2-(3-甲基丁基)吡啶 | 6952-53-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(3-甲基丁基)吡啶
• 英文名称: 3-methyl-1-(pyridin-2-yl) butan-1-one
• 英文别名: 3-Methyl-1-(pyridin-2-yl)butan-1-one；3-methyl-1-pyridin-2-ylbutan-1-one
• CAS: 6952-53-0
• 化学式: C₁₀H₁₃NO
• mdl: MFCD07699213
• 分子量: 163.219
• InChiKey: ZUDCNFJWSIGUGD-UHFFFAOYSA-N

物化性质

• 沸点：
  241.9±13.0 °C(Predicted)
• 密度：
  0.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Isobutylcarbonyl)pyridine
Synonyms: 3-Methyl-1-(pyridin-2-yl)butan-1-one

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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: 2-(Isobutylcarbonyl)pyridine
CAS number: 6952-53-0

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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: C10H13NO
Molecular weight: 163.2

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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：

  2-(3-甲基丁基)吡啶 在 palladium on activated charcoal 盐酸 、 4-二甲氨基吡啶 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、275.79 kPa 条件下， 反应 18.0h， 生成 7-Chloro-2-(3-methyl-1-pyridin-2-ylbutyl)-3,5-dihydropyridazino[4,5-b]quinoline-1,4,10-trione;methanesulfonic acid
  参考文献：
  名称：

  Synthesis of 7-chloro-2,3-dihydro-2-[1-(pyridinyl)alkyl]-pyridazino[4,5- b ]quinoline-1,4,10(5 H )-triones as NMDA glycine-site antagonists

  摘要：

  Several members of the 7-chloro-2,3-dihydro-2-[1-(pyridinyl)alkyl]-pyridazino[4,5-b]quinoline-1,4,10(5H)-triones (2) have been identified as being potent and selective NMDA glycine-site antagonists. Increasing size of the alkyl substituent on the alpha-carbon led to a progressive decrease in binding affinity. Some of these analogues possess improved drug-like properties such as cellular permeability, solubility and oral absorption. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00750-9
• 作为产物：
  描述：

  异戊酸 在 正丁基锂 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 25.75h， 生成 2-(3-甲基丁基)吡啶
  参考文献：
  名称：

  从吲哚嗪酮-DMAD环加合物合成二环吡咯中的新环嗪和4,5-二芳基-1H-吡咯-3（2H）-一个单元。

  摘要：

  吲哚嗪酮与乙酰二羧酸二甲酯的反应以良好的收率直接获得了3'，8a-二氢环戊基吲哚嗪-8a-ol和1H-吡咯-3（2H）-。前者的骨架是环嗪的前体，环上有氮，这是迄今尚未得到的10-π系统。它们的形成涉及初始的[4 + 2]或[8 + 2]环加成反应模式。[4 + 2]环加合物的Diels Alder逆反应生成1H-吡咯-3（2H）-1，而[8 + 2]加π重组后形成氮杂腈。取代基对产物分布的影响分析表明，C3-芳基环上的给电子基团显着促进了氮杂三环的形成。用HBF4处理这些氮杂三环化合物之一（3c）导致形成相应的10e-芳香族物质，该物质通过NMR光谱检测。此外，通过正常的逆Diels Alder途径形成1H-吡咯-3（2H）-一个骨架被用于Discooipyrrole C的全合成，这是对抗肺癌的新途径。

  DOI：

  10.1039/c9ob01655d

文献信息

• Triplet states mediating hydrogen abstraction in 4-acylpyrimidines, 2-acylpyridines, 2-acylpyrazines, and 3-acylpyridazines
  作者：Sreedharan Prathapan、Kevin E. Robinson、William C. Agosta

  DOI：10.1021/ja00031a044

  日期：1992.2

  Irradiation of 9 leads to hydrogen abstraction by N(1) and fragmentation to 8 from a triplet with E τ ∼78 kcal/mol. Irradiation of 2-acylpyridines (10) leads to abstraction by both nitrogen and oxygen (cf. eq 4), with the same Stern-Volmer k q τ for the two processes

