甲基 1,3-苯并二恶唑-5-羧酸酯 | 326-56-7

• 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 - 苯并间二氧杂环戊烯类
• 中文名称: 甲基 1,3-苯并二恶唑-5-羧酸酯
• 中文别名: 1,3-苯并二氧代-5-羧酸甲酯；甲基1,3-苯并二恶唑-5-羧酸酯
• 英文名称: methyl 3,4-methylenedioxybenzoate
• 英文别名: methyl benzo[d][1,3]dioxole-5-carboxylate；methyl piperonylate；methyl benzo[1,3]dioxole-5-carboxylate；methyl 1,3-benzodioxole-5-carboxylate
• CAS: 326-56-7
• 化学式: C₉H₈O₄
• mdl: MFCD00030273
• 分子量: 180.16
• InChiKey: QCHGUEIECOASJU-UHFFFAOYSA-N

物化性质

• 熔点：
  50°C
• 沸点：
  272.96°C (rough estimate)
• 密度：
  1.2933 (rough estimate)
• LogP：
  1.376 (est)
• 保留指数：
  1932

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 储存条件：
  2-8℃，干燥，密封保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 1,3-benzodioxole-5-carboxylate
Synonyms: Methyl 3,4-methylenedioxybenzoate

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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: Methyl 1,3-benzodioxole-5-carboxylate
CAS number: 326-56-7

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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.
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: C9H8O4
Molecular weight: 180.2

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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.

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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

制备方法与用途

methyl piperonylate 是一种生物化学物质。

反应信息

• 作为反应物：
  描述：

  甲基 1,3-苯并二恶唑-5-羧酸酯 在 吡啶 、 乙醇 、 sodium carbonate 、 一水合肼 、 乙二醇 作用下， 生成 胡椒醛
  参考文献：
  名称：

  128.一种将酸转化为醛的新方法

  摘要：

  DOI：

  10.1039/jr9360000584
• 作为产物：
  描述：

  胡椒醛 在 硫酸 、 silver nitrate 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 生成 甲基 1,3-苯并二恶唑-5-羧酸酯
  参考文献：
  名称：

  分子简化策略设计的新型二茂铁-N-酰基腙的合成、结构表征和抗菌活性庆祝Paulo Freire教授诞辰100周年

  摘要：

  追求新的具有生物活性和结构多样化的分子是药物化学的主要核心，这可以通过不同的理论和实验策略来实现，包括分子简化。从更复杂的结构模型开始，可以设计出具有更容易合成要求、改进的物理化学性质甚至新的生物学特征的新分子。基于该策略，已规划、合成并筛选了36 种二茂铁基-N-酰基腙 (Fc-NAH) 杂化物的抗菌活性。应用的合成方法导致了E的立体选择性-异构体，避免可能影响生物学研究的非对映体混合物。与起始结构模型相反，Fc-NAH 衍生物显示出显着的抗微生物活性。化合物SintMed(75-110)对革兰氏阳性菌株B. subtilis和S. aureus尤其有效，并且由于其最佳结果必须突出显示硝基取代的衍生物。事实上，衍生物SintMed77（3,5-二硝基苯基）和SintMed93（4-硝基苯基）是该系列中最活跃的，抑制区分别为 20.1 ± 0.52 和 21.4 ± 0.83。可以通过体外

  DOI：

  10.1016/j.jorganchem.2022.122488

文献信息

• Palladium-Catalyzed Visible-Light-Driven Carboxylation of Aryl and Alkenyl Triflates by Using Photoredox Catalysts
  作者：Katsuya Shimomaki、Tomoya Nakajima、Joaquim Caner、Naoyuki Toriumi、Nobuharu Iwasawa

  DOI：10.1021/acs.orglett.9b01340

  日期：2019.6.21

  A visible-light-driven carboxylation of aryl and alkenyl triflates with CO2 is developed by using a combination of Pd and photoredox catalysts. This reaction proceeds under mild conditions and can be applied to a wide range of substrates including acyclic alkenyl triflates.

