Cas no 1803779-89-6 (2,4-Dichloro-3-methylmandelic acid)

2,4-Dichloro-3-methylmandelic acid is a chlorinated derivative of mandelic acid, featuring substitutions at the 2,4-positions of the phenyl ring and a methyl group at the 3-position. This structural modification enhances its reactivity and utility as an intermediate in organic synthesis, particularly in the preparation of agrochemicals and pharmaceuticals. The presence of electron-withdrawing chlorine atoms increases its electrophilic character, making it valuable for further functionalization. Its crystalline form ensures stability and ease of handling in laboratory settings. The compound’s specificity and purity make it suitable for research applications requiring precise chiral building blocks or derivatization studies.
2,4-Dichloro-3-methylmandelic acid structure
1803779-89-6 structure
Product Name:2,4-Dichloro-3-methylmandelic acid
CAS No:1803779-89-6
MF:C9H8Cl2O3
MW:235.064021110535
CID:4705704
Update Time:2025-11-05

2,4-Dichloro-3-methylmandelic acid Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dichloro-3-methylmandelic acid
    • Inchi: 1S/C9H8Cl2O3/c1-4-6(10)3-2-5(7(4)11)8(12)9(13)14/h2-3,8,12H,1H3,(H,13,14)
    • InChI Key: QNQCXCDQLUSXQJ-UHFFFAOYSA-N
    • SMILES: ClC1C(C)=C(C=CC=1C(C(=O)O)O)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 222
  • Topological Polar Surface Area: 57.5

2,4-Dichloro-3-methylmandelic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
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1803779-89-6 97%
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499.20 USD 2021-05-31
Alichem
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Additional information on 2,4-Dichloro-3-methylmandelic acid

Professional Introduction to 2,4-Dichloro-3-methylmandelic Acid (CAS No. 1803779-89-6)

2,4-Dichloro-3-methylmandelic acid, identified by its Chemical Abstracts Service (CAS) number 1803779-89-6, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its dichloro and methylmandelic functional groups, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules. Its molecular structure, featuring a benzene ring substituted with chlorine atoms at the 2 and 4 positions and a mandelic acid moiety at the 3 position, contributes to its reactivity and utility in synthetic pathways.

The chemical structure of 2,4-Dichloro-3-methylmandelic acid imparts distinct characteristics that are leveraged in pharmaceutical applications. The presence of two chlorine atoms enhances its electrophilicity, making it a suitable precursor for nucleophilic substitution reactions. This property is particularly useful in the construction of more complex molecular frameworks, including heterocyclic compounds and peptidomimetics. The mandelic acid portion provides a carboxylic acid functionality, which can be further modified through esterification, amidation, or other derivatization strategies to tailor its biological activity.

In recent years, 2,4-Dichloro-3-methylmandelic acid has been explored as a key intermediate in the development of novel therapeutic agents. Its role in synthesizing pharmacophores with potential antimicrobial, anti-inflammatory, and anticancer properties has been highlighted in several scientific studies. For instance, researchers have utilized this compound to construct analogs of natural products that exhibit enhanced binding affinity to biological targets. The dichloro substitution pattern is particularly advantageous in designing molecules that interact with enzymes or receptors with high specificity.

One of the most compelling aspects of 2,4-Dichloro-3-methylmandelic acid is its versatility in medicinal chemistry. The compound serves as a building block for libraries of drug-like molecules that can be screened for biological activity. High-throughput screening (HTS) campaigns have been conducted using derivatives of this compound to identify lead candidates for further optimization. The structural features of 2,4-Dichloro-3-methylmandelic acid allow for modifications that can fine-tune pharmacokinetic properties such as solubility, bioavailability, and metabolic stability.

The synthesis of 2,4-Dichloro-3-methylmandelic acid itself is an area of active investigation. Modern synthetic methodologies have been developed to produce this compound with high yield and purity. Techniques such as palladium-catalyzed cross-coupling reactions and directed ortho-metalation strategies have been employed to introduce the required functional groups efficiently. These advances in synthetic chemistry have made it possible to explore more complex derivatives of this compound without significant challenges.

Recent studies have also focused on the environmental and toxicological profile of 2,4-Dichloro-3-methylmandelic acid. Understanding its behavior in biological systems is crucial for assessing its potential as a drug candidate or a chemical intermediate. Toxicological studies have examined its effects on various cell lines and organisms to evaluate its safety profile. Additionally, efforts have been made to develop green chemistry approaches for its synthesis to minimize environmental impact.

The pharmaceutical industry continues to invest in research related to 2,4-Dichloro-3-methylmandelic acid due to its promising applications. Collaborative efforts between academic institutions and pharmaceutical companies aim to uncover new uses for this compound and its derivatives. The growing body of literature on this topic underscores its importance in modern drug discovery and development.

In conclusion,2,4-Dichloro-3-methylmandelic acid (CAS No. 1803779-89-6) represents a significant advancement in pharmaceutical chemistry. Its unique structural features and reactivity make it a valuable tool for synthesizing novel therapeutic agents. As research progresses, the potential applications of this compound are expected to expand further, contributing to the development of new treatments for various diseases.

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