  9 的辐照导致 N(1) 夺氢，并从 E τ ～78 kcal/mol 的三联体裂解为 8。2-酰基吡啶 (10) 的辐照导致氮和氧的提取（参见方程 4），这两个过程具有相同的 Stern-Volmer kq τ
• Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents
  作者：Qingsong Wu、Shuaijun Han、Xiaoxiao Ren、Hongtao Lu、Jingya Li、Dapeng Zou、Yangjie Wu、Yusheng Wu

  DOI：10.1021/acs.orglett.8b02498

  日期：2018.10.19

  The first Pd-catalyzed alkylation of (iso)quinolines and arenes is reported. The readily available and bench-stable 2-acylpyridine compounds were used as an alkylation reagent to form the structurally versatile alkylated (iso)quinolines and arenes. The method affords a convenient pathway for the introduction of alkyl groups into organic molecules.

  据报道，钯首次催化了（异）喹啉和芳烃的烷基化反应。容易获得且稳定的2-酰基吡啶化合物用作烷基化试剂，以形成结构上通用的烷基化（异）喹啉和芳烃。该方法提供了将烷基引入有机分子的便利途径。
• [EN] SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF CANCERS, INCLUDING HEPATOCELLULAR CARCINOMA, AND AS INHIBITORS OF HEPATITIS VIRUS REPLICATION<br/>[FR] AMINOTHIAZOLES SUBSTITUÉS EN TANT QU'INHIBITEURS DE CANCERS, NOTAMMENT LE CARCINOME HÉPATOCELLULAIRE, ET EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'HÉPATITE
  申请人：INST HEPATITIS & VIRUS RES

  公开号：WO2013052613A1

  公开（公告）日：2013-04-11

  Pharmaceutical compositions of the invention are presented which comprise substiuted aminothiazoles derivatives. The substiuted aminothiazoles derivatives have a disease-modifying action in the treatment of diseases associated with unregulated cell growth. Such diseases include cancers such as hepatocellular carcinoma, and viral infections from a hepatitis virus.

  本发明提供的药物组合物包括取代氨基噻唑衍生物。这些取代氨基噻唑衍生物在治疗与细胞生长失控相关的疾病中具有改变疾病进程的作用。这些疾病包括肝细胞癌等癌症，以及由肝炎病毒引起的病毒感染。
• Asymmetric Hydroboration of Heteroaryl Ketones by Aluminum Catalysis
  作者：Yury Lebedev、Iuliia Polishchuk、Bholanath Maity、Miguel Dinis Veloso Guerreiro、Luigi Cavallo、Magnus Rueping

  DOI：10.1021/jacs.9b10364

  日期：2019.12.11

  of methyl aluminum complexes bearing chiral biphenol-type ligands were found to be highly active catalysts in the asymmetric reduction of heterocyclic ketones (S/C = 100 - 500, ee up to 99%). The protocol is suitable for a wide range of substrates and has a high tolerance to functional groups. The formed 2-heterocyclic-alcohols are valuable building blocks in drug discovery or can be used as ligands

  发现一系列带有手性双酚型配体的甲基铝配合物是杂环酮不对称还原的高活性催化剂（S/C = 100 - 500，ee 高达 99%）。该协议适用于广泛的底物，并且对官能团具有很高的耐受性。形成的 2-杂环醇是药物发现中的重要组成部分，或可用作不对称催化中的配体。反应中间体的分离和综合表征支持 DFT 计算提出的催化循环。
• Method and composition for the treatment of pain
  申请人：——

  公开号：US20030153571A1

  公开（公告）日：2003-08-14

  A method for the treatment of pain is disclosed comprising administration of a pain-ameliorating effective amount of any compound according to structural diagram I; 1 wherein R 1 , A and D are as defined in the specification. Also disclosed are pharmaceutical compositions comprising a pain-ameliorating effective amount of a compound in accord with structural diagram I.

  本发明揭示了一种治疗疼痛的方法，包括给予任何符合结构式I的化合物的缓解疼痛有效剂量，其中R1，A和D如规范中所定义。此外，还揭示了包含符合结构式I的化合物的缓解疼痛有效剂量的药物组合物。