Cas no 66648-43-9 (N-trans-Feruloyltyramine)

N-trans-Feruloyltyramine is a naturally occurring phenolic amide, derived from the conjugation of ferulic acid and tyramine. It exhibits notable biological activities, including antioxidant, anti-inflammatory, and neuroprotective properties, making it a compound of interest in pharmacological and nutraceutical research. Its structure allows for strong free radical scavenging capabilities, contributing to cellular protection against oxidative stress. Additionally, it has shown potential in modulating metabolic pathways and supporting cardiovascular health. With its dual functional groups, N-trans-Feruloyltyramine serves as a valuable reference standard in analytical chemistry and a precursor in the synthesis of bioactive derivatives. Its stability and well-characterized profile enhance its utility in scientific and industrial applications.
N-trans-Feruloyltyramine structure
N-trans-Feruloyltyramine structure
Product Name:N-trans-Feruloyltyramine
CAS No:66648-43-9
MF:C18H19NO4
MW:313.347765207291
MDL:MFCD17214811
CID:515227
PubChem ID:5280537
Update Time:2025-10-28

N-trans-Feruloyltyramine Chemical and Physical Properties

Names and Identifiers

    • (E)-3-(4-hydroxy-3-methoxy-phenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • N-Feruloyltyramine
    • (2E)-3-(4-Hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]ac rylamide
    • N-TRANS-FERULOYLTYRAMINE
    • Moupinamide
    • Feruloyltyramine
    • trans-N-Feruloyltyramine
    • Alfrutamide
    • cis-N-Feruloyltyramine
    • (2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • N-Transferuloyl Tyramine
    • N-Trans-Feruloyl Tyramine
    • N-[(E)-feruloyl]tyramine
    • MEGxp0_000693
    • (E)-3-(4-hydroxy-3-metho
    • (e)-n-feruloyltyramine
    • feruloyl tyramine
    • N-P-TRANS-HYDROXYPHENETHYL FERULAMINE
    • CHEMBL206555
    • (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • (2,3)trans-N-(p-Hydroxyphenethyl)ferulamide
    • (2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide
    • CHEBI:17818
    • Q27102643
    • N-feruloyltyramine; Moupinamide
    • 65646-26-6
    • N-FERYROYLTYRAMINE
    • DTXSID30904143
    • 66648-43-9
    • ACon1_001233
    • (E)-3-(4-HYDROXY-3-METHOXYPHENYL)-N-(4-HYDROXYPHENETHYL)ACRYLAMIDE
    • (E)-Feruloyltyramine
    • Moupinamide, >=95% (LC/MS-ELSD)
    • F17679
    • N-trans-Feruloyltramine
    • UNII-WC99S6JM5Y
    • CS-0022611
    • C02717
    • 2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)-, (2E)-
    • MFCD17214811
    • (E)-3-(4-Hydroxy-3-methoxy-phenyl)-N-[2-(4-hydroxy-phenyl)-ethyl]-acrylamide
    • N-E-FERULOYL TYRAMINE
    • WC99S6JM5Y
    • 640235-90-1
    • NCGC00169550-01
    • AKOS025287596
    • 2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)-
    • BRD-K98045316-001-01-0
    • MS-24583
    • HY-N2410
    • N-Cis-feruloyltyramine
    • N-((E)-feruloyl)tyramine
    • trans-Feruloyltyramine
    • DA-66261
    • DA-73339
    • N-trans-Feruloyltyramine
    • MDL: MFCD17214811
    • Inchi: 1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+
    • InChI Key: NPNNKDMSXVRADT-WEVVVXLNSA-N
    • SMILES: O(C)C1=C(C=CC(=C1)/C=C/C(NCCC1C=CC(=CC=1)O)=O)O

Computed Properties

  • Exact Mass: 313.13140809 g/mol
  • Monoisotopic Mass: 313.13140809 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 6
  • Complexity: 391
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.1
  • Topological Polar Surface Area: 78.8
  • Molecular Weight: 313.3

Experimental Properties

  • Color/Form: Powder
  • Melting Point: 144.5-145°C
  • Solubility: 382.8 mg/L @ 25 °C (est)

