N-(α-Oximino-acetyl)-2.4-dichlor-anilin | 18313-03-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(α-Oximino-acetyl)-2.4-dichlor-anilin
• 英文别名: N-(2,4-dichlorophenyl)-2-hydroxyiminoacetamide
• CAS: 18313-03-6
• 化学式: C₈H₆Cl₂N₂O₂
• 分子量: 233.054
• InChiKey: SMAMVCPTXWEWAE-UHFFFAOYSA-N

物化性质

• 熔点：
  198 °C
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

SDS

Name:	N1-(2 4-Dichlorophenyl)-2-hydroxyiminoacetamide 95+% Material Safety Data Sheet
Synonym:
CAS:	18313-03-6

Section 1 - Chemical Product MSDS Name:N1-(2 4-Dichlorophenyl)-2-hydroxyiminoacetamide 95+% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
18313-03-6	N1-(2,4-Dichlorophenyl)-2-hydroxyimino	95+%	unlisted

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.
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.

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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.
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.

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

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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.

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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.

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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# 18313-03-6: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: tan
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 198 - 201 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:
Specific Gravity/Density:
Molecular Formula: C8H6Cl2N2O2
Molecular Weight: 233

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 18313-03-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N1-(2,4-Dichlorophenyl)-2-hydroxyiminoacetamide - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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 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# 18313-03-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 18313-03-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 18313-03-6 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-(α-Oximino-acetyl)-2.4-dichlor-anilin 在 硫酸 作用下， 以 水 为溶剂， 反应 4.0h， 以3.45 g的产率得到5,7-二氯靛红
  参考文献：
  名称：

  对三嗪并吲哚类化合物作为潜在的新型多靶标定向抗阿尔茨海默氏病药物的进一步研究

  摘要：

  目前的抗阿尔茨海默氏病（AD）药物的临床疗效不足，以及它们对患者阿尔茨海默氏病进展的影响很小，已经将研究重点从单一靶标改为了多靶标定向配体。通过在吲哚环上引入各种取代基以开发多靶标配体作为抗AD剂，可获得一系列新的取代的三嗪并吲哚衍生物。实验数据表明这些化合物中的一些表现出显着的抗AD特性。其中，8-（哌啶-1-基） - ñ - （6-（吡咯烷-1-基）己基）-5- ħ - [1,2,4]三嗪并[5,6- b ]吲哚-3-胺（60），最有效的胆碱酯酶抑制剂（AChE，IC 50值为0.32μM; 还发现BuChE的IC 50值为0.21μM）具有显着的自我介导的Aβ1–42聚集抑制活性（在25μM浓度下为54％）。另外，化合物60显示出强的抗氧化剂活性。在PAMPA测定中，化合物60表现出血脑屏障穿透能力。在大鼠中进行的一项急性毒性研究表明，至多2000 mg / kg的剂量，均无毒性迹象

  DOI：

  10.1021/acschemneuro.0c00448
• 作为产物：
  描述：

  在 盐酸羟胺 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 N-(α-Oximino-acetyl)-2.4-dichlor-anilin
  参考文献：
  名称：

  An improved synthesis of isonitrosoacetanilides

  摘要：

  A novel two-step synthesis of isonitrosoacetanilides [2-(hydroxyimino)-N-phenylacetamides] has been developed, involving the initial acylation of aniline derivatives with 2,2-diacetoxyacetyl chloride, followed by reaction with hydroxylamine hydrochloride. The method works equally well with a variety of different aniline derivatives, including those with poor aqueous solubility and those containing electron rich ortho-substituents, neither of which react well under traditional conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.046

文献信息

• Further Studies on Triazinoindoles as Potential Novel Multitarget-Directed Anti-Alzheimer’s Agents
  作者：Dushyant V. Patel、Nirav R. Patel、Ashish M. Kanhed、Divya M. Teli、Kishan B. Patel、Pallav M. Gandhi、Sagar P. Patel、Bharat N. Chaudhary、Dharti B. Shah、Navnit K. Prajapati、Kirti V. Patel、Mange Ram Yadav

  DOI：10.1021/acschemneuro.0c00448

  日期：2020.11.4

  the development of multitarget-directed ligands as anti-AD agents. The experimental data indicated that some of these compounds exhibited significant anti-AD properties. Among them, 8-(piperidin-1-yl)-N-(6-(pyrrolidin-1-yl)hexyl)-5H-[1,2,4]triazino[5,6-b]indol-3-amine (60), the most potent cholinesterase inhibitor (AChE, IC50 value of 0.32 μM; BuChE, IC50 value of 0.21 μM), was also found to possess

  目前的抗阿尔茨海默氏病（AD）药物的临床疗效不足，以及它们对患者阿尔茨海默氏病进展的影响很小，已经将研究重点从单一靶标改为了多靶标定向配体。通过在吲哚环上引入各种取代基以开发多靶标配体作为抗AD剂，可获得一系列新的取代的三嗪并吲哚衍生物。实验数据表明这些化合物中的一些表现出显着的抗AD特性。其中，8-（哌啶-1-基） - ñ - （6-（吡咯烷-1-基）己基）-5- ħ - [1,2,4]三嗪并[5,6- b ]吲哚-3-胺（60），最有效的胆碱酯酶抑制剂（AChE，IC 50值为0.32μM; 还发现BuChE的IC 50值为0.21μM）具有显着的自我介导的Aβ1–42聚集抑制活性（在25μM浓度下为54％）。另外，化合物60显示出强的抗氧化剂活性。在PAMPA测定中，化合物60表现出血脑屏障穿透能力。在大鼠中进行的一项急性毒性研究表明，至多2000 mg / kg的剂量，均无毒性迹象
• An improved synthesis of isonitrosoacetanilides
  作者：Gordon W. Rewcastle、Hamish S. Sutherland、Claudette A. Weir、Adrian G. Blackburn、William A. Denny

  DOI：10.1016/j.tetlet.2005.10.046

  日期：2005.12

  A novel two-step synthesis of isonitrosoacetanilides [2-(hydroxyimino)-N-phenylacetamides] has been developed, involving the initial acylation of aniline derivatives with 2,2-diacetoxyacetyl chloride, followed by reaction with hydroxylamine hydrochloride. The method works equally well with a variety of different aniline derivatives, including those with poor aqueous solubility and those containing electron rich ortho-substituents, neither of which react well under traditional conditions. (c) 2005 Elsevier Ltd. All rights reserved.