1-苄基-4-(4-硝基苯基)哌嗪 | 16155-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-苄基-4-(4-硝基苯基)哌嗪
• 英文名称: 1-benzyl-4-(4-nitrophenyl)piperazine
• 英文别名: 1-(4-Nitrophenyl)-4-(Phenylmethyl)Piperazine
• CAS: 16155-08-1
• 化学式: C₁₇H₁₉N₃O₂
• mdl: MFCD00215725
• 分子量: 297.357
• InChiKey: NKULTGZUGOISIZ-UHFFFAOYSA-N

物化性质

• 熔点：
  112 °C
• 沸点：
  461.7±45.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.294
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  室温和干燥环境中使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Benzyl-4-(4-nitrophenyl)piperazine
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: 1-Benzyl-4-(4-nitrophenyl)piperazine
CAS number: 16155-08-1

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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: C17H19N3O2
Molecular weight: 297.4

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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：

  1-苄基-4-(4-硝基苯基)哌嗪 在 钯 作用下， 以 苯 为溶剂， 生成 4-[4-(Phenylmethyl)-1-piperazinyl]benzamine dihydrochloride
  参考文献：
  名称：

  Series of 5-[-(4-aryl-1-piperazinyl)alkyl]-2-oxazolidinone derivatives

  摘要：

  揭示了一种治疗过敏性疾病的方法和药物组合物，用于一系列Formula I的5-[(4-芳基-1-哌嗪基)烷基]-2-噁唑烷酮衍生物。这些化合物在抑制活体动物中的I型过敏##STR1##反应方面很有用，因此可用于治疗哮喘、鼻炎、特应性皮炎、慢性荨麻疹、过敏性结膜炎等过敏现象。

  公开号：

  US05086055A1
• 作为产物：
  描述：

  溴甲苯 在 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 1-苄基-4-(4-硝基苯基)哌嗪
  参考文献：
  名称：

  一种新的 HPLC-UV 衍生方法，用于测定原料药中潜在的遗传毒性苄基卤化物†

  摘要：

  卤化苄广泛用作药物合成中的烷基化试剂，是潜在的基因毒性杂质 (PGTI)，需要将其控制在痕量水平。然而，现有的苄基卤分析方法往往存在基体干扰或苄基氯衍生化效率低等问题。在本文中，开发了一种简单的衍生化 HPLC-UV 方法，用于分析原料药中这些残留的痕量苄基卤化物。1-(4-硝基苯基)哌嗪 (4-NPP) 被选为新的衍生化试剂，因为它可以很好地将苄基卤化物衍生物转移到近可见光范围 (392 nm)，这可以最大限度地减少来自原料药的基质干扰和相关杂质。同时，在衍生化之前，使用碘化钾 (KI) 将混合的苄基卤化物转化为苄基碘化物。衍生化参数还使用实验设计 (DoE) 进行了优化，以实现最佳反应效率。结果表明，新方法具有较高的特异性和敏感性，LOQ为7~9 μg·g-1相对于 5 mg mL -1安替比林和 17.5–22.5 μg g -1相对于 2 mg mL -1 oroxylin A。该

  DOI：

  10.1039/c9ra03835c

文献信息

• Cyclic amide compound
  申请人：KOWA CO., LTD.

  公开号：US20030096828A1

  公开（公告）日：2003-05-22

  The invention relates to compounds represented by the following general formula (1): 1 wherein A is an aromatic compound which may be substituted, or the like, B is a nitrogen atom or CH, X is a lower alkylene group which may be substituted, or the like, Yi s a single bond or the like; Z is a divalent residue of benzene which may be substituted, or the like, and m and n are independently an integer of 1 to 4, and medicines comprising such a compound. These compounds have an excellent inhibitory effect on the production of an IgE antibody and are hence useful as antiallergic agents and the like.

  该发明涉及由以下一般式（1）表示的化合物： 1 其中A是可能被取代的芳香化合物，B是氮原子或CH等，X是可能被取代的较低烷基基团，Y是单键等；Z是可能被取代的苯的二价残基，m和n分别是1到4的整数，以及包含这种化合物的药物。这些化合物对IgE抗体的产生具有出色的抑制作用，因此可用作抗过敏药物等。
• Heterocyclyl-3-sulfonylindazoles as 5-hydroxytryptamine-6 ligands
  申请人：Wyeth

  公开号：US20040167122A1

  公开（公告）日：2004-08-26

  The present invention provides a compound of formula I and the use thereof in the therapeutic treatment of disorders related to or affected by the 5-HT6 receptor. 1

