Cas no 1261960-47-7 (5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid)

5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid is a specialized organic compound featuring a benzoic acid core substituted with a methoxy group at the 5-position and a 3,4-methylenedioxyphenyl moiety at the 3-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its aromatic and heterocyclic components enhance reactivity in cross-coupling and functionalization reactions. The compound’s stability under standard conditions and well-defined molecular architecture facilitate precise modifications for targeted applications. Researchers leverage its scaffold for developing bioactive molecules, particularly in CNS and anti-inflammatory drug discovery. Its high purity and consistent performance make it suitable for rigorous synthetic workflows.
5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid structure
1261960-47-7 structure
Product Name:5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid
CAS No:1261960-47-7
MF:C15H12O5
MW:272.252784729004
MDL:MFCD18320310
CID:1037646
PubChem ID:53226216
Update Time:2025-06-12

5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-(Benzo[d][1,3]dioxol-5-yl)-5-methoxybenzoic acid
    • 3-(1,3-Benzodioxol-5-yl)-5-methoxybenzoic acid
    • 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid
    • ACMC-209b7w
    • AK108106
    • ANW-18810
    • CTK8A9821
    • KB-233435
    • MolPort-015-153-480
    • MFCD18320310
    • BS-20324
    • CS-0209641
    • DB-347657
    • 3-(Benzo[d][1,3]dioxol-5-yl)-5-methoxybenzoicacid
    • Benzoic acid, 3-(1,3-benzodioxol-5-yl)-5-methoxy-
    • DTXSID00689935
    • AKOS016008410
    • 3-(2H-1,3-Benzodioxol-5-yl)-5-methoxybenzoic acid
    • 1261960-47-7
    • MDL: MFCD18320310
    • Inchi: 1S/C15H12O5/c1-18-12-5-10(4-11(6-12)15(16)17)9-2-3-13-14(7-9)20-8-19-13/h2-7H,8H2,1H3,(H,16,17)
    • InChI Key: ZGGWGVSVGAEBCZ-UHFFFAOYSA-N
    • SMILES: O1COC2=CC=C(C=C12)C1C=C(C=C(C(=O)O)C=1)OC

Computed Properties

  • Exact Mass: 272.06847348g/mol
  • Monoisotopic Mass: 272.06847348g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 358
  • 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: 2.9
  • Topological Polar Surface Area: 65?2

5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid Pricemore >>

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Additional information on 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid

Introduction to 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid (CAS No. 1261960-47-7) and Its Emerging Applications in Chemical Biology

5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid, identified by the chemical identifier CAS No. 1261960-47-7, is a structurally complex organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This benzoic acid derivative features a unique aromatic system composed of a methoxy group at the 5-position and a 3,4-methylenedioxyphenyl moiety at the 3-position, which endows it with distinct electronic and steric properties. The presence of these functional groups not only influences its solubility and reactivity but also opens up diverse possibilities for its application in drug discovery and molecular imaging.

The compound’s molecular structure, characterized by a rigid benzene ring system, makes it an attractive scaffold for designing novel bioactive molecules. The methoxy group and the 3,4-methylenedioxyphenyl substituent contribute to its ability to interact with biological targets through hydrophobic and electrostatic interactions. This structural feature has been leveraged in recent studies to develop potential therapeutic agents targeting various diseases, including neurological disorders and inflammatory conditions.

In recent years, 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid has been explored for its pharmacological properties. Research has indicated that this compound exhibits promising antioxidant and anti-inflammatory effects, which are critical in mitigating oxidative stress and modulating immune responses. These properties have been particularly relevant in the context of chronic diseases where inflammation plays a pivotal role. Studies have demonstrated that the compound can inhibit the activity of key enzymes such as lipoxygenase and cyclooxygenase, thereby reducing the production of pro-inflammatory mediators.

Moreover, the 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid scaffold has been utilized in the development of molecules with potential neuroprotective effects. The 3,4-methylenedioxyphenyl group is known to be present in several natural products that have shown efficacy in treating neurodegenerative diseases. Preclinical studies have suggested that derivatives of this compound may interfere with pathways associated with neuroinflammation and oxidative damage, offering a potential therapeutic strategy for conditions such as Alzheimer’s disease and Parkinson’s disease.

The compound’s versatility also extends to its role as an intermediate in synthetic chemistry. Its unique structure allows for further functionalization, enabling chemists to design more complex molecules with tailored biological activities. This has implications not only for drug development but also for the synthesis of probes used in biochemical research. The ability to modify the 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid core structure has led to the creation of novel analogs with enhanced potency and selectivity.

Recent advancements in computational chemistry have further accelerated the exploration of 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid derivatives. Molecular modeling techniques have been employed to predict the binding affinity of this compound to various biological targets, including receptors and enzymes. These computational studies have provided valuable insights into the structural requirements necessary for optimal interaction with biological systems. Such information is crucial for rational drug design and optimizing lead compounds for clinical trials.

The synthesis of 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid itself presents an interesting challenge due to its complex aromatic system. However, advances in synthetic methodologies have made it more accessible than ever before. Modern techniques such as palladium-catalyzed cross-coupling reactions have enabled efficient construction of the benzene ring core, while protecting group strategies have allowed for selective functionalization at multiple sites. These improvements have not only simplified the synthesis but also reduced costs, making it feasible for broader research applications.

In conclusion, 5-Methoxy-3-(3,4-methylenedioxyphenyl)benzoic acid (CAS No. 1261960-47-7) represents a promising area of investigation in chemical biology and pharmaceutical science. Its unique structural features offer a rich foundation for developing novel therapeutic agents targeting various diseases. The ongoing research into this compound underscores its significance as a bioactive scaffold and highlights its potential as a key intermediate in synthetic chemistry.

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