CAS 28166-41-8

α-Cyano-4-hydroxycinnamic acid

Description:

α-Cyano-4-hydroxycinnamic acid, with the CAS number 28166-41-8, is an organic compound that belongs to the class of cinnamic acid derivatives. It is characterized by a cyano group (-CN) and a hydroxyl group (-OH) attached to a trans-cinnamic acid backbone. This compound typically appears as a solid, often in a crystalline form, and is known for its light-absorbing properties, making it useful in various applications, including as a UV filter in sunscreens and as a photoinitiator in polymerization processes. The presence of the hydroxyl group contributes to its solubility in polar solvents, while the cyano group enhances its reactivity and potential for forming hydrogen bonds. α-Cyano-4-hydroxycinnamic acid is also studied for its role in biological systems, particularly in the context of its potential as a pharmaceutical agent. Its structural features allow for various chemical modifications, which can lead to derivatives with enhanced properties for specific applications in materials science and biochemistry.

Formula: C₁₀H₇NO₃

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

InChI key: InChIKey=AFVLVVWMAFSXCK-UHFFFAOYSA-N

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

Synonyms:

• (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate
• (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
• 2-Cyano-3-(4-Hydroxyphenyl)Prop-2-Enoic Acid
• 2-Cyano-3-(4-hydroxyphenyl)-2-propenoic acid
• 2-Cyano-3-(4-hydroxyphenyl)acrylic acid
• 2-Propenoic acid, 2-cyano-3-(4-hydroxyphenyl)-
• 4-Hydroxy-α-cyanocinnamic acid
• Cinnamic acid, α-cyano-p-hydroxy-
• Nsc 173138
• alpha-Cyano-4-hydroxycinnamate
• α-Cyano-4-hydroxycinnamic acid

α-Cyano-4-hydroxycinnamic Acid

CAS: 28166-41-8

Formula: C₁₀H₇NO₃

Purity: >98.0%(T)(HPLC)

Color and Shape: Light yellow to Amber to Dark green powder to crystal

Molecular weight: 189.17

Ref: 3B-C1768

α-Cyano-4-hydroxycinnamic acid, Ultrapure MALDI Matrix

CAS: 28166-41-8

For use as a matrix in MALDI mass spectrometry analysis

Formula: C₁₀H₇NO₃

Color and Shape: White to yellow, Powder or crystalline powder or crystals

Molecular weight: 189.17

Ref: 02-J67635

2-Cyano-3-(4-hydroxyphenyl);acrylic acid

CAS: 28166-41-8

Formula: C₁₀H₇NO₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 189.1675

Ref: IN-DA00BCDB

α-Cyano-4-hydroxycinnamic acid

CAS: 28166-41-8

α-Cyano-4-hydroxycinnamic acid

Purity: ≥98%

Molecular weight: 189.17g/mol

Ref: 54-BUP14940

α-Cyano-4-Hydroxycinnamic Acid

CAS: 28166-41-8

α-Cyano-4-Hydroxycinnamic Acid

Purity: 99%

Molecular weight: 189.17g/mol

Ref: 54-OR1012257

α-Cyano-4-hydroxycinnamic acid

CAS: 28166-41-8

Formula: C₁₀H₇NO₃

Purity: (Titration) ≥ 98.0%

Color and Shape: Yellow to amber or yellow-green powder or crystals

Molecular weight: 189.17

Ref: 7W-GL0668

α-Cyano-4-hydroxycinnamic acid

CAS: 28166-41-8

α-Cyano-4-hydroxycinnamic acid (α-Cyano-4-hydroxycinnamic acid(α-CHCA)) (α-CHCA) is an inhibitor of monocarboxylate transporter 1 (MCT1) that blocks pyruvate

Formula: C₁₀H₇NO₃

Purity: 99.8% - 99.86%

Color and Shape: Powder

Molecular weight: 189.17

Ref: TM-T7460

a-Cyano-4-hydroxycinnamic acid

CAS: 28166-41-8

a-Cyano-4-hydroxycinnamic acid is a cyclic peptide that has been shown to have cytotoxic and antimicrobial properties. It has been shown to be effective in reducing the viability of cells in vitro by interfering with DNA synthesis and cell signaling pathways, as well as causing oxidative stress. This compound also induces apoptosis in squamous carcinoma cells and hypoxic tumor cells; this effect may be due to its ability to induce the release of cytochrome c from mitochondria. a-Cyano-4-hydroxycinnamic acid has been shown to produce antibacterial activity against Gram-positive bacteria, such as Streptococcus pneumoniae and Staphylococcus aureus, but not against Gram-negative bacteria, such as Escherichia coli or Pseudomonas aeruginosa.

Formula: C₁₀H₇NO₃

Color and Shape: Slightly Yellow Powder

Molecular weight: 189.17 g/mol

Ref: 3D-FC03124

a-Cyano-4-hydroxycinnamic acid

CAS: 28166-41-8

Formula: C₁₀H₇NO₃

Purity: 97%

Color and Shape: Pale yellow to yellow green powder

Molecular weight: 189.17

Ref: 10-F013492

α-Cyano-4-hydroxycinnamic Acid

Controlled Product

CAS: 28166-41-8

Formula: C₁₀H₇NO₃

Color and Shape: Neat

Molecular weight: 189.17

Ref: TR-C381348

a-Cyano-4-hydroxycinnamic acid

CAS: 28166-41-8

a-Cyano-4-hydroxycinnamic acid is a high quality chemical that is useful as a reagent, intermediate and building block. This compound has been used in the synthesis of various complex compounds including the fine chemicals, useful scaffolds and research chemicals. The versatility of this compound makes it an important reaction component for many reactions.

Formula: C₁₀H₇NO₃

Purity: Min. 98 Area-%

Molecular weight: 189.17 g/mol

Ref: 3D-W-200275