5-氟-4-羟基嘧啶 | 671-35-2

• 物质功能分类: 原料药 - 抗肿瘤药 - 抗代谢类抗肿瘤药
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-氟-4-羟基嘧啶
• 中文别名: 富雪定；4-羟基-5-氟嘧啶；5-氟-3H-嘧啶-4-酮；5-氟嘧啶醇
• 英文名称: 5-fluoro-3H-pyrimidin-4-one
• 英文别名: 5-fluoropyrimidin-4(3H)-one；5-Fluoro-4-hydroxypyrimidine；5-fluoro-1H-pyrimidin-6-one
• CAS: 671-35-2
• 化学式: C₄H₃FN₂O
• mdl: MFCD00223674
• 分子量: 114.079
• InChiKey: NBAHQCCWEKHGTD-UHFFFAOYSA-N

物化性质

• 熔点：
  204-205 °C(Solv: water (7732-18-5))
• 密度：
  1.3658 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2933599090
• 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: 5-Fluoro-4-hydroxypyrimidine
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-Fluoro-4-hydroxypyrimidine
CAS number: 671-35-2

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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: C4H3FN2O
Molecular weight: 114.1

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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 fluoride.

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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

制备方法与用途

化学性质
这种物质为白色鳞片状结晶，熔点在203-204℃之间。它易溶于水和碱性溶液，并可溶解于乙酸及热乙醇中，但在乙醇、丙酮、氯仿和乙醚中不溶。

用途
该化合物是一种抗肿瘤药物。

生产方法
由氟乙酸乙酯经缩合反应制备。首先将甲醇钠加入干燥的反应锅内，随后用甲酸乙酯除去甲醇钠中的游离碱，并在搅拌下进行常压蒸馏以去除甲醇，直至甲醇钠变成白色粉末。降温至50℃后，加入甲苯，再降至10℃以下滴加甲酸乙酯。完成后，在20-25℃条件下继续反应7小时，然后降至10℃以下，加入无水甲醇和乙酸甲脒，并搅拌直至反应物固化，静置过夜。随后添加盐酸并加热以使固化物溶解，过滤后滤液进行常压蒸馏去除部分液体，冷却结晶，过滤获得粗品。最后，使用无水乙醇重结晶，并通过活性炭脱色即得5-氟-4-羟基嘧啶。

反应信息

• 作为反应物：
  描述：

  5-氟-4-羟基嘧啶 在 三氯氧磷 作用下， 生成 4-氯-5-氟嘧啶
  参考文献：
  名称：

  Kheifets; Kol'tsov; Khachaturov, Russian Journal of Organic Chemistry, 2000, vol. 36, # 9, p. 1373 - 1387

  摘要：

  DOI：
• 作为产物：
  描述：

  氟乙酸乙酯 、 甲脒盐酸盐 在 sodium hydride 、 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以7%的产率得到5-氟-4-羟基嘧啶
  参考文献：
  名称：

  WO2006/72831

  摘要：

  公开号：

文献信息

• [EN] KETONE INHIBITORS OF LYSINE GINGIPAIN<br/>[FR] INHIBITEURS CÉTONE DE LYSINE GINGIPAÏNE
  申请人：CORTEXYME INC

  公开号：WO2018053353A1

  公开（公告）日：2018-03-22

  The present invention provides compounds according to Formula (I) as described herein, and their use for inhibiting the lysine gingipain protease (Kgp) from the bacterium Porphyromonas gingivalis. Also described are gingipain activity probe compounds and methods for assaying gingipain activity are also described, as well as methods for the treatment of disorders associated with P. gingivalis infection, including brain disorders such as Alzheimer's disease.

  本发明提供了如下式（I）所述的化合物，以及它们用于抑制牙龈假单胞菌（Porphyromonas gingivalis）的赖氨酸基因底物蛋白酶（Kgp）的用途。还描述了牙龈蛋白酶活性探针化合物和测定牙龈蛋白酶活性的方法，以及用于治疗与牙龈假单胞菌感染相关的疾病的方法，包括阿尔茨海默病等脑部疾病。
• [EN] A PROCESS FOR MAKING VORICONAZOLE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE VORICONAZOLE
  申请人：SYNTHON BV

  公开号：WO2011110198A8

  公开（公告）日：2012-08-16
• WO2006/72831
  申请人：——

  公开号：——

  公开（公告）日：——
• Kheifets; Kol'tsov; Khachaturov, Russian Journal of Organic Chemistry, 2000, vol. 36, # 9, p. 1373 - 1387
  作者：Kheifets、Kol'tsov、Khachaturov、Gindin

  DOI：——

  日期：——

表征谱图