2-(2-吡啶)-4-噻唑羧酸 | 115311-41-6

• 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-(2-吡啶)-4-噻唑羧酸
• 中文别名: 2-吡啶-2-基-1,3-噻唑-4-甲酸钠
• 英文名称: 2-(pyridin-2-yl)thiazole-4-carboxylic acid
• 英文别名: 2-(Pyridin-2-yl)-1,3-thiazole-4-carboxylic acid；2-pyridin-2-yl-1,3-thiazole-4-carboxylic acid
• CAS: 115311-41-6
• 化学式: C₉H₆N₂O₂S
• mdl: MFCD07375352
• 分子量: 206.225
• InChiKey: KJHHLEKGRGFSQH-UHFFFAOYSA-N

物化性质

• 熔点：
  224-226 °C
• 沸点：
  458.5±43.0 °C(Predicted)
• 密度：
  1.440±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934100090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
2-(Pyridin-2-yl)-1,3-thiazole-4-carboxylic acid
Product Name:
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
2-(Pyridin-2-yl)-1,3-thiazole-4-carboxylic acid
Ingredient name:
CAS number: 115311-41-6

---

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:

---

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.

---

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.

---

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.

---

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.

---

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: C9H6N2O2S
Molecular weight: 206.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(2-吡啶)-4-噻唑羧酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-[2-(pyridin-2-yl)-thiazol-4-yl]ethan-1-one
  参考文献：
  名称：

  2-氨基噻唑类抗结核药物的合成与评价。

  摘要：

  2-氨基噻唑系列对全球重要病原体结核分枝杆菌具有抗菌活性。我们通过设计和合成大量类似物并测试它们对结核分枝杆菌以及真核细胞的活性来探索其活性的本质。我们确定噻唑的 C-2 位可以容纳一系列亲脂性取代，而 C-4 位和噻唑核心都对变化敏感。该系列对结核分枝杆菌生长具有良好的活性，可达到亚微摩尔的最低抑制浓度。与其他细菌相比，代表性的类似物对分枝杆菌物种具有选择性，并且对复制的结核分枝杆菌具有快速杀菌作用。作用方式似乎不涉及铁螯合。我们的结论是，该系列作为新型抗结核药物具有进一步开发的潜力。

  DOI：

  10.1371/journal.pone.0155209
• 作为产物：
  描述：

  吡啶-2-甲醛 在 manganese(IV) oxide 、 水 、 potassium hydrogencarbonate 、 caesium carbonate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 0.01h， 生成 2-(2-吡啶)-4-噻唑羧酸
  参考文献：
  名称：

  噻唑和噻唑烷金属超分子网络的设计与合成

  摘要：

  摘要描述了一种从天然存在的半胱氨酸与醛缩合合成 4-羧基噻唑和噻唑烷的温和且选择性的方法。优化的程序利用微波辐射对 MnO2 介导的氧化步骤的积极影响，适用于多克规模。这些配体与各种过渡金属离子的配位产生了新的有趣的金属有机超分子结构，其中通过氢键形成了广泛的 3D 网络。

  DOI：

  10.1080/10426507.2010.530327

文献信息

• CYCLIC ETHER PYRAZOL-4-YL-HETEROCYCLYL-CARBOXAMIDE COMPOUNDS AND METHODS OF USE
  申请人：Genentech, Inc.

  公开号：US20140088117A1

  公开（公告）日：2014-03-27

  Cyclic ether pyrazol-4-yl-heterocyclyl-carboxamide compounds of Formula I, including stereoisomers, geometric isomers, tautomers, and pharmaceutically acceptable salts thereof, wherein R 2 is a cyclic ether and X is thiazolyl, pyrazinyl, pyridinyl, or pyrimidinyl, are useful for inhibiting Pim kinase, and for treating disorders such as cancer mediated by Pim kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  公式I的环醚吡唑-4-基-杂环基-羧酰胺化合物，包括立体异构体、几何异构体、互变异构体和其药学上可接受的盐，其中R2为环醚，X为噻唑基、吡啶基、吡啶基或嘧啶基，可用于抑制Pim激酶，并用于治疗由Pim激酶介导的癌症等疾病。公开了使用公式I化合物进行体外、体内和体内诊断、预防或治疗哺乳动物细胞中的这类疾病或相关病理条件的方法。
• Certain pyrazoline derivatives with kinase inhibitory activity
  申请人：Adams Ruth S.

