1-(4-硝基苯磺酰基)哌啶 | 64268-93-5

• 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: 1-(4-硝基苯磺酰基)哌啶
• 中文别名: 1-[(4-硝基苯基)磺酰基]哌啶
• 英文名称: 1-((4-nitrophenyl)sulfonyl)piperidine
• 英文别名: 1-[(4-Nitrophenyl)sulfonyl]piperidine；1-(4-nitrophenyl)sulfonylpiperidine
• CAS: 64268-93-5
• 化学式: C₁₁H₁₄N₂O₄S
• mdl: MFCD00276970
• 分子量: 270.309
• InChiKey: XDPAFNJUKBYWBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2935009090
• 储存条件：
  应存于室温、密封、干燥处。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
1-[(4-Nitrophenyl)sulfonyl]piperidine
Product Name:
Synonyms:

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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

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Section 3. Composition/information on ingredients.
1-[(4-Nitrophenyl)sulfonyl]piperidine
Ingredient name:
CAS number: 64268-93-5

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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:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C11H14N2O4S
Molecular weight: 270.3

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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, sulfur 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

制备方法与用途

VP-4509是一种针对甲氧西林耐药金黄色葡萄球菌（MRSA）的试剂，其最低抑菌浓度为49.3 µM。此外，VP-4509对革兰氏阴性细菌铜绿假单胞菌也显示出很高的抗菌活性。

反应信息

• 作为反应物：
  描述：

  1-(4-硝基苯磺酰基)哌啶 在 palladium on activated charcoal 、 氢气 、 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-(2,5-dimethylphenyl)-N-(4-(piperidin-1-ylsulfonyl)phenyl)thiazole-2-carboxamide
  参考文献：
  名称：

  [EN] VACCINE ADJUVANT
  [FR] ADJUVANT DE VACCIN

  摘要：

  提供了作为辅助剂有用的化合物，例如，公式（I）-（VI）及其用途，例如与免疫原性部分或其他辅助剂一起使用。

  公开号：

  WO2020086625A1
• 作为产物：
  描述：

  对硝基苯磺酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成 1-(4-硝基苯磺酰基)哌啶
  参考文献：
  名称：

  通过 Oxyma-O-磺酸盐合成磺酰胺 - 与酸敏感基团和固相肽合成的兼容性

  摘要：

  报道了一种通过将磺酸基活化为相应的 2-氰基-2-(羟基亚氨基)乙酸乙酯 (Oxyma) 磺酸酯来合成磺胺类药物的更温和、更有效的方法。为此，此方法比所有其他现有协议更环保。其他重要优势在于 (a) 在环境和温和条件下适用于亲核性较低的苯胺，以及 (b) 与固相肽合成和酸不稳定基团如三苯甲基 (Trt) 和 tBu 的相容性，这使固相合成成为可能各种肽的磺胺类药物。为了说明这一点，使用基于 Fmoc 的固相肽合成 (SPPS) 证明了肽 GAILG-NH2 的三种磺酰胺衍生物的合成，这与治疗 2 型糖尿病的药物设计相关。

  DOI：

  10.1002/ejoc.201201571

文献信息

• Arenesulfonylheterocycles (I): Synthesis and reactions of 2-benzenesulfonyl-4,5-dichloropyridazin-3-ones with amines
  作者：Deok-Heon Kweon、Ho-Kyun Kim、Jeum-Jong Kim、Hyun A. Chung、Yong-Jin Yoon、Woo Song Lee、Sung-Kyu Kim

  DOI：10.1002/jhet.5570390129

  日期：2002.1

  The direct sulfonylation of 4,5-dichloropyridazin-3-ones with some benzenesulfonyl chlorides in the presence of base in tetrahydrofuran gave only the corresponding N-sulfonylated product. The reaction of 2-benzenesulfonyl-4,5-dichloropyridazin-3-ones with some aliphatic amines under neutral conditions afforded 5-alkylamino-2-benzenesulfonyl-4-chloropyridazin-3-ones and/or the corresponding N-alkyl

  在碱存在下，在四氢呋喃中用一些苯磺酰氯直接将4,5-二氯哒嗪-3-酮磺酰化，仅得到相应的N-磺酰化产物。2-苯磺酰基-4，5-二氯哒嗪-3-酮与一些脂族胺在中性条件下的反应得到5-烷基氨基-2-苯磺酰基-4-氯哒嗪-3-酮和/或相应的N-烷基-苯磺酰胺。
• Neuropeptide Y antagonists
  申请人：Pfizer Inc.

