5-(3,4-二氯苯基)-1H-吡唑-3-羧酸 | 276684-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(3,4-二氯苯基)-1H-吡唑-3-羧酸
• 中文别名: 3-(3,4-二氯苯基)-1H-吡唑-5-羧酸
• 英文名称: 3-(3,4-dichlorophenyl)-pyrazole-5-carboxylic acid
• 英文别名: 3-(3,4-dichlorophenyl)-1H-pyrazole-5-carboxylic acid；5-(3,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid
• CAS: 276684-04-9
• 化学式: C₁₀H₆Cl₂N₂O₂
• mdl: MFCD03030206
• 分子量: 257.076
• InChiKey: KTLNOKUDBRHUIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 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：
  66
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(3,4-Dichlorophenyl)-1h-pyrazole-3-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-(3,4-Dichlorophenyl)-1h-pyrazole-3-carboxylic acid
CAS number: 276684-04-9

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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: C10H6Cl2N2O2
Molecular weight: 257.1

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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.

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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-(3,4-二氯苯基)-1H-吡唑-3-羧酸 、 4β-amino-4-deoxypodophyllotoxin 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 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到N-[(5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-5-yl]-3-(3,4-dichlorophenyl)-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  杂芳族连接的4β-酰胺基鬼臼毒素作为细胞凋亡诱导剂的合成及抗癌活性

  摘要：

  合成了一系列不同的杂芳族连接的4β-酰胺基鬼臼毒素偶联物（16a – i，17a – i和18a – d），并评估了其对五种人类癌细胞系的抗癌活性。在该系列中，一种化合物17g在A549（肺癌）细胞系中显示出显着的抗增殖活性。流式细胞仪分析表明，17g细胞在G2 / M期停滞，导致caspase-3依赖性凋亡细胞死亡。此外，Hoechst 33258染色和DNA片段化分析还表明17g通过凋亡诱导细胞死亡。

  DOI：

  10.1016/j.bmcl.2012.10.099
• 作为产物：
  描述：

  (E)-4-(3,4-二氯苯基)-4-氧代-丁-2-烯酸 在 哌啶 、 一水合肼 作用下， 以 乙醇 、 苯 为溶剂， 反应 27.0h， 生成 5-(3,4-二氯苯基)-1H-吡唑-3-羧酸
  参考文献：
  名称：

  β-(3, 4. 二氯苯甲酰)-α (苯基硫代)丙酸在杂环合成中的应用

  摘要：

  摘要 β-(3,4-二氯苯甲酰基)-α-(苯硫基)丙酸(2)是在无水苯中用苯硫酚处理β-(3,4-二氯苯甲酰基)丙烯酸(1)制备的。研究了2和1对不同亲核试剂的反应性，讨论了部分产物的质谱。

  DOI：

  10.1080/10426509808035681

文献信息

• Application of a Parallel Synthetic Strategy in the Discovery of Biaryl Acyl Sulfonamides as Efficient and Selective Na_V1.7 Inhibitors
  作者：Erin F. DiMauro、Stephen Altmann、Loren M. Berry、Howard Bregman、Nagasree Chakka、Margaret Chu-Moyer、Elma Feric Bojic、Robert S. Foti、Robert Fremeau、Hua Gao、Hakan Gunaydin、Angel Guzman-Perez、Brian E. Hall、Hongbing Huang、Michael Jarosh、Thomas Kornecook、Josie Lee、Joseph Ligutti、Dong Liu、Bryan D. Moyer、Daniel Ortuno、Paul E. Rose、Laurie B. Schenkel、Kristin Taborn、Jean Wang、Yan Wang、Violeta Yu、Matthew M. Weiss

  DOI：10.1021/acs.jmedchem.6b00425

  日期：2016.9.8

  a parallel synthetic approach was applied to rapidly generate the derived acyl sulfonamides. A biaryl acyl sulfonamide hit from this library was elaborated, optimizing for potency and selectivity with attention to physicochemical properties. The resulting novel leads are potent, ligand and lipophilic efficient, and selective over hNaV1.5. Representative lead 36 demonstrates selectivity over other human

  大多数有效的和选择性的hNa V 1.7抑制剂具有常见的药理学特征，包括杂芳基磺酰胺头基和亲脂性芳族尾基。最近，已经出现了类似的芳香族尾基与酰基磺酰胺头基结合的报道，酰基磺酰胺赋予了相对于hNa V的选择性水平1.5与杂芳基磺酰胺相当。从满足亲脂性尾部中选定药理学要求的市售羧酸开始，采用平行合成方法快速生成衍生的酰基磺酰胺。精心制作了该文库中的联芳基酰基磺酰胺，优化了效价和选择性，并关注了理化性质。所得的新的铅是有效的，配体和亲脂性的，并且在hNa V 1.5上具有选择性。代表性的铅36证明了在鼠类中对其他人类Na V同工型的选择性和良好的药代动力学。与已知的杂芳基磺酰胺抑制剂相比，本文报道的联芳基酰基磺酰胺还可以提供ADME优势。
• [EN] NOVEL NK-3 RECEPTOR SELECTIVE ANTAGONIST COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN NK-3 RECEPTORS MEDIATED DISORDERS<br/>[FR] NOUVEAUX COMPOSÉS ANTAGONISTES SÉLECTIFS DU RÉCEPTEUR NK-3, COMPOSITION PHARMACEUTIQUE ET MÉTHODES POUR UNE UTILISATION DANS DES TROUBLES À MÉDIATION PAR DES RÉCEPTEURS NK-3
  申请人：EUROSCREEN SA

  公开号：WO2011121137A1

  公开（公告）日：2011-10-06

  The present invention is directed to novel compounds of formula I and their use as therapeutic compounds.

  本发明涉及公式I的新化合物及其作为治疗化合物的用途。
• Pyrazole Amide Derivatives, Compositions Containing Such Compounds And Methods Of Use
  申请人：Beeson Teresa

  公开号：US20070203186A1

  公开（公告）日：2007-08-30

  Pyrazole amides are disclosed. The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.

  本文介绍了吡唑酰胺类化合物，其适用于治疗2型糖尿病及相关疾病。同时还包括药物组合物和治疗方法。
• NOVEL NK-3 RECEPTOR SELECTIVE ANTAGONIST COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN NK-3 RECEPTORS MEDIATED DISORDERS
  申请人：Euroscreen S.A.

  公开号：US20130023530A1

  公开（公告）日：2013-01-24

  The present invention is directed to novel compounds of formula I and their use as therapeutic compounds.

  本发明涉及一种新型化合物I的使用作为治疗化合物。
• NK-3 receptor selective antagonist compounds, pharmaceutical composition and methods for use in NK-3 receptors mediated disorders
  申请人：Ogeda SA

  公开号：US10065960B2

  公开（公告）日：2018-09-04

  The present invention is directed to novel compounds of formula I and their use as therapeutic compounds.

  本发明涉及式 I 的新型化合物 及其作为治疗化合物的用途。