4-(吗啉-4-羰基)苯甲酸甲酯 | 6724-90-9

• 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-(吗啉-4-羰基)苯甲酸甲酯
• 英文名称: methyl 4-(morpholine-4-carbonyl)benzoate
• CAS: 6724-90-9
• 化学式: C₁₃H₁₅NO₄
• mdl: MFCD00608283
• 分子量: 249.266
• InChiKey: RBQSIESGVUEHQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 4-[(morpholin-4-yl)carbonyl]benzoate
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: Methyl 4-[(morpholin-4-yl)carbonyl]benzoate
CAS number: 6724-90-9

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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.
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: C13H15NO4
Molecular weight: 249.3

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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-(吗啉-4-羰基)苯甲酸甲酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 1-碘丁烷 、 1,8-双二甲氨基萘 、 chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 28.0h， 生成 4-(4-碘苯甲酰基)吗啉
  参考文献：
  名称：

  通过配体辅助卤化物交换实现芳基羧酸的钯催化脱羰碘化

  摘要：

  我们报道了一种高效且广泛适用的钯催化碘化方法，通过原位活化酰基氯并形成鏻盐，对廉价且丰富的芳基和乙烯基羧酸进行碘化。使用 1-碘丁烷作为碘化物源，与碱和脱氧氯化试剂结合使用，可以在 Pd/Xantphos 催化下获得各种芳基和乙烯基碘化物，包括复杂的药物样支架。化学计量实验和动力学分析表明了一种独特的机制，涉及 C−P 还原消除以形成 Xantphos 氯化鏻，随后通过外球亲核取代引发不寻常的卤素交换。

  DOI：

  10.1002/anie.202103269
• 作为产物：
  描述：

  对苯二甲酸单甲酯 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 4-(吗啉-4-羰基)苯甲酸甲酯
  参考文献：
  名称：

  [EN] TETRAHYDROISOQUINOLINE DERIVED PRMT5-INHIBITORS
  [FR] INHIBITEURS DE PRMT5 DÉRIVÉS DE TÉTRAHYDROISOQUINOLÉINE

  摘要：

  式I的化合物，其中：n为1或2；p为0或1；R1可选地为一个或多个卤素或甲基基团；R2a和R2b分别选自以下组：(i) F；(ii) H；(iii) Me；和(iv) CH2OH；R2c和R2d分别选自以下组：(i) F；(ii) H；(iii) Me；和(iv) CH2OH；R3a和R3b分别选自H和Me；R4为H或Me；R5为H或Me；R6a和R6b分别选自H和Me；A为(i)可选地取代的苯基；(ii)可选地取代的萘基；或(iii)可选地取代的C5-12杂环基。

  公开号：

  WO2016034673A1

文献信息

• 从羧酸以铱、钴配合物为催化剂并在蓝光照射下制备酰胺的方法
  申请人：大连理工大学

  公开号：CN112778238B

  公开（公告）日：2022-10-28

  本发明涉及一种从羧酸以铱、钴配合物为催化剂并在蓝光照射下制备酰胺的方法，属于化学领域。该方法为：以R取代的羧酸和R1'、R2'取代的胺类为原料，三苯基膦为脱氧剂，在二氯甲烷中，惰性气氛下，并在蓝光照射下，以[Ir(dF(CF3)ppy)2(dtbbpy)]PF6为光催化剂，Co(dmgH)(dmgH2)Cl2为金属配合物催化剂，反应得到酰胺类化合物；所述R为芳基、杂芳基、被保护的氨基、取代的烷基、取代的芳基或取代的被保护的氨基；所述R1'为氢基、取代的烷基、苯基或取代的苯基；所述R2'为氢基、取代的烷基、苯基或取代的苯基。
• Diphenylsilane as a coupling reagent for amide bond formation
  作者：Morgane Sayes、André B. Charette

  DOI：10.1039/c7gc02643a

  日期：——

  A simple procedure for amide bond formation using diphenylsilane as a coupling reagent is described. This methodology enables the direct coupling of carboxylic acids with primary and secondary amines, releasing only hydrogen and a siloxane as by-products. Only one equivalent of each partner is needed, providing a more sustainable amidation method producing minimal wastes. This methodology was also

