2'-氨基-4',5'-二甲氧基苯乙酮 | 4101-30-8

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2'-氨基-4',5'-二甲氧基苯乙酮
• 中文别名: 2’-氨基-4’,5’-二甲氧基苯乙酮
• 英文名称: 2-amino-4,5-dimethoxyacetophenone
• 英文别名: 1-(2-amino-4,5-dimethoxyphenyl)ethanone；1-(2-amino-4,5-dimethoxyphenyl)ethan-1-one；4,5-dimethoxy-2-aminoacetophenone；2'-Amino-4',5'-dimethoxy-acetophenon
• CAS: 4101-30-8
• 化学式: C₁₀H₁₃NO₃
• mdl: MFCD00016646
• 分子量: 195.218
• InChiKey: KGKWXEGYKGTMAK-UHFFFAOYSA-N

物化性质

• 熔点：
  106-108°C
• 沸点：
  343.5±37.0 °C(Predicted)
• 密度：
  1.139
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• 海关编码：
  2922509090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  | 室温 干燥 |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2’-Amino-4’,5’-dimethoxyacetophenone
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
2’-Amino-4’,5’-dimethoxyacetophenone
Ingredient name:
CAS number: 4101-30-8

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H13NO3
Molecular weight: 195.2

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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：

  2'-氨基-4',5'-二甲氧基苯乙酮 在 ammonium acetate 、 potassium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 水 为溶剂， 165.0 ℃ 、344.75 kPa 条件下， 反应 38.0h， 生成 6,7-dimethoxy-4-methyl-3-cyanoquinoline
  参考文献：
  名称：

  WO2008/109613

  摘要：

  公开号：
• 作为产物：
  描述：

  1-(4,5-二甲氧基-2-硝基苯基)乙酮 在 hydrazine hydrate 、 FeMo_1.1S_3.2 作用下， 以 乙醇 为溶剂， 30.0 ℃ 、100.0 kPa 条件下， 反应 2.0h， 生成 2'-氨基-4',5'-二甲氧基苯乙酮
  参考文献：
  名称：

  [FeMo]Sx 催化剂上极性氢物种介导硝基芳烃选择性还原为苯胺

  摘要：

  我们在此提出了一种在铁-钼硫化物催化剂 ([FeMo]S x )上从硝基芳烃和肼化学选择性合成芳胺的有效方法。非均相氢转移还原可以在 30 °C 下有效地进行，并提供具有 95-99% 选择性的苯胺。原位气体产物分析表明，[FeMo]S x可以催化 N 2 H 4分解为 H* 物质，而不是 H 2. 结合硝基苯和中间体苯胺生成速率的动力学分析，确定硝基还原为亚硝基是速率决定步骤。Hammett 方程的正斜率表明速率决定步骤中的关键中间体处于负状态，这表明活性 H* 应该处于极性状态（H δ-和 H δ+）。这些发现将为取代苯胺的合成提供一条新途径，并拓宽MoS x催化剂在温和条件下的应用。

  DOI：

  10.1039/d1dt03107d

文献信息

• Synthesis of Acridines from <i>o</i>-Aminoaryl Ketones and Arylboronic Acids by Copper Trifluoroacetate-Mediated Relay Reactions
  作者：Hao Wu、Zhiguo Zhang、Nana Ma、Qingfeng Liu、Tongxin Liu、Guisheng Zhang

  DOI：10.1021/acs.joc.8b01828

  日期：2018.10.19

  An efficient and practical method for the synthesis of medicinally important acridines from readily available o-aminoaryl ketones and arylboronic acids was developed using copper(II)-mediated relay reactions that involve intermolecular Chan–Lam cross-coupling and subsequent intramolecular Friedel–Crafts-type reactions. A sole promoter, i.e., Cu(OTf)2, was used; therefore, strongly acidic and basic

  利用铜（II）介导的中继反应，涉及分子间Chan-Lam分子间交叉偶联和随后的分子内Friedel-Crafts型合成，开发了一种有效，实用的方法，该方法可从容易获得的邻氨基苯甲酮和芳基硼酸合成具有医学意义的cr啶。反应。使用唯一的促进剂，即Cu（OTf）2；因此，不需要强酸性和碱性条件，难以获得或昂贵的底物，添加剂和贵金属催化剂。
• Ethanesulfonamide derivatives
  申请人：Ortho Pharmaceutical Corporation

  公开号：US05112866A1

  公开（公告）日：1992-05-12

  The synthesis of novel ethanesulfonamide compounds is described. The novel ethanesulfonamide compounds have antisecretory activity and are used in the treatment of peptic ulcer disease. The intermediates used to prepare the ethanesulfonamides are useful in the treatment of osteoporosis and other bone wasting diseases.