  本发明提供了一种I式化合物及其在治疗与5-HT6受体相关或受其影响的疾病中的应用。
• Design and synthesis of some new 1-phenyl-3/4-[4-(aryl/heteroaryl/alkyl-piperazine1-yl)-phenyl-ureas as potent anticonvulsant and antidepressant agents
  作者：Chandra Bhushan Mishra、Shikha Kumari、Manisha Tiwari

  DOI：10.1007/s12272-016-0720-1

  日期：2016.5

  A series of 1-phenyl-3/4-[4-(aryl/heteroaryl/alkyl-piperazine1-yl)-phenyl-urea derivatives (29–42) were designed, synthesized and evaluated for their anticonvulsant activity by using maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) seizure tests. The acute neurotoxicity was checked by rotarod assay. Most of the test compounds were found effective in both seizure tests. Compound 30

  设计、合成了一系列 1-苯基-3/4-[4-（芳基/杂芳基/烷基-哌嗪1-基）-苯基-脲衍生物（29-42），并通过使用最大电休克来评估其抗惊厥活性（ MES)、皮下戊四唑 (scPTZ) 癫痫试验。通过旋转棒试验检查急性神经毒性。发现大多数测试化合物在两种癫痫发作测试中都是有效的。化合物 30（1-4-[4-(4-氯-苯基)-哌嗪-1-基]-苯基}-3-苯基-脲）在 MES 和 scPTZ 测试中表现出显着的抗惊厥活性。化合物 30 的 II 期抗惊厥定量研究表明，对 MES 诱发的癫痫发作的 ED50 值为 28.5 mg/kg。此外，该化合物还对毛果芸香碱诱导的大鼠癫痫持续状态显示出相当大的保护作用。由 3-巯基丙酸模型和氨基硫脲诱导的癫痫发作被化合物 30 显着减弱，这表明其具有广谱的抗惊厥活性。有趣的是，化合物 30 显示出比标准药物氟西汀更好的抗抑郁活性。此外，化合物 30 在亚急性毒性研究中表现为无毒化学实体。
• [EN] PYRROLE ANTIFUNGAL AGENTS<br/>[FR] AGENTS ANTIFONGIQUES À BASE DE PYRROLE
  申请人：F2G LTD

  公开号：WO2009130481A1

  公开（公告）日：2009-10-29

  The invention provides compounds of formula (I), and pharmaceutically and agriculturally acceptable salts thereof; wherein: R1, R2, R3, R4, R5, R6, A1, L1 and n are as defined herein. These compounds and their pharmaceutically acceptable salts are useful in prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

  该发明提供了式(I)的化合物，以及其在药学和农业上可接受的盐；其中：R1、R2、R3、R4、R5、R6、A1、L1和n如本文所定义。这些化合物及其药学上可接受的盐在预防或治疗真菌病方面是有用的。式(I)的化合物及其农业上可接受的盐也可用作农业杀菌剂。
• Design, synthesis and pharmacological evaluation of N-[4-(4-(alkyl/aryl/heteroaryl)-piperazin-1-yl)-phenyl]-carbamic acid ethyl ester derivatives as novel anticonvulsant agents
  作者：Shikha Kumari、Chandra Bhushan Mishra、Manisha Tiwari

  DOI：10.1016/j.bmcl.2015.01.004

  日期：2015.3

  seizure tests. Further, neurotoxicity evaluation was carried out using rotarod method. Structure activity relationship studies showed that compounds possessing aromatic group at the piperazine ring displayed potent anticonvulsant activity. Majority of the compounds showed anti-MES activity whereas compounds 39, 41, 42, 43, 44, 50, 52, and 53 exhibited anticonvulsant activity in both seizure tests. All the

  一系列的烷基/芳基/杂芳基哌嗪衍生物（37 - 54），设计并作为潜在的抗惊厥药合成。目标化合物具有令人满意的物理化学和药代动力学特性。在最大电击（MES）和皮下戊四氮（sc-PTZ）癫痫发作试验中筛选了合成的化合物的体内抗惊厥活性。此外，使用旋转法进行神经毒性评估。结构活性关系研究表明，在哌嗪环上具有芳族基团的化合物显示出有效的抗惊厥活性。化合物多数表现抗MES活性，而化合物39，41，42，43，44，50，52，和53中都发作表现出测试抗惊厥活性。除了所有的化合物42，46，47，和50没有表现出神经毒性。活性最高的衍生物45在MES测试中显示出有效的抗惊厥活性，剂量为30 mg / kg（0.5 h）和100 mg / kg（4 h），并且在sc-PTZ测试中也具有出色的保护作用（100 mg / kg）在两个时间间隔。因此，化合物45在被广泛用于研究癫痫发生模型的PTZ癫痫发作模