N-(3-氯苯基)邻苯二甲酰亚胺 | 42251-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: N-(3-氯苯基)邻苯二甲酰亚胺
• 中文别名: N-(3-氯丙基)邻苯二甲酰亚胺；2-(3-氯丙基)-1H-异吲哚-1,3(2H)-二酮；2-(2,5-二甲基氨基甲酰)苯基乙酸
• 英文名称: N-(3-chloropropyl)phthalimide
• 英文别名: 2-(3-chloropropyl)isoindoline-1,3-dione；2-(3-chloropropyl)-1H-isoindole-1,3(2H)-dione；2-(3-chloropropyl)isoindole-1,3-dione
• CAS: 42251-84-3
• 化学式: C₁₁H₁₀ClNO₂
• 分子量: 223.659
• InChiKey: FPOGOQMFQWNJNV-UHFFFAOYSA-N

物化性质

• 熔点：
  67.5-68.5 °C
• 沸点：
  348.1±25.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  存储在惰性气体中，并置于室温环境。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(3-Chloropropyl)isoindole-1,3-dione
Synonyms: 2-(3-Chloropropyl)-1h-isoindole-1,3(2h)-dione

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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-(3-Chloropropyl)isoindole-1,3-dione
CAS number: 42251-84-3

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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: C11H10ClNO2
Molecular weight: 223.7

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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, hydrogen chloride.

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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：

  N-(3-氯苯基)邻苯二甲酰亚胺 在 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以90%的产率得到N-(3-chloropropyl)isoindoline
  参考文献：
  名称：

  乙硼烷将邻苯二甲酰亚胺转化为异吲哚啉

  摘要：

  本文描述了通过乙硼烷将 N- 烷基取代的邻苯二甲酰亚胺还原 成相应的异吲哚啉。

  DOI：

  10.1007/s00706-006-0554-5
• 作为产物：
  描述：

  1,3-dioxoisoindolin-2-yl 4-chlorobutanoate 在 新铜试剂 、 copper(l) cyanide 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以74%的产率得到N-(3-氯苯基)邻苯二甲酰亚胺
  参考文献：
  名称：

  光诱导、铜催化脱羧 C-N 偶联生成受保护的胺：Curtius 重排的替代方法

  摘要：

  Curtius 重排是将羧酸转化为受保护胺的经典、强大的方法，但其广泛使用受到安全问题（需要处理叠氮化物）的阻碍。我们开发了 Curtius 重排的替代方案，它采用铜催化剂与蓝光 LED 照射相结合，实现脂肪族羧酸衍生物（特别是容易获得的 N-羟基邻苯二甲酰亚胺酯）的脱羧偶联，在温和条件下提供受保护的胺。这种 CN 键形成过程与多种官能团兼容，包括醇、醛、环氧化物、吲哚、硝基烷烃和硫化物。控制反应和机理研究与铜物种参与光化学和关键键形成步骤的假设一致，

  DOI：

  10.1021/jacs.7b07546

文献信息

• Three-Component Coupling Reaction in Water: A One-Pot Protocol for the Construction of P-S-C(sp³ ) and P-Se-C(sp³ ) Bonds
  作者：Xinghua Zhang、Zheng Shi、Changwei Shao、Jinlong Zhao、Dungai Wang、Gaoqi Zhang、Liang Li

  DOI：10.1002/ejoc.201700344

  日期：2017.4.10

  A one-pot, three-component coupling reaction of primary alkyl halides (or tosylates), elemental sulfur/selenium, and P(O)–H compounds in water was developed. This procedure affords valuable phosphorothioates/phosphoroselenoates, including P-chiral compounds, with broad substrate scope and high efficiency. Moreover, this facile protocol can be applied to gram-scale preparations.

