4-烯丙氧基乙酰苯胺 | 6622-73-7

• 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: 4-烯丙氧基乙酰苯胺
• 英文名称: 4-acetamidophenyl allyl ether
• 英文别名: N-(4-(allyloxy)phenyl)acetamide；4'-Allyloxyacetanilide；N-(4-prop-2-enoxyphenyl)acetamide
• CAS: 6622-73-7
• 化学式: C₁₁H₁₃NO₂
• mdl: MFCD00127763
• 分子量: 191.23
• InChiKey: UVGQOPZEALYXKP-UHFFFAOYSA-N

物化性质

• 熔点：
  90 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22
• 海关编码：
  2924299090
• 安全说明：
  S24/25

SDS

Name:	N1-[4-(allyloxy)phenyl]acetamide 97% Material Safety Data Sheet
Synonym:	4-Allyloxyacetanilid
CAS:	6622-73-7

Section 1 - Chemical Product MSDS Name:N1-[4-(allyloxy)phenyl]acetamide 97% Material Safety Data Sheet
Synonym:4-Allyloxyacetanilid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6622-73-7	N1-[4-(Allyloxy)phenyl]acetamide	97%	229-573-7

Hazard Symbols: XN
Risk Phrases: 22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
May cause 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:

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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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 6622-73-7: 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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 90 - 92 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: C11H13NO2
Molecular Weight: 191

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6622-73-7: AD7850000 LD50/LC50:
Not available.
Carcinogenicity:
N1-[4-(Allyloxy)phenyl]acetamide - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: XN
Risk Phrases:
R 22 Harmful if swallowed.
Safety Phrases:
WGK (Water Danger/Protection)
CAS# 6622-73-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6622-73-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6622-73-7 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：

  4-烯丙氧基乙酰苯胺 在 palladium on activated charcoal 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以86%的产率得到对乙酰氨基酚
  参考文献：
  名称：

  A Facile Method for Deprotection of O-Allylphenols

  摘要：

  在温和的碱性条件下，使用 10% Pd/C 可以轻松裂解烯丙基芳基醚。

  DOI：

  10.1248/cpb.51.1220
• 作为产物：
  描述：

  1-[4-(烯丙氧基)苯基]乙酮 在 zinc(II) chloride 、 hydroxylamine-O-sulfonic acid 作用下， 以 水 为溶剂， 反应 5.0h， 以92%的产率得到4-烯丙氧基乙酰苯胺
  参考文献：
  名称：

  锌（II）催化的水性介质中羟基胺-O-磺酸的贝克曼重排反应从酮催化合成仲酰胺

  摘要：

  开发了锌（II）催化贝克曼重排的一步法，使用羟胺-O-磺酸（HOSA）作为水中的氮源。该直接方法在碱性水溶液后处理后，在开放气氛下以纯净形式有效地生产仲酰胺。它对环境无害且操作简单。

  DOI：

  10.1055/s-0040-1707809

文献信息

• Studies on Antifungal Agents. Part 22. 3-aryl-5-[(aryloxy)alkyl]-3-[(1H-imidazol-1-yl)methyl]-2-methylisoxazolidines and related derivatives
  作者：George B. Mullen、Patricia A. Swift、David M. Marinyak、Stanley D. Allen、Jeffrey T. Mitchell、C. Richard Kinsolving、Vassil St. Georgiev

  DOI：10.1002/hlca.19880710406

  日期：1988.6.15

  The synthesis and antifungal activity of a novel series of 3-aryl-5-[(aryloxy)alkyl]-3-[(1H-imidazol-1-yl)-methyl]-2-methylisoxazolidines and related compounds, are discussed. The synthesis of the title compounds was accomplished via a 1,3-dipolar cycloaddition of α-substituted ketonitrones with l-alkenyl phenyl ethers (Scheme 2 and 3). The compounds were evaluated for in vitro antifungal activity in

  讨论了一系列新的3-芳基-5-[（芳氧基）烷基] -3-[（1 H-咪唑-1-基）-甲基] -2-甲基异恶唑烷和相关化合物的合成和抗真菌活性。标题化合物的合成是通过α-取代的酮硝酮与1-烯基苯基醚的1，3-偶极环加成反应完成的（方案2和3）。评价了该化合物在固体琼脂培养物中对多种酵母和全身性真菌病和皮肤真菌的体外抗真菌活性。虽然在整个系列中都有明显的抗真菌活性，但一般来说，芳基环中一个或两个都具有卤素原子的衍生物显示出最高的效力，特别是对毛癣菌和白色念珠菌。发现二氯类似物20（PR 967-248）具有最有用的活性。与标准药物酮康唑（0.2）相比，其最小抑菌浓度（MIC）值介于0.2和2.0μg/ ml之间（4）。
• NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
  申请人：LES LABORATOIRES SERVIER

  公开号：US20200253993A1

  公开（公告）日：2020-08-13

  Compound of formula (I): wherein A 1 , A 2 , R a , R b , R c , R d , R 3 , R 4 , X, Y and G are as defined in the description, and their use in the manufacture of medicaments.

