1081-71-6

Basic information

• Product Name: 4-HYDROXY-3-METHOXYPHENYLPYRUVIC ACID
• Synonyms: 4-HYDROXY-3-METHOXYPHENYLPYRUVIC ACID;Hydroxymethoxyphenylpyruvicacid;vanilpyruvic acid;3-Methoxy-4-hydroxyphenylpyruvic acid;3-(4-hydroxy-3-methoxy-phenyl)-2-keto-propionic acid
• CAS NO: 1081-71-6
• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18
• Mol File: 1081-71-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 161 °C
• Boiling Point: 402°Cat760mmHg
• Flash Point: 162.1°C
• Appearance: /
• Density: 1.374g/cm³
• Vapor Pressure: 3.49E-07mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: -20°C
• PKA: 2.41±0.54(Predicted)
• CAS DataBase Reference: 4-HYDROXY-3-METHOXYPHENYLPYRUVIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-3-METHOXYPHENYLPYRUVIC ACID(1081-71-6)
• EPA Substance Registry System: 4-HYDROXY-3-METHOXYPHENYLPYRUVIC ACID(1081-71-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 1081-71-6(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-3-methoxyphenylpyruvic Acid, also known as homovanillic acid pyruvate, is an organic compound with the chemical formula C10H10O5. It is a derivative of phenylpyruvic acid with an additional hydroxyl and methoxy group making it a member of the class of compounds known as hydroxyphenylpyruvic acids. 4-HYDROXY-3-METHOXYPHENYLPYRUVIC ACID generally presents as a free-moving, yellow powder that is soluble in water. Although research into its effects and applications is still relatively limited, it has been identified in certain biological matrices, including cereals and cereal products, and it also found in several plants. Its overall toxicity, potential health effects, and environmental impact are currently not well-studied or fully understood.

InChI:InChI=1/C10H10O5/c1-15-9-5-6(2-3-7(9)11)4-8(12)10(13)14/h2-3,5,11H,4H2,1H3,(H,13,14)

Upstream product

• 99972-81-3 2-thioxo-5-vanillyliden-oxazolidin-4-one 
• 60470-82-8 4-(4-acetoxy-3-methoxy-benzylidene)-2-methyl-4H-oxazol-5-one 
• 300-48-1 3-O-methyldopa 
• 121-33-5 vanillin 
• 215872-63-2 8-O-4'-dehydrodiferulic acid 
• 52036-16-5 5-(4-hydroxy-3-methoxybenzylidene)imidazolidine-2,4-dione 

Downstream Products

• 113222-73-4 2-methoxy-4-(2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl)-phenol 
• 65427-90-9 6,7-dihydroxy-1-(4-hydroxy-3-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid 
• 110879-32-8 4-carbethoxy-3-methoxyphenylethanoic acid 
• 22900-93-2 3-(4-hydroxy-3-methoxy-phenyl)-2-(4-oxo-2-thioxo-thiazolidin-5-ylidene)-propionic acid 
• 102-32-9 3,4-dihydroxyphenylacetate 
• 23028-17-3 danshensu 
• 2475-56-1 3-(4-hydroxy-3-methoxyphenyl)lactic acid 
• 1529781-55-2 6-(3-methoxyl-4-hydroxybenzyl)-3-(4-hydroxyphenyl)-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one 
• 1529781-56-3 6-(4-hydroxy-3-methoxybenzyl)-3-(4-hydroxy-3-methylphenyl)-7H-thiazolo[3,2-b][1,2,4]triazin-7-one 
• 80980-86-5 3-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoic acid 
• 7636-26-2 3-methoxy-DL-tyrosine 

Relevant articles and documents

Biocascade Synthesis of L-Tyrosine Derivatives by Coupling a Thermophilic Tyrosine Phenol-Lyase and L-Lactate Oxidase

A one-pot biocascade of two enzymatic steps catalyzed by an l-lactate oxidase and a tyrosine phenol-lyase has been successfully developed in the present study. The reaction provides an efficient method for the synthesis of l-tyrosine derivatives, which exhibits readily available starting materials and excellent yields. In the first step, an in situ generation of pyruvate from readily available bio-based l-lactate catalyzed by a highly active l-lactate oxidase from Aerococcus viridans (AvLOX) was developed (using oxygen as oxidant and catalase as hydrogen peroxide removing reagent). Pyruvate thus produced underwent C–C coupling with phenol derivatives as acceptor substrate using specially designed thermophilic tyrosine phenol-lyase mutants from Symbiobacterium toebii (TTPL). Overall, this cascade avoids the high cost and easy decomposition of pyruvate and offered an efficient and environmentally friendly procedure for l-tyrosine derivatives synthesis.

SUBSTITUTED BETA-PHENYL-ALPHA-HYDROXY PROPANOIC ACID, SYNTHESIS METHOD AND USE THEREOF

The present invention relates to a compound of the formula (I), wherein R1, R2 and R3 are each independently selected from H, OH, F, Cl, Br, methoxy and ethoxy; or alternatively, R1 and R2 together form -OCH2O-, R3 is selected from H, OH, methoxy, ethoxy and halogens; R4 is OH or acyloxy; R5 is cycloalkoxyl, amino and substituted amino, and when R5 is selected from amino, at least one of R1, R2 and R3 is not H. The present invention further relates to a process for synthesizing a compound of the formula (I), and use of the compound of the formula (I) in the manufacture of a medicament for the prevention or treatment of cardiovascular or cerebrovascular diseases.

Combinatorial synthesis through disulfide exchange: Discovery of potent psammaplin A type antibacterial agents active against methicillin-resistant Staphylococcus aureus (MRSA)

Psammaplin A is a symmetrical bromotyrosine-derived disulfide natural product isolated from the Psammaplysilla sponge, which exhibits in vitro antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). Inspired by the structure of this marine natural product, a combinatorial scrambling strategy for the construction of heterodimeric disulfide analogues was developed and applied to the construction of a 3828-membered library starting from 88 homodimeric disulfides. These psammaplin A analogues were screened directly against various gram positive bacterial strains leading to the discovery of a series of potent antibacterial agents active against methicillin-resistant Staphylococcus aureus (MRSA). Among the most active leads derived from these studies are compounds 104, 105, 113, 115, 123, and 128. The present, catalytically-induced, disulfide exchange strategy may be extendable to other types of building blocks bearing thiol groups facilitating the construction of diverse discovery-oriented combinatorial libraries.