1-(2,5-二甲基苯基)哌嗪 | 1013-25-8

• 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-(2,5-二甲基苯基)哌嗪
• 英文名称: 1-(2,5-dimethylphenyl)piperazine
• 英文别名: 4-(2,5-dimethylphenyl)piperazine；1-<2,5-Dimethyl-phenyl>-piperazin
• CAS: 1013-25-8
• 化学式: C₁₂H₁₈N₂
• mdl: MFCD00038378
• 分子量: 190.288
• InChiKey: YRIFWVMRUFKWLM-UHFFFAOYSA-N

物化性质

• 熔点：
  42-46 °C
• 沸点：
  154°C 10mm
• 密度：
  1.0320 (rough estimate)
• 闪点：
  154°C/10mm
• 溶解度：
  溶于甲醇
• 稳定性/保质期：

  在常温常压下保持稳定，应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 危险品运输编号：
  3259
• 海关编码：
  2933599090
• 包装等级：
  II
• 危险类别：
  8
• 安全说明：
  S24/25
• 储存条件：
  请将容器密封保存，并储存在阴凉、干燥的地方。

SDS

Name:	1-(2 5-Dimethylphenyl)piperazine 99% Material Safety Data Sheet
Synonym:	None known
CAS:	1013-25-8

Section 1 - Chemical Product MSDS Name:1-(2 5-Dimethylphenyl)piperazine 99% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1013-25-8	1-(2,5-Dimethylphenyl)piperazine	99	213-795-6

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1013-25-8: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 42.00 - 45.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H18N2
Molecular Weight: 190.29

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1013-25-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(2,5-Dimethylphenyl)piperazine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1013-25-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1013-25-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1013-25-8 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(2,5-二甲基苯基)哌嗪 在 硫酸 、 水 作用下， 以 乙醇 为溶剂， 生成 1-(2,5-dimethylphenyl)piperazine-1,4-diium bis(hydrogensulfate) monohydrate
  参考文献：
  名称：

  两种有机阳离子硫酸氢盐的合成和表征：1-(2,5-二甲基苯基)哌嗪-1,4-二鎓双(硫酸氢盐)一水合物 (SI) 和 1-(2,3-二甲基苯基)哌嗪-1,4-二鎓双（硫酸氢盐）（SII）

  摘要：

  摘要 在室温下用摩尔比为 2:1 的 H2SO4 处理 1-(2,5-二甲基苯基)哌嗪和 1-(2,3-二甲基苯基)哌嗪得到相应的硫酸盐 [C12H20N2][HSO4]2·H2O (SI ) 和 [C12H20N2][HSO4]2 (SII)。这些化合物已通过 X 射线衍射、热分析和光谱研究（IR 和 NMR）进行表征。在 (SI) 的原子排列中，HSO4- 阴离子通过与水分子成对连接形成波纹带，而在 (SII) 结构中，HSO4- 阴离子对形成波纹链。固态 13C 和 15N CP-MAS NMR 光谱与 X 射线结构一致。通过红外光谱识别振动吸收带。借助 DFT 计算对 NMR 峰进行归因。

  DOI：

  10.1016/j.molstruc.2016.12.099
• 作为产物：
  描述：

  1,4-二苄基哌嗪-2-羧酸 、 (1,4-dibenzyl-piperazin-2-yl)-[4-(2,5-dimethyl-phenyl)-piperazin-1-yl]-methanone 在 1,4-二苄基哌嗪-2-羧酸 作用下， 生成 1-(2,5-二甲基苯基)哌嗪
  参考文献：
  名称：

  PIPERAZINE AMIDE DERIVATIVES

  摘要：

  本发明涉及式(I)的新型哌嗪酰胺衍生物，其中R1至R11，W，X和Y在说明书和权利要求书中定义，以及其生理上可接受的盐。这些化合物与LXR alpha和LXR beta结合，可用作药物。

  公开号：

  US20090048264A1

文献信息

• [EN] 1-ARYL-4-SUBSTITUTED PIPERAZINES DERIVATIVES FOR USE AS CCR1 ANTAGONISTS FOR THE TREATMENT OF INFLAMMATION AND IMMUNE DISORDERS<br/>[FR] DERIVES DE PIPERAZINES 1-ARYL-4-SUSBTITUES UTILISES EN TANT QU'ANTAGONISTES DU CCR1 DANS LE TRAITEMENT DE L'INFLAMMATION ET DES TROUBLES IMMUNITAIRES
  申请人：CHEMOCENTRYX INC

  公开号：WO2003105853A1

  公开（公告）日：2003-12-24

  Compounds are provided that act as potent antagonists of the CCR1 receptor, and which have been further confirmed in animal testing for inflammation, one of the hallmark disease states for CCR1. The compounds are generally aryl piperazine derivatives and are useful in pharmaceutical compositions, methods for the treatment of CCR1-mediated diseases, and as controls in assays for the identification of competitive CCR1 antagonists.

