CAS 54673-07-3

2-Cyano-3-(3-hydroxyphenyl)-2-propenoic acid

Description:

2-Cyano-3-(3-hydroxyphenyl)-2-propenoic acid, also known as malononitrile derivative, is an organic compound characterized by its unique structure that includes a cyano group and a phenolic hydroxyl group. This compound typically appears as a solid and is soluble in polar solvents due to the presence of the hydroxyl group, which can engage in hydrogen bonding. It exhibits properties such as acidity, attributed to the carboxylic acid functional group, and can participate in various chemical reactions, including nucleophilic additions and condensation reactions. The presence of the cyano group enhances its reactivity, making it useful in organic synthesis and potentially in the development of pharmaceuticals or agrochemicals. Additionally, the compound may exhibit biological activity, which is an area of interest for research in medicinal chemistry. Its stability and reactivity can be influenced by environmental factors such as pH and temperature, making it important to consider these conditions in practical applications.

Formula: C₁₀H₇NO₃

InChI: InChI=1S/C10H7NO3/c11-6-8(10(13)14)4-7-2-1-3-9(12)5-7/h1-5,12H,(H,13,14)

InChI key: InChIKey=HPLNTJVXWMJLNJ-UHFFFAOYSA-N

SMILES: C(=C(C(O)=O)C#N)C1=CC(O)=CC=C1

Synonyms:

• (2E)-2-cyano-3-(3-hydroxyphenyl)prop-2-enoate
• (2E)-2-cyano-3-(3-hydroxyphenyl)prop-2-enoic acid
• (2Z)-3-cyano-3-(3-hydroxyphenyl)prop-2-enoic acid
• 2-Cyano-3-(3-hydroxyphenyl)-2-propenoic acid
• 2-Cyano-3-(3-hydroxyphenyl)acrylic acid
• 2-Propenoic acid, 2-cyano-3-(3-hydroxyphenyl)-
• Cinnamic acid, α-cyano-m-hydroxy-
• Ethyl α-cyano-3′-hydroxycinnamate
• alpha-Cyano-3-hydroxycinnamate
• alpha-Cyano-m-hydroxycinnamic acid
• α-Cyano-3-hydroxycinnamic acid

α-Cyano-3-hydroxycinnamic acid

CAS: 54673-07-3

Formula: C₁₀H₇NO₃

Purity: %

Color and Shape: Solid

Molecular weight: 189.1675

Ref: IN-DA00DE4A

α-Cyano-3-Hydroxycinnamic Acid

CAS: 54673-07-3

α-Cyano-3-Hydroxycinnamic Acid

Purity: 98%

Molecular weight: 189.17g/mol

Ref: 54-OR1026770

α-Cyano-3-hydroxycinnamic Acid

CAS: 54673-07-3

Formula: C₁₀H₇NO₃

Purity: >98.0%(T)(HPLC)

Color and Shape: Light orange to Yellow to Green powder to crystal

Molecular weight: 189.17

Ref: 3B-C2677

α-Cyano-3-hydroxycinnamic acid

CAS: 54673-07-3

alpha-Cyano-3-hydroxycinnamic acid is a mitochondrial matrix analog that has been shown to inhibit the uptake of carnitine, glutamate, and branched-chain amino acids. This compound also inhibits the activity of glyceraldehyde-3-phosphate dehydrogenase and dodecyl CoA dehydrogenase, which are enzymes involved in the production of cellular energy. alpha-Cyano-3-hydroxycinnamic acid also inhibits the synthesis of mitochondrial DNA and RNA. The compound binds to the enzyme succinate dehydrogenase, inhibiting its function. This inhibition leads to a decrease in cellular energy production and an increase in oxidative stress.

Formula: C₁₀H₇NO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 189.17 g/mol

Ref: 3D-FC54852