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2,5-Dimethoxy-benzeneacetic acid methyl ester is an organic compound with the chemical formula C11H14O5. It is a derivative of benzeneacetic acid, featuring two methoxy groups at the 2nd and 5th positions on the benzene ring. This colorless to pale yellow crystalline solid is soluble in organic solvents and has a molecular weight of 226.23 g/mol. The compound is synthesized by esterification of 2,5-dimethoxy-benzeneacetic acid with methanol and is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Its chemical structure and properties make it a versatile building block in organic synthesis, with potential applications in the development of new drugs and chemical products.

6202-39-7

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6202-39-7 Usage

Molecular Weight

206.23 g/mol

Chemical Structure

A benzene ring with two methoxy groups (-OCH3) and an acetic acid ester side chain (-COOCH3)

Psychoactive Properties

Known for its psychoactive effects

Potential Use

Studied for its potential use in the development of new psychoactive drugs

Health Hazards

Potential health hazards and toxic effects

Handling Precautions

Should be handled with care due to its potential health hazards and toxic effects

Usage

Often used in the production of pharmaceuticals and as a research chemical

Derivative

Methyl ester derivative of 2,5-dimethoxybenzeneacetic acid

Check Digit Verification of cas no

The CAS Registry Mumber 6202-39-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,0 and 2 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 6202-39:
(6*6)+(5*2)+(4*0)+(3*2)+(2*3)+(1*9)=67
67 % 10 = 7
So 6202-39-7 is a valid CAS Registry Number.

6202-39-7SDS

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 homogentisic acid methyl ester dimethyl ether

1.2 Other means of identification

Product number -
Other names (2,5-Dimethoxy-phenyl)-essigsaeure-methylester

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:6202-39-7 SDS

6202-39-7Relevant academic research and scientific papers

ARTIFICIAL METALLOENZYMES CONTAINING NOBLE METAL-PORPHYRINS

-

Paragraph 0246, (2018/11/21)

The present invention is drawn to artificial metalloenzymes for use in cyclopropanation reactions, amination and C—H insertion.

Comparison of Phenylacetates with Benzoates and Phenylpropanoates as Antifeedants for the Pine Weevil, Hylobius abietis

Unelius, C. Rikard,Bohman, Bj?rn,Nordlander, G?ran

, p. 11797 - 11805 (2018/11/21)

This study concludes an extensive investigation of antifeedants for the pine weevil, Hylobius abietis (Coleoptera: Curculionidae), an economically important pest of planted conifer seedlings. Building on the previously reported antifeedant effects of benzoates and phenylpropanoids (aromatic compounds with one- or three-carbon-atom substituents on the benzene ring), we here report the antifeedant effects of compounds with two-carbon-atom side chains (i.e., phenylacetates). We also present new results; the best antifeedants from the benzoate class were tested at 10-fold lower concentrations in order to find the optimal antifeedants. Generally, for all three compound classes, efficient antifeedants were found to have one or two methyl, chloro, or methoxy substituents on the aromatic ring. For monosubstituted phenylpropanoids, the substituent preferably should be in the para-position. In the search for synergistic antifeedant effects among the three compound classes, combinations of compounds from the three classes were tested in binary and ternary mixtures.

Synthesis of Psoralidin derivatives and their anticancer activity: First synthesis of Lespeflorin I1

Pahari, Pallab,Saikia, Ujwal Pratim,Das, Trinath Prasad,Damodaran, Chendil,Rohr, Jürgen

supporting information, p. 3324 - 3334 (2016/05/19)

Synthetic scheme for the preparation of a number of different derivatives of anticancer natural product Psoralidin is described. A convergent synthetic approach is followed using simple starting materials like substituted phenyl acetic esters and benzoic acids. The developed synthetic route leads us to complete the first synthesis of an analogous natural product Lespeflorin I1, a mild melanin synthesis inhibitor. Preliminary bioactivity studies of the synthesized compounds are carried out against two commonly used prostate cancer cell lines. Results show that the bioactivity of the compounds can be manipulated by the simple modification of the functional groups.

A straightforward organocatalytic alkylation of 2-arylacetaldehydes: An approach towards bisabolanes

Gualandi, Andrea,Canestrari, Pietro,Emer, Enrico,Cozzi, Pier Giorgio

supporting information, p. 528 - 536 (2014/05/20)

A highly stereoselective organocatalytic aalkylation of 2-arylacetaldehydes with a commercially available carbenium tetrafluoroborate is described. The stereoselective alkylation was carried out in acetonitrile/ water, under air in the presence of a commercially available imidazolidinone (MacMillan's catalyst). Key intermediates for the synthesis of bisabolanes were obtained through a simple chemistry. In particular a direct, enantioselective and facile synthesis of (R)-(-)-curcumene is described.