  通过使用Pd和光氧化还原催化剂的组合，可见光驱动的芳基和烯基三氟甲磺酸酯与CO 2的羧化反应。该反应在温和的条件下进行，可用于多种底物，包括无环烯基三氟甲磺酸酯。
• [EN] ACTIVATORS OF THE RETINOIC ACID INDUCIBLE GENE "RIG-I' PATHWAY AND METHODS OF USE THEREOF<br/>[FR] ACTIVATEURS DE LA VOIE DU GÈNE INDUCTIBLE PAR L'ACIDE RÉTINOÏQUE "RIG-I" ET LEURS PROCÉDÉS D'UTILISATION
  申请人：KINETA INC

  公开号：WO2020036574A1

  公开（公告）日：2020-02-20

  The present invention is directed to compounds of Formula (I), which are activators of the RIG-I pathway.

  本发明涉及式(I)化合物，该化合物是RIG-I通路的激活剂。
• ACTIVATORS OF THE RETINOIC ACID INDUCIBLE GENE "RIG-I" PATHWAY AND METHODS OF USE THEREOF
  申请人：Kineta Immuno-Oncology LLC

  公开号：US20200055871A1

  公开（公告）日：2020-02-20

  The present invention is directed to compounds of Formula (I), which are activators of the RIG-I pathway.

  本发明涉及式（I）化合物，该化合物是RIG-I通路的激活剂。
• AMINO ALCOHOL DERIVATIVE, PHARMACEUTICAL COMPOSITION AND APPLICATION THEREOF
  申请人：Beijing Foreland Pharma Co., Ltd.

  公开号：US20210347745A1

  公开（公告）日：2021-11-11

  The present invention belongs to the field of medicine, and specifically discloses an amino alcohol derivative represented by Formula I, a pharmaceutically acceptable salt, solvate, polymorph or prodrug thereof. In addition, the present invention also discloses a pharmaceutical composition comprising the above substances, and a use of the substance in the preparation of a medicament for the prevention and treatment of an immune inflammatory disease, or a disease or condition associated with immunological competence such as multiple sclerosis, ALS, CIDP, systemic lupus erythematosus, rheumatoid arthritis, ulcerative colitis, psoriasis, polymyositis, etc.

  本发明属于医学领域，具体公开了由式I表示的氨基醇衍生物，其药学上可接受的盐、溶剂合物、多型或前药。此外，本发明还公开了包括上述物质的药物组合物，以及该物质在制备用于预防和治疗免疫性炎症性疾病或与免疫功能相关的疾病或病症，如多发性硬化症、肌萎缩侧索硬化症、慢性炎性脱髓鞘性多发性神经病、系统性红斑狼疮、类风湿关节炎、溃疡性结肠炎、牛皮癣、多发性肌炎等药物的制备中的用途。
• Design, synthesis, crystal structure, molecular docking studies of some diorganotin(IV) complexes derived from the piperonylic hydrazide Schiff base ligands as cytotoxic agents
  作者：Jai Devi、Jyoti Yadav、Kashmiri Lal、Nikhil Kumar、Avijit Kumar Paul、Deepak Kumar、Partha P. Dutta、Deepak Kumar Jindal

  DOI：10.1016/j.molstruc.2021.129992

  日期：2021.5

  ligands having pentacoordinated geometry around the central tin metal. The X-ray crystallographic study of complex 9 (Me2SnL2) revealed the distorted trigonal bipyramidal geometry (SnO2NC2). The cytotoxic activity of compounds was tested against human cancer cell lines A549, Hela, MCF7 and normal cell line L6 using MTT assay. Compound 12 (Ph2SnL2), 14 (Et2SnL3), 19 (Bu2SnL4) was found most active against

  受有机锡（IV）配合物在抑制癌细胞生长以及与不同靶蛋白相互作用中的作用的启发，我们合成了一系列新的亚苄基苯并肼类似物席夫碱配体的有机锡（IV）配合物。通过光谱研究完成了化合物的结构阐明，光谱研究显示了在中心锡金属周围具有五配位几何形状的席夫碱配体的三齿性质（NOO）。配合物9（Me 2 SnL 2）的X射线晶体学研究揭示了扭曲的三角双锥体几何形状（SnO 2 NC 2）。使用MTT测定法测试了化合物对人癌细胞系A549，Hela，MCF7和正常细胞系L6的细胞毒活性。化合物发现12（Ph 2 SnL 2），14（Et 2 SnL 3），19（Bu 2 SnL 4）对测试的IC 50值为22.909-32.303μM的细胞系活性最高。此外，在酪氨酸激酶和EGFR激酶结构域的3D空间对活性化合物12、14和20进行了分子对接研究。

表征谱图