N-苄基马来酰亚胺 | 1631-26-1

• 物质功能分类: 化学试剂 - 有机试剂 - 酰亚胺
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: N-苄基马来酰亚胺
• 中文别名: 苄基马来酰亚胺
• 英文名称: 1-benzyl-1H-pyrrole-2,5-dione
• 英文别名: N-Benzylmaleimide；1-benzylpyrrole-2,5-dione
• CAS: 1631-26-1
• 化学式: C₁₁H₉NO₂
• mdl: MFCD00014540
• 分子量: 187.198
• InChiKey: MKRBAPNEJMFMHU-UHFFFAOYSA-N

物化性质

• 熔点：
  70 °C (lit.)
• 沸点：
  177 °C / 20mmHg
• 密度：
  1 g/cm3
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物、酸和碱接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险品标志：
  T
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R20/21,R34,R25
• WGK Germany：
  3
• 海关编码：
  2925190090
• 危险品运输编号：
  UN 1759 8/PG 2
• 危险类别：
  8
• 包装等级：
  III
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H314
• 储存条件：
  请将容器密封保存，并存放在阴凉干燥处。

SDS

Name:	N-Benzylmaleimide Material Safety Data Sheet
Synonym:	None Known
CAS:	1631-26-1

Section 1 - Chemical Product MSDS Name:N-Benzylmaleimide Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1631-26-1	N-Benzylmaleimide	ca. 100	216-631-1

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated.
Aspiration may lead to pulmonary edema. May cause systemic effects.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing.
Keep container tightly closed. Do not ingest or inhale. Use only in a chemical fume hood. Discard contaminated shoes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1631-26-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 70 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C11H9NO2
Molecular Weight: 187.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1631-26-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-Benzylmaleimide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: NOT REVIEWED.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: NOT REVIEWED.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: NOT REVIEWED.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 25 Avoid contact with eyes.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1631-26-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1631-26-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1631-26-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

N-苄基马来酰亚胺是一种用于有机合成和医药中间体的有机杂环化合物。

反应信息

• 作为反应物：
  描述：

  N-苄基马来酰亚胺 在 sodium azide 、 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate 作用下， 以 溶剂黄146 为溶剂， 反应 20.0h， 生成 3-azido-1-benzylpyrrolidine-2,5-dione
  参考文献：
  名称：

  一种一锅法合成3-氨基吡咯烷盐酸盐的方法

  摘要：

  本发明涉及精细化工领域，具体涉及一种一锅法合成3‑氨基吡咯烷盐酸盐的方法。该方法利用马来酰亚胺剂化合物先与廉价的叠氮化合物发生步骤一加成反应，再在催化剂作用下，在同一反应过程中发生步骤二羰基氢化还原，叠氮还原，脱除氮原子上连接基团的反应，得到3‑氨基吡咯烷盐酸盐。该合成方法采用一锅法，步骤一结束不需要后处理，反应液可直接转移到反应釜中，进行步骤二的反应，反应路线简单，实验条件宽松，同时环境友好，同时实验操作简单、成本较低。

  公开号：

  CN112094215B
• 作为产物：
  描述：

  3-(Benzylamino)prop-2-enoic acid 在 sodium acetate 、 乙酸酐 作用下， 反应 1.0h， 以80%的产率得到N-苄基马来酰亚胺
  参考文献：
  名称：

  自挥发性聚合物的可变温度触发的热不稳定端盖小文库的制备和表征

  摘要：

  呋喃与马来酰亚胺之间的反应已越来越成为一种令人感兴趣的方法，因为它的可逆性使其成为自修复材料，自毁聚合物，细胞培养用水凝胶和骨修复制剂等应用的有用工具。然而，这些应用中的大多数都依赖于简单的单取代呋喃和简单的马来酰亚胺，并且还没有广泛评估通过简单的底物修饰可实现的固有的潜在热变异性。准备了一个适合上述应用的小型环加合物库，并通过原位1确定了Diels-Alder逆过程的温度依赖性。1 H NMR分析辅以计算计算。所报道的系统的实际温度范围为40至> 110°C。环还原反应比基于材料前沿分子轨道分析所预期的简单趋势所预期的复杂得多。

  DOI：

  10.1021/acs.joc.8b00135
• 作为试剂：
  描述：

  2H-1,3-benzoxazine-3-(4H)-acetonitrile 在 N-苄基马来酰亚胺 、 三氟甲磺酸三甲基硅酯 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 以42%的产率得到[[(2-hydroxyphenyl)methyl]imino]diacetonitrile
  参考文献：
  名称：

  A New General Route to Novel Azomethine Ylides for Cycloaddition Reactions

  摘要：

  DOI：

  10.3987/com-02-9484

文献信息

• Synthesis of Azabicyclo[3.1.0]amine Analogues of Anacardic Acid as Potent Antibacterial Agents
  作者：Ravi Kumar Vempati、N.S. Reddy、Srinivasa Rao Alapati、P.K. Dubey

  DOI：10.14233/ajchem.2013.13338

  日期：——

  Azabicyclo[3.1.0]amine analogues of anacardic acid (16a, 16b, 18a, 18b, 19 and 19b) were synthesized from anacardic acid and tested for their antibacterial activity against Gram positive and Gram negative bacteria. Most of the compounds are having potency at par with ampicillin and inferior with other standard drugs.

