7-羟基吡唑并[4,3-d]嘧啶 | 13877-55-9

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 中文名称: 7-羟基吡唑并[4,3-d]嘧啶
• 中文别名: 7-羟基吡唑并[4,3-D]嘧啶
• 英文名称: allopurinol
• 英文别名: 1,6-dihydro-7H-pyrazolo[4,3-d] pyrimidin-7-one；7-Hydroxypyrazolo[4,3-d]pyrimidine；1,6-dihydropyrazolo[4,3-d]pyrimidin-7-one
• CAS: 13877-55-9
• 化学式: C₅H₄N₄O
• mdl: MFCD08234378
• 分子量: 136.113
• InChiKey: JFZSDNLQDTYVEE-UHFFFAOYSA-N

物化性质

• 熔点：
  >30 °C(Solv: water (7732-18-5))
• 沸点：
  559.8±23.0 °C(Predicted)
• 密度：
  1.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.1
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 7-Hydroxypyrazolo[4,3-d]pyrimidine
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: 7-Hydroxypyrazolo[4,3-d]pyrimidine
CAS number: 13877-55-9

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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, 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: C5H4N4O
Molecular weight: 136.1

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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.

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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：

  7-羟基吡唑并[4,3-d]嘧啶 在 吡啶 、 tetraphosphorus decasulfide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.17h， 生成 7-(methylthio)-1H-pyrazolo[4,3-d]pyrimidine
  参考文献：
  名称：

  激动素嘌呤等排体的细胞保护活性

  摘要：

  激动素 ( N 6 -furfuryladenine) 是细胞分裂素家族的一种植物生长物质，已在动物模型中显示可调节衰老和各种与年龄相关的病症。在这里，我们报告了嘌呤环被其他双环杂环取代的激动素等排体的合成，以及它们在体外几种活性的生物学评价与神经退行性疾病相关的模型。我们的研究结果表明激动素等排体保护 Friedreich 共济失调患者来源的成纤维细胞免受谷胱甘肽耗竭，保护神经元样 SH-SY5Y 细胞免受谷氨酸诱导的氧化损伤，并纠正来自家族性自主神经功能障碍患者的成纤维细胞中 ELP1 基因的异常剪接。尽管激动素衍生物的作用机制尚不清楚，但我们的数据表明某些嘌呤等排体的细胞保护活性是由它们减少氧化应激的能力介导的。此外，对人造膜和模型肠道和血脑屏障的渗透研究表明，这些化合物可口服，并可到达中枢神经系统。总体，

  DOI：

  10.1016/j.bmc.2021.115993
• 作为产物：
  描述：

  4-硝基-1H-吡唑-3-甲酸甲酯 在 palladium 10% on activated carbon 、 甲酸铵 、 甲脒 作用下， 以 甲醇 、 乙二醇乙醚 为溶剂， 反应 15.0h， 以64%的产率得到7-羟基吡唑并[4,3-d]嘧啶
  参考文献：
  名称：

  Fragment Ligands of the m⁶A-RNA Reader YTHDF2

  摘要：

  DOI：

  10.1021/acsmedchemlett.2c00303

文献信息

• [EN] ECTONUCLEOTIDE PYROPHOSPHATASE-PHOSPHODIESTERASE 1 (ENPP-1) INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ECTONUCLÉOTIDE PYROPHOSPHATASE-PHOSPHODIESTÉRASE (ENPP-1) ET UTILISATIONS DE CES DERNIERS
  申请人：MAVUPHARMA INC

  公开号：WO2019046778A1

  公开（公告）日：2019-03-07

  Disclosed herein are methods and compounds of augmenting and enhancing the production of type I IFNs in vivo. In some embodiments, the compounds disclosed herein are ENPP-1 inhibitors, pharmaceutical compositions, and methods for the treatment of cancer or a viral infection.

