4-苯磺酰氨基苯甲酸甲酯 | 107920-79-6

• 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-苯磺酰氨基苯甲酸甲酯
• 英文名称: methyl 4-(phenylsulfonamido)benzoate
• 英文别名: methyl 4‑(phenylsulfonamido)benzoate；4-Benzolsulfonylamino-benzoesaeuremethylester；Methyl 4-benzenesulfonamidobenzoate；methyl 4-(benzenesulfonamido)benzoate
• CAS: 107920-79-6
• 化学式: C₁₄H₁₃NO₄S
• mdl: MFCD00591212
• 分子量: 291.328
• InChiKey: ZDYHULHEHXQTBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 4-benzenesulfonamidobenzoate
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 4-benzenesulfonamidobenzoate
CAS number: 107920-79-6

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C14H13NO4S
Molecular weight: 291.3

---

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, sulfur oxides.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-苯磺酰氨基苯甲酸甲酯 在 potassium tert-butylate 、 水 作用下， 以 乙醚 为溶剂， 生成 4-苯磺酰氨基苯甲酸
  参考文献：
  名称：

  小分子甘油三磷酸酰基转移酶抑制剂的设计与合成

  摘要：

  肥胖症和其他与甘油三酯含量增加相关的疾病的发病率正在迅速增长，尤其是在美国。甘油 3-磷酸酰基转移酶 (GPAT) 催化甘油脂生物合成的限速步骤，即甘油 3-磷酸与饱和长链酰基辅酶 A 的酰化。为了生产这种酶的小分子抑制剂，设计并合成了一系列苯甲酸和膦酸。该系列的体外测试导致鉴定了几种化合物，特别是 2-(壬基磺酰胺基)苯甲酸 ( 15g )，在完整线粒体分析中具有中等 GPAT 抑制活性。

  DOI：

  10.1021/jm900251a
• 作为产物：
  描述：

  苯磺酰胺 、 对溴苯甲酸甲酯 在 氯化镍二甲氧基乙烷 、 bis(2-phenylpyridinato)(2,2'-bipyridine)iridium(III) hexafluorophosphate 、 四甲基胍 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以84%的产率得到4-苯磺酰氨基苯甲酸甲酯
  参考文献：
  名称：

  通过光敏镍催化磺化芳基和杂芳基卤化物

  摘要：

  本文中，我们报告了一种在磺酰胺和芳基亲电试剂之间形成镍催化的C-N键的高效方法。这项技术为获得广泛的N-芳基和N-杂芳基磺酰胺基序提供了通用途径，这在药物研发中得到了广泛的体现。最初的力学研究表明，一种能量转移机理是C-N键的还原消除是由三重激发的Ni II络合物引起的。还证明了在药理学相关结构合成中的后期磺酰胺化作用。

  DOI：

  10.1002/anie.201800699

文献信息

• AN IMPROVED LED BASED PHOTOCHEMICAL REACTOR
  申请人：PIRAMAL PHARMA LIMITED

  公开号：US20210229063A1

  公开（公告）日：2021-07-29

  The present invention provides an improved photochemical rector assembly device, particularly a light emitting diode (LED) based small photochemical reactor and methods for performing the photochemical transformations using the instantly presented device. Accordingly, the present invention relates to an improved photochemical transformation reaction by exposing the reaction mixture to a photochemical rector device as shown in fig. A-G, comprising of (i) light emitting diode (LED) panel ( 1 ), (ii) Aluminium based heat sink, and (iii) cooling fan.

  本发明提供了一种改进的光化学反应器装配设备，特别是基于发光二极管（LED）的小型光化学反应器以及使用即时呈现的设备执行光化学转化的方法。因此，本发明涉及通过将反应混合物暴露于图A-G所示的光化学反应器装置以实现改进的光化学转化反应，该装置包括（i）发光二极管（LED）面板（1），（ii）铝基散热器和（iii）冷却风扇。
• Copper (II) Complex Immobilized on Magnetic Nanoparticles: Fe3O4@Dopamine-PO-CuBr2 as New and Highly Efficient Nanocatalyst for Synthesis of N-aryl Sulfonamides
  作者：Wu Wei、Zhao Yan Xia、Li-Yuan Chang

  DOI：10.1007/s10562-023-04434-8

  日期：2024.4

  [Fe3O4@Dopamine-PO-CuBr2] by immobilizing CuBr2 on magnetic Fe3O4 nanoparticles coated with dopamine. This nanocatalyst was utilized for the synthesis of N-aryl sulfonamides via a convenient one-pot three-component reaction involving aryl boronic acids, aryl amines, and DABSO as the SO2 source. The spectroscopic techniques employed thoroughly validated the successful preparation of the [Fe3O4@Dopamine-PO-CuBr2] nanocomposite