  开发了伯烷基卤化物（或甲苯磺酸盐）、元素硫/硒和 P(O)–H 化合物在水中的一锅三组分偶联反应。该过程提供了有价值的硫代磷酸酯/硒代磷酸酯，包括 P-手性化合物，具有广泛的底物范围和高效率。此外，这种简便的协议可以应用于克级制剂。
• 一种二苯基硫(硒)代膦酸酯的绿色制备方法
  申请人：上海应用技术学院

  公开号：CN106188136B

  公开（公告）日：2018-06-22

  本发明公开了一种二苯基硫(硒)代膦酸酯的绿色制备方法。本发明的方法具体步骤如下：1)将碱、一级卤代烃或一级烷基对甲基苯磺酸酯类化合物、硫(硒)粉、二苯基膦氧在水中混合，25～60℃温度下反应12～24h后，冷却至室温，得反应液；2)将所得反应液用有机溶剂萃取、浓缩、分离纯化，即得二苯基硫(硒)代膦酸酯。本发明的制备方法绿色环保，工艺简单，操作方便，反应条件温和，底物范围广，具有较高的产率，适合推广应用。
• [EN] SUBSTITUTED PYRROLOPYRIDINES<br/>[FR] PYRROLOPYRIDINES SUBSTITUES
  申请人：ASTRAZENECA AB

  公开号：WO2004016609A1

  公开（公告）日：2004-02-26

  There are provided novel compounds of formula (I) wherein R1, R2 and R3 are as defined in the specification and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the kinase Itk.

  提供了式(I)的新化合物，其中R1、R2和R3如规范中所定义，并且其药学上可接受的盐；以及它们的制备方法、含有它们的组合物以及它们在治疗中的用途。这些化合物是激酶Itk的抑制剂。
• Squaryl group modified phosphoglycolipid analogs as potential modulators of GPR55
  作者：Feiqing Ding、Adam T. Guy、Peter Greimel、Yoshio Hirabayashi、Hiroyuki Kamiguchi、Yukishige Ito

  DOI：10.1039/c8cc04467h

  日期：——

  extending axons during central nervous system development by activating the class A G protein coupled receptor (GPR) 55 of spinal cord sensory axons. GPR55 not only plays an important role during development, but is also implicated in many disease states, rendering molecules that target GPR55 of widespread interest. In this study, we developed synthetic access to a novel class of LPGlc analogues featuring

  溶血磷脂酰葡糖苷（LPGlc）是一种结构独特的糖脂，可通过激活脊髓感觉轴突的AG蛋白偶联受体（GPR）55类在中枢神经系统发育过程中作为延伸轴突的指导线索。GPR55不仅在发育过程中起着重要作用，而且还牵涉到许多疾病状态，使靶向GPR55的分子引起广泛关注。在这项研究中，我们开发了对新型LPGlc类似物的合成途径，其中LPGlc类似物的特征是方酸二酰胺基团作为磷酸二酯的替代物。我们报告了一系列LPGlc类似物的简便合成，它们依赖GPR的生物学活性以及关于GPR55调节的结构活性关系的系统分析。
• Efficient Solution-Phase Synthesis of 4,5,7-Trisubstituted Pyrrolo[3,2-<i>d</i>]pyrimidines
  作者：Weihe Zhang、Jing Liu、Michael A. Stashko、Xiaodong Wang

  DOI：10.1021/co300106f

  日期：2013.1.14

  an efficient and robust route to synthesize 4,5,7-trisubstituted pyrrolo[3,2-d]pyrimidines as potent kinase inhibitors. This solution-phase synthesis features a SNAr substitution reaction, cross-coupling reaction, one-pot reduction/reductive amination and N-alkylation reaction. These reactions occur rapidly with high yields and have broad substrate scopes. A variety of groups can be selectively introduced

  我们已经开发出一种有效而强大的途径来合成4,5,7-三取代的吡咯并[3,2-d]嘧啶类作为有效的激酶抑制剂。该溶液相合成具有SNAr取代反应，交叉偶联反应，一锅还原/还原胺化和N-烷基化反应的特征。这些反应以高收率迅速发生并且具有广泛的底物范围。在合成的后期，可以将各种基团选择性地引入到4,5,7-三取代的吡咯并嘧啶的N5和C7位，从而提供了一种探索吡咯并嘧啶衍生物的结构-活性关系的高效方法。已经针对一组48种激酶对4种合成类似物进行了分析，并确定了一种新的选择性FLT3抑制剂9。