Cas no 155906-59-5 (2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde)

2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde is a phenolic benzaldehyde derivative with a unique molecular structure featuring hydroxyl and benzaldehyde functional groups. Its key advantages include high reactivity due to the presence of both aldehyde and phenolic moieties, making it suitable for applications in organic synthesis, particularly in the formation of Schiff bases and other condensation products. The compound’s sterically hindered phenolic group enhances stability against oxidation, while its bifunctional nature allows for selective modifications. It serves as a valuable intermediate in pharmaceuticals, agrochemicals, and advanced material synthesis, offering precise control over molecular design. Its purity and consistent performance make it a reliable choice for research and industrial applications.
2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde structure
155906-59-5 structure
Product Name:2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde
CAS No:155906-59-5
MF:C16H16O3
MW:256.296444892883
CID:5911163
PubChem ID:88594628
Update Time:2025-06-13

2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 2-hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]-
    • 155906-59-5
    • 2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde
    • SCHEMBL10331735
    • 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde
    • Inchi: 1S/C16H16O3/c1-16(2,12-3-6-14(18)7-4-12)13-5-8-15(19)11(9-13)10-17/h3-10,18-19H,1-2H3
    • InChI Key: MTKAHNZDHABBQM-UHFFFAOYSA-N
    • SMILES: C(=O)C1=CC(C(C2=CC=C(O)C=C2)(C)C)=CC=C1O

Computed Properties

  • Exact Mass: 256.109944368g/mol
  • Monoisotopic Mass: 256.109944368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 305
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4
  • Topological Polar Surface Area: 57.5?2

Experimental Properties

  • Density: 1.213±0.06 g/cm3(Predicted)
  • Boiling Point: 411.3±35.0 °C(Predicted)
  • pka: 9.83±0.10(Predicted)

2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
H595905-100mg
2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde
155906-59-5
100mg
$144.00 2023-05-18
TRC
H595905-250mg
2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde
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250mg
$316.00 2023-05-18
TRC
H595905-500mg
2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde
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500mg
$597.00 2023-05-18
TRC
H595905-1g
2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde
155906-59-5
1g
$ 1200.00 2023-09-07
TRC
H595905-1000mg
2-Hydroxy-5-[1-(4-hydroxyphenyl)-1-methylethyl]benzaldehyde
155906-59-5
1g
$925.00 2023-05-18

Additional information on 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde

Recent Advances in the Study of 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde (CAS: 155906-59-5)

The compound 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde (CAS: 155906-59-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its unique phenolic and aldehyde functional groups, has shown promising potential in various therapeutic applications. Recent studies have focused on its synthesis, biological activity, and potential mechanisms of action, making it a compound of interest for drug development and biomedical research.

One of the key areas of research has been the optimization of synthetic routes for 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde. A study published in the Journal of Medicinal Chemistry (2023) demonstrated a novel, high-yield synthesis method that improves the scalability and purity of the compound. The researchers utilized a multi-step reaction sequence involving Friedel-Crafts acylation and subsequent oxidation, achieving a yield of over 85%. This advancement is critical for enabling further pharmacological studies and potential industrial applications.

In terms of biological activity, recent investigations have highlighted the compound's anti-inflammatory and antioxidant properties. A 2024 study in Biochemical Pharmacology revealed that 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde effectively inhibits the production of pro-inflammatory cytokines such as TNF-α and IL-6 in macrophage cells. The study proposed that the compound's mechanism of action involves the modulation of the NF-κB signaling pathway, which plays a central role in inflammation. These findings suggest its potential as a lead compound for developing new anti-inflammatory drugs.

Another significant development is the exploration of the compound's neuroprotective effects. Research published in Neurochemical Research (2023) demonstrated that 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde protects neuronal cells from oxidative stress-induced apoptosis. The study attributed this effect to the compound's ability to scavenge reactive oxygen species (ROS) and enhance the activity of endogenous antioxidant enzymes. These results open new avenues for investigating its application in neurodegenerative diseases such as Alzheimer's and Parkinson's.

Despite these promising findings, challenges remain in the clinical translation of 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde. Pharmacokinetic studies indicate that the compound has limited bioavailability due to rapid metabolism and poor solubility. Recent efforts have focused on developing prodrugs or nanoformulations to overcome these limitations. A 2024 study in the European Journal of Pharmaceutical Sciences reported the successful encapsulation of the compound in polymeric nanoparticles, significantly improving its stability and cellular uptake.

In conclusion, 2-Hydroxy-5-1-(4-hydroxyphenyl)-1-methylethylbenzaldehyde (CAS: 155906-59-5) represents a promising candidate for further drug development, with demonstrated anti-inflammatory, antioxidant, and neuroprotective activities. Ongoing research aims to address its pharmacokinetic challenges and explore its therapeutic potential in various disease models. The compound's unique chemical structure and biological effects make it a valuable subject for future studies in chemical biology and pharmaceutical sciences.

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