  描述了新型乙烷磺酰胺化合物的合成。这些新型乙烷磺酰胺化合物具有抗分泌活性，并用于治疗消化性溃疡疾病。用于制备乙烷磺酰胺的中间体在治疗骨质疏松症和其他骨质流失疾病方面是有用的。
• Synthesis of the antitumoural agent batracylin and related isoindolo[1,2-b]quinazolin-12(10H)-ones
  作者：Carlos M. Martínez-Viturro、Domingo Domínguez

  DOI：10.1016/j.tetlet.2006.11.168

  日期：2007.2

  The synthesis of batracylin and related isoindolo[1,2-b]quinazolin-12-ones from easily accessible o-acylanilines is reported. The preparation of these tetracyclic compounds through a Mitsunobu reaction followed by spontaneous cyclodehydration shows the ability of this methodology to afford good yields of a wide variety of diversely 7, 8, 9, 10-substituted isoindoloquinazolinones in two steps.

  据报道，从容易获得的邻苯丙氨酸类化合物中合成巴统西林和相关的异吲哚并[1,2 - b ]喹唑啉-12-酮。通过Mitsunobu反应然后自发环脱水制备这些四环化合物，表明该方法能够分两步提供多种多样的7、8、9、10取代异吲哚并喹唑啉酮的良好收率。
• A Practical, Metal-Free Synthesis of 1<i>H</i>-Indazoles
  作者：Carla M. Counceller、Chad C. Eichman、Brenda C. Wray、James P. Stambuli

  DOI：10.1021/ol800053f

  日期：2008.3.1

  The synthesis of 1H-indazoles is achieved from o-aminobenzoximes by the selective activation of the oxime in the presence of the amino group. The reaction occurs with a variety of substituted o-aminobenzoximes using a slight excess of methanesulfonyl chloride and triethylamine at 0-23 degrees C and is amenable to scale-up. The synthesis of 1H-indazoles under these conditions is extremely mild compared

  1H-吲唑的合成是通过在氨基存在下肟的选择性活化，由邻氨基苯并肟实现的。该反应在0-23℃下使用稍微过量的甲磺酰氯和三乙胺与多种取代的邻氨基苯甲酰肟发生，并且可以放大。与以前的合成方法相比，在这些条件下1H-吲唑的合成非常温和，并以良好的产率提供了所需的化合物。
• Aurora Kinase Modulators and Method of Use
  申请人：Amgen Inc.

  公开号：US20140336182A1

  公开（公告）日：2014-11-13

  The present invention relates to chemical compounds having a general formula I wherein A 1-8 , D′, L 1 , L 2 , R 1 , R 6-8 and n are defined herein, and synthetic intermediates, which are capable of modulating various protein kinase receptor enzymes and, thereby, influencing various disease states and conditions related to the activities of such kinases. For example, the compounds are capable of modulating Aurora kinase thereby influencing the process of cell cycle and cell proliferation to treat cancer and cancer-related diseases. The invention also includes pharmaceutical compositions, including the compounds, and methods of treating disease states related to the activity of Aurora kinase.

  本发明涉及具有一般式I的化合物，其中A1-8、D'、L1、L2、R1、R6-8和n在此处定义，并且具有调节各种蛋白激酶受体酶并因此影响与这些激酶活动相关的各种疾病状态和病况的能力的合成中间体。例如，这些化合物能够调节枢纽激酶，从而影响细胞周期和细胞增殖过程，以治疗癌症和与癌症相关的疾病。该发明还包括包括这些化合物的药物组合物，以及治疗与枢纽激酶活性相关的疾病状态的方法。

表征谱图