4-溴-1,2-环氧丁烷 | 13287-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 4-溴-1,2-环氧丁烷
• 中文别名: 2-(2-溴乙基)环氧乙烷
• 英文名称: (2-bromoethyl)oxirane
• 英文别名: 2-(2-bromoethyl)oxirane；4-bromo-1,2-epoxybutane；1,2-epoxy-4-bromobutane；1-bromo-3,4-epoxybutane
• CAS: 13287-42-8
• 化学式: C₄H₇BrO
• mdl: MFCD11040246
• 分子量: 151.003
• InChiKey: ZKODPGZNBMIZFX-UHFFFAOYSA-N

物化性质

• 沸点：
  80 ºC (50 MMHG)
• 密度：
  1.521
• 闪点：
  59 ºC

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S23,S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2910900090
• 危险品运输编号：
  UN 1993
• 包装等级：
  III
• 危险类别：
  3,8
• 危险性防范说明：
  P210,P240,P241,P242,P243,P261,P264,P270,P271,P280,P302+P352,P303+P361+P353,P304+P340,P305+P351+P338,P310,P330,P332+P313,P362,P370+P378,P403+P233,P403+P235,P405,P501
• 危险性描述：
  H225,H302,H315,H318,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (2-Bromoethyl)oxirane
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: (2-Bromoethyl)oxirane
CAS number: 13287-42-8

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C4H7BrO
Molecular weight: 151.0

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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, 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-溴-1,2-环氧丁烷 在 1,3-双(2,6-二异丙基苯基)氯化咪唑鎓 作用下， 生成 环氧丁烯
  参考文献：
  名称：

  N-杂环卡宾作为碱和亲核试剂与有机卤化物反应的双重作用

  摘要：

  已在咪唑啉-2-亚烷基与有机卤化物的反应中研究了N-杂环卡宾的不同碱性，亲核性和空间位阻的合成结果。高度亲核性和碱性较低的卡宾可以干净地得到亚烷基亚咪唑啉，这是Breslow型中间体的脱氧类似物。更多的碱性NHC参与不需要的质子化或脱氢卤化反应。 N-杂环卡宾-烯胺-乌泊隆-咪唑-亲核性

  DOI：

  10.1055/s-0031-1289593
• 作为产物：
  描述：

  1,4-二溴-2-丁醇 在 氢氧化钾 、 乙醚 作用下， 生成 4-溴-1,2-环氧丁烷
  参考文献：
  名称：

  Pariselle, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1909, vol. 149, p. 297

  摘要：

  DOI：

文献信息

• Zwitterionic Sulfobetaine Inhibitors of Squalene Synthase
  作者：Thomas A. Spencer、Thomas J. Onofrey、Reginald O. Cann、Jonathon S. Russel、Laura E. Lee、Daniel E. Blanchard、Alfredo Castro、Peide Gu、Guojian Jiang、Ishaiahu Shechter

  DOI：10.1021/jo981617q

  日期：1999.2.1

  A substantial number of sulfobetaines (e.g., 10) have been synthesized and evaluated as inhibitors of squalene synthase (SS) on the basis of the idea that their zwitterionic structure would have properties conducive both to binding in the active site and to passage through cell membranes. When the simple sulfobetaine moiety is incorporated into compounds containing hydrophobic portions like those in

  已经合成了大量的磺基甜菜碱（例如10种），并根据其两性离子结构具有有助于在活性位点结合和通过细胞膜通过的特性，被认为是鲨烯合酶（SS）的抑制剂。 。当将简单的磺基甜菜碱部分掺入含有疏水部分的化合物中时，如法呢基二磷酸酯（1）或角鲨烯二磷酸酯（2）中的那些，确实在大鼠肝微粒体测定中观察到了SS的抑制作用。例如，法呢基化磺基甜菜碱10具有抑制SS的IC（50）＝10μM，而芳香族衍生物35具有IC（50）＝2μM。研究了多种结构修饰，例如化合物43、52、76、85、91、99、111和115。不幸，
• Pro-neurogenic compounds
  申请人：Board of Regents of the University of Texas System

  公开号：US09095571B2

  公开（公告）日：2015-08-04

  This invention relates generally to stimulating neurogenesis (e.g., post-natal neurogenesis, e.g., post-natal hippocampal neurogenesis) and protecting from neuron cell death.

