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Cas Database

42465-53-2

42465-53-2

Identification

  • Product Name:Ethanone,1-(2-amino-4-methoxyphenyl)-

  • CAS Number: 42465-53-2

  • EINECS:

  • Molecular Weight:165.192

  • Molecular Formula: C9H11NO2

  • HS Code:2922509090

  • Mol File:42465-53-2.mol

Synonyms:Acetophenone,2'-amino-4'-methoxy- (7CI);1-(2-Amino-4-methoxyphenyl)ethanone;4'-Methoxy-2'-aminoacetophenone;

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Safety information and MSDS view more

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:1-(2-Amino-4-methoxyphenyl)ethanone
  • Packaging:25mg
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:SynChem
  • Product Description:1-(2-Amino-4-methoxyphenyl)ethanone 95+%
  • Packaging:1 g
  • Price:$ 145
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  • Manufacture/Brand:SynChem
  • Product Description:1-(2-Amino-4-methoxyphenyl)ethanone 95+%
  • Packaging:5 g
  • Price:$ 565
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  • Manufacture/Brand:Labseeker
  • Product Description:2'-amino-4'-methoxyacetophenone 95
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  • Price:$ 923
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  • Manufacture/Brand:J&W Pharmlab
  • Product Description:1-(2-Amino-4-methoxy-phenyl)-ethanone 97%
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  • Manufacture/Brand:J&W Pharmlab
  • Product Description:1-(2-Amino-4-methoxy-phenyl)-ethanone 97%
  • Packaging:1g
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  • Manufacture/Brand:Crysdot
  • Product Description:1-(2-Amino-4-methoxyphenyl)ethanone 97%
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  • Manufacture/Brand:Chemenu
  • Product Description:1-(2-Amino-4-methoxy-phenyl)-ethanone 95+%
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  • Manufacture/Brand:Chemcia Scientific
  • Product Description:1-(2-Amino-4-methoxy-phenyl)-ethanone 95%
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  • Manufacture/Brand:Apolloscientific
  • Product Description:2'-Amino-4'-methoxyacetophenone 95%
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Relevant articles and documentsAll total 23 Articles be found

One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization

Li, Quanzhe,Liu, Jiaxin,Wei, Yin,Shi, Min

supporting information, p. 2438 - 2455 (2020/01/31)

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.

Synthesis of Dihydroquinoline-Based Derivatives of Fluorescent Rhodamine Dyes for Nucleic Acid Analysis by a Real-Time Polymerase Chain Reaction

Alekseev, Y. I.,Bayramov, V. M.,Kurochkin, V. E.,Matvienko, I. V.,Parygina, N. A.

, p. 349 - 359 (2020/06/30)

Abstract: An optimized synthesis scheme for the dihydroquinoline-based derivatives of xanthene fluorescent dye has been developed. For the first time, their use as effective fluorophores in hybridization probes for real-time PCR has been demonstrated with the detection on an individual spectral channel.

Macrocyclic serine protease inhibitors, pharmaceutical compositions thereof, and their use for treating HCV infections

-

Page/Page column 101; 102; 103, (2016/06/28)

Provided herein are macrocyclic serine protease inhibitor compounds, for example, of Formula I, and pharmaceutical compositions and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host in need thereof.

Optimization of Acryloylphenylcarboxamides as Inhibitors of ABCG2 and Comparison with Acryloylphenylcarboxylates

Kraege, Stefanie,Stefan, Katja,K?hler, Sebastian C.,Wiese, Michael

, p. 2547 - 2558 (2016/11/25)

ABCG2 belongs to the superfamily of ATP binding cassette (ABC) proteins and is associated with the limited success of anticancer chemotherapy, given its responsibility for the cross-resistance of tumor cells, known as multidrug resistance (MDR). Several classes of ABCG2 inhibitors were developed for increasing the efficacy of chemotherapy. A series of chalcones coupled to an additional aromatic residue was synthesized and investigated for their inhibition of ABC transporters. In our previous work we determined the preferred position of the linker on the A-ring to be ortho, and found several substitution patterns at the additional ring that improved potency. In this study we investigated whether a methoxy group that improved the inhibitory activity of chalcones would also be beneficial for the acryloylphenylcarboxamide scaffold. Indeed, this modification led to highly potent ABCG2 inhibitors. To support the hypothesis of a beneficial effect of the amide linker, six acryloylphenylcarboxylates were synthesized and investigated for their inhibitory activity. Replacement of the amide linker with an ester group resulted in decreased inhibition. Molecular modeling showed that the conformational preference of both series differs, thereby explaining the positive effect of the amide linker. Several compounds were characterized in detail by investigating their intrinsic cytotoxicity and capacity to reverse MDR in MTT assays and their effect on vanadate-sensitive ATPase activity.

Design and synthesis of azaisoflavone analogs as phytoestrogen mimetics

Gim, Hyo Jin,Li, Hua,Jung, So Ra,Park, Yong Joo,Ryu, Jae-Ha,Chung, Kyu Hyuck,Jeon, Raok

, p. 107 - 118 (2014/08/18)

A series of azaisoflavone analogs were designed and synthesized and their transactivation activities and binding affinities for ERα and ERβ were investigated. Among these compounds, 2b and 3a were the most potent with 6.5 and 1.1 μM of EC50, respectively. Molecular modeling study showed putative binding modes of the compound 3a in the active site of ERα and ERβ, which were similar with that of genistein and provided insight of the effect of N-alkyl substitution of azaisoflavones on ERβ activity. Also, a biphasic effect of azaisoflavone analogs on MCF-7 cell growth depending on their concentrations was investigated.

