对甲苯氧基乙酸肼 | 36304-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 对甲苯氧基乙酸肼
• 中文别名: 2-(4-甲基苯氧基)乙烷肼；2-(4-甲基苯氧基)乙酰肼；对-甲苯氧基-乙酸,肼
• 英文名称: 4-methylphenoxyacetyl hydrazide
• 英文别名: 2-(p-tolyloxy)acetohydrazide；(4-methylphenoxy)acetic acid hydrazide；2-(4-Methylphenoxy)acetohydrazide
• CAS: 36304-39-9
• 化学式: C₉H₁₂N₂O₂
• mdl: MFCD00553730
• 分子量: 180.206
• InChiKey: BJAPYOSQJTZYQH-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C(Solv: ethanol (64-17-5))
• 沸点：
  402.2±28.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2928000090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(4-Methylphenoxy)acetohydrazide
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-(4-Methylphenoxy)acetohydrazide
CAS number: 36304-39-9

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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, refrigerated.
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: C9H12N2O2
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, nitrogen oxides.

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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：

  对甲苯氧基乙酸肼 以 1,4-二氧六环 、 邻二氯苯 为溶剂， 反应 11.0h， 生成 3,4-dimethyl-1-[2-(4-methylphenoxy)acetyl]pyrano[2,3-c]pyrazol-6-one
  参考文献：
  名称：

  Hogale; Pawar, Journal of the Indian Chemical Society, 1989, vol. 66, # 3, p. 206 - 207

  摘要：

  DOI：
• 作为产物：
  描述：

  (4-甲基苯氧基)乙酸 在 硫酸 、 一水合肼 作用下， 生成 对甲苯氧基乙酸肼
  参考文献：
  名称：

  在体外和计算机研究的协助下评估对甲苯氧基-1,3,4-恶二唑乙酰胺作为脂氧合酶抑制剂的作用

  摘要：

  炎症、先天免疫和癌症之间的潜在相关性广为人知，并通过三种酶介导的过程联系起来；环氧合酶 (COX)、脂肪氧化酶 (LOX) 和细胞色素 P450 (CYP 450 )。抗炎药针对靶向酶的副作用和随后产生的耐药性的报告不断增加，迫使研究人员合成具有更安全特性的新的有效分子。基于这些事实，我们正在进行的 1,3,4-恶二唑衍生物研究涉及合成一系列新的 5-(( p -tolyloxymethyl)-4H-1的N-烷基/芳烷基/芳基衍生物， 3,4-恶二唑-2-基硫基)乙酰胺 ( 6a-o )对甲苯氧基乙酸( a )转化为酯( 1 )酰肼( 2 )和5-(对甲苯氧基甲基)-4H-1,3,4-恶二唑-2-硫醇( 3 )。设计的化合物 ( 6a-o ) 是通过 1,3,4-恶二唑 ( 3 ) 与大量亲电子试剂 ( 5a-o ) 在 KOH 中反应得到的。合成的类似物 ( 6a-o ) 通过 FTIR、1

  DOI：

  10.1016/j.bioorg.2022.106144

文献信息

• Synthesis and in-vitro antimicrobial activity of new 1,2,4-triazoles
  作者：A R Bhat、G Varadaraj Bhat、G Gautham Shenoy

  DOI：10.1211/0022357011775307

  日期：2010.2.18

  described the synthesis of new 1,2,4-triazoles and have evaluated their antimicrobial profile. Antitubercular activity was determined in triplicate using the Lowenstein-Jensen medium. A loopful of Mycobacterium tuberculosis suspension was inoculated on the surface of each Lowenstein-Jensen media containing the test compounds (100, 10 or 1 microg mL(-1)). To evaluate in-vitro antibacterial activity, compounds

  我们已经描述了新的1,2,4-三唑的合成，并评估了它们的抗菌特性。使用Lowenstein-Jensen培养基一式三份确定抗结核活性。在含有测试化合物（100、10或1微克mL（-1））的每种Lowenstein-Jensen培养基的表面上接种一圈结核分枝杆菌悬液。为了评估体外抗菌活性，通过圆盘扩散法对枯草芽孢杆菌，大肠杆菌，铜绿假单胞菌，金黄色葡萄球菌和伤寒葡萄球菌评估了化合物（50、5或0.5微克）。为了评估抗真菌活性，使用了Sabourauds葡萄糖琼脂培养基。筛选了某些化合物（5、0.5或0.05微克mL（-1））的抗黑曲霉88和黑曲霉90的活性，而其他化合物则抗T的活性。使用杯板法将红花TR1，红花R.R6，红花R7和薄荷茶T. 我们的结果表明，与在分子4位具有吡嗪部分的三唑相比，在3位具有吡嗪部分的三唑作为抗结核剂和抗真菌剂更具活性。
• Expedient discovery for novel antifungal leads: 1,3,4-Oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment
  作者：Xiaobin Wang、Jianqi Chai、Xiangyi Kong、Fei Jin、Min Chen、Chunlong Yang、Wei Xue

