2,4-二氯苯氧乙酰肼 | 28236-62-6

• 物质功能分类: 化学农药原药 - 植物生长调节剂
• 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: 2,4-二氯苯氧乙酰肼
• 中文别名: 2,4-二氯苯氧乙酸；2,4-二氯苯氧基乙酰肼；2,4-二氯苯氧基乙酸肼
• 英文名称: 2,4-dichlorophenoxyacetylhydrazine
• 英文别名: 2-(2,4-dichlorophenoxy)acetohydrazide；2,4-dichlorophenoxyacetic acid hydrazide；2-(2,4-dichlorophenoxy)acetic acid hydrazide；2‐(2,4‐dichlorophenoxy)acetohydrazide
• CAS: 28236-62-6
• 化学式: C₈H₈Cl₂N₂O₂
• mdl: MFCD00051972
• 分子量: 235.07
• InChiKey: OEYOIIKYUVBUJN-UHFFFAOYSA-N

物化性质

• 熔点：
  153-157 °C
• 沸点：
  448.8±35.0 °C(Predicted)
• 密度：
  1.438±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果按照规定使用和储存，则不会发生分解，也无已知的危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn,Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2928000090
• 储存条件：
  请将贮藏器密封，并将其存放在阴凉、干燥处。确保工作环境具备良好的通风或排气设施。

SDS

Name:	2 4-Dichlorophenoxyacetic acid hydrazide 98% Material Safety Data Sheet
Synonym:
CAS:	28236-62-6

Section 1 - Chemical Product MSDS Name:2 4-Dichlorophenoxyacetic acid hydrazide 98% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
28236-62-6	2,4-Dichlorophenoxyacetic acid hydrazi	98%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

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.
Ingestion:
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:
Treat symptomatically and supportively.

---

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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 28236-62-6: Personal Protective Equipment Eyes: Not available.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: light beige
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 153 - 157 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C8H8Cl2N2O2
Molecular Weight: 235.07

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 28236-62-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4-Dichlorophenoxyacetic acid hydrazide - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

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.

---

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 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# 28236-62-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 28236-62-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 28236-62-6 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,4-二氯苯氧乙酰肼 在 一水合肼 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 3H-1,2,4-Triazole-3-thione, 2,4-dihydro-4-amino-5-((2,4-dichlorophenoxy)methyl)-
  参考文献：
  名称：

  聚乙二醇介导的一锅三组分合成方案，用于新型3- [3-取代5-巯基1,2,4-三唑-4-基]螺-（茚满-1'，2-噻唑烷酮‐‐4‐ones作为新型潜在的抗菌药和抗结核药

  摘要：

  为了达到以下目的，设计了一系列3- [3-取代-5-巯基-1,2,4-三唑-4-基]-螺（茚满-1'，2-噻唑烷）-4-酮2。在寻找新型抗菌剂的过程中，已经一步一步合成了聚乙烯（400）中的三组分方案，可作为绿色反应介质方便地合成。因此，茚满一对一之间的缩合反应；聚乙二醇（400）中的4-氨基-5-巯基1,2,4-三唑和巯基乙酸得到定量和分析纯净的标题化合物2。合成化合物2的结构基于光谱（IR，1 H-NMR和13C-NMR）以及元素分析。已针对这些化合物的抗菌，抗真菌和抗结核活性进行了筛选。其中一些对真菌和细菌的生长以及对结核分枝杆菌的抗结核活性表现出明显的抑制作用。化合物2a，2d和2e对白色念珠菌显示出抗真菌活性[最小抑菌浓度（MIC）3.13，6.25 µg / mL]，其抗菌活性再次达到了标准肺炎链球菌（MIC 3.13 µg / mL）。在相似的条件下，化合物2a的抗结核活性优于其他化合物结核分枝杆菌（H

  DOI：

  10.1002/jhet.1605
• 作为产物：
  描述：

  2,4-二氯酚 在 potassium carbonate 、 一水合肼 、 potassium iodide 作用下， 以 乙醇 、 丙酮 为溶剂， 生成 2,4-二氯苯氧乙酰肼
  参考文献：
  名称：

