5-甲氧基-2-甲苯甲酸甲酯 | 73502-03-1

• 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 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-甲氧基-2-甲苯甲酸甲酯
• 中文别名: 5-甲氧基-2-甲基苯甲酸甲酯；2-甲基-5-甲氧基苯甲酸甲酯
• 英文名称: methyl 5-methoxy-2-methylbenzoate
• 英文别名: 5-Methoxy-2-methyl-benzoesaeure-methylester
• CAS: 73502-03-1
• 化学式: C₁₀H₁₂O₃
• mdl: MFCD11045607
• 分子量: 180.203
• InChiKey: SEVHDRXGLLXUQE-UHFFFAOYSA-N

物化性质

• 沸点：
  134-136 °C(Press: 20 Torr)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 5-methoxy-2-methylbenzoate
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: Methyl 5-methoxy-2-methylbenzoate
CAS number: 73502-03-1

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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: C10H12O3
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

反应信息

• 作为反应物：
  描述：

  5-甲氧基-2-甲苯甲酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 以99%的产率得到2-溴甲基-5-甲氧基苯甲酸甲酯
  参考文献：
  名称：

  联芳基取代的乙内酰脲化合物作为TACE抑制剂

  摘要：

  我们公开了乙内酰脲TNF-α转化酶（TACE）抑制剂的进一步优化。探索了关于TACE活动部位非主要区域的SAR。与MMP-1，-2，-3，-7，-9和-13相比，一系列联芳基取代的乙内酰脲化合物具有亚纳摩尔级的K i，良好的大鼠PK以及良好的选择性。

  DOI：

  10.1016/j.bmcl.2010.06.134
• 作为产物：
  描述：

  5-氨基-2-甲基苯甲酸 在 硫酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 5-甲氧基-2-甲苯甲酸甲酯
  参考文献：
  名称：

  Metabolically Stable Dibenzo[b,e]oxepin-11(6H)-ones as Highly Selective p38 MAP Kinase Inhibitors: Optimizing Anti-Cytokine Activity in Human Whole Blood

  摘要：

  Five series of metabolically stable disubstituted dibenzo[b,e]oxepin-11(6H)-ones were synthesized and tested in a p38 alpha enzyme assay for their inhibition of tumor necrosis factor-alpha (TNF-alpha) release in human whole blood. Compared to the monosubstituted dibenzo[b,e]oxepin-11(6H)-one derivatives, it has been shown that the additional introduction of hydrophilic residues at position 9 leads to a substantial improvement of the inhibitory potency and metabolic stability. Using protein Xray crystallography, the binding mode of the disubstituted dibenzoxepinones and the induction of a glyince flip in the hinge region were confirmed. The most potent compound of this series, 32e, shows an outstanding biological activity on isolated p38 alpha, with an IC50 value of 1.6 nM, extraordinary selectivity (by a factor >1000, Kinase WholePanelProfiler), and low ATP competitiveness. The ability to inhibit the release of TNF-alpha from human whole blood was optimized down to an IC50 value of 125 nM. With the promising dibenzoxepinone inhibitor 3i, a pharmacokinetic study in mice was conducted.

  DOI：

  10.1021/jm401276h

文献信息

• [EN] IRAK DEGRADERS AND USES THEREOF<br/>[FR] AGENTS DE DÉGRADATION D'IRAK ET LEURS UTILISATIONS
  申请人：KYMERA THERAPEUTICS INC

  公开号：WO2020264499A1

  公开（公告）日：2020-12-30

  The present invention provides compounds, compositions thereof, and methods of using the same. The compounds include an IRAK binding moiety capable of binding to IRAK4 and a degradation inducing moiety (DIM). The DIM could be DTM a ligase binding moiety (LBM) or lysine mimetic. The compounds could be useful as IRAK protein kinase inhibitors and applied to IRAK mediated disorders.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。这些化合物包括能够结合到IRAK4的IRAK结合基团和诱导降解的基团（DIM）。DIM可以是DTM、一个连接酶结合基团（LBM）或赖氨酸类似物。这些化合物可以作为IRAK蛋白激酶抑制剂，并应用于IRAK介导的疾病。
• Free-Radical-Promoted Site-Selective C–H Silylation of Arenes by Using Hydrosilanes
  作者：Zhengbao Xu、Li Chai、Zhong-Quan Liu

