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2-(3-(methoxycarbonyl)phenyl)acetic acid is a chemical compound characterized by its molecular formula C11H12O4. It manifests as a white crystalline powder, featuring a phenylacetic acid backbone with a distinctive methoxycarbonyl group attached to the third carbon of the phenyl ring. This structural attribute endows it with significant utility as an intermediate in the synthesis of a variety of pharmaceuticals and organic compounds, highlighting its importance in the chemical and pharmaceutical industries.

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  • 52787-19-6 Structure
  • Basic information

    1. Product Name: 2-(3-(methoxycarbonyl)phenyl)acetic acid
    2. Synonyms: 2-(3-(methoxycarbonyl)phenyl)acetic acid
    3. CAS NO:52787-19-6
    4. Molecular Formula: C10H10O4
    5. Molecular Weight: 194.19
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 52787-19-6.mol
  • Chemical Properties

    1. Melting Point: 83-84 °C
    2. Boiling Point: 350.8±25.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.254±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. PKA: 4.17±0.10(Predicted)
    10. CAS DataBase Reference: 2-(3-(methoxycarbonyl)phenyl)acetic acid(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-(3-(methoxycarbonyl)phenyl)acetic acid(52787-19-6)
    12. EPA Substance Registry System: 2-(3-(methoxycarbonyl)phenyl)acetic acid(52787-19-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 52787-19-6(Hazardous Substances Data)

52787-19-6 Usage

Uses

Used in Pharmaceutical Industry:
2-(3-(methoxycarbonyl)phenyl)acetic acid serves as an intermediate for the synthesis of various pharmaceuticals, leveraging its unique chemical structure to contribute to the development of new medications.
Used in Anti-inflammatory and Analgesic Medications:
2-(3-(methoxycarbonyl)phenyl)acetic acid is utilized as an active pharmaceutical ingredient, providing anti-inflammatory and analgesic effects, making it beneficial for the treatment of conditions characterized by pain and inflammation.
Used in Antipyretic and Analgesic Drug Production:
2-(3-(methoxycarbonyl)phenyl)acetic acid is employed as a key component in the formulation of antipyretic and analgesic drugs, targeting the reduction of fever and alleviation of pain.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-(3-(methoxycarbonyl)phenyl)acetic acid is used as a precursor in the synthesis of various agrochemicals, contributing to the development of products that enhance crop protection and yield.
Used in the Production of Fine Chemicals:
2-(3-(methoxycarbonyl)phenyl)acetic acid also finds application in the synthesis of fine chemicals, where its specific properties are harnessed to create high-purity specialty chemicals for various applications in industries such as cosmetics, fragrances, and more.

Check Digit Verification of cas no

The CAS Registry Mumber 52787-19-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,7,8 and 7 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 52787-19:
(7*5)+(6*2)+(5*7)+(4*8)+(3*7)+(2*1)+(1*9)=146
146 % 10 = 6
So 52787-19-6 is a valid CAS Registry Number.

52787-19-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(3-(methoxycarbonyl)phenyl) acetic acid

1.2 Other means of identification

Product number -
Other names 2-(3-(methoxycarbonyl)phenyl)acetic acid

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:52787-19-6 SDS

52787-19-6Relevant articles and documents

Compound with AMPK agonistic activity and preparation and application of prodrug thereof

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Paragraph 0391; 0395-0396, (2021/10/27)

The invention relates to a compound with AMPK agonistic activity and a prodrug thereof, and as well as a preparation method and medical application of a prodrug thereof. The compound has the structure shown in the formula (I), and the prodrug of the compound has the structure shown in the formula (II), wherein each group and the substituent are as defined in the specification. The invention discloses a preparation method of the compound and application of the compound in prevention and treatment AMPK related diseases, and the AMPK related diseases include, but are not limited to, energy metabolism abnormality related diseases. Neurodegenerative diseases and inflammation-related diseases and the like.

Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2

Bo, Zhi-Yu,Chen, Lin,Gao, Tian-Yu,Jing, Ke,Lan, Yu,Liu, Shi-Han,Luo, Shu-Ping,Yan, Si-Shun,Yu, Bo,Yu, Da-Gang

, p. 3099 - 3113 (2021/11/16)

It is highly attractive and challenging to utilize carbon dioxide (CO2), because of its inertness, as a nontoxic and sustainable C1 source in the synthesis of valuable compounds. Here, we report a novel selective carboxylation of C(sp3)?F bonds with CO2 via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO2 as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO2 radical anions, which are generated in situ from CO2 via sequential hydride-transfer reduction and hydrogen-atom-transfer processes. We anticipate our finding to be a starting point for more challenging CO2 utilization with inert substrates, including lignin and other biomass.

ONO-8430506: A Novel Autotaxin Inhibitor That Enhances the Antitumor Effect of Paclitaxel in a Breast Cancer Model

Hiramatsu, Atsushi,Hirooka, Yasuo,Hisaichi, Katsuya,Imagawa, Akira,Iwaki, Yuzo,Katoh, Makoto,Kobayashi, Juta,Komichi, Yuka,Maeda, Tatsuo,Matsumura, Naoya,Moriguchi, Hideki,Nakatani, Shingo,Nishiyama, Taihei,Ohhata, Akira,Okabe, Yasuyuki,Okada, Masahiro,Ota, Hiroto,Saga, Hiroshi,Sugiyama, Tetsuya,Watanabe, Toshihide,Yamamoto, Shingo

supporting information, p. 1335 - 1341 (2020/07/06)

Lysophosphatidic acid (LPA) is a bioactive lipid mediator that elicits a number of biological functions, including smooth muscle contraction, cell motility, proliferation, and morphological change. LPA is endogenously produced by autotaxin (ATX) from extracellular lysophosphatidylcholine (LPC) in plasma. Herein, we report our medicinal chemistry effort to identify a novel and highly potent ATX inhibitor, ONO-8430506 (20), with good oral availability. To enhance the enzymatic ATX inhibitory activity, we designed several compounds by structurally comparing our hit compound with the endogenous ligand LPC. Further optimization to improve the pharmacokinetic profile and enhance the ATX inhibitory activity in human plasma resulted in the identification of ONO-8430506 (20), which enhanced the antitumor effect of paclitaxel in a breast cancer model.

Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts

Liao, Li-Li,Cao, Guang-Mei,Ye, Jian-Heng,Sun, Guo-Quan,Zhou, Wen-Jun,Gui, Yong-Yuan,Yan, Si-Shun,Shen, Guo,Yu, Da-Gang

, p. 17338 - 17342 (2019/01/04)

Cross-electrophile couplings between two electrophiles are powerful and economic methods to generate C-C bonds in the presence of stoichiometric external reductants. Herein, we report a novel strategy to realize the first external-reductant-free cross-electrophile coupling via visible-light photoredox catalysis. A variety of tetraalkyl ammonium salts, bearing primary, secondary, and tertiary C-N bonds, undergo selective couplings with aldehydes/ketone and CO2. Notably, the in situ generated byproduct, trimethylamine, is efficiently utilized as the electron donor. Moreover, this protocol exhibits mild reaction conditions, low catalyst loading, broad substrate scope, good functional group tolerance, and facile scalability. Mechanistic studies indicate that benzyl radicals and anions might be generated as the key intermediates via photocatalysis, providing a new direction for cross-electrophile couplings.

Design, synthesis, SAR and biological investigation of 3-(carboxymethyl)rhodanine and aminothiazole inhibitors of Mycobacterium tuberculosis Zmp1

Mori, Mattia,Deodato, Davide,Kasula, Mohan,Ferraris, Davide M.,Sanna, Adriana,De Logu, Alessandro,Rizzi, Menico,Botta, Maurizio

supporting information, p. 637 - 641 (2018/02/06)

Sixteen 3-(carboxymethyl)rhodanines, and twelve aminothiazoles as rhodanine-mimetics were designed, synthesized and tested as inhibitors of the Zmp1 enzyme from Mycobacterium tuberculosis (Mtb). Almost all rhodanines (5a–d, 5f–n, and 7a–b) exhibited Zmp1 inhibition with IC50 values in the range 1.3–43.9 μM, whereas only aminothiazoles 12b and 12d proved active with IC50 values of 41.3 and 35.7 μM, respectively. Structure-activity relationships (SAR) were coupled with molecular modeling studies to highlight structural determinants for Zmp1 inhibition. Moreover, rhodanines 5a and 5c induced 23.4 and 53.8% of Mtb growth inhibition in THP-1 infected cells, respectively, at the non-toxic concentration of 10 μg/ml. This work represents a step forward in targeting Zmp1 by small molecules.

