5-氯-3-苯基-1H-吲哚-2-羧酸 | 21139-31-1

• 物质功能分类: 医药中间体 - 吲哚类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 5-氯-3-苯基-1H-吲哚-2-羧酸
• 英文名称: PL-162
• 英文别名: 5-chloro-3-phenyl-1H-indole-2-carboxylic acid；5-chloro-3-phenyl-indole-2-carboxylic acid；3-Phenyl-5-chloroindole-2-carboxylic acid；5-Chlor-3-phenyl-indol-carbonsaeure-(2)；5-Chloro-3-phenylindol-2-carbonsaeure；5-Chlor-3-phenylindol-2-carbonsaeure
• CAS: 21139-31-1
• 化学式: C₁₅H₁₀ClNO₂
• 分子量: 271.703
• InChiKey: WQRNPWUZAVBEBC-UHFFFAOYSA-N

物化性质

• 熔点：
  230-232°C
• 沸点：
  500.7±50.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Chloro-3-phenyl-1h-indole-2-carboxylic acid
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: 5-Chloro-3-phenyl-1h-indole-2-carboxylic acid
CAS number: 21139-31-1

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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, refrigerated.
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: C15H10ClNO2
Molecular weight: 271.7

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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.

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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：

  5-氯-3-苯基-1H-吲哚-2-羧酸 生成 5-chloro-3-phenyl-1H-indol-2-carbonyl azide
  参考文献：
  名称：

  ISHIZUMI, KIKUO;KATSUBE, JUNKI

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氯-3-苯基-1H-吲哚-2-羧酸乙酯 在 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以96%的产率得到5-氯-3-苯基-1H-吲哚-2-羧酸
  参考文献：
  名称：

  Structure-based Virtual Screening to Get New Scaffold Inhibitors of the Ser/Thr Protein Kinase PknB from Mycobacterium tuberculosis

  摘要：

  为了寻找结核分枝杆菌 Ser/Thr 蛋白激酶 PknB 的新抑制剂，我们开展了一项基于结构的虚拟筛选研究，以确定该酶的 ATP 竞争性抑制剂。这些研究指出，N-苯基甲基吲哚-2-甲酰胺是一种很有希望开发出新的 PknB 抑制剂的支架。我们合成了一小批类似化合物，以评估药源结构要求并优化对 PknB 的抑制活性。通过这一策略，我们发现了 IC50 为 20 μM 的化合物 3，它为进一步改进 PknB 抑制剂提供了一个新的支架。

  DOI：

  10.2174/1570180813666160801162204

文献信息

• Substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：——

  公开号：US20020128292A1

  公开（公告）日：2002-09-12

  The present invention is directed to substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs thereof, represented by the general Formula I: 1 wherein X, Ar 1 , R 2 -R 6 and R 12 are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. The compounds of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代的吲哚-2-羧酸亚苄基肼及其类似物，其由通式I表示： 1 其中X，Ar 1 ，R 2 -R 6 和R 12 的定义如本文中所述。本发明还涉及发现具有I式的化合物是半胱天冬酶的激活剂和凋亡的诱导剂。本发明的化合物可用于诱导在异常细胞不受控制的生长和扩散发生的多种临床状况中的细胞死亡。
• Lipid probes and uses thereof
  申请人：THE SCRIPPS RESEARCH INSTITUTE

  公开号：US10168342B2

  公开（公告）日：2019-01-01

  Disclosed herein are methods, compositions, probes, assays and kits for identifying a lipid binding protein as a drug binding target. Also disclosed herein are methods, compositions, and probes for mapping a ligand binding site on a lipid binding protein, identification of lipid binding proteins, generating drug-lipid binding protein profiles, high throughput drug screening, and identification of drugs as potential lipid binding protein ligands.

  披露了用于识别脂质结合蛋白作为药物结合靶点的方法、组合物、探针、检测和试剂盒。此外，还披露了用于绘制脂质结合蛋白上的配体结合位点、识别脂质结合蛋白、生成药物-脂质结合蛋白轮廓、高通量药物筛选以及识别作为潜在脂质结合蛋白配体的药物的方法、组合物和探针。
• [EN] PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR MODULATORS<br/>[FR] MODULATEURS DES RECEPTEURS ACTIVES PAR LES PROLIFERATEURS DE PEROXYSOMES
  申请人：LILLY CO ELI

  公开号：WO2005054176A1

  公开（公告）日：2005-06-16

  The present invention is directed to a compound of formula (I), or a pharmaceutically acceptable salt, solvate hydrate or stereoisomer thereof, which is useful in treating or preventing disorders mediated by a peroxisome proliferator activated receptor (PPAR) such as syndrome X, type II diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, arteriosclerosis, and other disorders related to syndrome X and cardiovascular diseases.

  本发明涉及一种式（I）的化合物，或其药学上可接受的盐、溶剂合物、水合物或立体异构体，可用于治疗或预防由过氧化物酶体增殖物激活受体（PPAR）介导的疾病，如X综合征、2型糖尿病、高血糖、高脂血症、肥胖、凝血障碍、高血压、动脉粥样硬化以及其他与X综合征和心血管疾病相关的疾病。
• Aryl-heteroaromatic compounds, compositions comprising them and use
  申请人：Mailliet Patrick

  公开号：US20050020593A1

  公开（公告）日：2005-01-27

  A series of aryl-heteroaromatic compounds, compositions comprising them and use thereof are disclosed and claimed. The present invention relates in particular to novel aryl-heteroaromatic compounds exhibiting anticancer activity, and in particular inhibitory activity with regard to tubulin polymerization.

  本发明揭示并声明了一系列芳基-杂芳化合物，包括它们的组合物和使用方法。本发明特别涉及展现抗癌活性的新型芳基-杂芳化合物，特别是在抑制微管聚合方面的活性。
• 3 ARYL OR HETEROARYL-SUBSTITUTED INDOLE DERIVATIVE
  申请人：Fujimura Takashi

  公开号：US20120028990A1

  公开（公告）日：2012-02-02

  A 3-aryl or heteroaryl-substituted indole derivative which is effective as a preventive or remedy for various diseases is provided. [Means for Resolution] A compound represented by a formula (I) or a pharmaceutically acceptable salt thereof is provided. In the formula, R1 represents a hydrogen atom, C1-6 alkyl et al; R2 represents a hydrogen atom, C1-6 alkyl et al; Z represents aryl or heteroaryl (with the proviso that imidazolyl is excluded); and W represents a group represented by the formula (w-1) or (w-2). In the formula, R3 represents C1-6 alkyl et al; Yl and Y2 both represent a hydrogen atom or Y1 and Y2 together form —CH2-CH2-; Q represents CH or N; Ar represents phenyl, furyl et al; R4 and R5 each independently represent a hydrogen atom or C1-6 alkyl or R4 and R5 together with the nitrogen atom form pyrrolidine et al.

  提供了一种3-芳基或杂芳基取代的吲哚衍生物，可作为预防或治疗各种疾病的有效药物。【解决方案】提供了一种由式（I）表示的化合物或其药学上可接受的盐。在该式中，R1表示氢原子，C1-6烷基等；R2表示氢原子，C1-6烷基等；Z表示芳基或杂芳基（但咪唑基除外）；W表示由式（w-1）或（w-2）表示的基团。在该式中，R3表示C1-6烷基等；Y1和Y2均表示氢原子，或Y1和Y2一起形成-CH2- -；Q表示CH或N；Ar表示苯基、呋喃基等；R4和R5各自独立地表示氢原子或C1-6烷基，或R4和R5与氮原子一起形成吡咯烷等。