  DOI：10.1021/acs.orglett.7b02717

  日期：2017.10.20

  silylation using hydrosilane was developed. This cross-dehydrogenative silylation enables both electron-rich and electron-poor aromatics to afford the desired arylsilanes in unique selectivity. A “para-selectivity” was observed by examination of over 54 examples. This exceptional orientation is quite different from that in Friedel–Crafts C–H silylation or transition-metal-catalyzed dehydrogenative silylation

  开发了使用氢硅烷的自由基促进的芳基/杂芳基CH硅烷化反应。这种交叉脱氢甲硅烷基化可以使富电子和贫电子的芳族化合物以独特的选择性提供所需的芳基硅烷。通过检查超过54个实例，观察到“对位选择性”。这种特殊的取向与Friedel-Crafts的C-H甲硅烷基化或过渡金属催化的脱氢甲硅烷基化完全不同。
• Synthesis and SAR of 4-methyl-5-pentylbenzene-1,3-diol (MPBD), produced by Dictyostelium discoideum
  作者：Chihiro Murata、Tetsuhiro Ogura、Shuhei Narita、Anna P. Kondo、Natsumi Iwasaki、Tamao Saito、Toyonobu Usuki

  DOI：10.1016/j.bmcl.2016.01.067

  日期：2016.3

  4-Methyl-5-pentylbenzene-1,3-diol (MPBD) is a secondary metabolite of SteelyA polyketide synthase, which controls cell aggregation and spore maturation of Dictyostelium discoideum. In this study, chemical synthesis of MPBD and its derivatives was achieved. Structure–activity relationship (SAR) studies for antimicrobial activities against Escherichia coli and Bacillus subtilis were also conducted.

  4-甲基-5-戊-1,3-二醇（MPBD）是SteelyA聚酮化合物合酶的次级代谢产物，其中的控制细胞聚集和孢子成熟粘菌。在这项研究中，实现了MPBD及其衍生物的化学合成。还进行了针对大肠杆菌和枯草芽孢杆菌的抗菌活性的结构-活性关系（SAR）研究。
• Copper-promoted direct amidation of isoindolinone scaffolds by sodium persulfate
  作者：Huifang Lai、Jiexin Xu、Jin Lin、Daijun Zha

  DOI：10.1039/d1ob01054a

  日期：——

  We described a copper-promoted direct amidation of isoindolinone scaffolds mediated by sodium persulfate. The amides, including primary and secondary amides, can be installed on isoindolinones in moderate to excellent yields by this method.

  我们描述了一种由过硫酸钠介导的铜促进的对异吲哚酮骨架的直接酰胺化反应。通过这种方法，可以在异吲哚酮上以中等至优良的产率安装酰胺，包括一级和二级酰胺。
• FXR RECEPTOR MODULATOR, PREPARATION METHOD THEREFOR, AND USES THEREOF
  申请人：Guangzhou Henovcom Bioscience Co. Ltd.

  公开号：EP3401315A1

  公开（公告）日：2018-11-14

  The present disclosure disclosed a modulator of FXR receptor and preparation and use thereof, which relates to the technical filed of medicinal chemistry. The present disclosure provides a modulator of FXR receptor having a structural formula I or a pharmaceutically acceptable salt, stereoisomer, solvate or prodrug thereof, which can combine with FXR receptor (that is NR1H4) and be acted as a FXR agonist or a partial agonist for preventing and treating the disease mediated by FXR, such as chronic intrahepatic or extrahepatic cholestasis, hepatic fibrosis caused by chronic cholestasis or acute intrahepatic cholestasis, chronic hepatitis B, gallstone, hepatic carcinoma, colon cancer or intestinal inflammatory disease, etc. Specifically, for some chemical compounds, their EC50 for FXR agonist activity reach below 100nM, which show an excellent FXR agonist activity and an excellent prospect to provide a new pharmaceutical selection in clinical treatment for the disease mediated by FXR.

  本公开揭示了一种FXR受体调节剂及其制备和使用，涉及药物化学技术领域。本公开提供了一种具有结构式I或其药用可接受盐、立体异构体、溶剂合物或前药的FXR受体调节剂，可与FXR受体（即NR1H4）结合，并作为FXR激动剂或部分激动剂用于预防和治疗由FXR介导的疾病，如慢性肝内或肝外胆汁淤积、慢性胆汁淤积或急性肝内胆汁淤积引起的肝纤维化、慢性乙型肝炎、胆结石、肝癌、结肠癌或肠道炎症性疾病等。具体而言，对于某些化合物，它们的FXR激动剂活性的EC50值低于100nM，表现出优异的FXR激动剂活性，并有望为由FXR介导的疾病在临床治疗中提供新的药物选择。