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1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE, also known as 4'-Amino-3'-methoxyacetophenone, is a versatile chemical compound belonging to the class of acetophenones. It is a derivative of acetophenone, featuring a phenyl ring with an amino group at the 4-position and a methoxy group at the 3-position. 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE plays a significant role in the synthesis of pharmaceuticals, serving as a building block for the production of various drugs and medications. Additionally, it has been studied for its potential biological and pharmacological activities, further emphasizing its importance in the field of medicine and drug development.

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  • 22106-40-7 Structure
  • Basic information

    1. Product Name: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE
    2. Synonyms: 1-(4-Amino-3-methoxyphenyl)ethan-1-one, 4-Acetyl-2-methoxyaniline, 5-Acetyl-2-aminoanisole;1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE;1-(4-Amino-3-methoxyphenyl)ethan-1-one;4'-Amino-3'-methoxyacetophenone;1-(4-Amino-3-methoxy-phenyl)-ethanone
    3. CAS NO:22106-40-7
    4. Molecular Formula: C9H11NO2
    5. Molecular Weight: 165.19
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 22106-40-7.mol
  • Chemical Properties

    1. Melting Point: 90-92°C
    2. Boiling Point: 314.8 °C at 760 mmHg
    3. Flash Point: 165.5 °C
    4. Appearance: /
    5. Density: 1.121 g/cm3
    6. Vapor Pressure: 0.000454mmHg at 25°C
    7. Refractive Index: 1.554
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE(22106-40-7)
    12. EPA Substance Registry System: 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE(22106-40-7)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 22106-40-7(Hazardous Substances Data)

22106-40-7 Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE is used as a key building block in the synthesis of pharmaceuticals for its ability to contribute to the development of various drugs and medications. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Drug Development:
In the field of drug development, 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE is utilized as a starting material or intermediate in the synthesis of new drug candidates. Its presence in the molecular structure can influence the pharmacological properties of the resulting compounds, making it a valuable component in the design and optimization of novel therapeutic agents.
Used in Medicinal Chemistry Research:
1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE is employed as a research tool in medicinal chemistry to explore its potential biological and pharmacological activities. Studies on this compound can provide insights into its interactions with biological targets, such as enzymes, receptors, or other proteins, and contribute to the understanding of its therapeutic potential.
Used in Chemical Synthesis Industry:
In the chemical synthesis industry, 1-(4-AMINO-3-METHOXYPHENYL)-1-ETHANONE is used as a versatile intermediate for the production of various chemical entities, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique functional groups enable a wide range of synthetic transformations, making it a valuable building block for the creation of diverse chemical products.

Check Digit Verification of cas no

The CAS Registry Mumber 22106-40-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,0 and 6 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 22106-40:
(7*2)+(6*2)+(5*1)+(4*0)+(3*6)+(2*4)+(1*0)=57
57 % 10 = 7
So 22106-40-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO2/c1-6(11)7-3-4-8(10)9(5-7)12-2/h3-5H,10H2,1-2H3

22106-40-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-amino-3-methoxyphenyl)ethanone

1.2 Other means of identification

Product number -
Other names aminomethoxyphenylethanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:22106-40-7 SDS

22106-40-7Relevant articles and documents

Methoxy aniline compound and synthesis method thereof

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Paragraph 0027; 0030-0032; 0041-0042, (2021/05/19)

The invention mainly relates to a preparation method of anisidine. According to the technical scheme, under the promotion of the photocatalyst and blue light, in the argon atmosphere, nitro compounds and methanol generate methoxyaniline, wherein products and additional products with stable molecular structures and excellent chemical properties are prepared, wherein a photocatalyst and a blue light source are used in the method, and a new path is provided for synthesis of methoxyaniline compounds. The method has the characteristics of mild reaction conditions, simple reaction system, less reaction equipment, simplicity and convenience in experimental operation and the like. The methoxyaniline derivative and the synthetic method thereof can be applied to a plurality of industrial production fields of dyes, pesticides, medicines, rubber additives and the like. The method is particularly suitable for scientific research, development and utilization of efficient and selective synthesis of methoxyaniline compounds by a one-pot method.

Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis

Nicewicz, David A.,Pistritto, Vincent A.,Schutzbach-Horton, Megan E.

