2-甲基吡唑并[1,5-a]喹唑啉-5(4h)-酮 | 25468-50-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 2-甲基吡唑并[1,5-a]喹唑啉-5(4h)-酮
• 中文别名: 2-甲基吡唑〔1,5-A〕喹唑啉-5(4H)-酮
• 英文名称: 2-methylpyrazolo[1,5-a]quinazolin-5(4H)-one
• 英文别名: 2-methyl-4H-pyrazolo[1,5-a]quinazolin-5-one
• CAS: 25468-50-2
• 化学式: C₁₁H₉N₃O
• mdl: MFCD02696475
• 分子量: 199.212
• InChiKey: RFGCWJZOFBNOEK-UHFFFAOYSA-N

物化性质

• 熔点：
  288-290°C
• 沸点：
  266.8±19.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methylpyrazolo[1,5-a]quinazolin-5(4h)-one
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: 2-Methylpyrazolo[1,5-a]quinazolin-5(4h)-one
CAS number: 25468-50-2

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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.
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: C11H9N3O
Molecular weight: 199.2

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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：

  2-甲基吡唑并[1,5-a]喹唑啉-5(4h)-酮 在 三氯氧磷 作用下， 以79%的产率得到5-chloro-2-methylpyrazolo[1,5-a]quinazoline
  参考文献：
  名称：

  吡唑并[1,5-a]喹唑啉衍生物及其在药物制备中的用途

  摘要：

  本发明涉及一种吡唑并[1,5‑a]喹唑啉衍生物及其制备方法和在药物制备中的用途。具体提供了一种式I所示的化合物、或其药学上可接受的盐、或其晶型、或其立体异构体、或其光学异构体。本发明提供的吡唑并[1,5‑a]喹唑啉类骨架衍生物对SIRT6的去肉豆蔻酰化具有优异的活性，对组蛋白去乙酰化酶SIRT6具有优异的激动活性，可以作为高活性和高选择性的SIRT6激动剂。而且，该吡唑并[1,5‑a]喹唑啉类骨架衍生物还能效抑制人胰腺癌细胞的增殖，在制备预防和/或治疗与SIRT6活性有关疾病(特别是胰腺癌)的药物中具有广阔的应用前景。

  公开号：

  CN113354651B
• 作为产物：
  描述：

  邻氟苯甲酰氯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-甲基吡唑并[1,5-a]喹唑啉-5(4h)-酮
  参考文献：
  名称：

  吡唑并喹唑啉酮和吡喃并吡喃并嘧啶酮通过连续的N-酰化-S N Ar反应

  摘要：

  据报道，吡唑并[1,5 - a ]喹唑啉-5（4 H）-one和吡唑并[1,5- a ] pyrido [3,2 - e ]嘧啶-5（4 H）-one的有效合成。2-卤代芳酰氯与5-氨基-1 H-吡唑的反应。该反应利用了酰氯中亲电子中心的1，3-位和吡唑中亲核位点的类似排列，从而形成了中心的六元环。吡唑的C5氨基的初始酰化反应是在-10°C的DMF中进行的，随后在同一反应容器中加热至140°C，通过S N完成合成吡唑的N1和2-卤代芳基酰胺之间的Ar闭环。该反应分两步进行，产率为66-93％。

  DOI：

  10.1016/j.tetlet.2015.01.146

文献信息

• [EN] QUINAZOLINE BASED RESPIRATORY SYNCYTIAL VIRUS INHIBITORS<br/>[FR] INHIBITEURS DU VIRUS SYNCYTIAL RESPIRATOIRE À BASE DE QUINAZOLINE
  申请人：MEDIVIR AB

  公开号：WO2015065338A1

  公开（公告）日：2015-05-07

  Compounds of Formula (I), wherein R1, R2, R3, R4 and n are defined herein, are useful as inhibitors of RSV.

  式（I）的化合物，其中R1、R2、R3、R4和n的定义如下，在RSV的抑制剂方面是有用的。
• Water-Mediated Selective Synthesis of Pyrazolo[1,5-<i>a</i>]quinazolin-5(4<i>H</i>)-ones and [1,2,4]Triazolo[1,5-<i>a</i>]quinazolin-5(4<i>H</i>)-one via Copper-Catalyzed Cascade Reactions
  作者：Xinying Zhang、Lin Gao、Zhangxin Wang、Xuesen Fan

  DOI：10.1080/00397911.2015.1083032

  日期：2015.11.2

  Abstract A convenient and sustainable synthesis of pyrazolo[1,5-a]quinazolin-5(4H)-ones and [1,2,4]triazolo[1,5-a]quinazolin-5(4H)-one through copper-catalyzed cascade reactions of 2-bromobenzoates with 1H-pyrazol-5-amines or 1H-1,2,4-triazol-5-amine under ligand-free conditions in water is presented. It is notable that aqueous medium turned out to be crucial for the chemoselective formation of the

  摘要 一种方便且可持续的合成吡唑并[1,5-a]喹唑啉-5(4H)-酮和[1,2,4]三唑并[1,5-a]喹唑啉-5(4H)-酮通过铜-介绍了在水中无配体条件下 2-溴苯甲酸酯与 1H-吡唑-5-胺或 1H-1,2,4-三唑-5-胺的催化级联反应。值得注意的是，水介质对标题化合物的化学选择性形成至关重要。与文献方案相比，这种新方法具有程序简单、可持续、起始原料市售、反应介质与铜催化剂方便重复使用等优点。图形概要
• Compounds and methods for promoting stress resistance
  申请人：The Regents of the University of California

  公开号：US11413278B2

  公开（公告）日：2022-08-16

  Disclosed herein, inter alia, are compounds and methods useful for increasing stress resistance.

  除其他外，本文还公开了有助于提高抗应力性的化合物和方法。
• Michaelis, Justus Liebigs Annalen der Chemie, 1910, vol. 373, p. 167
  作者：Michaelis

  DOI：——

  日期：——
• Design, synthesis, and biological screening of a series of pyrazolo [1,5-a]quina-zoline derivatives as SIRT6 activators
  作者：Ziling Zhang、Weining Sun、Guo Zhang、Zhen Fang、Xiuli Chen、Linli Li

  DOI：10.1016/j.ejps.2023.106424

  日期：2023.6