1-苄基-1H-吡唑-5-胺 | 3528-51-6

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苄基-1H-吡唑-5-胺
• 英文名称: 1-benzyl-1H-pyrazol-5-amine
• 英文别名: 5-Amino-1-benzyl-pyrazol；2-benzyl-2H-pyrazol-3-ylamine；1-Benzyl-5-aminopyrazol；5-amino-1-benzylpyrazole；5-amino-1-phenylmethylpyrazole；2-benzylpyrazol-3-amine
• CAS: 3528-51-6
• 化学式: C₁₀H₁₁N₃
• mdl: MFCD03596769
• 分子量: 173.217
• InChiKey: CJDYNUBRSBSSJU-UHFFFAOYSA-N

物化性质

• 熔点：
  79-81 °C
• 沸点：
  176-178 °C(Press: 0.5 Torr)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 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：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 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: 1-Benzyl-1h-pyrazol-5-amine
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: 1-Benzyl-1h-pyrazol-5-amine
CAS number: 3528-51-6

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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: C10H11N3
Molecular weight: 173.2

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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：

  1-苄基-1H-吡唑-5-胺 在 对甲苯磺酸 、 sodium nitrite 、 potassium iodide 作用下， 以 水 、 乙腈 为溶剂， 反应 7.0h， 以24%的产率得到1-benzyl-5-iodo-1H-pyrazole
  参考文献：
  名称：

  [EN] TRIAZOLOPYRIDAZINE
  [FR] DÉRIVÉS TRIAZOLOPYRIDAZINES

  摘要：

  本发明涵盖了一般式(I)中的化合物，其中基团R1至R3具有声明和规范中给出的含义。本发明的化合物适用于治疗由过度或异常细胞增殖特征的疾病，包括含有这些化合物的药物制剂以及它们作为药物的用途。

  公开号：

  WO2014076146A1
• 作为产物：
  描述：

  (2-cyanoethyl)hydrazone of benzaldehyde 在 sodium hydroxide 作用下， 反应 5.0h， 生成 1-苄基-1H-吡唑-5-胺
  参考文献：
  名称：

  [EN] TRIAZOLOPYRIDAZINE
  [FR] DÉRIVÉS TRIAZOLOPYRIDAZINES

  摘要：

  本发明涵盖了一般式(I)中的化合物，其中基团R1至R3具有声明和规范中给出的含义。本发明的化合物适用于治疗由过度或异常细胞增殖特征的疾病，包括含有这些化合物的药物制剂以及它们作为药物的用途。

  公开号：

  WO2014076146A1

文献信息

• Pyrazolo[3,4-b]pyridines. The preparation of 1-protected-1H-pyrazolo[3,4-b]pyridines and attempts to remove the 1-substituent. Some reactions of 1-benzyl-1H-pyrazolo[3,4-b]pyridine and its 7-oxide
  作者：Roderick J. J. Dorgan、John Parrick、Christopher R. Hardy

  DOI：10.1039/p19800000938

  日期：——

  conditions gave only the 1H-pyrazolo[3,4-b]pyridin-6(7H)-one isomer [e.g. (14) and (20), respectively]. N-Oxidation of 1-benzyl-1H-pyrazolo[3,4-b]pyridine (4) gave the 7-oxide (21) which yielded (20) and the less usual β-substitution product (22) with acetic anhydride. Nitration of either (4) or (21) gave only substitution at the para-position of the 1 -benzyl substituent, but bromination or chlorination

