4-氨基-N,N-二乙基苯甲酰胺 | 51207-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-N,N-二乙基苯甲酰胺
• 英文名称: 4-amino-N,N-diethylbenzamide
• 英文别名: 4-(N,N-diethylcarboxamido)aniline；N,N-diethyl-4-aminobenzamide；p-(N,N-diethylcarbamoyl)aniline；p-aminobenzoic acid diethylamide
• CAS: 51207-85-3
• 化学式: C₁₁H₁₆N₂O
• mdl: MFCD00461426
• 分子量: 192.261
• InChiKey: RNVOPVJRSRXPSX-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  368.9±25.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：密封、干燥、避光、在惰性气体中保持，温度控制在2-8℃。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Diethyl 4-aminobenzamide
Synonyms: 4-amino-N,N-diethylbenzamide

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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: N,N-Diethyl 4-aminobenzamide
CAS number: 51207-85-3

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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: C11H16N2O
Molecular weight: 192.3

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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：

  4-氨基-N,N-二乙基苯甲酰胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 1-dimethylaminomethyl-3indolin-2-one
  参考文献：
  名称：

  Srivastava, Neera; Gupta, Anurag Ateet; Gupta, Anil K. Sen, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, p. 787 - 789

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二乙基-4-硝基苯甲酰胺 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 4-氨基-N,N-二乙基苯甲酰胺
  参考文献：
  名称：

  在轻度缺氧条件下活化的基于偶氮的光敏剂的开发，用于光动力疗法

  摘要：

  光动力疗法（PDT）在存在光敏剂的情况下利用光照射通过产生单线态氧（1 O 2）消融癌细胞，但是将对正常组织的伴随伤害降至最低是很重要的。实现此目的的一种方法是使用仅在特定条件下才能生成1 O 2的可活化光敏剂。在这里，我们报告了一种新型的光敏剂，它在缺氧的情况下被选择性激活，缺氧是实体瘤的常见情况。我们发现，将偶氮部分引入硒代罗莎明染料的共轭体系中会有效地阻碍导致1 O 2的体系间交叉过程一代。我们显示，在缺氧条件下，偶氮基团在细胞中被还原性裂解，从而使1 O 2的产生发生。在体外PDT中，有选择地消融轻度缺氧条件下的细胞，该条件处于实体瘤中通常存在的范围内（最多约5％O 2），而相邻的常氧细胞则保持完整。这种简单且实用的基于偶氮的策略应可广泛应用于设计一系列可活化的光敏剂。

  DOI：

  10.1021/jacs.7b05019

文献信息

• [EN] CONTROLLED RELEASE FROM MACROMOLECULAR CONJUGATES<br/>[FR] LIBÉRATION CONTRÔLÉE À PARTIR DE CONJUGUÉS MACROMOLÉCULAIRES
  申请人：PROLYNX LLC

  公开号：WO2011140393A1

  公开（公告）日：2011-11-10

  The invention relates to conjugates of macromolecular carriers and drugs comprising linkers that release the drug or a prodrug through rate-controlled beta-elimination, and methods of making and using the conjugates.

  这项发明涉及大分子载体和药物的共轭物，包括释放药物或前药的连接剂，通过速率控制的β-消除释放药物，以及制备和使用这些共轭物的方法。
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  作者：Fumika Karaki、Kenji Ohgane、Hiromitsu Fukuda、Masahiko Nakamura、Kosuke Dodo、Yuichi Hashimoto

  DOI：10.1016/j.bmc.2014.05.022

  日期：2014.7

  We previously discovered steroidal NPC1L1 ligands by using a novel cell-based assay that employs pharmacological chaperone effect as a readout. Those steroid derivatives bound to a site different from both the sterol-binding domain and the ezetimibe-binding site, implying that they may be a novel class of NPC1L1 inhibitors with a distinct mode of action. As an extension of that work, we aimed here

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• Fused heterocyclic compounds useful as kinase modulators
  申请人：Vaccaro Wayne

  公开号：US20070078136A1

  公开（公告）日：2007-04-05

  Compounds having the formula (1), and enantiomers, and diastereomers, pharmaceutically-acceptable salts, thereof, are usefuil as kinase modulators, including MK2 modulation, wherein one of E and F is a nitrogen atom and the other of E and F is a carbon atom, Z is N or CR 3 , and R 1 , R 2 , R 3 , X and Y are as defined herein.

  具有化学式（1）的化合物，以及其对映体、非对映体、药用可接受的盐，可用作激酶调节剂，包括MK2调节，其中E和F中的一个是氮原子，另一个是碳原子，Z是N或CR3，R1、R2、R3、X和Y如本文所定义。
• Highly Chemoselective, Transition-Metal-Free Transamidation of Unactivated Amides and Direct Amidation of Alkyl Esters by N–C/O–C Cleavage
  作者：Guangchen Li、Chong-Lei Ji、Xin Hong、Michal Szostak

  DOI：10.1021/jacs.9b04136

  日期：2019.7.17

  abundant alkyl esters to afford amide bonds with exquisite selectivity by acyl C-O bond cleavage. The utility of this process is showcased by a broad scope of the method, including various sensitive functional groups, late-stage modification and the synthesis of drug molecules (>80 examples). Remarkable selectivity towards different functional groups and within different amide and ester electrophiles

  酰胺键是化学和生物学中最基本的官能团之一，在许多简化关键药物和工业分子合成的过程中发挥着核心作用。尽管酰胺的合成是学术和工业科学家最常进行的反应之一，但由于该过程不利的动力学和热力学贡献，叔酰胺的直接转酰胺具有挑战性。在此，我们报告了第一种通用的、温和的和高度化学选择性的方法，用于通过非亲核胺的直接酰基 NC 键裂解对未活化的叔酰胺进行转酰胺。这种操作简单的方法是在没有过渡金属的情况下进行的，并且在异常温和的反应条件下进行。在这种情况下，我们进一步描述了大量烷基酯的直接酰胺化，以通过酰基 CO 键裂解提供具有极好的选择性的酰胺键。该方法的广泛应用展示了该过程的实用性，包括各种敏感的官能团、后期修饰和药物分子的合成（> 80 个例子）。观察到对不同官能团以及不同酰胺和酯亲电试剂的显着选择性，这是使用现有方法不可行的。进行了广泛的实验和计算研究，以深入了解高选择性的机制和起源。我们进一步提出了
• TEMPO-Catalyzed Aerobic Oxidative Selenium Insertion Reaction: Synthesis of 3-Selenylindole Derivatives by Multicomponent Reaction of Isocyanides, Selenium Powder, Amines, and Indoles under Transition-Metal-Free Conditions
  作者：Huan Liu、Yi Fang、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1021/acs.orglett.7b03783

  日期：2018.2.16

  A novel and efficient approach for the selenium functionalization of indoles was developed with selenium powder as the selenium source, catalyzed by 2,2,6,6-tetramethylpiperidinooxy (TEMPO) and employing O2 as the green oxidant. This protocol provides a practical route for the synthesis of 3-selenylindole derivatives and has the advantages of readily available starting materials, mild reaction conditions

  以2,2,6,6-四甲基哌啶子基氧（TEMPO）为催化剂，以O 2为绿色氧化剂，以硒粉为硒源，开发了一种新型高效的吲哚硒官能化方法。该方案提供了合成3-硒基吲哚衍生物的实用途径，并具有易于获得的起始原料，温和的反应条件和广泛的底物的优点。电子自旋共振（ESR）研究表明，该方法涉及通过原位生成的硒酸盐的氧化形成以氮为中心的自由基和硒自由基。