4-(甲基磺酰胺)苯甲酸甲酯 | 50790-28-8

• 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-(甲基磺酰胺)苯甲酸甲酯
• 英文名称: methyl 4-(methanesulfonylamino)benzoate
• 英文别名: methyl 4-(methanesulfonamido)benzoate；methyl 4-(methylsulfonamido)benzoate；4-methanesulfonylamino-benzoic acid methyl ester；methyl 4-methanesulfonamidobenzoate
• CAS: 50790-28-8
• 化学式: C₉H₁₁NO₄S
• mdl: MFCD00590400
• 分子量: 229.257
• InChiKey: QFDZXBAQIPTWSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 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-methanesulfonamidobenzoate
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-methanesulfonamidobenzoate
CAS number: 50790-28-8

---

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: C9H11NO4S
Molecular weight: 229.3

---

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-(甲基磺酰胺)苯甲酸甲酯 在 氯胺 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到苯甲酸甲酯
  参考文献：
  名称：

  方便的芳香胺还原性脱氨（加氢脱氨）。

  摘要：

  芳族胺的还原性脱氨基（加氢脱氨基）可通过在碱性条件下使用氯胺胺化相应的芳基胺甲磺酰胺来方便地进行。中间体芳基甲磺酰基肼直接消除甲亚磺酸，得到二氮杂苯，其挤出氮得到所需的脱氨基产物。磺酰胺的形成和还原反应均以高收率发生，并且与多种官能团相容。

  DOI：

  10.1021/jo010681w
• 作为产物：
  描述：

  甲烷磺酰基叠氮化物 、 4-甲氧羰基苯硼酸 在 copper(l) chloride 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以87%的产率得到4-(甲基磺酰胺)苯甲酸甲酯
  参考文献：
  名称：

  10.1021/ol403717

  摘要：

  DOI：

  10.1021/ol403717

文献信息

• Mild hypervalent iodine mediated oxidative nitration of N-aryl sulfonamides
  作者：Ulrich Kloeckner、Boris J. Nachtsheim

  DOI：10.1039/c4cc04738a

  日期：——

  An oxidative and acid-free method for the nitration of N-aryl sulfonamides has been developed using a combination of sodium nitrite as cheap and easy to handle NO2-source and the hypervalent iodine reagent PIFA as stoichiometric oxidant. Under very mild reaction conditions, the desired mononitrated aryl sulfonamides were isolated in up to 87% yield. This is the first example of an iodane-mediated oxidative nitration.

  已开发出一种无氧化剂和酸的N-芳基磺酰胺硝化方法，该方法采用廉价的亚硝酸钠作为易处理的NO2来源，以及高价碘试剂PIFA作为定量氧化剂。在非常温和的反应条件下，所期望的单硝基芳基磺酰胺以高达87%的产率被分离出来。这是首次报道碘烷介导的氧化硝化反应。
• A Gold Carbene Manifold to Prepare Fused γ-Lactams by Oxidative Cyclisation of Ynamides
  作者：Fernando Sánchez-Cantalejo、Joshua D. Priest、Paul W. Davies

  DOI：10.1002/chem.201804378

  日期：2018.11.22

  in γ‐lactam synthesis but are limited by preferential over‐oxidation to form α‐keto imides. Evaluating the factors that might limit N‐cyclisation pathways led to effective gold‐catalysed conditions that allow access to different fused γ‐lactams on changing the ynamide N‐substituent and accommodate previously incompatible substitution patterns. New and efficient methods for the synthesis of functionalised

  金催化的炔酰胺氧化环化反应在γ-内酰胺合成中具有广阔的前景，但受到优先过度氧化形成α-酮酰亚胺的限制。评估可能限制N环化途径的因素导致了有效的金催化条件，允许在改变 ynamide N取代基时获得不同的稠合 γ-内酰胺，并适应以前不相容的取代模式。提出了合成功能化 3-芳基吲哚和环庚[c]吡咯-1-酮衍生物的新且有效的方法。这些条件说明了金催化与其他金属的互补性。
• NOVEL COMPOUNDS
  申请人：Buttar David

  公开号：US20080153812A1

  公开（公告）日：2008-06-26

  There is provided a compound of formula (I): or a pharmaceutically acceptable salt thereof. There are also provided processes for the manufacture of a compound of Formula 1, and the use of a compound of Formula 1 as a medicament and in the treatment of cancer.

  提供了一个式(I)的化合物，或其药用可接受的盐。还提供了制备式1化合物的方法，以及将式1化合物用作药物和用于癌症治疗的用途。
• [EN] SUBSTITUTED INHIBITORS OF MENIN-MLL AND METHODS OF USE<br/>[FR] INHIBITEURS SUBSTITUÉS DE MÉNINE-MLL ET MÉTHODES D'UTILISATION
  申请人：KURA ONCOLOGY INC

  公开号：WO2019060365A1

  公开（公告）日：2019-03-28

  The present disclosure provides methods of inhibiting the interaction of menin with MLL1, MLL2 and MLL-fusion oncoproteins. The methods are useful for the treatment of leukemia, solid cancers, diabetes and other diseases dependent on activity of MLL1, MLL2, MLL fusion proteins, and/or menin. Compositions for use in these methods are also provided.

  本公开提供了抑制menin与MLL1、MLL2和MLL融合致癌蛋白相互作用的方法。这些方法对治疗依赖于MLL1、MLL2、MLL融合蛋白和/或menin活性的白血病、实体癌症、糖尿病和其他疾病是有用的。同时还提供了用于这些方法的组合物。
• Synthesis and comparative carbonic anhydrase inhibition of new Schiff’s bases incorporating benzenesulfonamide, methanesulfonamide, and methylsulfonylbenzene scaffolds
  作者：Adel S. El-Azab、Alaa A.-M. Abdel-Aziz、Silvia Bua、Alessio Nocentini、Mohammed M. Alanazi、Nawaf A. AlSaif、Ibrahim A. Al-Suwaidan、Mohamed M. Hefnawy、Claudiu T. Supuran

  DOI：10.1016/j.bioorg.2019.103225

  日期：2019.11

  Herein, we report the synthesis, characterization, and carbonic anhydrase (CA) inhibition of the newly synthesized Schiff’s bases 4–18 with benzenesulfonamide, methanesulfonamide, and methylsulfonylbenzene scaffolds. The compound inhibition profiles against human CA (hCA) isoforms I, II, IX, and XII were compared to those of the standard inhibitors, acetazolamide (AAZ) and SLC-0111 (a CA inhibitor

  在这里，我们报告的新合成的席夫碱的合成，表征和碳酸酐酶（CA）抑制4 - 18与苯磺酰胺，甲烷和methylsulfonylbenzene支架。将针对人CA（hCA）同工型I，II，IX和XII的化合物抑制谱与标准抑制剂乙酰唑胺（AAZ）和SLC-0111（用于低氧治疗的II期临床试验中的CA抑制剂）进行了比较肿瘤）。hCA I被化合物4a-8a抑制，抑制常数（K I）在93.5-428.1 nM之间（AAZ和SLC-0111：K I，分别为250.0和5080.0 nM）。化合物4a-8a被证明是有效的hCA II抑制剂，K I范围为18.2至133.3 nM（AAZ和SLC-0111：K I分别为12.0和960.0 nM）。化合物4a-8a有效抑制hCA IX，K I范围为8.5-24.9 nM。这些值优于或等于AAZ和SLC-0111的值（分别为K I，25.0和45.0 nM）。化合物4a-8a显示出有效的hCA