3-苄氧基-2-甲基-4(1H)-吡啶酮 | 61160-18-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-苄氧基-2-甲基-4(1H)-吡啶酮
• 英文名称: 3-benzyloxy-2-methyl-1H-pyridin-4-one
• 英文别名: 3-benzyloxy-2-methyl-4(1H)-pyridinone；2-methyl-3-benzyloxypyridin-4(1H)-one；2-methyl-3-(benzyloxy)-4-pyridone；3-(benzyloxy)-2-methylpyridin-4(1H)-one；2-Methyl-3-(phenylmethoxy)-4(1H)-pyridone；3-(benzyloxy)-2-methyl-4(1H)-pyridinone；2-methyl-3-phenylmethoxy-1H-pyridin-4-one
• CAS: 61160-18-7
• 化学式: C₁₃H₁₃NO₂
• mdl: MFCD00215656
• 分子量: 215.252
• InChiKey: WBKGCSWOAILTET-UHFFFAOYSA-N

物化性质

• 熔点：
  171-173°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存放在室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-(Benzyloxy)-2-methyl-4(1H)-pyridinone
Synonyms: 3-(Benzyloxy)-4-hydroxy-2-methylpyridine

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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: 3-(Benzyloxy)-2-methyl-4(1H)-pyridinone
CAS number: 61160-18-7

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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: C13H13NO2
Molecular weight: 215.3

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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：

  3-苄氧基-2-甲基-4(1H)-吡啶酮 在 sodium hydroxide 、 氢溴酸 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 24.5h， 生成 1-己基-3-羟基-2-甲基吡啶-4-酮
  参考文献：
  名称：

  Bartulin, J.; Belmar, J.; Gallardo, H., Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 1017 - 1019

  摘要：

  DOI：
• 作为产物：
  描述：

  麦芽醇 在 ammonium hydroxide 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 32.0h， 生成 3-苄氧基-2-甲基-4(1H)-吡啶酮
  参考文献：
  名称：

  环状和无环2-甲基-3-羟基-4-吡啶酮核苷衍生物的合成和抗病毒评价。

  摘要：

  使用Vorbruggen反应合成了一系列衍生自3-羟基-4-吡啶酮的环状和无环核苷类似物。进行了铁螯合研究和针对多种病毒的抗病毒评估。将配体25的pK（a）值和相应的铁（III）配合物的稳定性常数与去铁酮进行了比较。发现pFe（3+）值相似。一些化合物对野生型HSV-1和HSV-2以及对胸腺嘧啶激酶缺陷的HSV-1菌株均显示中等活性。这些结果表明该组核苷类似物的新型作用方式。

  DOI：

  10.1021/jm0504306

文献信息

• Synthesis, physicochemical properties, and biological evaluation of N-substituted 2-alkyl-3-hydroxy-4(1H)-pyridinones: orally active iron chelators with clinical potential
  作者：Paul S. Dobbin、Robert C. Hider、Adrian D. Hall、Paul D. Taylor、Patience Sarpong、John B. Porter、Gaoyi Xiao、Dick van der Helm

  DOI：10.1021/jm00069a002

  日期：1993.8

  The synthesis of a range of novel bidentate ligands containing the chelating moiety 3-hydroxy-4(1H)-pyridinone is described. The pKa values of the ligands and the stability constants of their iron(III) complexes have been determined. The crystal structures of one of the ligands and one of the iron(III) complexes are presented. The distribution coefficients of the ligands are reported and are related

  描述了一系列包含螯合部分3-羟基-4（1H）-吡啶酮的新型双齿配体的合成。已经确定了配体的pKa值及其铁（III）配合物的稳定性常数。给出了一种配体和一种铁（III）配合物的晶体结构。报告了配体的分布系数，并且与配体从肝细胞中去除铁的能力有关。描述了3-羟基-4（1H）-吡啶酮对细胞氧化损伤的影响。与目前的铁螯合剂去铁胺-B相比，本研究中描述的许多双齿配体在铁超载小鼠中具有口服活性。
• [EN] DESFERRITHIOCIN ANALOGS AND USES THEREOF<br/>[FR] ANALOGUES DE LA DESFERRITHIOCINE ET LEURS UTILISATIONS
  申请人：UNIV FLORIDA

