5-(2-甲氧基苯基)-2H-吡唑-3-胺 | 149246-82-2

• 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-(2-甲氧基苯基)-2H-吡唑-3-胺
• 中文别名: 3-(2-甲氧基苯基)吡唑-5-胺
• 英文名称: 3-(2-methoxyphenyl)-1H-pyrazol-5-amine
• 英文别名: 5-(2-methoxyphenyl)-1H-pyrazol-3-amine
• CAS: 149246-82-2
• 化学式: C₁₀H₁₁N₃O
• mdl: MFCD02664277
• 分子量: 189.217
• InChiKey: QRAXSEJMMGAXBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Amino-5-(2-methoxyphenyl)-1H-pyrazole
Synonyms: 3-(2-Methoxyphenyl)-1H-pyrazol-5-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: 3-Amino-5-(2-methoxyphenyl)-1H-pyrazole
CAS number: 149246-82-2

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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: C10H11N3O
Molecular weight: 189.2

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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.

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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-(2-甲氧基苯基)-2H-吡唑-3-胺 在 吡啶 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Novel potent neuropeptide Y Y5 receptor antagonists: Synthesis and structure–activity relationships of phenylpiperazine derivatives

  摘要：

  A series of phenylpiperazine derivatives were synthesized and evaluated for their neuropeptide Y (NPY) Y5 receptor antagonistic activities. The benzindane portion of 2 was replaced by I-phenylpiperazine, resulting in novel urea derivative X Subsequent optimization of the phenylpiperazine template by substitution of the phenyl moiety resulted in a series of (2-methanesulfonamidephenyl)piperazine derivatives that showed potent binding affinity and antagonistic activity for the Y5 receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.023
• 作为产物：
  描述：

  2-甲氧基苯甲酰乙腈 在 肼 作用下， 以 乙醇 为溶剂， 以59%的产率得到5-(2-甲氧基苯基)-2H-吡唑-3-胺
  参考文献：
  名称：

  7-（氨基烷基）吡唑并[1,5-a]嘧啶衍生物作为组织蛋白酶K抑制剂的合成及生物学评价。

  摘要：

  合成了一系列新颖的7-氨基烷基取代的吡唑并[1,5-a]嘧啶衍生物，并测试了其对组织蛋白酶K的抑制作用。合成方法包括用N-Boc-α-氨基酸衍生的炔酮环化5-氨基吡唑通过酯和Boc-氨基官能团的转化。它使得吡唑并[1，5-a]嘧啶支架易于在各种位置上多样化。还进行了与吡唑并[1,5-a]嘧啶衍生物的分子对接研究，以阐明组织蛋白酶K活性位点的结合模式。合成的化合物表现出中等的抑制活性（Ki≥77μM）。

  DOI：

  10.1016/j.bioorg.2018.11.029
• 作为试剂：
  描述：

  2-甲氧基苯甲酰乙腈 、 肼 在 异丙醇 、 5-(2-甲氧基苯基)-2H-吡唑-3-胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 5-(2-甲氧基苯基)-2H-吡唑-3-胺
  参考文献：
  名称：

  3-(heteroarylamino)methylene-1, 3-dihydro-2H-indol-2-ones as kinase inhibitors

  摘要：

  本发明涉及有机分子，能够调节酪氨酸激酶信号传导，以调节、调制和/或抑制异常细胞增殖。

  公开号：

  US07005444B2

文献信息

• [EN] POLYCYCLIC AMIDES AS UBE2K MODULATORS FOR TREATING CANCER<br/>[FR] AMIDES POLYCYCLIQUES UTILISÉS EN TANT QUE MODULATEURS D'UBE2K POUR LE TRAITEMENT DU CANCER
  申请人：BERG LLC

  公开号：WO2021138540A1

  公开（公告）日：2021-07-08

  Provided are compounds of Formula (I) and pharmaceutically acceptable salts and compositions thereof, which are useful for treating conditions associated with modulation of UBE2K.

  提供的是Formula (I)的化合物及其药用盐和组合物，可用于治疗与UBE2K调节相关的疾病。
• THERAPEUTIC COMPOUNDS AND RELATED METHODS OF USE
  申请人：Suzuki Masaki

  公开号：US20150307477A1

  公开（公告）日：2015-10-29

  Methods of treating disorders using compounds that modulate striatal-enriched tyrosine phosphatase (STEP) are described herein. Exemplary disorders include schizophrenia and cognitive deficit.

  本文描述了利用调节纹状体富集的酪氨酸磷酸酶（STEP）的化合物来治疗疾病的方法。示例疾病包括精神分裂症和认知缺陷。
• 3-(heteroarylamino)methylene-1,3-dihydro-2H-indol-2-ones as kinase inhibitors
  申请人：Allergan, Inc.

  公开号：US06559173B1

  公开（公告）日：2003-05-06

  The present invention relates to organic molecules capable of modulating tyrosine kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation.

  本发明涉及有机分子，能够调节酪氨酸激酶信号传导，以调控、调节和/或抑制异常细胞增殖。
• Design, synthesis, and evaluation of 2-aryl-7-(3′,4′-dialkoxyphenyl)-pyrazolo[1,5-a]pyrimidines as novel PDE-4 inhibitors
  作者：Ikyon Kim、Jong Hwan Song、Chang Min Park、Joon Won Jeong、Hyung Rae Kim、Jin Ryul Ha、Zaesung No、Young-Lan Hyun、Young Sik Cho、Nam Sook Kang、Dong Ju Jeon

  DOI：10.1016/j.bmcl.2009.12.070

  日期：2010.2

  is design, synthesis, and biological evaluation of novel series of 2-aryl-7-(3′,4′-dialkoxyphenyl)-pyrazolo[1,5-a]pyrimidines acting as inhibitors of type 4 phosphodiesterase (PDE4) which is known as a good target for the treatment of asthma and COPD. For this purpose, structure optimization was conducted with the aid of structure-based drug design using the known X-ray crystallography. Also, biological

  本文描述了新颖的2-芳基-7-（3'，4'-二烷氧基苯基）-吡唑并[1,5- a ]嘧啶系列的新颖系列的设计，合成和生物学评估，该抑制剂可作为4型磷酸二酯酶（PDE4）的抑制剂被认为是治疗哮喘和COPD的好靶标。为此目的，使用已知的X射线晶体学，借助于基于结构的药物设计进行结构优化。此外，通过使用体外测定法评估了这些化合物对目标酶的生物学作用，从而产生了有效且选择性的PDE-4抑制剂（IC 50  <10 nM）。
• Synthesis of pyrazolopyrimidinones using a “one-pot” approach under microwave irradiation
  作者：Mark Kelada、John M D Walsh、Robert W Devine、Patrick McArdle、John C Stephens

  DOI：10.3762/bjoc.14.104

  日期：——

  A simple one-pot method for the microwave-assisted synthesis of substituted pyrazolo[1,5-a]pyrimidinones, a core scaffold in many bioactive and pharmaceutically relevant compounds, has been established. A variety of substituents was tolerated at the 2 and 5 positions, including functionalized aryls, heterocycles, and alkyl groups.

  建立了一种简单的一锅法，用于微波辅助合成取代的吡唑并[1,5-a]嘧啶酮（一种在许多生物活性和药学相关的化合物中的核心骨架）。在2和5位上可以耐受各种取代基，包括官能化的芳基，杂环和烷基。