Process route upstream and downstream products

Process route

1-(2-bromo-4-methoxyphenyl)ethanone
89691-67-8

1-(2-bromo-4-methoxyphenyl)ethanone

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

2-(N-Formyl-amido)-4-methoxy-acetophenon
3219-34-9

2-(N-Formyl-amido)-4-methoxy-acetophenon

7-methoxy-4(1H)-oxoquinoline
190516-85-9,82121-05-9

7-methoxy-4(1H)-oxoquinoline

Conditions
Conditions Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;
40 %Chromat.
22 %Chromat.
4 %Chromat.
acetonitrile
75-05-8,26809-02-9

acetonitrile

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
m-Anisidine; acetonitrile; With aluminum (III) chloride; boron trichloride; In dichloromethane; 1,2-dichloro-ethane; at 80 ℃; for 20h;
With hydrogenchloride; water; In dichloromethane; 1,2-dichloro-ethane;
96%
m-Anisidine; With boron trichloride; In dichloromethane; toluene; at 0 - 5 ℃; for 1h; Inert atmosphere;
acetonitrile; In dichloromethane; toluene; at 0 ℃; for 1.16667h; Inert atmosphere;
With aluminum (III) chloride; In dichloromethane; toluene; at 0 - 50 ℃; for 16h; Inert atmosphere;
63%
m-Anisidine; acetonitrile; With aluminum (III) chloride; boron trichloride; In dichloromethane; 1,2-dichloro-ethane; at 0 - 80 ℃; for 20h;
With hydrogenchloride; water; In dichloromethane; 1,2-dichloro-ethane; at 80 ℃; for 0.5h;
56%
With aluminum (III) chloride; boron trichloride; In dichloromethane; 1,2-dichloro-ethane; at 0 - 80 ℃; for 20h;
39%
With aluminum (III) chloride; boron trichloride; In toluene; at -5 - 25 ℃; for 24h; Reflux;
31.3%
m-Anisidine; With boron trichloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 0 ℃;
acetonitrile; With aluminum (III) chloride; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; at 0 - 70 ℃;
m-Anisidine; With boron trichloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 0 ℃;
acetonitrile; With aluminum (III) chloride; In dichloromethane; at 0 - 70 ℃;
m-Anisidine; acetonitrile; With boron trichloride; In toluene; at 0 - 5 ℃; for 2.16667h; Inert atmosphere;
With aluminum (III) chloride; isopropyl alcohol; In water; at 0 - 50 ℃; for 20h;
acetyl chloride
75-36-5

acetyl chloride

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
m-Anisidine; With boron trichloride; In dichloromethane; at -78 - -50 ℃; for 1h;
acetyl chloride; With aluminum (III) chloride; In dichloromethane; at -50 - 20 ℃;
With sodium hydroxide; In dichloromethane; water; pH=7;
43%
m-Anisidine; With boron trichloride; In dichloromethane; at -50 ℃; for 0.833333h;
acetyl chloride; With aluminum (III) chloride; In dichloromethane; at -50 - 40 ℃;
42%
With aluminium trichloride; boron trichloride; Yield given. Multistep reaction; 1) CH2Cl2, -50 deg C, 30 min, 2a) -50 deg C, 1h, b) rt, 18 h, c)40 deg C, 3 h;
1-(4-methoxy-2-nitrophenyl)ethanone
67323-06-2

1-(4-methoxy-2-nitrophenyl)ethanone

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
With iron; acetic acid; In ethanol; for 1h;
85%
With iron; acetic acid;
4-isopropylthiazole-2-carbonyl chloride
923289-59-2

4-isopropylthiazole-2-carbonyl chloride

acetonitrile
75-05-8,26809-02-9

acetonitrile

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
4-isopropylthiazole-2-carbonyl chloride; With boron trichloride; In dichloromethane; toluene; at 0 - 5 ℃; for 1.16667h;
acetonitrile; In dichloromethane; toluene; at 0 ℃; for 1h;
With aluminum (III) chloride; water; more than 3 stages;
63%
acetyl chloride
75-36-5

acetyl chloride

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
m-Anisidine; With boron trichloride; In dichloromethane; at -50 ℃; for 0.833333h;
acetyl chloride; With aluminum (III) chloride; at -50 - 40 ℃;
42%
aluminum (III) chloride
7446-70-0,7784-13-6

aluminum (III) chloride

quinoclamine
2797-51-5

quinoclamine

boron trichloride
10294-34-5

boron trichloride

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
With sodium hydroxide; In water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; isopropyl alcohol; toluene;
63%
With sodium hydroxide; In water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; isopropyl alcohol; toluene;
63%
C<sub>7</sub>H<sub>8</sub>BCl<sub>2</sub>NO

C7H8BCl2NO

acetonitrile
75-05-8,26809-02-9

acetonitrile

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
C7H8BCl2NO; acetonitrile; With aluminum (III) chloride; for 2h; Reflux;
for 5h; Further stages; Reflux;
27%
acetonitrile
75-05-8,26809-02-9

acetonitrile

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

1-(2-amino-6-methoxyphenyl)ethanone
33844-23-4

1-(2-amino-6-methoxyphenyl)ethanone

Conditions
Conditions Yield
With aluminium trichloride; boron trichloride; In dichloromethane; toluene; at 52 ℃;
48%
methyllithium
917-54-4

methyllithium

2-Amino-5-methoxybenzoic acid
6705-03-9

2-Amino-5-methoxybenzoic acid

1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

Conditions
Conditions Yield
In 1,2-dimethoxyethane; monoethylene glycol diethyl ether; at 0 ℃; for 2h; Inert atmosphere;
43%

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