  公开号：WO2015077655A1

  公开（公告）日：2015-05-28

  Iron overload is associated with pathological conditions such as oxidative stress, transfusional iron overload, thalassemia, primary hemochromatosis, secondary hemochromatosis, diabetes, liver disease, heart disease, cancer, radiation injury, neurological or neurodegenerative disorder, Friedreich's ataxia (FRDA), macular degeneration, closed head injury, irritable bowel disease, and reperfusion injury. The present invention provides methods and pharmaceutical compositions using desferrithiocin analogs of Formulae (A) and (J) for treating and/or preventing these pathological conditions, metal (e.g., iron, aluminum, a lanthanide, or an actinide (e.g., uranium)) overload conditions, and infectious diseases (e.g., malaria).

  铁过载与病理条件相关，如氧化应激、输血性铁过载、地中海贫血、原发性血色病、继发性血色病、糖尿病、肝病、心脏病、癌症、放射损伤、神经或神经退行性疾病、弗里德雷希共济失调（FRDA）、黄斑变性、闭合性头部损伤、肠易激综合征和再灌注损伤。本发明提供使用式（A）和（J）的去铁胱醇类似物的方法和药物组合物，用于治疗和/或预防这些病理条件、金属（如铁、铝、镧系元素或锕系元素（如铀））过载症状和传染病（如疟疾）。
• 3-Acylamino-1-[[[(substituted sulfonyl)amino]carbonyl]amino]2-azetidinones
  申请人：E.R. Squibb & Sons, Inc.

  公开号：EP0336369A1

  公开（公告）日：1989-10-11

  Compounds having the formula and pharmaceutically acceptable salts thereof, exhibit antibacterial activity. R is

  具有以下化学式的化合物及其药用盐具有抗菌活性。R 是
• Monobactam hydrazide derivatives
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05112968A1

  公开（公告）日：1992-05-12

  Compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof which possess antibacterial activity. R.sub.s is a substituted hydroxy pyridone of the formulae: ##STR2## wherein Y.sub.1 is CH.sub.2 X; COOR.sub.6 ; CONR.sub.7 R.sub.8 ; OH; OCH.sub.2 R.sub.9 ; CHF.sub.2 ; CHO; CH.dbd.N--OR.sub.10 ; CH.dbd.CH--R.sub.11 ; CN; CH.dbd.N--NHR.sub.12, and Y.sub.2 is hydrogen; COOH; CONH.sub.2 ; CN; CSNH.sub.2 ; COO lower alkyl; CONR.sub.7 /R.sub.8.

  具有以下式##STR1##及其药学上可接受的盐的化合物具有抗菌活性。R.sub.s是以下式的取代羟基吡啶：##STR2##其中Y.sub.1是CH.sub.2 X；COOR.sub.6；CONR.sub.7 R.sub.8；OH；OCH.sub.2 R.sub.9；CHF.sub.2；CHO；CH.dbd.N--OR.sub.10；CH.dbd.CH--R.sub.11；CN；CH.dbd.N--NHR.sub.12，Y.sub.2是氢；COOH；CONH.sub.2；CN；CSNH.sub.2；COO较低烷基；CONR.sub.7 /R.sub.8。
• Synthesis and antiviral evaluation of 3-hydroxy-2-methylpyridin-4-one dideoxynucleoside derivatives
  作者：Karine Barral、Robert C Hider、Jan Balzarini、Johan Neyts、Erik De Clercq、Michel Camplo

  DOI：10.1016/j.bmcl.2003.09.033

  日期：2003.12

  We describe the synthesis and the antiviral evaluation of novel alpha and beta dideoxynucleoside derivatives in which the base has been replaced by a 3-hydroxy-2-methylpyridin-4-one. The syntheses were successfully achieved by the use of the standard Vorbrüggen coupling conditions. Moderate activity of these compounds were found on herpes simplex virus (HSV) type 1 and type 2.

  我们描述了新型α和β双脱氧核苷衍生物的合成和抗病毒评价，其中的碱基已被3-羟基-2-甲基吡啶-4-酮取代。通过使用标准Vorbrüggen偶联条件成功完成了合成。发现这些化合物对1型和2型单纯疱疹病毒（HSV）具有中等活性。