  公式(I)的化合物： 其中A1、A2、Ra、Rb、Rc、Rd、R3、R4、X、Y和G按描述中定义， 以及它们在药品制造中的用途。
• Copper-Promoted Sandmeyer Difluoromethylthiolation of Aryl and Heteroaryl Diazonium Salts
  作者：Jiang Wu、Yang Gu、Xuebing Leng、Qilong Shen

  DOI：10.1002/anie.201502113

  日期：2015.6.22

  An efficient copper‐promoted difluoromethylthiolation of aryl and heteroaryl diazonium salts is described. The reaction is conducted under mild reaction conditions and various functional groups were compatible. In addition, reactions of heteroaryl diazonium salts such as pyridyl, quinolinyl, benzothiazolyl, thiophenyl, carbazolyl, and pyrazolyl diazonium salts occurred smoothly to afford the medicinally

  描述了一种有效的铜促进的芳基和杂芳基重氮盐的二氟甲基硫醇化反应。该反应在温和的反应条件下进行，并且各种官能团是相容的。另外，杂芳基重氮盐如吡啶基，喹啉基，苯并噻唑基，噻吩基，咔唑基和吡唑基重氮盐的反应平稳地进行，以提供具有医学重要性的二氟甲基硫代杂芳基。此外，还开发了一种更实用的单锅直接重氮化和二氟甲基硫醇化方案，并将苯胺衍生物转化为二氟甲基硫醇化的芳烃。该方法的实用性通过许多天然产物和药物分子的二氟甲基硫醇化得到证明。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2019053617A1

  公开（公告）日：2019-03-21

  The invention is directed to substituted salicylamide derivatives. Specifically, the invention is directed to compounds according to FormµLa (I): wherein R, R1,P, X, Y, and Z are as defined herein; or a pharmaceutically acceptable salt thereof. The compounds of the invention are inhibitors of CD73 and can be usefµL in the treatment of cancer, pre-cancerous syndromes and diseases associated with CD73 inhibition, such as AIDS, the treatment of HIV, autoimmune diseases, infections, atherosclerosis, and ischemia–reperfusion injury. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting CD73 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  本发明涉及取代水杨酰胺衍生物。具体而言，本发明涉及式I化合物：其中R，R1，P，X，Y和Z定义如本文中；或其药用可接受盐。本发明的化合物是CD73的抑制剂，可用于治疗癌症、前癌症综合症以及与CD73抑制相关的疾病，例如艾滋病、治疗HIV、自身免疫疾病、感染、动脉粥样硬化和缺血再灌注损伤。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明进一步涉及使用本发明化合物或包含本发明化合物的药物组合物抑制CD73活性和治疗相关疾病的方法。
• Nickel-catalyzed deallylation of aryl allyl ethers with hydrosilanes
  作者：Jingyang Wang、Yu Wang、Guangni Ding、Xiaoyu Wu、Liqun Yang、Sijie Fan、Zhaoguo Zhang、Xiaomin Xie

  DOI：10.1016/j.tetlet.2021.153341

  日期：2021.9

  An efficient and mild catalytic deallylation method of aryl allyl ethers is developed, with commercially available Ni(COD) as catalyst precursor, simple substituted bipyridine as ligand and air-stable hydrosilanes. The process is compatible with a variety of functional groups and the desired phenol products can be obtained with excellent yields and selectivity. Besides, by detection or isolation of

  以市售Ni(COD)为催化剂前驱体、简单取代联吡啶为配体和空气稳定的氢硅烷，开发了一种高效、温和的芳基烯丙基醚催化脱烯丙基化方法。该工艺与多种官能团兼容，并且能够以优异的产率和选择性获得所需的苯酚产品。此外，通过检测或分离关键中间体，机制研究证实脱烯丙基化经历了-烯丙基镍中间体途径。