  1-保护的-1 H-吡唑并[3,4- b ]吡啶[例如。（4）]和-1 H-吡唑并[3，4- b ]吡啶-6（7 H）-一[例如。（14）]是从1-取代的5-氨基吡唑类[例如。（1）]，并且已经研究了保护基的去除。在酸性条件下用乙酰乙酸乙酯将1-取代的5-氨基吡唑或在相同条件下用β3-氨基丙酸衍生物（19）环合，仅得到1 H-吡唑并[3,4- b ]吡啶-6（7 H）。） -酮异构体[例如。（14）和（20）]。ñ对1-苄基-1 H-吡唑并[3，4- b ]吡啶进行氧化（4），得到7-氧化物（21），得到（20）和较不常见的β-取代产物（22）与乙酸酐。（4）或（21）的硝化仅在1-苄基取代基的对位给出取代，但是溴化或氯化在杂环的3-位给出取代。
• [EN] TRICYCLIC HETEROCYLIC DERIVATIVES<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES TRICYCLIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2017202748A1

  公开（公告）日：2017-11-30

  Compounds of the formula (I) in which R1 and R2 have the meanings indicated in Claim 1,are inhibitors of ATR, and can be employed for the treatment of diseases such as cancer.

  式(I)中R1和R2具有权利要求书中指示的含义，是ATR的抑制剂，可用于治疗癌症等疾病。
• [EN] AZAINDAZOLES<br/>[FR] AZAINDAZOLES
  申请人：GLAX0SMITHKLINE LLC

  公开号：WO2013039988A1

  公开（公告）日：2013-03-21

  Herein are disclosed azaindazoles of formula (I), (I), where the various groups are defined herein, and which are useful for treating cancer.

  这里公开了公式(I)、(I)的氮杂吲唑，其中各团簇在本发明中定义，并且用于治疗癌症。
• [EN] HSP90 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE HSP90 ET LEURS UTILISATIONS
  申请人：UNIV BOSTON

  公开号：WO2020227368A1

  公开（公告）日：2020-11-12

  Herein is described the design and synthesis of resorcylate aminopyrazole compounds. These compounds show broad, potent and fungal-selective Hsp90 inhibitory activity. These compounds also find use in treating Hsp90 related deseases.

  这里描述了对间苯二酚氨基吡唑化合物的设计和合成。这些化合物表现出广泛、强效且对真菌选择性的Hsp90抑制活性。这些化合物还可用于治疗与Hsp90相关的疾病。
• Design and Synthesis of Fungal-Selective Resorcylate Aminopyrazole Hsp90 Inhibitors
  作者：David S. Huang、Emmanuelle V. LeBlanc、Tanvi Shekhar-Guturja、Nicole Robbins、Damian J. Krysan、Juan Pizarro、Luke Whitesell、Leah E. Cowen、Lauren E. Brown

  DOI：10.1021/acs.jmedchem.9b00826

  日期：2020.3.12

  pathogen’s human host, preventing the use of known clinical Hsp90 inhibitors in antifungal applications due to concomitant host toxicity issues. With the goal of developing Hsp90 inhibitors with acceptable therapeutic indices for the treatment of invasive fungal infections, we initiated a program to design and synthesize potent inhibitors with selective activity against fungal Hsp90 isoforms over their

  在所有真核生物中必不可少的分子伴侣Hsp90在促进多种致病真菌物种的存活，毒力和耐药性方面具有多方面的作用。伴侣对病原体的人类宿主也至关重要，由于伴随的宿主毒性问题，防止在抗真菌应用中使用已知的临床Hsp90抑制剂。为了开发具有可接受的治疗指数的Hsp90抑制剂来治疗侵袭性真菌感染，我们启动了一个程序，以设计和合成对人类Hsp90异构体具有选择性的针对真菌Hsp90亚型的选择性活性的有效抑制剂。基于我们先前报道的间苯二酸酯天然产物的衍生化以产生真菌选择性化合物，我们已经开发了一系列具有广泛，有效和真菌选择性Hsp90抑制活性的合成氨基吡唑取代的间苯二酸酰胺。在这里，我们描述了该系列的合成，以及生化结构与活性之间的关系，从而驱动了对Hsp90亚型表达的选择性。新型隐球菌和白色念珠菌是两种具有重要临床意义的致病真菌。