2-(二甲基氨基)烟醛 | 35567-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(二甲基氨基)烟醛
• 英文名称: 2-(dimethylamino)nicotinaldehyde
• 英文别名: 2-(dimethylamino)pyridine-3-carbaldehyde
• CAS: 35567-32-9
• 化学式: C₈H₁₀N₂O
• mdl: MFCD07381372
• 分子量: 150.18
• InChiKey: VVVIFWBMZJTEDQ-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Dimethylamino)pyridine-3-carbaldehyde
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: 2-(Dimethylamino)pyridine-3-carbaldehyde
CAS number: 35567-32-9

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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.
Store in closed vessels, refrigerated.
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: C8H10N2O
Molecular weight: 150.2

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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-(二甲基氨基)烟醛 在 copper(I) trifluoromethanesulfonate benzene 、 (2-(bis(3,5-bis(trifluoromethyl)phenyl)phosphino)-3-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)cyclopenta-2,4-dien-1-yl)(cyclopenta-2,4-dien-1-yl)iron 、 potassium tert-butylate 、 水 、 氢气 、 magnesium sulfate 、 三乙胺 、 zinc(II) chloride 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 5.0~50.0 ℃ 、344.75 kPa 条件下， 反应 33.84h， 生成 (2S,3S,4S,5S)-3-tert-butyl-4-{[(5-tert-butyl-2-methoxyphenyl)methyl]amino}-1-[(2RS)-2,3-dihydro-1-benzofuran-2-carbonyl]-5-[2-(dimethylamino)pyridin-3-yl]pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Substituted Pyrrolidines and Methods of Use

  摘要：

  该发明公开了式（I）的化合物 其中R 1 ，R 2 ，R 2A ，R 3 ，R 3A ，R 4 ，R 4A 和R 5 如本文所定义。本发明涉及化合物及其在囊性纤维化治疗中的应用，其生产方法，包含相同化合物的药物组合物，以及通过给予该发明的化合物来治疗囊性纤维化的方法。

  公开号：

  US20180099931A1
• 作为产物：
  描述：

  2-氯-3-吡啶甲醛 、 N,N-二甲基甲酰胺 反应 0.25h， 以87%的产率得到2-(二甲基氨基)烟醛
  参考文献：
  名称：

  Microwave Irradiation–Assisted Amination of 2-Chloropyridine Derivatives with Amide Solvents

  摘要：

  A simple, quick, and high-yielding microwave-assisted synthesis of 2-(N,N-dimethyl)amine- and 2-aminopyridine derivatives is reported here for the first time in the reaction of 2-chloro substituted pyridines with amide solvents such as dimethylformamide or formamide, without transition-metal catalysts.

  DOI：

  10.1080/00397911.2010.515360

文献信息

• Synthesis and evaluation of analogues of the tuberculosis drug bedaquiline containing heterocyclic B-ring units
  作者：Peter J. Choi、Hamish S. Sutherland、Amy S.T. Tong、Adrian Blaser、Scott G. Franzblau、Christopher B. Cooper、Manisha U. Lotlikar、Anna M. Upton、Jerome Guillemont、Magali Motte、Laurence Queguiner、Koen Andries、Walter Van den Broeck、William A. Denny、Brian D. Palmer

  DOI：10.1016/j.bmcl.2017.10.042

  日期：2017.12

  bedaquiline where the phenyl B-unit was replaced with monocyclic heterocycles of widely differing lipophilicity (thiophenes, furans, pyridines) were synthesised and evaluated. While there was an expected broad positive correlation between lipophilicity and anti-TB activity, the 4-pyridyl derivatives appeared to have an additional contribution to antibacterial potency. The majority of the compounds were (desirably)

  合成并评估了苯达喹啉的类似物，其中苯B单元被亲脂性差异很大的单环杂环（噻吩，呋喃，吡啶）取代。虽然亲脂性和抗结核活性之间存在广泛的正相关关系，但4-吡啶基衍生物似乎对抗菌效力具有额外的贡献。与贝达喹啉相比，大多数化合物的极性更大（清除率更高），清除率更高，并显示出可接受的口服生物利用度，但其hERG耐受性的改善有限（且无法预测）。
• ANTI-HIV COMPOUNDS
  申请人：Prosetta Antiviral, Inc.

  公开号：US20160168100A1

  公开（公告）日：2016-06-16

  This invention provides, among other things, tetrahydroisoquinolines useful for treating viral infections, pharmaceutical formulations containing such compounds, as well as methods of inhibiting the replication of a virus, such as HIV, or treating a disease, such as AIDS.

