4,10-二氧杂三环[5.2.1.0(2,6)]癸-8-烯-3,5-二酮 | 5426-09-5

• 物质功能分类: 化学试剂 - 有机试剂 - 羧酸酐
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 中文名称: 4,10-二氧杂三环[5.2.1.0(2,6)]癸-8-烯-3,5-二酮
• 中文别名: 4,10-二氧杂三环[5.2.1.02,6]癸-8-烯-3,5-二酮；氧杂酸酐；3a,4,7,7a-四氢-4,7-环氧异苯并呋喃-1,3-二酮
• 英文名称: 7-oxanorborn-5-ene-2,3-dicarboxylic anhydride
• 英文别名: 3a,4,7,7a-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione；4,10-dioxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 5426-09-5
• 化学式: C₈H₆O₄
• mdl: MFCD00151506
• 分子量: 166.133
• InChiKey: QQYNRBAAQFZCLF-UHFFFAOYSA-N

物化性质

• 熔点：
  118 °C
• 沸点：
  372.0±42.0 °C(Predicted)
• 密度：
  1.540±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• 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：
  2932999099
• 储存条件：
  2-8°C，储存在惰性气体中。

SDS

Name:	3 6-Endoxo-1 2 3 6-tetrahydrophthalic anhydride 98% Material Safety Data Sheet
Synonym:	7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydrid
CAS:	5426-09-5

Section 1 - Chemical Product MSDS Name:3 6-Endoxo-1 2 3 6-tetrahydrophthalic anhydride 98% Material Safety Data Sheet
Synonym:7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydrid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
5426-09-5	3,6-Endoxo-1,2,3,6-tetrahydrophthalic	98.0	226-570-2

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.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause digestive tract disturbances. 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. Causes irritation of mucous membrane.
Chronic:
No information found.

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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:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid. Wash mouth out with 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.
Notes to Physician:
Antidote: None reported.

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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:
Do NOT use water directly on fire. In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. 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 breathing dust, vapor, mist, or gas. 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 containers tightly closed.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 5426-09-5: 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:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white - white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 118 deg C dec
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H8O3
Molecular Weight: 166.13

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. May decompose on exposure to moist air or water.
Conditions to Avoid:
Incompatible materials, dust generation, strong oxidants, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents - strong acids - strong bases.
Hazardous Decomposition Products:
Hydrogen chloride, phosgene, 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# 5426-09-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,6-Endoxo-1,2,3,6-tetrahydrophthalic anhydride - 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 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 5426-09-5: No information available.
Canada
CAS# 5426-09-5 is listed on Canada's NDSL List.
CAS# 5426-09-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 5426-09-5 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

4,10-二恶三环[5.2.1.0^2^.6]癸-8-烯-3,5-二酮是一种嘌呤核苷类似物。这类化合物具有广泛的抗肿瘤活性，尤其针对惰性淋巴系统恶性肿瘤。其抗癌机制主要依赖于抑制DNA合成和诱导细胞凋亡等过程[1]。

反应信息

• 作为反应物：
  描述：

  4,10-二氧杂三环[5.2.1.0(2,6)]癸-8-烯-3,5-二酮 在 乙酸酐 作用下， 以 环丁砜 为溶剂， 反应 3.0h， 以89%的产率得到苯酐
  参考文献：
  名称：

  一种催化呋喃和顺酐合成邻苯二甲酸酐的方法

  摘要：

  本发明属于生物基化学品技术领域，具体涉及一种催化呋喃和顺酐合成邻苯二甲酸酐的方法。本发明一种催化呋喃和顺酐生成苯酐的制备方法是通过使用呋喃和顺酐为原料，采用Diels‑Alder反应和脱水步骤生产苯酐，其中，所述的呋喃和顺酐是由生物质转化的糠醛中获得。采用本发明方法绿色经济且可再生，减少了不可再生传统资源的使用，为生物基苯酐的工业化生产提供先进的技术支持，具有广阔的应用前景。

  公开号：

  CN111892562B
• 作为产物：
  描述：

  马来酸酐 在 呋喃 、 氯仿 作用下， 以 呋喃 为溶剂， 反应 1.0h， 以yielding 72 g of 7-oxabicyclo [2.2.1]hept-2-ene-5,6-dicarboxylic acid anhydride (m.pt. 110° C., decomp.)的产率得到4,10-二氧杂三环[5.2.1.0(2,6)]癸-8-烯-3,5-二酮
  参考文献：
  名称：

