟甲基噻唑-5-甲酸 在 磷酸 、 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.58h， 生成 N-(3-chlorophenyl)-4-(trifluoromethyl)thiazole-5-carboxamide
  参考文献：
  名称：

  QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS

  摘要：

  本发明涉及抑制诱导型NOS合酶的新奎诺酮化合物（化学式I），以及合成和使用这些化合物的方法，包括通过向患者施用这些化合物来治疗疾病的抑制或调节一氧化氮合成和/或降低一氧化氮水平的方法。

  公开号：

  US20080139558A1
• 作为产物：
  描述：

  2-氨基-4-(三溴甲基)-5-噻唑羧酸乙酯 在 potassium hydroxide 作用下， 生成 2-氨基-4-三氟甲基噻唑-5-甲酸
  参考文献：
  名称：

  新型基于2-杂原子噻唑的羧酰苯胺的合成及杀真菌活性

  摘要：

  通过使基于2-杂原子噻唑的羧酸氯与2,6-二溴-4-（三氟甲氧基）苯胺反应，制备了一系列新的基于2-杂原子噻唑的羧酰胺（8）。所有新合成的化合物的结构均通过光谱数据NMR，MS和元素分析等进行支持。生物测定表明，这些化合物显示出对茄红枯菌的有效杀真菌活性。特别是N-（2,6-dibromo-4 -（三氟甲氧基）苯基）-2-甲氧基-4-（三氟甲基）噻唑-5-羧酰胺（8a-2）的杀菌力与噻氟甲酰胺相当，后者是琥珀酸脱氢酶抑制剂（SDHI）的唯一商业化的噻唑甲酰苯胺杀菌剂。

  DOI：

  10.1002/jhet.2668

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF CYSTIC FIBROSIS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LE TRAITEMENT DE LA FIBROSE KYSTIQUE
  申请人：FONDAZIONE ST ITALIANO TECNOLOGIA

  公开号：WO2020012427A1

  公开（公告）日：2020-01-16

  The present invention relates to compounds of Formula (Ia) or pharmaceutically acceptable salts, hydrates, solvates, clathrates, polymorphs, stereoisomers thereof. It further discloses a pharmaceutical composition comprising the compounds of Formula (Ia) and the use of compounds of Formula (Ib), in particular to modulate CFTR protein or ABC protein activities.

  本发明涉及式(Ia)的化合物或其药学上可接受的盐、水合物、溶剂合物、包合物、多形体、立体异构体。进一步披露了一种包含式(Ia)的化合物的药物组合物，以及利用式(Ib)的化合物，特别是用于调节CFTR蛋白或ABC蛋白活性。
• QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS
  申请人：Smith Nicholas D.

  公开号：US20080139558A1

  公开（公告）日：2008-06-12

  The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.

  本发明涉及抑制诱导型NOS合酶的新奎诺酮化合物（化学式I），以及合成和使用这些化合物的方法，包括通过向患者施用这些化合物来治疗疾病的抑制或调节一氧化氮合成和/或降低一氧化氮水平的方法。
• Synthesis and Fungicidal Activity of Novel 2-Heteroatomthiazole-based Carboxanilides
  作者：Aiping Liu、Xiaoguang Wang、Xingping Liu、Jianming Li、Haobin Chen、Li Hu、Wanqi Yu、Lian He、Weidong Liu、Mingzhi Huang

  DOI：10.1002/jhet.2668

  日期：2017.3

  2‐heteroatomthiazole‐based carboxanilides (8) are prepared by reacting 2‐heteroatomthiazole‐based carboxylic acid chlorides with 2,6‐dibromo‐4‐(trifluoromethoxy)aniline. The structures of all the newly synthesized compounds were supported by spectroscopic data NMR, MS, and elemental analysis, etc. Bioassay showed that the compounds exhibited potent fungicidal activities against Rhizoctonia solani,

  通过使基于2-杂原子噻唑的羧酸氯与2,6-二溴-4-（三氟甲氧基）苯胺反应，制备了一系列新的基于2-杂原子噻唑的羧酰胺（8）。所有新合成的化合物的结构均通过光谱数据NMR，MS和元素分析等进行支持。生物测定表明，这些化合物显示出对茄红枯菌的有效杀真菌活性。特别是N-（2,6-dibromo-4 -（三氟甲氧基）苯基）-2-甲氧基-4-（三氟甲基）噻唑-5-羧酰胺（8a-2）的杀菌力与噻氟甲酰胺相当，后者是琥珀酸脱氢酶抑制剂（SDHI）的唯一商业化的噻唑甲酰苯胺杀菌剂。