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3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is a chemical compound that belongs to the ester family, derived from acrylic acid and featuring a hydroxyphenyl group. It is characterized by its versatile applications and low toxicity, making it a valuable component in various industries.

20883-98-1

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20883-98-1 Usage

Uses

Used in Fragrance and Flavor Industry:
3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is used as a key ingredient for creating fragrances and flavors, due to its unique aromatic properties that contribute to the development of diverse scents and tastes.
Used in Cosmetic Products:
In the cosmetic industry, 3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER serves as a vital component in the formulation of various cosmetic products, enhancing their performance and sensory attributes.
Used in Plastics Production:
3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is used as a raw material in the manufacturing of plastics, contributing to the development of materials with specific properties required for different applications.
Used in Coatings Industry:
3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is utilized as a constituent in the production of coatings, providing essential characteristics that improve the performance and durability of the final product.
Used in Adhesives:
3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is used in the formulation of adhesives, where it plays a role in enhancing the bonding properties and overall effectiveness of the adhesive.
Used in Organic Synthesis:
In the field of organic synthesis, 3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is employed as a versatile building block for the synthesis of a wide range of organic compounds.
Used in Pharmaceutical Industry:
3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER is used in pharmaceutical applications, where it may contribute to the development of new drugs or serve as an intermediate in the synthesis of existing medications.
It is important to handle 3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER with care and follow safety guidelines to ensure the well-being of individuals and the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 20883-98-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,8,8 and 3 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 20883-98:
(7*2)+(6*0)+(5*8)+(4*8)+(3*3)+(2*9)+(1*8)=121
121 % 10 = 1
So 20883-98-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O3/c1-13-10(12)7-6-8-4-2-3-5-9(8)11/h2-7,11H,1H3/b7-6+

20883-98-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(2-HYDROXY-PHENYL)-ACRYLIC ACID METHYL ESTER

1.2 Other means of identification

Product number -
Other names METHYL-C-COUMARATE

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:20883-98-1 SDS

20883-98-1Relevant articles and documents

Phenol compound ortho-position direct olefination method and olefinated phenol compound

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Paragraph 0058; 0059; 0060; 0061, (2019/05/04)

The invention relates to a phenol compound ortho-position direct olefination method and an olefinated phenol compound prepared with the method. The method comprises the steps that a phenol compound shown by the formula (II) and an olefin compound shown by

Synthesis of 7-Azido-3-Formylcoumarin – A Key Precursor in Bioorthogonally Applicable Fluorogenic Dye Synthesis

Pünk?sti, Zoltán,Kele, Péter,Herner, András

supporting information, p. 1183 - 1188 (2018/03/21)

Coumarins represent an important group of natural products and a common part of various drugs and fluorescent dyestuffs. Herein, we present the synthesis of a coumarin that can serve as a key starting material in the design and synthesis of bioorthogonally applicable fluorogenic dyes. The synthesis of 7-azido-3-formylcoumarin started from 7-diallylaminocoumarin. This allyl protected aminocoumarin is otherwise hard to obtain by conventional methods but was conveniently accessed in good yields by a sequential, Wittig-reaction–UV isomerization process. This sequential approach was studied in more details and applied for the synthesis of a series of substituted coumarins even in one-pot.

Microwave-Assisted Synthesis of Phenylpropanoids and Coumarins: Total Synthesis of Osthol

Konrádová, Daniela,Kozubíková, Hana,Dole?al, Karel,Pospí?il, Ji?í

, p. 5204 - 5213 (2017/09/29)

Herein we describe a one-pot microwave-assisted method for the synthesis of cinnamic acid and coumarin derivatives. The synthesis begins with an aldehyde synthon, and the chosen reaction conditions determine whether a cinnamic acid or coumarin derivative is formed. A regioselective Claisen rearrangement was also efficiently incorporated into the synthetic sequence to further increase the complexity of the product. Notably, this approach provides high product yields and selectivities without the need of a phenol protecting group.

Palladium nanoparticles immobilized on amphiphilic and hyperbranched polymer-functionalized magnetic nanoparticles: An efficient semi-heterogeneous catalyst for Heck reaction

Tabatabaei Rezaei, Seyed Jamal,Shamseddin, Azin,Ramazani, Ali,Mashhadi Malekzadeh, Asemeh,Azimzadeh Asiabi, Pegah

, (2017/09/01)

To address the obstacles facing the use of palladium-based homogeneous and heterogeneous catalysts in C─C cross-coupling reactions, a novel semi-heterogeneous support was developed based on hyperbranched poly(ethylene glycol)-block-poly(citric acid)-functionalized Fe3O4 magnetic nanoparticles (Fe3O4@PCA-b-PEG). Because of the surface modification of the Fe3O4 nanoparticles with amphiphilic and hyperbranched polymers (PCA-b-PEG), these hybrid materials are not only soluble in a wide range of solvents (e.g. water, ethanol and dimethylformamide) but also are able to trap Pd2+ ions via complex formation of free carboxyl groups of the PCA dendrimer with metal ions. The reduction of trapped palladium ions in the dendritic shell of Fe3O4@PCA-b-PEG leads to immobilized palladium nanoparticles. The morphology and structural features of the catalyst were characterized using various microscopic and spectroscopic techniques. The catalyst was effectively used in the palladium-catalysed Mizoroki–Heck coupling reaction in water as a green solvent. In addition, the catalyst can be easily recovered from the reaction mixture by applying an external magnetic field and reused for more than ten consecutive cycles without much loss in activity, exhibiting an example of a sustainable and green methodology.