  提供了作为CCR1受体强效拮抗剂的化合物，并且已经在动物炎症测试中进一步确认，炎症是CCR1的典型疾病状态之一。这些化合物通常是芳基哌嗪衍生物，在制药组合物、治疗CCR1介导疾病的方法以及用于鉴定竞争性CCR1拮抗剂的检测中具有用途。
• Iridium-Catalyzed Asymmetric Ring-Opening of Oxabenzonorbornadienes with N-Substituted Piperazine Nucleophiles
  作者：Wen Yang、Renshi Luo、Dingqiao Yang

  DOI：10.3390/molecules201219748

  日期：——

  Iridium-catalyzed asymmetric ring-opening of oxabenzonorbornadienes with N-substituted piperazines was described. The reaction afforded the corresponding ring-opening products in high yields and moderate enantioselectivities in the presence of 2.5 mol % [Ir(COD)Cl]2 and 5.0 mol % (S)-p-Tol-BINAP. The effects of various chiral bidentate ligands, catalyst loading, solvent, and temperature on the yield and enantioselectivity were also investigated. A plausible mechanism was proposed to account for the formation of the corresponding trans-ring opened products based on the X-ray structure of product 2i.

  报道了铱催化的氧杂苯并降冰片二烯与N-取代哌嗪的不对称开环反应。在2.5 mol% [Ir(COD)Cl]2和5.0 mol% (S)-对甲苯-BINAP的存在下，该反应以高产率和中等对映选择性提供了相应的开环产物。还研究了各种手性双齿配体、催化剂用量、溶剂和温度对产率和对映选择性的影响。基于产物2i的X射线结构，提出了一个合理的机理来解释相应反式开环产物的形成。
• Copper-promoted N-cyclopropylation of anilines and amines by cyclopropylboronic acid
  作者：Sébastien Bénard、Luc Neuville、Jieping Zhu

  DOI：10.1039/b925499d

  日期：——

  Reaction of anilines, primary and secondary aliphatic amines with cyclopropylboronic acid in dichloroethane in the presence of Cu(OAc)(2) (1 equiv.), 2,2'-bipyridine (1 equiv.) and sodium carbonate or sodium bicarbonate (2 equiv.) under air atmosphere afforded the corresponding N-cyclopropyl derivatives in good to excellent yields.

  在Cu（OAc）（2）（1当量），2,2'-联吡啶（1当量）和碳酸钠或碳酸氢钠（2）存在下，苯胺，脂肪族伯胺和仲胺与环丙基硼酸在二氯乙烷中的反应当量）在空气气氛下以良好至优异的产率得到相应的N-环丙基衍生物。
• Substituted piperazines
  申请人：ChemoCentryx, Inc.

  公开号：US20040162282A1

  公开（公告）日：2004-08-19

  Compounds are provided that act as potent antagonists of the CCR1 receptor, and which have been further confirmed in animal testing for inflammation, one of the hallmark disease states for CCR1. The compounds are generally aryl piperazine derivatives and are useful in pharmaceutical compositions, methods for the treatment of CCR1-mediated diseases, and as controls in assays for the identification of competitive CCR1 antagonists.

  提供了作为CCR1受体强效拮抗剂的化合物，并且这些化合物在动物炎症测试中进一步得到确认，炎症是CCR1的典型疾病状态之一。这些化合物通常是芳基哌嗪衍生物，在制药组合物、治疗CCR1介导疾病的方法以及用作竞争性CCR1拮抗剂鉴定的检测中是有用的。
• Synthesis and Characterization of 3-Substituted Indole Derivatives as Novel Mannich Bases
  作者：E. Erdag

  DOI：10.14233/ajchem.2021.23035

  日期：2021.3.31

  In this study, ten 3-substituted indole derivatives at the 3rd position of indole nucleus were synthesized via Mannich reaction with microwave assisted synthesis and the conventional reflux heating method. Microwave assisted synthesis is more preferrable than reflux method since the microwave irradiation lead to a higher product yields with better purity and improved energy efficiency with shortened

  本研究通过微波辅助合成曼尼希反应和常规回流加热方法合成了10种吲哚核3位3位取代的吲哚衍生物。微波辅助合成比回流法更优选，因为微波辐射导致更高的产物收率、更好的纯度以及提高的能量效率和缩短的反应时间。通过FT-IR、元素分析、1H NMR和13C NMR光谱对3-取代吲哚衍生物的结构进行了表征