  一些新型吡唑衍生物的合成及除草活性

  摘要：

  以取代苯酚为起始原料，通过多步反应设计合成了一些新颖的吡唑衍生物。其结构由1确认1 H NMR，FTIR，MS和元素分析。评价所有这些化合物的除草活性。初步的生物测定结果表明，某些标题化合物在200μg/ mL处显示中等除草活性。其中，化合物4-氯-N'-（2-（2,5-二甲基苯氧基）乙酰基）-3-乙基-1-甲基-1H-吡唑-5-碳酰肼，4-氯-N'-（ 2-（2,4-二氯苯氧基）乙酰基）-3-乙基-1-甲基-1H-吡唑-5-碳酰肼，4-氯-3-乙基-1-甲基-N'-（2-（间甲苯基氧基）乙酰基）-1H-吡唑-5-碳酰肼和4-氯-3-乙基-1-甲基-N'-（2-（3-硝基苯氧基）乙酰基）-1H-吡唑-5-碳酰肼占95％分别对菜子油菜具有100％，95％和95％的抑制作用。在进一步的生物测定中，化合物6l以150g /公顷的单子叶植物或双子叶植物表现出优异的除草活性。

  DOI：

  10.2174/1570180813666160805150148

文献信息

• 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。
• Synthesis and cytotoxicity evaluation of [(2,4-dichlorophenoxy)methyl]-5-aryl-1,3,4-oxadiazole/4 H -1,2,4-triazole analogues
  作者：Mohamed Jawed AHSAN

  DOI：10.3906/kim-1803-25

  日期：——

  We report herein the synthesis, characterization, and cytotoxicity evaluations of some newer oxadiazole and triazole analogues (5a-j). The cytotoxicity of all the title compounds were evaluated as per the National Cancer Institute protocol in a one-dose assay (10 $\mu $M) on nine different panels of 59 cancer cell lines. 2-$\$5-[(2,4-Dichlorophenoxy)methyl]-1,3,4-oxadiazol-2-yl$\}$phenol (5e) showed the maximum cytotoxicity among the series of ten compounds. The cytotoxicity of 5e was comparable to that of the standard anticancer drug, 5-fluorouracil, and better than that of imatinib. The structure activity relationship was also discussed.

  我们在此报告了一些新型氧杂二唑和三唑类似物（5a-j）的合成、表征和细胞毒性评估。所有标题化合物的细胞毒性按照国家癌症研究所的方案，通过在九个不同的59种癌细胞系上进行一次剂量（10 μM）检测进行评估。在十种化合物系列中，2-5-[(2,4-二氯苯氧基)甲基]-1,3,4-氧杂二唑-2-基}苯酚（5e）显示出最高的细胞毒性。5e的细胞毒性与标准抗癌药物5-氟尿嘧啶相当，且优于伊马替尼。我们还讨论了结构活性关系。
• Saccharide (2,4-dichlorophenoxy)acetylhydrazones, the mechanism of heterocyclization under acetylative conditions
  作者：El Sayed H. El Ashry、Yeldez El Kilany、Abdallah A. Abdallah、Kamel Mackawy

  DOI：10.1016/0008-6215(83)88242-1

  日期：1983.3

  geometric isomers. Reaction of the pentaacetate with boiling acetic anhydride caused its acetylative heterocyclization into 3-acetyl-5-[(2,4- dichlorophenoxy)methylene]-2-(1,2,3,4,5-penta- O -acetyl- d - galacto -pentitol-1-yl)- 1,3,4-oxadiazoline. A generalized mechanism for the heterocyclization, based on “soft” and “hard” acids and bases, is discussed. d - arabino -Hexos-2-ulose 2-(2,4- dichlorophenoxy)acetylhydrazone

