4-(2-溴苯基)哌嗪-1-羧酸叔丁酯 | 494773-35-2

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 4-(2-溴苯基)哌嗪-1-羧酸叔丁酯
• 中文别名: 4-(2-溴苯基)-哌嗪-1-羧酸叔丁酯
• 英文名称: tert-butyl 4-(2-bromophenyl)piperazine-1-carboxylate
• 英文别名: 4-(2-bromophenyl)piperazine-1-carboxylic acid tert-butyl ester
• CAS: 494773-35-2
• 化学式: C₁₅H₂₁BrN₂O₂
• 分子量: 341.248
• InChiKey: QEKMJBDSLYRIKY-UHFFFAOYSA-N

物化性质

• 沸点：
  412.8±40.0 °C(Predicted)
• 密度：
  1.332

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933599090
• 储存条件：
  2-8℃

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-BOC-4-(2-Bromophenyl)piperazine
Synonyms: t-Butyl 4-(2-bromo-phenyl)-piperazine-1-carboxylate

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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-BOC-4-(2-Bromophenyl)piperazine
CAS number: 494773-35-2

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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, refrigerated.
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: C15H21BrN2O2
Molecular weight: 341.2

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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, hydrogen bromide.

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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：

  4-(2-溴苯基)哌嗪-1-羧酸叔丁酯 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以85%的产率得到1-(2-溴苯基)哌嗪
  参考文献：
  名称：

  [EN] SMALL MOLECULE AGONISTS OF NEUROTENSIN RECEPTOR 1
  [FR] AGONISTES À PETITES MOLÉCULES DE RÉCEPTEUR DE NEUROTENSINE 1

  摘要：

  提供的是小分子神经降压素受体激动剂，包含这些化合物的组合物，以及使用这些化合物和包含这些化合物的组合物的方法。

  公开号：

  WO2014100501A1
• 作为产物：
  描述：

  1-Boc-4-(2-氨基苯基)哌嗪 在 硫酸 、 sodium nitrite 、 sodium bromide 、 copper(I) bromide 作用下， 以 水 为溶剂， 反应 3.0h， 以74.9%的产率得到4-(2-溴苯基)哌嗪-1-羧酸叔丁酯
  参考文献：
  名称：

  NEW VORTIOXETINE INTERMEDIATE AND SYNTHESIS PROCESS THEREOF

  摘要：

  本发明提供了一种新的中间体II及其合成方法。该方法包括：(a)首先将化合物I作为原料重氮化，然后卤代化以获得中间体II；以及(b)将中间体II与化合物III反应以获得化合物IV，直接水解所得的化合物IV而不进行分离，从而获得化合物V代表的Vortioxetine。中间体II可用于合成Vortioxetine。

  公开号：

  US20170088530A1

文献信息

• 苯基哌嗪衍生物及其使用方法和用途
  申请人：广东东阳光药业有限公司

  公开号：CN106279071B

  公开（公告）日：2019-01-04

  本发明涉及苯基哌嗪衍生物及其使用方法和用途，具体公开了一类用于抑制5‑羟色胺再摄取的苯基哌嗪衍生物及其药物组合物。本发明还涉及制备这类化合物和药物组合物的方法，以及它们在治疗中枢神经系统功能障碍，特别是情感障碍中的用途。
• (2-杂芳基胺基苯基)氮杂环衍生物及其用途
  申请人：广东东阳光药业有限公司

  公开号：CN109912514B

  公开（公告）日：2022-11-18

  本发明公开了(2‑杂芳基胺基苯基)氮杂环衍生物及其用途，以及包含该类化合物的药物组合物，它们可用于抑制5‑羟色胺再摄取。本发明还涉及制备这类化合物和药物组合物的方法，以及它们在治疗中枢神经系统功能障碍，特别是情感障碍中的用途。
• 二芳基硫醚胺类化合物的制备方法
  申请人：江苏豪森药业集团有限公司

  公开号：CN104829558B

  公开（公告）日：2020-03-03

  本发明涉及二芳基硫醚胺类化合物的制备方法。具体而言，本发明涉及一种如式I所示的1‑[2‑(2,4‑二甲基苯基硫烷基)苯基]哌嗪衍生物的制备方法，其包括式V化合物与式IV化合物经环合、缩合或上氨基保护基，再进一步缩合等步骤而得到目标化合物。与其他方法相比，本发明具有工艺重现性好、操作简单；同时还具有收率高、成本低、所得样品纯度高的特点，更适合工业化生产，具有很高的经济效益。
• [EN] METHOD OF PREPARING VORTIOXETINE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE LA VORTIOXÉTINE
  申请人：ZENTIVA KS

  公开号：WO2016004908A1

  公开（公告）日：2016-01-14

  The new method of preparing 1-(2-(2,4-dimethylphenylsulphanyl)pheny!)piperazine of formula (I) or its salt comprises a reaction of 2-(2,4-dimethylphenylsulphanyl)benzeneamine of formula (XI), wherein Me is methyl, with a suitable precursor of formation of piperazine ring of formula (Xll), wherein LG is a leaving group and R is hydrogen or a protective group, in a suitable organic solvent, wherein the reaction is carried out without presence of a base in a neutral or acidic environment. (Formulae (I), (XI), (XII))

  制备化合物1-(2-(2,4-二甲基苯基磺基)苯基)哌嗪的新方法或其盐包括将式（XI）的2-(2,4-二甲基苯基磺基)苯胺（其中Me为甲基）与式（XII）的哌嗪环形成前体（其中LG为离去基团，R为氢或保护基）在适当的有机溶剂中反应，其中反应在中性或酸性环境中进行，无碱存在。（式（I），（XI），（XII））
• Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors
  作者：Scott D. Cowen、Daniel Russell、Leslie A. Dakin、Huawei Chen、Nicholas A. Larsen、Robert Godin、Scott Throner、Xiaolan Zheng、Audrey Molina、Jiaquan Wu、Tony Cheung、Tina Howard、Renee Garcia-Arenas、Nicholas Keen、Christopher S. Pendleton、Jennifer A. Pietenpol、Andrew D. Ferguson

  DOI：10.1021/acs.jmedchem.6b01303

  日期：2016.12.22

  methyltransferase that represses the functional activity of the tumor suppressor proteins p53 and RB. HTS screening led to identification of five distinct substrate-competitive chemical series. Determination of liganded crystal structures of SMYD2 contributed significantly to “hit-to-lead” design efforts, culminating in the creation of potent and selective inhibitors that were used to understand the functional

  蛋白质赖氨酸甲基转移酶（KMT）已成为表观遗传信号的重要调节剂。这些酶催化供体甲基从辅因子S-腺苷甲硫氨酸转移到组蛋白上的特定受体赖氨酸残基上，从而导致染色质结构和转录调控的改变。这些酶还使一系列非组蛋白蛋白甲基化，表明它们影响细胞生理的其他机制。据报道，SMYD2是一种致癌甲基转移酶，可抑制肿瘤抑制蛋白p53和RB的功能活性。HTS筛选导致鉴定出五个不同的底物竞争性化学系列。SMYD2配体晶体结构的确定显着有助于“铅中毒”设计工作，最终创造出了有效的和选择性的抑制剂，这些抑制剂用于了解SMYD2抑制的功能后果。综上所述，这些结果对于针对KMT的抑制剂设计具有广泛的意义，并清楚地证明了开发针对这些酶的新型疗法的潜力。