  公开号：US20080171754A1

  公开（公告）日：2008-07-17

  The present invention provides certain pyrazoline compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions and methods of using the compositions in the treatment of various diseases.

  本发明提供了某些吡唑啉化合物，可用作蛋白激酶的抑制剂。该发明还提供了药物组合物和使用这些组合物治疗各种疾病的方法。
• Selective synthesis of 2-substituted 4-carboxy oxazoles, thiazoles and thiazolidines from serine or cysteine amino acids
  作者：Barbara Di Credico、Gianna Reginato、Luca Gonsalvi、Maurizio Peruzzini、Andrea Rossin

  DOI：10.1016/j.tet.2010.09.104

  日期：2011.1

  The synthesis of new 4-carboxy oxazoles, thiazoles and thiazolidines by condensation of serine or cysteine with aldehydes or acids is described. Due to the optimization of a mild and selective procedure, which takes advantage of the positive effect of microwave irradiation on the MnO2 mediated oxidation step, the 2-substituted-4-carboxy derivatives can be obtained in multi-gram scale. Examples of coordination

  描述了通过丝氨酸或半胱氨酸与醛或酸的缩合合成新的4-羧基恶唑，噻唑和噻唑烷。由于优化了温和的选择性程序，该程序利用了微波辐照对MnO 2介导的氧化步骤的积极影响，因此可以以克数形式获得2-取代的-4-羧基衍生物。描述了对Ni（II）和Co（II）的配位化学的实例。
• 4-Alkoxycarbonyl-2-(2-pyridyl)thiazoles and their complexes with CuII and CoII. Molecular and crystal structure of copper 4-ethoxycarbonyl-2-(2-pyridyl)thiazole dichloride
  作者：A. G. Majouga、E. K. Beloglazkina、V. V. Frolov、A. A. Moiseeva、N. V. Zyk

  DOI：10.1007/s11172-009-0104-5

  日期：2009.4

  The first synthesis of ethyl 2-(2-pyridyl)thiazole4-carboxylate ( 2) and bis[2-(2-pyridylthiazol-4-ylcarbonyloxy)ethyl] disulfide ( 4) is described. The complexation of compounds 2 and 4 with CuII, CoII, and NiII chlorides and perchlorates has been studied. Electrochemical behavior of the ligands and complexes obtained has been investigated by cyclic voltammetry and using rotating disk electrode, which allowed us to confirm the possibility for the ligand 4 and its complexes to be adsorbed on the surface of a gold electrode.

  首次报道了乙基2-(2-吡啶基)噻唑-4-羧酸酯(2)和双[2-(2-吡啶基噻唑-4-羧酰氧基)乙基]二硫化物(4)的合成。研究了化合物2和4与CuII、CoII和NiII氯化物及高氯酸盐的配位作用。通过循环伏安法和旋转圆盘电极研究了配体及其配合物的电化学行为,从而证实了配体4及其配合物可能吸附在金电极表面。
• PIM KINASE INHIBITORS AND PREPARATION METHODS AND USE IN MEDICINAL MANUFACTURE THEREOF
  申请人：GE Yu

  公开号：US20140162998A1

  公开（公告）日：2014-06-12

  A Pim kinase inhibitor compound having the structure represented by Formula I, and isomers, diastereomers, enantiomers, tautomers, and pharmaceutically acceptable salts thereof. The compounds significantly inhibit Pim kinase activity and can be used to prepare drugs for treating Pim kinase mediated diseases, such as cancers, autoimmune diseases, allergic reactions, or organ transplant rejection. Also provided are methods for preparing the compounds represented by Formula I.

  一种具有由化学式I表示的结构的Pim激酶抑制剂化合物，以及其异构体、对映异构体、对映体、互变异构体和药学上可接受的盐。这些化合物显著抑制Pim激酶活性，可用于制备用于治疗Pim激酶介导疾病的药物，如癌症、自身免疫疾病、过敏反应或器官移植排斥。还提供了制备由化学式I表示的化合物的方法。