  DOI：10.1016/j.bmc.2021.116330

  日期：2021.9

  Developing novel fungicide candidates are intensively promoted by the rapid emergences of resistant fungi that outbreak on agricultural production. Aiming to discovery novel antifungal leads, a series of 1,3,4-oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment were constructed for evaluating their inhibition effects against phytopathogenic fungi in vitro and in vivo. Systematically structural

  农业生产中爆发的抗性真菌的迅速出现，极大地促进了新型杀菌剂候选物的开发。为了发现新的抗真菌先导物，构建了一系列带有 quinazolin-4(3 H )-one 片段的 1,3,4-恶二唑衍生物，用于评估它们在体外和体内对植物病原真菌的抑制作用。生成系统的结构的优化的生物活性分子余32所识别作为对有希望的抑制剂纹枯病与体内200 μg/mL 时的预防效果为 58.63%。扫描电镜和透射电镜观察表明，生物活性分子I 32可以诱导菌丝的蔓延生长、菌丝表面的局部收缩和破裂、液泡的极度膨胀、细胞壁的显着变形、以及线粒体数量的减少。上述结果为发现带有喹唑啉-4(3 H )-one 和1,3,4-恶二唑片段的抗真菌先导物提供了不可或缺的补充。
• イソニコチン酸化合物を含有する植物ウイルス病の防除剤
  申请人：ＯＡＴアグリオ株式会社

  公开号：JP2020109058A

  公开（公告）日：2020-07-16

  【課題】新規なイソニコチン酸化合物又はその塩を含有する植物ウイルス病の防除剤の提供。【解決手段】例えば下記の構造を有するイソニコチン酸化合物又はその塩を含有する植物ウイルス病の防除剤。【選択図】なし

  【课题】提供含有新式异烟酸化合物或其盐的植物病毒防治剂。 【解决方案】例如，提供含有如下结构异烟酸化合物或其盐的植物病毒防治剂。 【选择图】无
• Design, synthesis, molecular docking and 3D-QSAR studies of potent inhibitors of enoyl-acyl carrier protein reductase as potential antimycobacterial agents
  作者：Uttam A. More、Shrinivas D. Joshi、Tejraj M. Aminabhavi、Andanappa K. Gadad、Mallikarjuna N. Nadagouda、Venkatrao H. Kulkarni

  DOI：10.1016/j.ejmech.2013.11.004

  日期：2014.1

  In order to develop a lead antimycobacterium tuberculosis compound, a series of 52, novel pyrrole hydrazine derivatives have been synthesized and screened which target the essential enoyl-ACP reductase. The binding mode of the compounds at the active site of enoyl-ACP reductase was explored using surflex-docking method. The binding model suggests one or two hydrogen bonding interactions between pyrrole

  为了开发抗结核分枝杆菌的先导化合物，已合成和筛选了一系列针对必需的烯酰-ACP还原酶的52种新颖的吡咯肼衍生物。采用表面对接法研究了化合物在烯酰-ACP还原酶活性位点的结合方式。结合模型表明吡咯和InhA酶之间有一个或两个氢键相互作用。高活性化合物5r（MIC 0.2μg/ mL）显示与Tyr158和NAD +的氢键相互作用以与配体PT70和三氯生相同的方式。就整体统计而言，通过数据库对齐生成的CoMFA和CoMSIA模型是最好的。CoMFA和CoMSIA模型的预测能力是使用13种化合物的测试集确定的，其预测相关系数（r pred 2）分别为0.896和0.930。
• Synthesis, α-glucosidase inhibition, and molecular docking studies of novel N-substituted hydrazide derivatives of atranorin as antidiabetic agents
  作者：Thuc-Huy Duong、Asshaima Paramita Devi、Nguyen-Minh-An Tran、Hoang-Vinh-Truong Phan、Ngoc-Vinh Huynh、Jirapast Sichaem、Hoai-Duc Tran、Mahboob Alam、Thi-Phuong Nguyen、Huu-Hung Nguyen、Warinthorn Chavasiri、Tien-Cong Nguyen

  DOI：10.1016/j.bmcl.2020.127359

  日期：2020.9

  A series of novel N-substituted hydrazide derivatives were synthesized by reacting atranorin, a compound with a natural depside structure (1), with a range of hydrazines. The natural product and 12 new analogues (2–13) were investigated for inhibition of α-glucosidase. The N-substituted hydrazide derivatives showed more potent inhibition than the original. The experimental results were confirmed by

  通过使具有天然depside结构（1）的化合物atranorin与一系列肼反应，可以合成一系列新型的N-取代的酰肼衍生物。天然产物和12个新的类似物（2 - 13）进行了调查抑制α葡糖苷酶。所述Ñ取代肼衍生物表现出更有效的抑制比原来的。通过对接分析证实了实验结果。这项研究表明这些化合物是用于糖尿病治疗的有前途的分子。使用化合物2进行了分子动力学模拟演示了在长达20 ns的仿真过程中使用Gromac的最佳对接模型，以探索复杂配体蛋白的稳定性。此外，所有合成的酶活性的化合物2 - 13针对正常细胞系HEK293，用于评估它们的细胞毒性，进行了评价。