  本文揭示了一种增强和促进体内I型干扰素产生的方法和化合物。在某些实施例中，本文所披露的化合物是ENPP-1抑制剂，药物组合物，以及用于治疗癌症或病毒感染的方法。
• Pyrazolo pyrimidines useful as aurora kinase inhibitors
  申请人：Oslob D. Johan

  公开号：US20070027166A1

  公开（公告）日：2007-02-01

  The present invention provides compounds having the formula: wherein A-B together represent one of the following structures: wherein one of is a double bond, as valency permits; and R 2 , R 4 , X 1A , X 2A , X 1B , X 2B , L 1 , L 2 , Y and Z are as defined in classes and subclasses herein, and pharmaceutical compositions thereof, as described generally and in subclasses herein, which compounds are useful as inhibitors of protein kinase (e.g., Aurora), and thus are useful, for example, for the treatment of Aurora mediated diseases.

  本发明提供具有以下结构的化合物：其中A-B一起代表以下结构之一：其中之一是双键，根据价性而定；而R2、R4、X1A、X2A、X1B、X2B、L1、L2、Y和Z如此处所定义，以及其制药组合物，如此处总体描述和所述的亚类，这些化合物可用作蛋白激酶（例如Aurora）的抑制剂，因此可用于例如治疗由Aurora介导的疾病。
• [EN] BICYCLIC COMPOUNDS, COMPOSITIONS AND USE THEREOF<br/>[FR] COMPOSÉS BICYCLIQUES, COMPOSITIONS ET UTILISATION DE CEUX-CI
  申请人：BETTA PHARMACEUTICALS CO LTD

  公开号：WO2022037568A1

  公开（公告）日：2022-02-24

  Provided are compounds having a structure of formula (I), pharmaceutical compositions comprising such compounds and use thereof. The compounds are useful in treating, preventing or ameliorating diseases or disorders such as cancer.

  提供具有结构式（I）的化合物，包括这些化合物的药物组合物以及其用途。这些化合物在治疗、预防或改善癌症等疾病或疾病方面是有用的。
• An alternative synthetic approach for the synthesis of biologically relevant 1,4-disubstituted pyrazolo[3,4-d]pyrimidines
  作者：Marco Radi、Vincenzo Bernardo、Giulia Vignaroli、Annalaura Brai、Mariangela Biava、Silvia Schenone、Maurizio Botta

  DOI：10.1016/j.tetlet.2013.07.069

  日期：2013.9

  A versatile approach for the synthesis of 1,4-disubstituted pyrazolo[3,4-d]pyrimidines has been developed. Starting from commercially available allopurinol, TBAF mediated N1-functionalization and subsequent C4 nucleophilic substitution, under microwave assisted- or standard heating conditions, granted access to highly functionalized pyrazolo[3,4-d]pyrimidines of potential biological interest.

  已经开发了一种通用的合成1，4-二取代的吡唑并[3，4- d ]嘧啶的方法。从商业上可获得的别嘌呤醇开始，TBAF介导的N1官能化和随后的C4亲核取代，在微波辅助或标准加热条件下，可得到具有潜在生物学意义的高度官能化的吡唑并[3,4- d ]嘧啶。
• [EN] CYCLIC COMPOUND HAVING ANTI-TUMOR ACTIVITY AND USE THEREOF<br/>[FR] COMPOSÉ CYCLIQUE AYANT UNE ACTIVITÉ ANTITUMORALE ET SON UTILISATION<br/>[ZH] 一种具有抗肿瘤活性的并环类化合物及其用途
  申请人：INNOVSTONE THERAPEUTICS LTD

  公开号：WO2021254493A1

  公开（公告）日：2021-12-23

  提供了一种作为PRMT5抑制剂的具有全新结构的化合物、其化合物的制备方法及其治疗由PRMT5抑制剂介导的疾病方面的用途。实验证实这些化合物对PRMT5酶都具有较强的抑制作用。还提供了化合物的合成方法，其工艺简单，操作便捷，利于规模化工业生产和应用。