  刺檗酸的阿扎双环[3.1.0]胺类似物（16a、16b、18a、18b、19和19b）由刺檗酸合成，并对其抗菌活性进行了针对革兰氏阳性菌和革兰氏阴性菌的测试。大多数化合物在效力上与氨苄西林相当，但逊于其他标准药物。
• Copper-Catalyzed Intermolecular Thioamination of Maleimides with Thiols and Formamides: A One-Step Construction of 3-Amino-4-thiomaleimides Using Formamides as Nitrogen Sources
  作者：Sheng-Yin Zhao、Zhen-Hua Yang、Jia-Nan Zhu、Ze-Hui Jin、Jian Zheng

  DOI：10.1055/s-0037-1610536

  日期：2018.12

  Abstract A highly efficient copper-catalyzed intermolecular C(sp2)–H thioamination of maleimides with thiols and formamides in the presence of fluoroboric acid is reported using various readily available formamides as nitrogen sources and solvents. A diverse range of 3-amino-4-thiomaleimides is obtained with good yields under mild conditions, involving C–N and C–S bond formation. This methodology enriches

  摘要 据报道，在氟硼酸存在下，使用各种现成的甲酰胺作为氮源和溶剂，高效铜催化马来酰亚胺与硫醇和甲酰胺的分子间C（sp 2）–H硫胺化反应。在温和条件下，涉及C–N和C–S键的形成，可以得到各种多样的3-氨基-4-硫代马来酰亚胺，并具有良好的收率。这种方法学丰富了当前的C–N和C–S键形成化学，并且具有操作简便和出色的官能团耐受性的特点。 据报道，在氟硼酸存在下，使用各种现成的甲酰胺作为氮源和溶剂，高效铜催化马来酰亚胺与硫醇和甲酰胺的分子间C（sp 2）–H硫胺化反应。在温和条件下，涉及C–N和C–S键的形成，可以得到各种多样的3-氨基-4-硫代马来酰亚胺，并具有良好的收率。这种方法学丰富了当前的C–N和C–S键形成化学，并且具有操作简便和出色的官能团耐受性的特点。
• [EN] COMPOUNDS<br/>[FR] COMPOSÉS
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018137593A1

  公开（公告）日：2018-08-02

  Provided are novel compounds that inhibit LRRK2 kinase activity, processes for their preparation, compositions containing them and their use in the treatment of or prevention of diseases associated with or characterized by LRRK2 kinase activity, for example Parkinson's disease, Alzheimer's disease and amyotrophic lateral sclerosis (ALS).

  提供了抑制LRRK2激酶活性的新化合物，以及它们的制备方法、含有它们的组合物以及它们在治疗或预防与LRRK2激酶活性相关或以其为特征的疾病中的用途，例如帕金森病、阿尔茨海默病和肌萎缩侧索硬化症（ALS）。
• Acid/Phosphide-Induced Radical Route to Alkyl and Alkenyl Sulfides and Phosphonothioates from Sodium Arylsulfinates in Water
  作者：Ya-mei Lin、Guo-ping Lu、Gui-xiang Wang、Wen-bin Yi

  DOI：10.1021/acs.joc.6b02459

  日期：2017.1.6

  can in situ generate arylsulfenyl radicals. These radicals have high reactivity to react with alkynes, alkenes, and H-phosphine oxides for the synthesis of alkyl and alkenyl sulfides and phosphonothioates. The control experiments and quantum calculations are also performed to gain insights into the generation mechanism of arylsulfenyl radicals. Notably, the chemistry is free of thiol odors, organic solvents

  引入了一种新开发的含有酸和磷的水性体系，在该体系中，无味且稳定的芳基亚磺酸钠可以原位生成芳基亚硫基。这些自由基具有与炔烃，烯烃和H-膦氧化物反应的高反应性，以合成烷基硫化物和烯基硫化物以及硫代磷酸硫代酸酯。还进行了控制实验和量子计算，以深入了解芳基亚硫基自由基的生成机理。值得注意的是，该化学物质不含硫醇气味，有机溶剂和金属。
• [EN] DOPAMINE D3 RECEPTOR ANTAGONISTS HAVING A BICYCLO MOIETY<br/>[FR] ANTAGONISTES DU RÉCEPTEUR D3 DE LA DOPAMINE AYANT UN FRAGMENT BICYCLO
  申请人：INDIVIOR UK LTD

  公开号：WO2017021920A1

  公开（公告）日：2017-02-09

  The disclosure provides compounds having formula (I), wherein the substituents are as defined herein. The compounds are useful for modulating the dopamine D3 receptor and for treating conditions associated therewith, such as addictions, drug dependency, and psychiatric conditions.

  该披露提供了具有化学式（I）的化合物，其中取代基如本文所定义。这些化合物可用于调节多巴胺D3受体，并用于治疗与之相关的疾病，如成瘾、药物依赖和精神疾病。

表征谱图