, p. 17187 - 17194 (2020/11/02)

Nucleophilic aromatic substitution (SNAr) is a classical reaction with well-known reactivity toward electron-poor fluoroarenes. However, electron-neutral and electron-rich fluoro(hetero)arenes are considerably underrepresented. Herein, we present a method for the nucleophilic defluorination of unactivated fluoroarenes enabled by cation radical-accelerated nucleophilic aromatic substitution. The use of organic photoredox catalysis renders this method operationally simple under mild conditions and is amenable to various nucleophile classes, including azoles, amines, and carboxylic acids. Select fluorinated heterocycles can be functionalized using this method. In addition, the late-stage functionalization of pharmaceuticals is also presented. Computational studies demonstrate that the site selectivity of the reaction is dictated by arene electronics.

Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics

Li, Hongji,Bunrit, Anon,Lu, Jianmin,Gao, Zhuyan,Luo, Nengchao,Liu, Huifang,Wang, Feng

, p. 8843 - 8851 (2019/09/30)

Depolymerization of lignin meets the difficulty in cleaving the robust aryl ether bond. Herein, through installing an internal nucleophile in the β-O-4′ linkage, the selective cleavage of aryl ether was realized by the intramolecular substitution on aryl rings affording non-phenolic arylamine products. In particular, nitrogen-modified lignin models and lignin samples were employed to generate the iminyl radical under photocatalytic reduction, which acted as the internal nucleophile inducing aryl migration from O to the N atom. The following hydrolysis released primary arylamines and α-hydroxy ketones. Mechanism studies including electron spin resonance (ESR), fluorescence quenching experiments, and density functional theory (DFT) calculations proved the aryl migration pathway. This method enables access to non-phenolic arylamine products from lignin conversion.

Heterocyclic Compounds and Methods of Use

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Paragraph 0421, (2018/03/01)

This disclosure provides compounds and methods of using those compounds to treat liver fibrosis, including liver fibrosis which is a precursor to, is concurrent with, is associated with, or is secondary to nonalcoholic steatohepatitis (NASH); elevated cholesterol levels, and insulin resistance.

HETEROCYCLIC COMPOUNDS AND METHODS OF USE

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Paragraph 0153, (2015/03/16)

This disclosure provides compounds and methods of using those compounds to treat metabolic disorders and hyperproliferative disorders, including administration of the compounds in conjunction with hormone receptor antagonists. Compounds of the invention may also find use in treating cancer. Presented herein are novel compounds bearing a perhaloalkylsulfonamide moiety. Such compounds, in addition to being highly effective SREBP inhibitors, are also unexpectedly highly bioavailable in vivo. Heteroaromatic compounds bearing sulfonamide groups are prone to several ionic states, based on the inherent pKa values.

HETEROCYCLIC COMPOUNDS AND METHODS OF USE

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Paragraph 0397, (2015/03/16)

This disclosure provides compounds and methods of using those compounds to treat metabolic disorders and hyperproliferative disorders, including administration of the compounds in conjunction with hormone receptor antagonists.

An examination of the palladium/Mor-DalPhos catalyst system in the context of selective ammonia monoarylation at room temperature

Alsabeh, Pamela G.,Lundgren, Rylan J.,McDonald, Robert,Johansson Seechurn, Carin C. C.,Colacot, Thomas J.,Stradiotto, Mark

supporting information, p. 2131 - 2141 (2013/03/14)

An examination of the [{Pd(cinnamyl)Cl}2]/Mor-DalPhos (Mor-DalPhos=di(1-adamantyl)-2-morpholinophenylphosphine) catalyst system in Buchwald-Hartwig aminations employing ammonia was conducted to better understand the catalyst formation process and to guide the development of precatalysts for otherwise challenging room-temperature ammonia monoarylations. The combination of [{Pd(cinnamyl)Cl}2] and Mor-DalPhos afforded [(κ 2-P,N-Mor-DalPhos)Pd(η1-cinnamyl)Cl] (2), which, in the presence of a base and chlorobenzene, generated [(κ2-P,N- Mor-DalPhos)Pd(Ph)Cl] (1 a). Halide abstraction from 1 a afforded [(κ3-P,N,O-Mor-DalPhos)Pd(Ph)]OTf (5), bringing to light a potential stabilizing interaction that is offered by Mor-DalPhos. An examination of [(κ2-P,N-Mor-DalPhos)Pd(aryl)Cl] (1 b-f) and related precatalysts for the coupling of ammonia and chlorobenzene at room temperature established the suitability of 1 a in such challenging applications. The scope of reactivity for the use of 1 a (5 mol %) encompassed a range of (hetero)aryl (pseudo)halides (X=Cl, Br, I, OTs) with diverse substituents (alkyl, aryl, ether, thioether, ketone, amine, fluoro, trifluoromethyl, and nitrile), including chemoselective arylations. Copyright

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