  这项发明通常涉及刺激神经发生（例如，后生神经发生，例如，后生海马神经发生）并保护免受神经细胞死亡的影响。
• Development of a Simple and Efficient Solution-Phase Parallel Synthesis of Flexible Non-Steroidal Estradiol Mimics
  作者：Guy Djigoue、Rene Maltais、Donald Poirier

  DOI：10.2174/1386207317666140915125620

  日期：2014.11.7

  An efficient parallel synthesis was designed to provide libraries of estradiol mimics that can potentially interact with different biological targets associated with estradiol-related diseases. Two libraries of 75 members each were synthesized around a non-steroidal core by adding three levels of molecular diversity. Hydroxybenzaldehydes (1st level of diversity), protected as a methoxymethyl ether

  设计了一种有效的平行合成方法，以提供可能与与雌二醇相关疾病相关的不同生物靶标相互作用的雌二醇模拟物文库。通过添加三个水平的分子多样性，围绕非甾体核心合成了两个75个成员的文库。被保护为甲氧基甲基醚的羟基苯甲醛（第1级多样性）在还原胺化条件下首先与伯胺（第2级多样性）反应。接下来，所得仲胺与4-溴-1,2-环氧丁烷反应，以提供作为第三级多样性的前体的环氧化物衍生物。然后使用各种亲核试剂打开每个环氧化物。
• Highly Selective Dopamine D₃ Receptor (D₃R) Antagonists and Partial Agonists Based on Eticlopride and the D₃R Crystal Structure: New Leads for Opioid Dependence Treatment
  作者：Vivek Kumar、Alessandro Bonifazi、Michael P. Ellenberger、Thomas M. Keck、Elie Pommier、Rana Rais、Barbara S. Slusher、Eliot Gardner、Zhi-Bing You、Zheng-Xiong Xi、Amy Hauck Newman

  DOI：10.1021/acs.jmedchem.6b00860

  日期：2016.8.25

  The recent and precipitous increase in opioid analgesic abuse and overdose has inspired investigation of the dopamine D3 receptor (D3R) as a target for therapeutic intervention. Metabolic instability or predicted toxicity has precluded successful translation of previously reported D3R-selective antagonists to clinical use for cocaine abuse. Herein, we report a series of novel and D3R crystal structure-guided

  阿片类镇痛剂滥用和药物过量的近期急剧增加激发了对多巴胺D 3受体（D 3 R）作为治疗干预目标的研究。代谢的不稳定性或预期的毒性阻止了先前报道的D 3 R选择性拮抗剂成功转化为可卡因滥用的临床应用。在本文中，我们报道了一系列新颖且由D 3 R晶体结构引导的4-苯基哌嗪，它们具有异常高的D 3 R亲和力和/或选择性，且具有不同的功效。铅化合物19 d：基于其在体外资料被选择的3 - [R ķ我= 6.84纳米，1700倍d 3R对D 2 R的结合选择性及其在小鼠微粒体内的代谢稳定性。化合物19抑制了羟考酮诱导的小鼠过度运动，并降低了羟考酮诱导的运动敏化。此外，用19进行预处理还可以剂量依赖性地抑制大鼠中羟考酮诱导的条件性位置偏爱（CPP）的获得。这些发现支持D 3 R作为阿片类药物依赖性治疗的靶标，并支持化合物19作为开发的新的先导分子。
• [EN] PHARMACEUTICAL COMPOUNDS<br/>[FR] COMPOSES PHARMACEUTIQUES
  申请人：LILLY CO ELI

  公开号：WO2005092835A1

  公开（公告）日：2005-10-06

  The present invention relates to inhibitors of serotonin and/or norepinephrine reuptake and specifically provides compounds of formula (I): wherein A is selected from -O- and -S-; X is selected from C1-C8 alkyl, C2-C8 alkenyl, and C4-C8 cycloalkylalkyl, each of which may be optionally substituted with up to 3 substituents each independently selected from phenyl, pyrrolidinyl, piperidinyl, morpholinyl, halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, -CF3, -CN and -CONH2; Y is selected from (a), (b), (c), (d), (e), (f) where R3, R4 and R5 are independently selected from hydrogen, halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; R6 and R7 are independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; R8 is selected from chloro, bromo, iodo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; R1 and R2 are each independently hydrogen or C1-C4 alkyl; or pharmaceutically acceptable salts thereof; or compositions thereof and methods of using the same.

  本发明涉及5-羟色胺和/或去甲肾上腺素再摄取的抑制剂，具体提供了如下公式(I)的化合物：其中A选自-O-和-S-；X选自C1-C8烷基，C2-C8烯基和C4-C8环烷基烷基，其中每个基团可任选地被最多3个独立选自苯基、吡咯烷基、哌啶基、吗啉基、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基-S(O)n基团取代，其中n为0、1或2，-CF3，-CN和-CONH2；Y选自(a)，(b)，(c)，(d)，(e)，(f)，其中R3、R4和R5独立选自氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基-S(O)n基团，其中n为0、1或2，硝基、乙酰基、-CF3，-SCF3和腈；R6和R7独立选自卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基-S(O)n基团，其中n为0、1或2，硝基、乙酰基、-CF3，-SCF3和腈；R8选自氯、溴、碘、C1-C4烷基、C1-C4烷氧基、C1-C4烷基-S(O)n基团，其中n为0、1或2，硝基、乙酰基、-CF3，-SCF3和腈；R1和R2各自独立地为氢或C1-C4烷基；或其药用可接受的盐；或其组合物及使用方法。