N-trans-Feruloyltyramine Security Information

  • Hazardous Material transportation number:UN 3077 9 / PGIII
  • Hazard Category Code: 50
  • Safety Instruction: 61
  • Hazardous Material Identification: N
  • Storage Condition:Store at room temperature, 2-8 ℃ is better

N-trans-Feruloyltyramine Pricemore >>

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Additional information on N-trans-Feruloyltyramine

Professional Introduction to N-trans-Feruloyltyramine (CAS No. 66648-43-9)

N-trans-Feruloyltyramine, a compound with the chemical identifier CAS No. 66648-43-9, represents a significant area of interest in the field of chemical and biomedical research. This compound, characterized by its unique structural and functional properties, has garnered considerable attention due to its potential applications in pharmaceuticals, nutraceuticals, and biotechnology. The synthesis and study of N-trans-Feruloyltyramine have opened new avenues for understanding molecular interactions and developing innovative therapeutic strategies.

The structural composition of N-trans-Feruloyltyramine involves a feruloyl group attached to a tyramine backbone. Ferulic acid, a derivative of which forms the feruloyl moiety, is widely recognized for its antioxidant properties and its role in plant cell wall metabolism. Tyramine, on the other hand, is an aromatic amine that plays various physiological roles, including the regulation of neurotransmitters. The combination of these two functional groups in N-trans-Feruloyltyramine suggests a multifaceted biochemical profile that could be exploited for therapeutic benefits.

Recent research has highlighted the pharmacological significance of N-trans-Feruloyltyramine. Studies indicate that this compound exhibits potent antioxidant and anti-inflammatory properties, making it a promising candidate for the development of drugs targeting oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases. The ability of N-trans-Feruloyltyramine to modulate enzymatic activities and signaling pathways has been extensively explored in vitro and in vivo models.

In particular, the compound has shown remarkable potential in neuroprotection. Research has demonstrated that N-trans-Feruloyltyramine can attenuate neurotoxicity induced by oxidative stress, thereby protecting neuronal cells from damage. This effect is attributed to its ability to scavenge reactive oxygen species (ROS) and inhibit the activation of pro-apoptotic enzymes. Furthermore, studies suggest that N-trans-Feruloyltyramine may enhance the synthesis of neurotrophic factors, which are crucial for neuronal survival and regeneration.

The anti-inflammatory properties of N-trans-Feruloyltyramine have also been well-documented. By inhibiting key inflammatory mediators such as nitric oxide (NO) and prostaglandins, this compound can effectively reduce inflammation in various disease models. This makes it a viable candidate for treating chronic inflammatory conditions such as rheumatoid arthritis and inflammatory bowel disease.

Beyond its pharmacological applications, N-trans-Feruloyltyramine has shown promise in the field of nutraceuticals. Its natural occurrence in certain plant-based foods suggests that it could be incorporated into dietary supplements or functional foods to promote health and prevent disease. The bioavailability of N-trans-Feruloyltyramine has been studied extensively, with findings indicating that it can be efficiently absorbed and utilized by the body.

The synthesis of N-trans-Feruloyltyramine presents both challenges and opportunities. Traditional synthetic routes often involve complex multi-step processes that require expensive reagents and stringent conditions. However, advances in synthetic chemistry have led to the development of more efficient and sustainable methods for producing this compound. These methods include enzymatic catalysis and green chemistry approaches, which minimize waste and reduce environmental impact.

The future direction of research on N-trans-Feruloyltyramine is likely to focus on elucidating its mechanism of action at a molecular level. Understanding how this compound interacts with biological targets will provide valuable insights into its therapeutic potential and help in the design of more effective derivatives. Additionally, clinical trials are needed to validate the efficacy and safety of N-trans-Feruloyltyramine in human populations.

In conclusion, N-trans-Feruloyltyramine (CAS No. 66648-43-9) is a compound with significant promise in the fields of pharmaceuticals and biotechnology. Its unique structural features and multifaceted biological activities make it an attractive candidate for developing novel therapeutic agents. As research continues to uncover new applications for this compound, it is expected to play an increasingly important role in addressing various health challenges.

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