Synthesis, urease inhibition, antioxidant and antibacterial studies of some 4-Amino-5-aryl-3H-1,2,4-triazole-3-thiones and their 3,6-Disubstituted 1,2,4-Triazolo[3,4-b]1,3,4-thiadiazole derivatives

Hanif, Muhammad,Saleem, Muhammad,Hussain, Muhammad Tahir,Rama, Nasim Hasan,Zaib, Sumera,Aslam, Muhammad Adil M.,Jones, Peter G.,Iqbal, Jamshed

experimental part, p. 854 - 860 (2012/07/28)

A new series of 4-amino-5-aryl-3H-1,2,4-triazole-3-thiones, bearing various methoxybenzyl- and methoxyphenethyl groups, was synthesized by refluxing potassium hydrazinecarbodithioate salts in dilute aqueous solution of hydrazine hydrate. These salts were formed by the reaction of acid hydrazides and carbon disulfide in methanolic potassium hydroxide solution at 0-5 °C. 4-Amino-5-aryl-3H-1,2,4-triazole-3-thiones were condensed with different substituted aromatic acids to yield 3,6-disubstituted-1,2,4-triazolo[3,4-b]1,3, 4-thiadiazoles. The structures of the synthesized compounds were characterized by infrared (IR), 1H and 13C nuclear magnetic resonance (NMR), elemental analysis and mass spectrometric (MS) studies. All the synthesized compounds were screened for their urease inhibition, antioxidant and antibacterial activities. Some compounds showed excellent urease inhibition activity, more than the standard drug. Others exhibited potent antioxidant activity. All the compounds showed significant antibacterial activities as compared to the standard drug.

1-(PIPERIDIN-4-YL)-1H-INDOLE DERIVATIVE

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Page/Page column 58, (2010/11/28)

The present invention provides a compound represented by the formula (1) or a pharmacologically acceptable salt thereof, or a hydrate thereof (provided that a compound in which all of R4a, R4b, and R4c are hydrogen atoms is excluded.): [wherein R1 represents a hydrogen atom, R2 represents a hydrogen atom, R3 represents the formula: wherein R4a, R4b, and R4c are the same as or different from each other and each represents a hydrogen atom, a C1-6 alkyl group or a C1-6 alkoxy group, etc.]

Synthesis of homogentisic acid by carbonylation

Prasad, Chalasani S N,Adapa, Srinivas R

, p. 626 - 627 (2007/10/02)

The synthesis of homogentisic acid by carbonylation of 2,5-dihydroxybenzyl chloride derivative followed by hydrolysis is discussed.

PHASEOLOIDIN, A HOMOGENTISIC ACID GLUCOSIDE FROM ENTADA PHASEOLOIDES

Barua,, Arun K.,Chakrabarty, Manas,Datta, Pran K.,Ray, Sarmila

, p. 3259 - 3262 (2007/10/02)

The structure of phaseoloidine isolated from the seeds of Entada phaseolides has been determined as homogentisic acid 2-O-β-D-glucopyranoside by chemical and spectral means.

SYNTHESIS AND PROPERTIES OF A SERIES OF LINKED PORPHYRIN-QUINONE MOLECULES DESIGNED AS MODELS OF THE REACTION CENTRE IN PHOTOSYNTHESIS

Ho, Te-Fu,McIntosh, Alan R.,Weedon, Alan C.

, p. 967 - 974 (2007/10/02)

The synthesis of the covalently linked porphyrin-quinone compounds 4a, 4b, and 4c is described.The structures of the linked compounds and their precursors in the synthetic route are established by ultraviolet/visible absorption spectroscopy, 1H

EFFECT OF STRUCTURE ON PHOTOALCOHOLYSIS OF AROMATIC α-HALOKETONES

Izawa, Yasuji,Watoh, Yasushi,Tomioka, Hideo

, p. 33 - 36 (2007/10/02)

Desyl halide, α-bromophenylacetate, and 2,5-dimethoxy-α-bromoacetophenones undergo smooth photomethanolysis, whereas simple α-bromoacetophenone undergoes photoreduction to give acetophenone.

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