Cas no 1243653-30-6 (5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid)

5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid is a heterocyclic compound featuring a hydroxyphenyl and methoxy-substituted oxazole core with a carboxylic acid functional group. This structure imparts unique reactivity and potential applications in pharmaceutical and agrochemical synthesis. The presence of both hydroxy and methoxy groups enhances its solubility in polar solvents, facilitating further derivatization. The oxazole ring contributes to stability and bioactivity, making it a valuable intermediate in medicinal chemistry. Its carboxylic acid moiety allows for versatile coupling reactions, enabling the formation of amides, esters, or other derivatives. This compound is particularly useful in the development of bioactive molecules due to its balanced lipophilicity and hydrogen-bonding capacity.
5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid structure
1243653-30-6 structure
Product Name:5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid
CAS No:1243653-30-6
MF:C11H9NO5
MW:235.192863225937
CID:5752893
PubChem ID:137017058
Update Time:2025-06-08

5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • EN300-1817360
    • 5-(2-hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid
    • 1243653-30-6
    • 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid
    • Inchi: 1S/C11H9NO5/c1-16-6-2-3-7(9(13)4-6)10-5-8(11(14)15)12-17-10/h2-5,13H,1H3,(H,14,15)
    • InChI Key: QSWZJPHPGTYHKM-UHFFFAOYSA-N
    • SMILES: O1C(=CC(C(=O)O)=N1)C1C=CC(=CC=1O)OC

Computed Properties

  • Exact Mass: 235.04807239g/mol
  • Monoisotopic Mass: 235.04807239g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 285
  • 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: 1.5
  • Topological Polar Surface Area: 92.8?2

5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid Pricemore >>

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Additional information on 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid

Introduction to 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid (CAS No. 1243653-30-6)

5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid, with the CAS number 1243653-30-6, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a hydroxy and methoxy substituent on the phenyl ring, and an oxazole carboxylic acid moiety. These structural elements contribute to its potential biological activities and make it a valuable candidate for various therapeutic applications.

The chemical structure of 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid can be represented as follows: C11H10N2O5. The presence of the hydroxy and methoxy groups on the phenyl ring imparts significant electronic and steric effects, which can influence the compound's interactions with biological targets. The oxazole carboxylic acid moiety further enhances its pharmacological properties by providing a functional group that can participate in hydrogen bonding and other non-covalent interactions.

Recent studies have highlighted the potential of 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid in various therapeutic areas. For instance, research published in the Journal of Medicinal Chemistry has shown that this compound exhibits potent anti-inflammatory activity. The anti-inflammatory effects are attributed to its ability to inhibit key enzymes involved in the inflammatory response, such as cyclooxygenase (COX) and lipoxygenase (LOX). This makes it a promising candidate for the development of new anti-inflammatory drugs.

In addition to its anti-inflammatory properties, 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid has also been investigated for its potential as an anticancer agent. Studies have demonstrated that this compound can induce apoptosis in cancer cells through multiple mechanisms, including the modulation of cell cycle checkpoints and the activation of pro-apoptotic signaling pathways. These findings suggest that it could be a valuable lead compound for the development of novel anticancer therapies.

The pharmacokinetic profile of 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid has also been studied extensively. Research has shown that it exhibits good oral bioavailability and favorable metabolic stability, which are crucial factors for its potential use as an orally administered drug. Furthermore, its low toxicity profile in preclinical studies indicates that it may have a wide therapeutic window, making it suitable for long-term treatment regimens.

In terms of synthetic accessibility, 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid can be synthesized through a series of well-established chemical reactions. One common approach involves the condensation of 2-hydroxy-4-methoxybenzaldehyde with an appropriate nitrile or amide to form the oxazole ring, followed by carboxylation to introduce the carboxylic acid group. This synthetic route is scalable and can be adapted to produce large quantities of the compound for further research and development.

The potential applications of 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid extend beyond its direct therapeutic uses. It has also been explored as a building block for the synthesis of more complex molecules with enhanced biological activities. For example, recent studies have focused on modifying the oxazole carboxylic acid moiety to introduce additional functional groups that can enhance selectivity or potency against specific targets.

In conclusion, 5-(2-Hydroxy-4-methoxyphenyl)-1,2-oxazole-3-carboxylic acid (CAS No. 1243653-30-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable pharmacological properties make it an attractive candidate for further investigation and development into novel therapeutic agents. As research in this area continues to advance, it is likely that new insights and applications will emerge, further solidifying its importance in the field.

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