  这项发明提供了用于治疗病毒感染的四氢异喹啉等化合物，含有这类化合物的药物配方，以及抑制病毒（如HIV）复制或治疗疾病（如艾滋病）的方法。
• INHIBITOR OF CASEIN KINASE 1DELTA AND CASEIN KINASE 1EPSILON
  申请人：Okamoto Masako

  公开号：US20110294857A1

  公开（公告）日：2011-12-01

  There is provided an inhibitor that inhibits casein kinase 1δ and casein kinase 1ε, and thus, there is also provided a pharmaceutical agent useful for the treatment and/or prevention of a disease, with the pathological condition of which the mechanism of activation of casein kinase 1δ or casein kinase 1ε is associated. Particularly, the above-described inhibitor is used to provide a pharmaceutical agent useful for the treatment of circadian rhythm disorder (including sleep disorder), central neurodegenerative disease, and cancer. An inhibitor of casein kinase 1δ and casein kinase 1ε, which comprises, as an active ingredient, an oxazolone derivative represented by the following general formula (1), a salt thereof, a solvate thereof, or a hydrate thereof: [wherein, in the formula (1), each of R 1 and R 2 independently represents any one of a substituted or unsubstituted 6-membered or 5-membered heterocyclic group optionally having a condensed ring, a substituted or unsubstituted aromatic hydrocarbon group optionally having a condensed ring, and a substituted or unsubstituted aromatic hydrocarbon lower alkyl group or aromatic hydrocarbon lower alkenyl group optionally having a condensed ring.]

  提供了一种抑制剂，可抑制酪蛋白激酶1δ和酪蛋白激酶1ε，因此还提供了一种用于治疗和/或预防疾病的药物，该疾病的病理条件与酪蛋白激酶1δ或酪蛋白激酶1ε的激活机制相关。特别地，上述描述的抑制剂用于提供一种用于治疗昼夜节律紊乱（包括睡眠障碍）、中枢神经退行性疾病和癌症的药物。一种酪蛋白激酶1δ和酪蛋白激酶1ε的抑制剂，包括以下一般式（1）所表示的噁唑酮衍生物作为活性成分，其盐、溶剂化合物或水合物：[在式（1）中，R1和R2中的每一个独立地表示取代或未取代的6元或5元杂环基，可选择具有缩合环的取代或未取代的芳香烃基，以及取代或未取代的芳香烃基低烷基基团或芳香烃基低烯基基团，可选择具有缩合环。]
• General Asymmetric Synthesis of Densely Functionalized Pyrrolidines via <i>Endo</i>-Selective [3+2] Cycloaddition of β-Quaternary-Substituted Nitroalkenes and Azomethine Ylides
  作者：Stephen N. Greszler、Gang Zhao、Marek Buchman、Xenia B. Searle、Bo Liu、Eric A. Voight

  DOI：10.1021/acs.joc.0c00820

  日期：2020.6.5

  5-tetrasubstituted pyrrolidines via cycloaddition of nitroalkenes and azomethine ylides is reported using a P,N-type ferrocenyl ligand and [Cu(OTf)]2·C6H6. The robust method is tolerant of a wide range of functionalities, including rarely reported quaternary nitroalkene substitution and heteroaromatic and hindered ortho-substituted arenes on the azomethine ylide. Subsequent transformations highlight

  一种可分级内的通过硝基烯烃和甲亚胺叶立德的环加成2,3,4,5-四取代的吡咯烷-选择性合成是使用P，N型二茂铁基配体报告和[铜（OTF）] 2 ·C 6 H ^ 6。稳健的方法可耐受多种功能，包括很少报道的季硝基链烯取代以及在甲亚胺叶立德上的杂芳族和受阻邻位取代的芳烃。随后的转化突出了该方法在合成适合基于片段的药物发现和囊性纤维化C2校正临床候选ABBV-3221的密集功能化小分子中的实用性。
• Expedient synthesis of tetrahydroquinoline-3-spirohydantoin derivatives via the Lewis acid-catalyzed tert-amino effect reaction
  作者：John F. Briones、Gregory S. Basarab

  DOI：10.1039/c6cc03600g

  日期：——

  Magnesium triflate was found to effectively catalyze the tert-amino effect reaction (T-reaction) involving ethyl 3-(2-(dialkylamino)-phenyl)-2-nitroacrylates leading to tetrahydroquinoline nitroester derivatives. These compounds can be readily transformed to the corresponding valuable spirohydantoin derivatives.

  发现三氟甲磺酸镁可有效催化涉及3-（2-（二烷基氨基）-苯基）-2-硝基丙烯酸乙酯的叔氨基效应反应（T反应），从而生成四氢喹啉硝基酯衍生物。这些化合物可以容易地转化为相应的有价值的螺乙内酰脲衍生物。