  含有磺酰胺基团的分子在医学和药物化学中具有显着的生物活性，表现出有价值的抗菌和抗寄生虫特性。近年来，将金属催化剂（包括铜、钯、镍和锌）固定在配体修饰的 Fe3O4 纳米颗粒表面，已成为增强化学反应的有效且引人注目的催化策略。在本研究中，我们通过将CuBr 2固定在多巴胺包覆的磁性Fe 3 O 4纳米颗粒上，成功制备了一种新型高效的磁可恢复纳米催化剂[Fe 3 O 4 @Dopamine-PO-CuBr 2 ]。该纳米催化剂用于通过方便的一锅三组分反应合成N-芳基磺酰胺，涉及芳基硼酸、芳基胺和DABSO作为SO 2源。采用的光谱技术彻底验证了[Fe 3 O 4 @Dopamine-PO-CuBr 2 ]纳米复合材料的成功制备。值得注意的是，我们的研究通过提出一种精心设计的纳米催化剂来有效促进N-芳基的合成，增加了重要的科学价值磺胺类药物。[Fe 3 O 4 @Dopamine-PO-CuBr
• Thiocyanate promoted difunctionalization and cyclization of unsaturated C–C bonds to construct 1-sulfur-2-nitrogen-functionalized alkenes and 2-thiocyanate indolines
  作者：Hong Qin、Feng Chen、Jinze Du、Xiaobing Yang、Yiping Huang、Kai Zhu、Changhai Yue、Zheng Fang、Kai Guo

  DOI：10.1039/d3ob01864d

  日期：——

  iodobenzene diacetate (PIDA) as the oxidant and potassium thiocyanate (KSCN) as the thiocyanate (SCN) source has been developed. The interconversion of thiocyanate (SCN) and isothiocyanate (NCS) groups simultaneously forms C–N and C–S bonds in this metal-free approach, while introducing important functional groups into homemade alkynes. A radical-chain mechanism, involving competing kinetically controlled chain

  一种前所未有的一锅法，使用市售的廉价碘苯二乙酸酯（PIDA）作为氧化剂，从不对称炔酰胺（容易获得且普遍可用的酰胺）中获得高度区域选择性的1-硫官能化的2-氮官能化的烯烃和2-硫氰酸二氢吲哚硫氰酸钾（KSCN）作为硫氰酸盐（SCN）源已被开发出来。在这种无金属方法中，硫氰酸酯（SCN）和异硫氰酸酯（NCS）基团的相互转化同时形成C-N和C-S键，同时将重要的官能团引入自制炔烃中。在这种温和的方法中，提出了一种自由基链机制，涉及硫氰分子的 S 原子上的竞争性动力学控制链转移和硫氰分子的 N 原子上的空间控制链转移。
• Heterogeneous metallaphotocatalytic Cross-Coupling reactions by a carbon Nitride-Nickel catalyst
  作者：Huali Zhang、Xiaoxiao Chen、Jiajia Cheng、Xintuo Yang、Wei Lin、Yidong Hou、Guigang Zhang、Xinchen Wang

  DOI：10.1016/j.jcat.2024.115461

  日期：2024.5

  sites for Ni (II) ions through the Hard-Soft Acid-Base (HSAB) effect, thereby facilitating charge transmission between semiconductor and metal centers. Consequently, the integrated carbon nitride nickel (Ni/MCN-B) heterogeneous photocatalyst demonstrates high effectiveness in diverse photocatalytic C-N coupling reactions (21 examples, up to 93% yield) under conditions free from organic ligands and additives

  多相光催化剂与镍催化的结合因其在有机合成中实现不同的金属光氧化还原过程的能力而引起了人们的极大兴趣。然而，光催化剂的稳健性和可回收性方面的挑战仍然存在。在此，提出了一种具有故意引入的缺陷和专门设计的活性位点的结晶氮化碳（MCN-B）光催化剂。结果表明，通过结合去质子化的氰基（N-CN）位点，该主体材料可以通过硬软酸碱（HSAB）效应为 Ni（II）离子提供稳定的结合位点，从而促进半导体和半导体之间的电荷传输。金属中心。因此，集成氮化碳镍 (Ni/MCN-B) 多相光催化剂在不含有机配体和添加剂的条件下在各种光催化 CN 偶联反应中表现出高效性（21 个例子，产率高达 93%），这对均相催化剂。此外，Ni/MCN-B催化剂表现出显着的可回收性，在10次循环后仍保持其光氧化还原效率，活性损失最小，金属浸出率降低，这标志着光催化系统设计领域的重大进步。
• Design and synthesis of a novel class of histone deacetylase inhibitors
  作者：Rico Lavoie、Giliane Bouchain、Sylvie Frechette、Soon Hyung Woo、Elie Abou Khalil、Silvana Leit、Marielle Fournel、Pu T. Yan、Marie-Claude Trachy-Bourget、Carole Beaulieu、Zuomei Li、Jeffrey Besterman、Daniel Delorme

  DOI：10.1016/s0960-894x(01)00552-2

  日期：2001.11

  Histone deacetylase inhibitors (HDACs) have emerged as a novel class of antiproliferative agents. Utilizing structure-based design, the synthesis of a series of sulfonamide hydroxamic acids is described. Further optimization of this series by substitution of the terminal aromatic ring yielded HDAC inhibitors with good in vitro and in vivo activities. (C) 2001 Elsevier Science Ltd. All rights reserved.