反-3-己烯二酸二甲酯 | 25126-93-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 反-3-己烯二酸二甲酯
• 中文别名: 反-3-己烯二酸甲酯
• 英文名称: dimethyl trans-3-hexene-1,6-dioate
• 英文别名: Dimethyl trans-3-Hexenedioate；dimethyl (E)-hex-3-enedioate
• CAS: 25126-93-6
• 化学式: C₈H₁₂O₄
• 分子量: 172.181
• InChiKey: CPSQPCGPYWRIPB-ONEGZZNKSA-N

物化性质

• 熔点：
  17°C
• 沸点：
  125°C 2mm
• 密度：
  1,1 g/cm3
• 闪点：
  17 °C
• 溶解度：
  可溶于氯仿、二氯甲烷、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917190090
• 储存条件：
  室温和干燥环境下使用。

SDS

Dimethyl trans-3-Hexenedioate Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Dimethyl trans-3-Hexenedioate

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Dimethyl trans-3-Hexenedioate
Percent: >98.0%(GC)
CAS Number: 25126-93-6
Synonyms: trans-3-Hexenedioic Acid Dimethyl Ester
Chemical Formula: C8H12O4

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Dimethyl trans-3-Hexenedioate

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Colorless - Very pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:17°C (Freezing point)
125°C/1.9kPa
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
1.10
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
Dimethyl trans-3-Hexenedioate

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
Dimethyl trans-3-Hexenedioate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  反-3-己烯二酸二甲酯 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 (E,E)-2,4-己二烯二酸二甲酯
  参考文献：
  名称：

  3-羟基戊二酸酯和β，γ-环氧酯作为猪肝酯酶（PLE）和α-胰凝乳蛋白酶的底物

  摘要：

  已经研究了α-胰凝乳蛋白酶催化的3-羟基戊二酸二甲酯（3）水解的pH依赖性。ee通过非对映异构樟脑酸衍生物的HPLC分析确定。已经显示猪肝酯酶对β，α-环氧酯10和24的动力学拆分提供了对手性β-羟基酯和高光学纯度的酸的替代途径。通过后一种方法，合成了γ-氨基-β-羟基丁酸（GABOB）的非天然对映异构体。最后，用猪肝酯酶将内消旋-3,4-环氧己二酸二甲酯（19）选择性几乎水解。

  DOI：

  10.1002/hlca.19870700118
• 作为产物：
  描述：

  (E,E)-2,4-己二烯二酸二甲酯 在 盐酸 、 锌 作用下， 以 溶剂黄146 为溶剂， 以80%的产率得到反-3-己烯二酸二甲酯
  参考文献：
  名称：

  Oehme, G.; Pracejus, H., Journal fur praktische Chemie (Leipzig 1954), 1980, vol. 322, # 5, p. 798 - 808

  摘要：

  DOI：

文献信息

• Synthesis of a homologous series of ketomethylene arginyl pseudodipeptides and application to low molecular weight hirudin-like thrombin inhibitors
  作者：John DiMaio、Bernard Gibbs、Jean Lefebvre、Yasuo Konishi、Debra Munn、Shi Yi Yue、Wilfried Hornberger

  DOI：10.1021/jm00096a004

  日期：1992.9

  described. The substitution of the scissile amide function by a ketomethylene group is compatible with the enzyme active site and conferred complete plasma proteolytic stability. This modification also enhanced enzyme affinity up to 20-fold with hirutonin-4 (IIb, n = 4) displaying highest affinity (Ki = 140 +/- 20 pM). Hirutonins 1-4 exhibited potent inhibition of plasma prothrombin time (PT) and activated

  据报道设计了低分子量凝血酶抑制剂IIa-d（水杨素），该酶与酶的催化位点和辅助的“阴离子结合异位点”同时结合以识别纤维蛋白原。描述了一种实用的合成所需酮基亚甲基精氨酰二肽插入物[Arg psi CO（CH2）nCO]（n = 1-4）的方法，该插入物对应于水杨素的P1-P1'易裂位置。可裂解的酰胺官能团被酮亚甲基取代与酶的活性位点相容，并赋予了其完整的血浆蛋白水解稳定性。这种修饰还可以将酶亲和力提高至20倍，其中Hirutonin-4（IIb，n = 4）显示出最高的亲和力（Ki = 140 +/- 20 pM）。Hirutonins 1-4表现出对血浆凝血酶原时间（PT）和活化的部分凝血活酶时间（aPTT）的有效抑制。该抑制是双相的，并且显示出与相应的Ki的良好相关性。在体内大鼠动静脉分流模型中，水ru素2抑制凝血酶介导的血小板凝集，并显示出与r-水ud素相当的强抗血栓作用（水effect素2的ED15
• [EN] STING AGONISTS AND USES THEREOF<br/>[FR] AGONISTES DE STING ET LEURS UTILISATIONS
  申请人：NIMBUS TITAN INC

  公开号：WO2020132582A1

  公开（公告）日：2020-06-25

  The present invention provides compounds, compositions thereof, and methods of using the same for the modulation of STING, and the treatment of STING-mediated disorders.

