Cas no 159427-17-5 (Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate)

Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate is a synthetic organic compound featuring an isoxazole core substituted with a 2,4-dichlorophenyl group and an ethyl ester moiety. This structure imparts versatility as a key intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. The dichlorophenyl substitution enhances lipophilicity and potential binding affinity, while the ester group offers reactivity for further functionalization. Its well-defined chemical properties make it valuable for research in medicinal chemistry, where it may serve as a precursor for heterocyclic derivatives. The compound is typically characterized by high purity and stability under standard storage conditions.
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate structure
159427-17-5 structure
Product Name:Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
CAS No:159427-17-5
MF:C12H9Cl2NO3
MW:286.110761404037
MDL:MFCD08446408
CID:880607
PubChem ID:70700621
Update Time:2025-06-30

Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
    • ethyl 5-(2,4-dichlorophenyl)-1,2-oxazole-3-carboxylate
    • AK103426
    • ANW-64808
    • CTK8C0515
    • KB-253472
    • 5-(2,4-DICHLOROPHENYL)-3-ISOXAZOLECARBOXYLIC ACID ETHYL ESTER
    • 5-(2, 4-DICHLOROPHENYL)-ISOXAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
    • SY069073
    • SCHEMBL17261790
    • 159427-17-5
    • DB-343011
    • Ethyl5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
    • DTXSID40743429
    • MFCD08446408
    • MDL: MFCD08446408
    • Inchi: 1S/C12H9Cl2NO3/c1-2-17-12(16)10-6-11(18-15-10)8-4-3-7(13)5-9(8)14/h3-6H,2H2,1H3
    • InChI Key: WAKCEBZISBIMLL-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=CC=1C1=CC(C(=O)OCC)=NO1)Cl

Computed Properties

  • Exact Mass: 284.99600
  • Monoisotopic Mass: 284.9959485g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 303
  • 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: 3.8
  • Topological Polar Surface Area: 52.3?2

Experimental Properties

  • PSA: 52.33000
  • LogP: 3.82510

Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM191078-1g
ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
1g
$729 2021-08-05
Chemenu
CM191078-1g
ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
1g
$637 2023-03-07
eNovation Chemicals LLC
Y1195426-1g
Ethyl 5-(2,4-Dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
1g
$980 2024-07-20
eNovation Chemicals LLC
D235303-500mg
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
500mg
$495 2024-08-03
eNovation Chemicals LLC
D235303-1g
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
1g
$595 2024-08-03
eNovation Chemicals LLC
D235303-5g
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
5g
$785 2024-08-03
A2B Chem LLC
AA81042-250mg
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 98%
250mg
$399.00 2024-04-20
A2B Chem LLC
AA81042-1g
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 98%
1g
$859.00 2024-04-20
A2B Chem LLC
AA81042-5g
Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 98%
5g
$3304.00 2024-04-20
eNovation Chemicals LLC
Y1195426-1g
Ethyl 5-(2,4-Dichlorophenyl)isoxazole-3-carboxylate
159427-17-5 95%
1g
$980 2025-02-22

Additional information on Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate

Ethyl 5-(2,4-Dichlorophenyl)Isoxazole-3-Carboxylate: A Comprehensive Overview

Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate (CAS No. 159427-17-5) is a versatile organic compound with significant applications in various fields. This compound belongs to the class of isoxazoles, which are five-membered heterocyclic compounds containing one oxygen and one nitrogen atom. The structure of Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate consists of a central isoxazole ring substituted with a 2,4-dichlorophenyl group at position 5 and an ethoxy carbonyl group at position 3. These substituents contribute to its unique chemical properties and reactivity.

The synthesis of Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate involves a series of well-established organic reactions. Typically, the compound is prepared by the reaction of an appropriate aldehyde or ketone with hydroxylamine hydrochloride in the presence of an acid catalyst. This forms the isoxazole ring, which is subsequently functionalized with the desired substituents. The ethoxy carbonyl group is introduced via esterification reactions, while the dichlorophenyl group is incorporated through nucleophilic aromatic substitution or other coupling reactions. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly syntheses of this compound.

Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate has garnered significant attention due to its potential applications in the pharmaceutical and agrochemical industries. In the pharmaceutical sector, this compound has been explored as a lead molecule for the development of new drug candidates. Its isoxazole ring provides a rigid framework that can be further modified to enhance bioavailability and target specificity. Recent studies have demonstrated its potential as an anti-inflammatory agent, where it exhibits moderate inhibitory activity against cyclooxygenase (COX) enzymes. Additionally, it has shown promise as an antioxidant, which could be beneficial in combating oxidative stress-related diseases.

In the agrochemical industry, Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate has been investigated for its pesticidal properties. Its dichlorophenyl group imparts stability and enhances its ability to interact with biological targets such as insecticides or fungicides. Researchers have reported that this compound exhibits potent activity against various agricultural pests and pathogens. Furthermore, its carboxylic ester group can be hydrolyzed under specific conditions to release biologically active metabolites, which could be exploited for targeted pest control strategies.

The environmental impact of Ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxy late has also been a subject of recent studies. Its persistence in soil and water systems has been evaluated under different environmental conditions. Results indicate that it undergoes rapid degradation under UV light and microbial action, reducing its potential for bioaccumulation. These findings are crucial for assessing its safety profile and ensuring sustainable use in agricultural applications.

From a synthetic perspective, Ethy l 5-(2,4-dichlorophen yl )isoxazol e -3-carb ox ylate serves as a valuable intermediate in the construction of more complex molecules. Its reactivity can be tuned by modifying substituents on the isoxazole ring or altering the nature of the ester group. For instance, replacing the ethoxy group with other alkoxy or aralkoxy groups can yield derivatives with enhanced solubility or stability.

Recent advancements in computational chemistry have also shed light on the electronic properties and reactivity patterns of Ethy l 5-(2 ,4 -dichlor ophen yl )is oxazol e -3-c arbox ylate . Density functional theory (DFT) calculations have revealed that the dichloro phen yl substituent introduces electron-withdrawing effects that stabilize certain transition states during chemical transformations . This understanding has facilitated the design of more efficient synthetic routes and catalytic systems for this compound.

In conclusion , Ethy l 5 -(2 ,4 -d ichlo rophen yl )i soxazol e -3-c arbo x ylate (CAS No .159427 -17 -5 ) stands out as a multifaceted organic compound with promising applications across diverse industries . Its unique structure , coupled with recent research findings , underscores its potential as a valuable tool in drug discovery , pest control , and chemical synthesis . As ongoing studies continue to unravel its properties , this compound is poised to play an increasingly important role in both academic research and industrial applications .

Recommended suppliers
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Jinta Yudi Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinta Yudi Pharmaceutical Technology Co., Ltd.