  摘要描述了许多单糖的（2,4-二氯苯氧基）乙酰基hydr的合成。研究了相应的d-半乳糖衍生物与乙酸酐在吡啶中的反应。通过肼与五-O-乙酰基-醛-d-半乳糖的反应制备了五-O-乙酰基-醛-d-半乳糖（2,4-二氯苯氧基）乙酰基hydr，其1 Hn.mr光谱表明其存在为两个几何异构体。五乙酸盐与沸腾的乙酸酐反应导致其乙酰化杂环化成3-乙酰基-5-[（2,4-二氯苯氧基）亚甲基] -2-（1,2,3,4,5-戊基-O-乙酰基-d -半乳糖-戊醇-1-基）-1,3,4-恶二唑啉。讨论了基于“软”和“硬”酸和碱的通用杂环化机理。d-阿拉伯-Hexos-2-ulose 2-（2，
• Design, synthesis and molecular modelling of phenoxyacetohydrazide derivatives as Staphylococcus aureus MurD inhibitors
  作者：Srikanth Jupudi、Mohammed Afzal Azam、Ashish Wadhwani

  DOI：10.1007/s11696-020-01380-2

  日期：2021.3

  Gram-negative bacteria P. aeruginosa NCIM 2036 with MIC value of 64 µg/ml. Among three tested compounds, 4k exhibited highest inhibitory activity against S. aureus MurD enzyme with IC50 value of 35.80 µM. Further binding interactions of 4a-k with the modelled S. aureus MurD catalytic pocket residues is investigated with the extra-precision molecular docking and binding free energy calculation by MM-GBSA approach

  在本工作中，我们合成了一系列新的苯氧基乙酰肼功能化合物4a-k，并通过光谱数据对其进行了表征。在体外筛选合成的化合物的抗菌活性。化合物4a，4j和4k对金黄色葡萄球菌NCIM 5022表现出抑制活性，MIC值为64 µg / ml。这些化合物还对耐甲氧西林的金黄色葡萄球菌ATCC 43300表现出MIC为128 µg / ml。在所有测试的化合物中，化合物4c和4j分别显示出最高的抗枯草芽孢杆菌NCIM 2545和肺炎克雷伯氏菌的活性。NCIM2706。只有一种化合物（即4d）显示出对另一种革兰氏阴性细菌铜绿假单胞菌NCIM 2036的活性，MIC值为64 µg / ml。在三种测试化合物中，4k表现出对金黄色葡萄球菌MurD酶的最高抑制活性，IC 50值为35.80 µM。通过超精确分子对接和结合自由能的MM-GBSA计算，研究了4a-k与金黄色葡萄球菌MurD催化口袋残基的进一步结合相
• Anthelmintic Evaluation of Some Novel Synthesized 1,2,4-Triazole Moiety Clubbed with Benzimidazole Ring
  作者：P Kumar、J Sahoo

  DOI：10.13005/ojc/300125

  日期：2014.3.30

  phenoxy acetamide 6(a-g) were synthesized by the mixture of the compound of potassium 2-(2-(1H-benzo[d]imidazol-2-ylthio) acetyl) hydrazinecarbodithioate (4) and aryloxy acid hydrazide (5) in presence of hydrochloric acid. The predicted structures of the synthesized compounds were confirmed by different spectral analysis studies. The title compounds 6(a-g) were screened for anthelmintic activity against

  一系列N- [3-（1H-苯并[d]咪唑-2-基硫基]甲基）-5-巯基-4H-1，2，4-三唑-4基] -2-取代的苯氧基乙酰胺6（ag ）是通过在盐酸的存在下将2-（2-（1H-苯并[d]咪唑-2-基硫基）乙酰基）肼基二硫代硫酸钾（4）和芳氧基酰肼（5）的混合物进行合成的。通过不同的光谱分析研究证实了合成化合物的预测结构。筛选了标题化合物6（ag）的抗死后肺炎衣原体的驱虫活性。与标准药物（如阿苯达唑和哌嗪）相比，整个化合物均表现出良好的驱虫活性。