  描述了使用二苯基硅烷作为偶联剂形成酰胺键的简单程序。这种方法可以使羧酸与伯胺和仲胺直接偶联，仅释放出氢和作为副产物的硅氧烷。每个合作伙伴只需要一个等价物，即可提供一种可持续性更高的酰胺化方法，从而减少浪费。通过添加Hünig碱（DIPEA）和4-二甲基氨基吡啶（DMAP），该方法还扩展到肽和内酰胺的合成。
• 9-Silafluorenyl Dichlorides as Chemically Ligating Coupling Agents and Their Application in Peptide Synthesis
  作者：Samuel J. Aspin、Sylvain Taillemaud、Patrick Cyr、André B. Charette

  DOI：10.1002/anie.201606120

  日期：2016.10.24

  A fundamentally simple, mild, and practical procedure for peptide bond formation is reported that employs a stoichiometric amount of easy‐to‐access 9‐silafluorenyl dichlorides as the coupling agent. Without initial preactivation or elaboration of the carboxylic acid or amine termini of the amino acids, the developed reagent is proposed to act through an unprecedented chemical ligation mechanism, bringing

  据报道，一种基本简单，温和且实用的肽键形成方法是采用化学计量的易于获得的9-二氟芴基二氯化物作为偶联剂。无需对氨基酸的羧酸或胺末端进行初步的预活化或精加工，就可以开发出一种通过空前的化学连接机制发挥作用的试剂，从而将两个偶联配偶体聚集在一起，然后再将其消除。因此以高收率和低至无差向异构化提供所需的酰胺或肽键。
• 二氨基二膦四齿配体、其钌络合物及上述两者 的制备方法和应用
  申请人：浙江中科创越药业有限公司

  公开号：CN110357923B

  公开（公告）日：2022-02-18

  本发明公开了一种二氨基二膦四齿配体、其钌络合物及上述两者的制备方法和应用。本发明提供一种如式I所示的钌络合物，其中L为如式II所示的二氨基二膦四齿配体，X和Y各自独立地为氯离子、溴离子、碘离子、氢负离子或BH4‑。该钌络合物在酯类化合物催化氢化反应中表现出非常优异的催化活性，不仅收率高，而且反应的化学选择性也非常高，可以兼容共轭和非共轭的碳碳双键、碳碳三键、环氧、卤素及羰基等官能团，具有很大的应用前景。
• Discovery of Novel Thiophene-arylamide Derivatives as DprE1 Inhibitors with Potent Antimycobacterial Activities
  作者：Pengxu Wang、Sarah M. Batt、Bin Wang、Lei Fu、Rongfei Qin、Yu Lu、Gang Li、Gurdyal S. Besra、Haihong Huang

  DOI：10.1021/acs.jmedchem.1c00263

  日期：2021.5.13

  Compounds 23j, 24f, 25a, and 25b exhibited potent in vitro activity against both drug-susceptible (minimum inhibitory concentration (MIC) = 0.02–0.12 μg/mL) and drug-resistant (MIC = 0.031–0.24 μg/mL) tuberculosis strains while retaining potent DprE1 inhibition (half maximal inhibitory concentration (IC50) = 0.2–0.9 μg/mL) and good intracellular antimycobacterial activity. In addition, these compounds showed

  在这项研究中，我们报告了一系列新型噻吩-芳基酰胺化合物的设计和合成，这些化合物来源于非共价癸烯磷酰-β- d-核糖 2'-差向异构酶 (DprE1) 抑制剂 TCA1，通过基于结构的支架跳跃策略。噻吩核心侧翼的两条侧链的系统优化导致新的先导化合物带有噻吩-芳基酰胺支架，具有有效的抗分枝杆菌活性和低细胞毒性。化合物23j、24f、25a和25b在体外表现出有效对药物敏感（最小抑制浓度 (MIC) = 0.02–0.12 μg/mL）和耐药（MIC = 0.031–0.24 μg/mL）结核菌株的活性，同时保留有效的 DprE1 抑制（最大抑制浓度的一半（IC 50） ) = 0.2–0.9 μg/mL) 和良好的细胞内抗分枝杆菌活性。此外，这些化合物表现出良好的肝细胞稳定性和对人ether-à-go-go相关基因（hERG）通道的低抑制作用。具有可接受的药代动力学特性的代表性化合物25a在急