Preparation method of m-cyanomethyl methyl benzoate

-

Paragraph 0005; 0012, (2017/08/30)

The invention discloses a preparation method of m-cyanomethyl methyl benzoate. According to the method, m-bromobenzoic acid is used as a starting raw material; the m-bromine methyl methyl benzoate is prepared through esterification; m-methoxy formyl phenethyl alcohol is obtained and prepared through Grignard reaction; through oxidization, the m-methoxy formyl phenylacetic acid is prepared; through amidation and dewatering, the m-cyanomethyl methyl benzoate is finally prepared. The preparation method provided by the invention has the advantages that the design is ingenious; the route is novel; the raw materials have low price and can be easily obtained; the process is simple; the implementation is easy; the yield is high; the purity of the obtained final product is high; the quality is high; no dangerous process exists; the extremely toxic substances of cyanides and expensive cyaniding reagents used in the conventional synthesis are avoided; the requirements on the equipment are simple; the production difficulty and the production cost investment are reduced; the industrial production can be favorably realized; the economic benefits are good.

Nickel-Catalyzed Carboxylation of Benzylic C-N Bonds with CO2

Moragas, Toni,Gaydou, Morgane,Martin, Ruben

supporting information, p. 5053 - 5057 (2016/04/26)

A user-friendly Ni-catalyzed reductive carboxylation of benzylic C-N bonds with CO2 is described. This procedure outperforms state-of-the-art techniques for the carboxylation of benzyl electrophiles by avoiding commonly observed parasitic pathways, such as homodimerization or β-hydride elimination, thus leading to new knowledge in cross-electrophile reactions.

Palladium-catalyzed silver-mediated α-arylation of acetic acid: A new approach for the α-arylation of carbonyl compounds

Wu, Guo-Jie,Guan, Jing,Han, Fu-She,Zhao, Yu-Long

, p. 1589 - 1593 (2014/06/24)

A new approach for the α-arylation of acetic acid through Pd-catalyzed silver-mediated direct C-H arylation of acetic acid with aryl iodides was developed. This protocol provided a straightforward method for the synthesis of a diverse set of α-phenylacetic acids. Palladium served on a silver platter: A new approach for the α-arylation of acetic acid through Pd-catalyzed silver-mediated direct C-H arylation of acetic acid with aryl iodides is presented. This protocol provides a straightforward method for the synthesis of a diverse set of α-phenylacetic acids. Deuteration experiments are performed to help elucidate the reaction mechanism.

NOVEL MOLECULES THAT SELECTIVELY INHIBIT HISTONE DEACETYLASE 6 RELATIVE TO HISTONE DEACETYLASE 1

-

, (2013/04/24)

The compounds of the present invention are HDAC6 selective inhibitors which are identified on the basis of accumulation of acetylated tubulin without accumulation of acetylated histones. Histone deacetylase or "HDAC" refers to enzymes capable of cleaving an acetyl group (-C(=0)CH3) from proteins, including histone and microtubulins. Compositions comprising the molecules and methods for their use to inhibit the activity of histone deacetylase, including for treatment, are also disclosed.

Ni-catalyzed direct carboxylation of benzyl halides with CO2

León, Thierry,Correa, Arkaitz,Martin, Ruben

supporting information, p. 1221 - 1224 (2013/03/14)

A novel Ni-catalyzed carboxylation of benzyl halides with CO2 has been developed. The described carboxylation reaction proceeds under mild conditions (atmospheric CO2 pressure) at room temperature. Unlike other routes for similar means, our method does not require well-defined and sensitive organometallic reagents and thus is a user-friendly and operationally simple protocol for assembling phenylacetic acids.

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