  Photopolymerisation process with two exposures of a single layer

  摘要：

  一层液态组合物，其中含有一种化合物（A），该化合物在同一分子中至少具有一个（甲基）丙烯酰基团和至少一个双环[2.2.1]庚-2-烯-6-基单元，该层暴露于光致辐射中，以使该层由于（A）通过（甲基）丙烯酰基团的光聚合而固化，但仍保持光交联性。当需要时，将固化的层暴露于较大量的光致辐射中，所进一步暴露的部分通过双环[2.2.1]庚-2-烯-6-基单元更高度光交联，因此不溶。通过适当的溶剂可以产生图像。 （A）的示例包括3-（甲基丙烯酰氧基）-2-羟基丙基双环[2.2.1]庚-2-烯-6-羧酸酯和2-（丙烯酰氧基）乙基甲基-5-羧基双环[2.2.1]庚-2-烯-6-羧酸酯。

  公开号：

  US04440850A1

文献信息

• HEPATITIS C VIRUS INHIBITORS AND USES THEREOF IN PREPARATION OF DRUGS
  申请人：CHANGZHOU YINSHENG PHARMACEUTICAL CO., LTD.

  公开号：US20170253614A1

  公开（公告）日：2017-09-07

  A series of hepatitis C virus (HCV) inhibitors and compositions and applications thereof in the preparation of drugs for treating chronic HCV infection. Especially, a series of compounds that are used as NS5A inhibitors, and compositions and uses thereof in the preparations of drugs.

  一系列丙型肝炎病毒（HCV）抑制剂及其组合物，以及在制备用于治疗慢性HCV感染的药物时的应用。特别是一系列用作NS5A抑制剂的化合物，以及在药物制剂中的组合物和用途。
• Universal building blocks and support media for synthesis of oligonucleotides and their analogs
  申请人：——

  公开号：US20040152905A1

  公开（公告）日：2004-08-05

  Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and chemically modified oligonucleotide analogs, are provided. In addition, methods for functionalization of a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

  提供用于合成寡聚化合物，特别是寡核苷酸和化学修饰的寡核苷酸类似物的化合物。此外，还提供了将支持介质功能化为第一单体亚基的方法，以及利用与支持介质结合的新化合物合成寡聚化合物的方法。
• 喜树碱-甘氨酸-5,6-双脱氢去甲斑蝥素结合物及其应用
  申请人：遵义医学院

  公开号：CN110577552A

  公开（公告）日：2019-12-17

  本发明提供了喜树碱‑甘氨酸‑5,6‑双脱氢去甲斑蝥素结合物I及其制备方法，其中，式I的R选自C1‑C6的烷基、取代烷基、环烷基、苄基或取代苄基。活性测试证明，本发明设计并合成得到的喜树碱‑甘氨酸‑5,6‑双脱氢去甲斑蝥素结合物I具有很好的抗肿瘤效果，尤其是肝癌、胃癌、结肠癌和胰腺癌活性高。此外，本发明制备喜树碱‑甘氨酸‑5,6‑双脱氢去甲斑蝥素结合物I的方法，原料易得，成本低廉，目标产物收率高；易于制备得到。
• 喜树碱-甘氨酸-5,6-二溴去甲斑蝥素结合物及其应用
  申请人：遵义医学院

  公开号：CN110577551A

  公开（公告）日：2019-12-17

  本发明提供了喜树碱‑甘氨酸‑5,6‑二溴去甲斑蝥素结合物I及其制备方法，其中，式I的R选自C1‑C6的烷基、取代烷基、环烷基、苄基或取代苄基。活性测试证明，本发明设计并合成得到的喜树碱‑甘氨酸‑5,6‑二溴去甲斑蝥素结合物I具有很好的抗肿瘤效果，尤其是肝癌、胃癌、结肠癌和胰腺癌活性高。此外，本发明制备喜树碱‑甘氨酸‑5,6‑二溴去甲斑蝥素结合物I的方法，原料易得，成本低廉，目标产物收率高；易于制备得到。
• 喜树碱衍生物及其抗肿瘤应用
  申请人：遵义医学院

  公开号：CN104817574B

  公开（公告）日：2016-12-14

  本发明提供了结构式如3所示喜树碱衍生物、其制备方法及其抗肿瘤应用。活性测试证明，本发明设计并合成得到的喜树碱衍生物3具有很好的抗肝癌效果，可望应用于临床作为斑蝥素类抗肿瘤药物。此外，本发明提供的喜树碱衍生物3合成方法，原料易得，成本低廉，合成路线简单，收率也高，易于操作实施。

表征谱图