Intermediates for macrocyclic compounds

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Page/Page column 33; Sheet 15, (2015/11/30)

The present invention is directed to novel macrocyclic compounds of formula (I) and their pharmaceutically acceptable salts, hydrates or solvates: wherein R1, R2, R3, R4, R5, R6, n1, m, p Z1, Z2, and Z3 are as describe in the specification. The invention also relates to compounds of formula (I) which are antagonists of the motilin receptor and are useful in the treatment of disorders associated with this receptor and with or with motility dysfunction.

Vitamin D3 analogues that contain modified A- and seco-B-rings as hedgehog pathway inhibitors

Deberardinis, Albert M.,Raccuia, Daniel S.,Thompson, Evrett N.,Maschinot, Chad A.,Hadden, M. Kyle

, p. 156 - 171 (2015/02/19)

The hedgehog (Hh) signaling pathway is a developmental signaling pathway that has been implicated as a target for anti-cancer drug development in a variety of human malignancies. Several natural and synthetic vitamin D-based seco-steroids have been identified as potent inhibitors of Hh signaling with chemotherapeutic potential. These include the previously characterized analogue 4, which contains the northern CD-ring/side chain region of vitamin D3 (VD3) linked to an aromatic A-ring mimic through an ester bond. To further explore structure-activity relationships for this class of VD3-based Hh pathway inhibitors, we have designed, synthesized and evaluated several series of compounds that modify the length, composition, and stereochemical orientation of the ester linker. These studies have identified compounds 54 and 55, which contain an amine linker and an aromatic A-ring incorporating a para-phenol, as new lead compounds with enhanced potency against the Hh pathway (IC50 values Combining double low line 0.40 and 0.32 μM, respectively).

2-Hydroxy-substituted cinnamic acids and acetanilides are selective growth inhibitors of Mycobacterium tuberculosis

Guzman, Juan D.,Mortazavi, Parisa N.,Munshi, Tulika,Evangelopoulos, Dimitrios,McHugh, Timothy D.,Gibbons, Simon,Malkinson, John,Bhakta, Sanjib

supporting information, p. 47 - 50 (2014/01/06)

Selective chemical hits are required for feeding the initial discovery phase of the anti-tuberculosis therapeutics pipeline. These chemical entities should ideally target novel mechanisms of action in order to tackle drug resistance in Mycobacterium tuberculosis. In this work, hydroxycinnamic acid and acetamidophenol skeleta were employed for assessing the effects of constitutional isomerism on in vitro anti-TB activity. The whole cell evaluation of minimum inhibitory concentration values of different substituted cinnamic acids and acetamidophenols showed that the free ortho hydroxyl group conferred both potency and selectivity. Both 2-coumaric acid and 2-acetamidophenol showed minimum inhibitory concentration below 150 μM against M. tuberculosis H 37Rv and selectivity index higher than 30.

Ylide hydrolysis in tandem reactions: A highly Z/E-selective access to 3-alkylidene dihydrobenzofurans and related analogues

Zhu, Jian-Bo,Wang, Peng,Liao, Saihu,Tang, Yong

supporting information, p. 3054 - 3057 (2013/07/26)

An efficient synthetic approach to benzoheterocycles has been developed based on the hydrolysis of key ylide intermediates in a tandem reaction, upon which a variety of 3-alkylidene dihydrobenzofurans and related benzoheterocyclic products can be obtained

Novel Insect-Repellent Coumarin Derivatives, Syntheses, and Methods of Use

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Page/Page column 31, (2013/02/28)

This invention relates to novel coumarin derivative, formulations comprising same, and to methods of making and using these compounds and formulations, which are useful as repellents against insects and/or pests. The compounds also prevent illness and disease caused by insect/pest-borne vectors, and provide safer, more effective alternatives to existing repellents.

Optimization of the potency and pharmacokinetic properties of a macrocyclic ghrelin receptor agonist (Part I): Development of ulimorelin (TZP-101) from Hit to Clinic

Hoveyda, Hamid R.,Marsault, Eric,Gagnon, René,Mathieu, Axel P.,Vézina, Martin,Landry, Annick,Wang, Zhigang,Benakli, Kamel,Beaubien, Sylvie,Saint-Louis, Carl,Brassard, Martin,Pinault, Jean-Fran?ois,Ouellet, Luc,Bhat, Shridhar,Ramaseshan, Mahesh,Peng, Xiaowen,Foucher, Laurence,Beauchemin, Sophie,Bhérer, Patrick,Veber, Daniel F.,Peterson, Mark L.,Fraser, Graeme L.

supporting information; scheme or table, p. 8305 - 8320 (2012/01/15)

High-throughput screening of Tranzyme Phar-ma's proprietary macrocycle library using the aequorin Ca2+-bioluminescence assay against the human ghrelin receptor (GRLN) led to the discovery of novel agonists against this G-protein coupled receptor. Early hits such as 1 (Ki = 86 nM, EC50 = 134 nM) though potent in vitro displayed poor pharmacokinetic properties that required optimization. While such macrocycles are not fully rule-of-five compliant, principally due to their molecular weight and clogP, optimization of their pharmacokinetic properties proved feasible largely through conformational rigidification. Extensive SAR led to the identification of 2 (Ki = 16 nM, EC50 = 29 nM), also known as ulimorelin or TZP-101, which has progressed to phase III human clinical trials for the treatment of postoperative ileus. X-ray structure and detailed NMR studies indicated a rigid peptidomimetic portion in 2 that is best defined as a nonideal type-I′ β-turn. Compound 2 is 24% orally bioavailable in both rats and monkeys. Despite its potency, in vitro and in gastric emptying studies, 2 did not induce growth hormone (GH) release in rats, thus demarcating the GH versus GI pharmacology of GRLN. (Figure presented)

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