  公开号：US06407120B1

  公开（公告）日：2002-06-18

  The compound is a neuropeptide Y antagonist and is effective in treating feeding disorders, cardiovascular diseases and other physiological disorders.

  这种化合物是一种神经肽Y拮抗剂，对治疗进食障碍、心血管疾病和其他生理紊乱有效。
• Effect of Amine Nature on Reaction Rate and Mechanism in Nucleophilic Substitution Reactions of 2,4-Dinitrophenyl X-Substituted Benzenesulfonates with Alicyclic Secondary Amines
  作者：Ik-Hwan Um、Sun-Mee Chun、Ok-Mi Chae、Mizue Fujio、Yuho Tsuno

  DOI：10.1021/jo049812u

  日期：2004.4.1

  governed by the amine basicity as well as the electronic nature of the substituent X. The S−O bond fission proceeds through an addition intermediate with a change in the rate-determining step at pKa° = 9.1. The secondary amines are more reactive than primary amines of similar basicity for the S−O bond fission. The k1 value has been determined to be larger for reactions with secondary amines than with primary

  已经测量了2，4-二硝基苯基X-取代的苯磺酸盐与一系列脂环族仲胺的反应的二级速率常数。反应通过SO和CO键裂变途径竞争地进行。随着胺碱度的增加，S-O键裂变更主要地发生，并且磺酰基部分中的取代基X变得更强地吸电子，这表明区域选择性受胺碱度以及取代基X的电子性质支配。 S-O键裂变通过加成中间体进行，其中速率确定步骤的变化为p K a °= 9.1。对于S-O键裂变，仲胺比具有类似碱性的伯胺更具反应性。的ķ 1已确定与仲胺的反应比与相似碱性的伯胺的反应的值更大，这充分说明了它们较高的反应性。S-O键裂变的二阶速率常数在线性Yukawa-Tsuno图中产生，而C-O键裂变的二阶速率常数与取代基X的电子性质相关性较弱。距离效应和反应机理的性质有人认为这是造成C-O键裂变路径相关性较差的原因。
• Functionalization of Piperidine Derivatives for the Site‐Selective and Stereoselective Synthesis of Positional Analogues of Methylphenidate
  作者：Wenbin Liu、Tobias Babl、Alexander Röther、Oliver Reiser、Huw M. L. Davies

  DOI：10.1002/chem.201905773

  日期：2020.4

  Rhodium-catalyzed C-H insertions and cyclopropanations of donor/acceptor carbenes have been used for the synthesis of positional analogues of methylphenidate. The site selectivity is controlled by the catalyst and the amine protecting group. C-H functionalization of N-Boc-piperidine using Rh2 (R-TCPTAD)4 , or N-brosyl-piperidine using Rh2 (R-TPPTTL)4 generated 2-substitited analogues. In contrast,

  铑催化的供体/受体碳烯的CH插入和环丙烷化已用于合成哌醋甲酯的位置类似物。位置选择性由催化剂和胺保护基控制。使用Rh2（R-TCPTAD）4的N-Boc-哌啶的CH官能化，或使用Rh2（R-TPPTTL）4的N-溴化哌啶的CH官能化生成2取代的类似物。相反，当将N-α-氧代芳基乙酰基-哌啶与Rh2（S-2-Cl-5-BrTPCP）4组合使用时，CH官能化会产生4位被怀疑的类似物。最后，通过N-Boc-四氢吡啶的环丙烷化，然后还原环丙烷的立体和立体选择性开环，间接制备3-取代的类似物。
• A New Method for the Preparation of Nitrogen-containing Cyclic Compounds from<i>p</i>-Nitrobenzenesulfonamide and Alkyl Bis(diphenylphosphinite)s by Oxidation–Reduction Condensation Using 1-Azidoadamantane
  作者：Teruaki Mukaiyama、Kiichi Kuroda、Hidenori Aoki

  DOI：10.1246/cl.2005.1644

  日期：2005.12

  A new and efficient method was established for the preparation of nitrogen-containing cyclic compounds from p-nitrobenzenesulfonamide, bisphosphinites, and 1-azidoadamantane in good yields under ne...

  建立了一种以对硝基苯磺酰胺、双亚膦酸盐和1-叠氮基金刚烷为原料制备含氮环状化合物的新方法，该方法收率良好，且...