4-羟基-6-甲氧基甲基嘧啶-2-硫醇 | 175205-07-9

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇盐
• 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: 4-羟基-6-甲氧基甲基嘧啶-2-硫醇
• 中文别名: 4-羟基-6-6-甲氧基甲基-2-硫代尿嘧啶
• 英文名称: 6-methoxymethyl-2-thiouracil
• 英文别名: 6-methoxymethyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one；6-Methoxymethyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-on；6-(methoxymethyl)-2-sulfanylidene-1H-pyrimidin-4-one
• CAS: 175205-07-9
• 化学式: C₆H₈N₂O₂S
• mdl: MFCD00052620
• 分子量: 172.208
• InChiKey: YNVMVIUSRGXSEN-UHFFFAOYSA-N

物化性质

• 熔点：
  230-232°C
• 密度：
  1.35±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  避氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933599090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Hydroxy-6-methoxymethylpyrimidine-2-thiol
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 4-Hydroxy-6-methoxymethylpyrimidine-2-thiol
CAS number: 175205-07-9

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H8N2O2S
Molecular weight: 172.2

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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, sulfur 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-溴嘧啶 、 4-羟基-6-甲氧基甲基嘧啶-2-硫醇 在 四(三苯基膦)钯 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到4-(methoxymethyl)-2-pyrimidin-2-ylsulfanyl-1H-pyrimidin-6-one
  参考文献：
  名称：

  Palladium Catalyzed Bispyrimidine Thioether Synthesis

  摘要：

  我们利用钯催化的交叉偶联反应，探索了通过卤代嘧啶和嘧啶硫酸根阴离子偶联合成硫桥双嘧啶的方法。对包括化学计量学和溶剂选择在内的多个反应参数进行了优化。在这些反应条件下，制备出了多种官能化双嘧啶。

  DOI：

  10.1055/s-1999-2910
• 作为产物：
  描述：

  4-甲氧基乙酰乙酸乙酯 、 硫脲 在 sodium ethanolate 作用下， 生成 4-羟基-6-甲氧基甲基嘧啶-2-硫醇
  参考文献：
  名称：

  The Synthesis of Some 6-Substituted-2-thiouracils¹

  摘要：

  DOI：

  10.1021/ja01182a020

文献信息

• An alumina-catalyzed Michael addition of mercaptans to N -anilinomaleimides and its application to the solution-phase parallel synthesis of libraries
  作者：Soan Cheng、Daniel D Comer

  DOI：10.1016/s0040-4039(01)02401-7

  日期：2002.2

  A novel strategy for the synthesis of 3-sulfanylsubstituted 1-(arylamino)-pyrrolidine-2.5-dione derivatives via the alumina-catalyzed Michael addition of mercaptans to N-anilinomaleimides is described. The utilization of alumina in the synthesis offers important advantages such as good yields, convenience and mild conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.
• [EN] OTIC FORMULATIONS FOR DRUG-INDUCED OTOTOXICITY<br/>[FR] FORMULATIONS OTIQUES POUR L'OTOTOXICITÉ INDUITE PAR UN MÉDICAMENT
  申请人：OTONOMY INC

  公开号：WO2021087408A1

  公开（公告）日：2021-05-06

  Provided herein are methods for preventing and/or reducing the severity of drug induced ototoxicity. Provided herein are methods for recovery from hearing loss due to drug-induced ototoxicity.
• The Synthesis of Some 6-Substituted-2-thiouracils¹
  作者：Wilbur H. Miller、Alice M. Dessert、George W. Anderson

  DOI：10.1021/ja01182a020

  日期：1948.2
• Palladium Catalyzed Bispyrimidine Thioether Synthesis
  作者：Molly S. Harr、Alice L. Presley、Atli Thorarensen

  DOI：10.1055/s-1999-2910

  日期：——

  The synthesis of sulfur-bridged bispyrimidines via coupling of a halopyrimidine and pyrimidine thiolate anion has been explored utilizing a palladium catalyzed cross coupling reaction. Several reaction parameters including stoichiometry and choice of solvent have been optimized. These reaction conditions have allowed for the preparation of a wide range of functionalized bispyrimidines.

  我们利用钯催化的交叉偶联反应，探索了通过卤代嘧啶和嘧啶硫酸根阴离子偶联合成硫桥双嘧啶的方法。对包括化学计量学和溶剂选择在内的多个反应参数进行了优化。在这些反应条件下，制备出了多种官能化双嘧啶。