17449-03-5

Basic information

• Product Name: 2-(4-hydroxybenzylidene)malonic acid
• Synonyms: 2-(4-hydroxybenzylidene)malonic acid
• CAS NO: 17449-03-5
• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.16752
• Mol File: 17449-03-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-hydroxybenzylidene)malonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-hydroxybenzylidene)malonic acid(17449-03-5)
• EPA Substance Registry System: 2-(4-hydroxybenzylidene)malonic acid(17449-03-5)

Safety Data

• Hazardous Substances Data: 17449-03-5(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline substance

Solubility

Insoluble in water

Industrial and scientific applications

Used as a fluorescent dye in biological research, studied for potential as a chemotherapeutic agent

Structure

Contains a benzylidene group which gives characteristic properties and reactivity

Role

Precursor for the synthesis of other organic compounds

Areas of interest

Organic chemistry, medicinal chemistry

Upstream product

• 141-82-2 malonic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 51947-45-6 dimethyl (4-hydroxyphenyl)methylenemalonate 
• 150780-81-7 2-[4-(tert-Butyl-dimethyl-silanyloxy)-benzylidene]-malonic acid dimethyl ester 

Relevant articles and documents

Design, synthesis and biological evaluation of pyrido[2,3-d] pyrimidine derivatives as potential anticancer agents

Background: CDK2 shows a fundamental role as a controller of cell growing, which makes it as one of the goals of anticancer inhibitors. Methods: The current study participated in design (docking and binding energy), which used to select the promising prop

Cosmetic composition

A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamine derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

Mechanistic and stereochemical study of phenylpyruvate tautomerase

A variety of substrates and potential enol/enolate mimics for the product/transition state of the enzyme phenylpyruvate tautomerase (E.C. 5.3.2.1) have been prepared and studied. Their stereostructures have been secured by a combination of NMR spectroscopy based on vicinal H-F and H-C coupling constants and X-ray crystallography. On the basis of the inhibition by stereoisomeric substituted cinnamates, it has been concluded that the enzyme produces the thermodynamically less stable (E) enol via a syn tautomerization transition state. Free energy profiles for the reaction suggest that vinyl fluorides act as product analogues. Because amide and dicarboxylate enolate mimics are relatively poor inhibitors of the enzyme, it is believed that an enolate is not involved in the tautomerization process.