5-(3,4-Dichlorophenyl)-1,2-oxazole-3-carboxylic acid

Name: 5-(3,4-Dichlorophenyl)-1,2-oxazole-3-carboxylic acid
Brand: ChemScene
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CAS No. 876710-49-5
Cat. No. CS-0126491
Purity≥98%
MDL No.MFCD07186353

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-(3,4-Dichlorophenyl)-1,2-oxazole-3-carboxylic acid|CS-0126491

Structure of 876710-49-5

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General Information

CAS No. 876710-49-5
Cat. No. CS-0126491
Purity ≥98%
MDL No. MFCD07186353
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₅Cl₂NO₃
Molecular Weight 258.06
Synonym(s) 5-(3,4-Dichloro-phenyl)-isoxazole-3-carboxylic acid
SMILES O=C(C1=NOC(C2=CC=C(Cl)C(Cl)=C2)=C1)O

Description

This oxazole carboxylic acid features a 3,4-dichlorophenyl substituent at the 5-position, imparting enhanced electron-withdrawing character and improved metabolic stability. The conjugated oxazole core facilitates efficient coupling in synthetic transformations, while the carboxylic acid group enables direct derivatization or salt formation for solubility optimization.

Application

5-(3,4-Dichlorophenyl)-1,2-oxazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its oxazole core exhibits enhanced metabolic stability and favorable pharmacokinetic properties, while the 3,4-dichlorophenyl substituent provides strong electron-withdrawing character and improved target binding affinity. The carboxylic acid functionality facilitates direct coupling reactions, derivatization, or salt formation, supporting downstream synthetic applications in API development. Bench-stable and readily purified by recrystallization, it functions efficiently in standard amide bond formations and transition-metal-catalyzed transformations.

Synthesis

Route1
- In-stock
  
  2642-63-9
- ~%
- In-stock
  
  876710-49-5
References
- Kamal, Ahmed; Tamboli, Jaki R.; Vishnuvardhan; Adil; Nayak, V. Lakshma; Ramakrishna Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 1 p. 273 - 280

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 63.33
LogP 3.3466
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-(3,4-Dichlorophenyl)-1,2-oxazole-3-carboxylic acid

CAS No. 876710-49-5

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