N-苄基-3-溴苯磺酰胺 | 625470-36-2

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 磺胺类药及增效剂
• 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: N-苄基-3-溴苯磺酰胺
• 中文别名: N-苯甲基-3-溴苯磺酰胺
• 英文名称: 3-bromo-N-benzylbenzenesulfonamide
• 英文别名: N-benzyl-3-bromobenzenesulfonamide；N-Benzyl 3-bromobenzenesulfonamide
• CAS: 625470-36-2
• 化学式: C₁₃H₁₂BrNO₂S
• mdl: MFCD07363821
• 分子量: 326.214
• InChiKey: HTAWYJSLZQALKS-UHFFFAOYSA-N

物化性质

• 熔点：
  78-82
• 沸点：
  457.9±55.0 °C(Predicted)
• 密度：
  1.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
N-Benzyl 3-bromobenzenesulfonamide
Product Name:
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P302+P352: IF ON SKIN: Wash with soap and water
P321: Specific treatment (see on this label)
P405: Store locked up

---

Section 3. Composition/information on ingredients.
N-Benzyl 3-bromobenzenesulfonamide
Ingredient name:
CAS number: 625470-36-2

---

Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

---

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.
Storage: Store in closed vessels.

---

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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C13H12BrNO2S
Molecular weight: 326.2

---

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 bromide, 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：

  N-苄基-3-溴苯磺酰胺 在 三乙基硅烷 、 四(三苯基膦)钯 、 palladium 10% on activated carbon 、 氢气 、 caesium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、101.33 kPa 条件下， 反应 22.17h， 生成 3'-amino-N-benzylbiphenyl-3-sulfonamide
  参考文献：
  名称：

  Methylprenyl and Prenyl Protection for Sulfonamides

  摘要：

  2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.

  DOI：

  10.1055/s-0034-1379428
• 作为产物：
  描述：

  3-溴苯磺酰氯 在 三乙基硅烷 、 碳酸氢钠 、 caesium carbonate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 N-苄基-3-溴苯磺酰胺
  参考文献：
  名称：

  Methylprenyl and Prenyl Protection for Sulfonamides

  摘要：

  2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.

  DOI：

  10.1055/s-0034-1379428

文献信息

• Merging strain-release and copper catalysis: the selective ring-opening cross-coupling of 1,2-oxazetidines with boronic acids
  作者：Ji-Hang Xu、Zi-Kui Liu、Yan-Liu Tang、Yang Gao、Xiao-Qiang Hu

  DOI：10.1039/d2cc00461e

  日期：——

  first time by copper catalysis. Unlike the known electrophilic oxygen reactivity in coupling with organometallic reagents, 1,2-oxazetidines were utilized as formaldimine precursors in this protocol. Remarkable features of this reaction include simple operation, inexpensive catalyst, broad scope and high regioselectivity, delivering a wide array of aminomethylation products. The practicality of this reaction

  通过铜催化首次实现了 1,2-oxazetidines 与现成的芳基硼酸的前所未有的开环交叉偶联。与已知的与有机金属试剂偶联的亲电氧反应性不同，1,2-oxazetidines 在该协议中被用作福尔马二亚胺前体。该反应的显着特点包括操作简单、催化剂价格低廉、范围广和区域选择性高，可提供多种氨基甲基化产物。该反应的实用性在所得产物的一步下游转化为合成重要分子和生物活性酸的后期修饰中得到验证。
• Protein kinase modulators and methods of use
  申请人：Buhr A. Chris

  公开号：US20060211709A1

  公开（公告）日：2006-09-21

  Substituted aryl 1,4-pyrazine derivatives and their use in treating anxiety disorders, depression and stress related disorders are disclosed.

  本发明揭示了替代芳基1,4-吡嗪衍生物及其在治疗焦虑症、抑郁症和与压力相关的疾病中的应用。
• CARBOXYLIC DERIVATIVES FOR USE IN THE TREATMENT OF CANCER
  申请人：Aymami Bofarull Juan

  公开号：US20110105544A1

  公开（公告）日：2011-05-05

  The invention provides novel compounds of formula (I), wherein: R 1 is a radical derived from one of the known ring systems; R 2 is a phenyl radical optionally substituted; X n represents a birradical selected from the group consisting of: —(CH 2 ) 1-4 —, (C 2 -C 4 )-alkenyl, (C 2 -C 4 )alkynyl, —S—(CH 2 ) 1-3 —#, and —(CH 2 ) 1-3 —O—#; wherein the symbol # indicates the position at which X n is attached to R 1 ; Y n is a birradical selected from the group consisting of: —(CH 2 ) 2-4 —, —S—(CH 2 ) 1-3 #, and —O—(CH 2 ) 1-3 —#; wherein the symbol # indicates the position at which Y n is attached to R 2 ; and R 3 is a radical selected from the group consisting of: —OR 4 . The compounds of formula (I) are useful in the treatment of cancer.

  本发明提供了式（I）的新化合物，其中：R1是从已知环系中派生的基团；R2是可选取代的苯基基团；Xn代表从以下群组中选择的双基团：—（CH2）1-4—，（C2-C4）-烯基，（C2-C4）炔基，—S—（CH2）1-3—#，和—（CH2）1-3—O—#；其中符号#表示Xn连接到R1的位置；Yn代表从以下群组中选择的双基团：—（CH2）2-4—，—S—（CH2）1-3#，和—O—（CH2）1-3—#；其中符号#表示Yn连接到R2的位置；R3是从以下群组中选择的基团：—OR4。式（I）的化合物在癌症治疗中有用。
• 3-环丙基苯磺酰苄胺及其合成方法
  申请人：郑州轻工业大学

  公开号：CN111056979A

  公开（公告）日：2020-04-24

  本发明公开了一种3‑环丙基苯磺酰苄胺及其制备方法，步骤如下：将3‑溴苯磺酸与苄胺溶解于吡啶中，然后加入缩合剂EDC‑HCl，在50‑80℃的条件下反应2~3h，得到3‑溴‑N‑苄基苯磺酰胺；将3‑溴‑N‑苄基苯磺酰胺溶于二氧六环溶液中，然后加入环丙基硼酸，碳酸钠和水，Pd（dppf）Cl2，混合体系在氮气氛围下，110℃反应8~10h，后处理制得3‑环丙基苯磺酰苄胺，该制备方法条件相对温和，产物易处理纯化，适合批量制备。
• Anti-multiple myeloma potential of resynthesized belinostat derivatives: an experimental study on cytotoxic activity, drug combination, and docking studies
  作者：Hong Phuong Nguyen、Quang De Tran、Cuong Quoc Nguyen、Tran Phuong Hoa、Tran Duy Binh、Huynh Nhu Thao、Bui Thi Buu Hue、Nguyen Trong Tuan、Quang Le Dang、Nguyen Quoc Chau Thanh、Nguyen Van Ky、Minh Quan Pham、Su-Geun Yang

  DOI：10.1039/d2ra01969h

  日期：——

  Multiple myeloma is a deadly cancer that is a complex and multifactorial disease.

  多发性骨髓瘤是一种致命的癌症，是一种复杂的多因素疾病。