  本发明提供了化合物、其组合物以及使用这些化合物调节STING并治疗STING介导的疾病的方法。
• Synthesis and Characterization of Potent Bivalent Amyloidosis Inhibitors That Bind Prior to Transthyretin Tetramerization
  作者：Nora S. Green、Satheesh K. Palaninathan、James C. Sacchettini、Jeffery W. Kelly

  DOI：10.1021/ja030294z

  日期：2003.11.1

  The misfolding of transthyretin (TTR), including rate-limiting tetramer dissociation and partial monomer denaturation, is sufficient for TTR misassembly into amyloid and other abnormal quaternary structures associated with senile systemic amyloidosis, familial amyloid polyneuropathy, and familial amyloid cardiomyopathy. Monovalent small molecules that bind to one or both of the unoccupied thyroid hormone

  甲状腺素运载蛋白 (TTR) 的错误折叠，包括限速四聚体解离和部分单体变性，足以使 TTR 错误组装成淀粉样蛋白和其他与老年系统性淀粉样变性、家族性淀粉样多发性神经病和家族性淀粉样变心肌病相关的异常四级结构。与 TTR 四级结构界面处的一个或两个未占据的甲状腺激素结合位点结合的单价小分子稳定了天然状态，充分提高了四聚体解离的动力学障碍，从而使解离速度变慢，因此淀粉样变性变慢。本文报道了同时结合两个结合位点的二价淀粉样蛋白抑制剂。候选二价抑制剂通常不能与天然 TTR 四聚体结合，并且由于强烈的抑制剂取向偏好，通常不参与单价结合。然而，如果抑制剂在组​​装发生前拦截蛋白质，则 TTR 四级结构可以在几个二价抑制剂周围组装。以这种方式制备的一些野生型 TTR.二价抑制剂复合物在受到大量变性压力时保留了四聚体结构（8 M 尿素，120 小时）。最好的二价抑制剂将酸介导的 TTR (3.6 microM)
• Compounds and Their Use in Treating Cancer
  申请人：AstraZeneca AB

  公开号：US20190194190A1

  公开（公告）日：2019-06-27

  The specification generally relates to compounds of Formula (I): and pharmaceutically acceptable salts and prodrugs thereof, where R 1 , R 4 , R 5 , R 6 , R 7 , Linker, X, Y, A, G, D and E have any of the meanings defined herein. This specification also relates to the use of such compounds and pharmaceutically acceptable salts and prodrugs thereof in methods of treatment of the human or animal body, for example in prevention or treatment of cancer. This specification also relates to processes and intermediate compounds involved in the preparation of such compounds and to pharmaceutical compositions containing them.

  本说明书一般涉及公式(I)的化合物： 以及药学上可接受的盐和前药，其中R1、R4、R5、R6、R7、Linker、X、Y、A、G、D和E具有此处定义的任何含义。本说明书还涉及将此类化合物以及药学上可接受的盐和前药用于治疗人体或动物体的方法，例如用于预防或治疗癌症。本说明书还涉及制备此类化合物涉及的工艺和中间化合物，以及含有它们的药物组合物。
• New Approaches to Olefin Cross-Metathesis
  作者：Helen E. Blackwell、Daniel J. O'Leary、Arnab K. Chatterjee、Rebecca A. Washenfelder、D. Andrew Bussmann、Robert H. Grubbs

  DOI：10.1021/ja993063u

  日期：2000.1.1

  were measured for CM reactions utilizing butenediol and allyl alcohol derivatives, and the results demonstrated distinct advantages in reaction rate and stereoselectivity for reactions employing the disubstituted olefins. In the course of studies of substrates with allylic oxygen substituents, a new CM application was discovered involving the metathesis of acrolein acetal derivatives with terminal olefins

  描述了使用亚苄基钌 1 对末端烯烃进行选择性交叉复分解 (CM) 的新方法。发现具有对称内烯烃的 CM 为将末端烯烃同系为受保护的烯丙醇、胺和酯提供了有用的手段。由于对称内烯烃的商业可用性有限，开发了两步 CM 程序，其中在 CM 反应之前首先将末端烯烃均二聚化。观察到具有烯丙基甲基取代基的末端烯烃以降低的产率提供 CM 产品，尽管具有显着改善的反式选择性。测量使用丁烯二醇和烯丙醇衍生物的 CM 反应的反应速率，结果表明，采用双取代烯烃的反应在反应速率和立体选择性方面具有明显优势。在研究具有烯丙基氧取代基的底物的过程中，发现了一种新的 CM 应用，涉及丙烯醛缩醛衍生物与末端烯烃的复分解。丙烯醛缩醛，包括源自酒石酸的不对称变体，被证明是非常稳定和反式选择性 CM 底物。在相关工作中，频哪醇衍生的硼酸乙烯酯也被发现是一种反应性 CM 伙伴，为将末端烯烃转化为 Suzuki 偶联反应的前体提供了一种新方法。发现了一项新的

表征谱图