4-甲氧基喹啉 | 607-31-8

• 物质功能分类: 医药中间体 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4-甲氧基喹啉
• 中文别名: 还原型辅酶I二钠盐；还原型辅酶Ⅰ；beta-烟酰胺腺嘌呤二核苷二钠
• 英文名称: 4-methoxyquinoline
• 英文别名: 4-Methoxychinolin
• CAS: 607-31-8
• 化学式: C₁₀H₉NO
• mdl: MFCD00483884
• 分子量: 159.188
• InChiKey: RWTCJCUERNMVEZ-UHFFFAOYSA-N

物化性质

• 熔点：
  41°C
• 沸点：
  284.68°C (rough estimate)
• 密度：
  1.1202 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 保留指数：
  1506

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090
• 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: 4-Methoxyquinoline
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: 4-Methoxyquinoline
CAS number: 607-31-8

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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: C10H9NO
Molecular weight: 159.2

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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：

  4-甲氧基喹啉 在 [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) 、 (S,S)-(R,R)-PhTRAP 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 异丙醇 为溶剂， 80.0 ℃ 、5.0 MPa 条件下， 反应 24.0h， 以99%的产率得到4-methoxy-5,6,7,8-tetrahydroquinoline
  参考文献：
  名称：

  Catalytic asymmetric hydrogenation of quinoline carbocycles: unusual chemoselectivity in the hydrogenation of quinolines

  摘要：

  一个手性PhTRAP-钌催化剂选择性地加氢喹啉环，生成了5,6,7,8-四氢喹啉，其对映选择性高达91:9。

  DOI：

  10.1039/c5cc01971k
• 作为产物：
  描述：

  4-甲氧基喹啉氮氧化物 在 甲醇 、 镍 作用下， 40.0~50.0 ℃ 、5.88 MPa 条件下， 生成 4-甲氧基喹啉
  参考文献：
  名称：

  Ishii, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1952, vol. 72, p. 1317,1320

  摘要：

  DOI：

文献信息

• Visible Light-Promoted Aliphatic C–H Arylation Using Selectfluor as a Hydrogen Atom Transfer Reagent
  作者：Hong Zhao、Jian Jin

  DOI：10.1021/acs.orglett.9b01635

  日期：2019.8.16

  A mild, practical method for direct arylation of unactivated C(sp3)–H bonds with heteroarenes has been achieved via photochemistry. Selectfluor is used as a hydrogen atom transfer reagent under visible light irradiation. A diverse range of chemical feedstocks, such as alkanes, ketones, esters, and ethers, and complex molecules readily undergo intermolecular C(sp3)–C(sp2) bond formation. Moreover, a

  通过光化学已经实现了一种温和的，实用的方法，用于将未激活的C（sp 3）–H键与杂芳烃直接芳基化。Selectfluor在可见光照射下用作氢原子转移试剂。各种各样的化学原料，例如烷烃，酮，酯和醚，以及复杂的分子容易形成分子间的C（sp 3）–C（sp 2）键。此外，可通过此处介绍的方案有效地烷基化各种杂芳烃，包括药学上有用的支架。
• Terminal-oxidant-free photocatalytic C–H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors
  作者：Gun Ikarashi、Tatsuya Morofuji、Naokazu Kano

  DOI：10.1039/d0cc03286g

  日期：——

  Alkylsilicates bearing C,O-bidentate ligands could achieve photocatalytic C–H alkylations of heteroarenes under acidic conditions without adding any terminal oxidant.

  烷基硅酸盐携带C，O-双齿配体可以在酸性条件下实现杂环芳烃的光催化C-H烷基化，而无需添加任何末端氧化剂。
• [EN] HEPATITIS C VIRUS INHIBITORS<br/>[FR] INHIBITEURS DU VIRUS DE L'HEPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003099274A1

  公开（公告）日：2003-12-04

  Hepatitis C virus inhibitors are disclosed having the general formula:(I) wherein R1, R2, R3, R', B, Y and X are described in the description. Compositions comprising the compounds and methods for using the compounds toinhibit HCV are also disclosed.

  丙型肝炎病毒抑制剂公开了具有以下通式：其中R1、R2、R3、R'、B、Y和X在描述中有所描述。还公开了包含该化合物的组合物以及使用该化合物抑制HCV的方法。
• Insights into the mechanistic and synthetic aspects of the Mo/P-catalyzed oxidation of N-heterocycles
  作者：Oleg V. Larionov、David Stephens、Adelphe M. Mfuh、Hadi D. Arman、Anastasia S. Naumova、Gabriel Chavez、Behije Skenderi

  DOI：10.1039/c4ob00115j

  日期：——

  Mechanistic and synthetic studies of the Mo/P-catalyzed N-oxidation of N-heterocycles with hydrogen peroxide shed light on the role and nature of the catalytically active species.

  钼/磷催化的N-杂环与过氧化氢的N-氧化反应的机理和合成研究揭示了催化活性物种的作用和性质。

• Efficient visible light mediated synthesis of quinolin-2(1<i>H</i>)-ones from quinoline<i>N</i>-oxides
  作者：Susanta Mandal、Samuzal Bhuyan、Saibal Jana、Jagir Hossain、Karan Chhetri、Biswajit Gopal Roy

  DOI：10.1039/d1gc01460a

  日期：——

  Quinolin-2(1H)-ones are one of the important classes of compounds due to their prevalence in natural products and in pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides. This reagent free highly atom economical photocatalytic method, with low catalyst loading, high yield and no

  Quinolin-2( 1H )-ones 是一类重要的化合物，因为它们普遍存在于天然产物和药理学上有用的化合物中。在这里，我们提出了一种非常规且迄今为止未知的光催化方法，从容易获得的喹啉-N-氧化物合成它们。这种不含试剂的高原子经济性光催化方法具有低催化剂负载、高产率和无不良副产物，为迄今为止报道的所有常规合成提供了一种更有效的绿色替代方案。该方法的稳健性已成功证明，可轻松扩展到克级。

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