• 1. An atlas of endohedral Sc2S cluster fullerenes?
  Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
• 2. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 3. An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine
  Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
• 4. An integrated cathode and solid electrolyte via in situ polymerization with significantly reduced interface resistance?
  Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
• 5. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenyl-1,3-oxazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Oxazoles Phenyl-1,3-oxazoles

Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate (CAS No. 391248-23-0): A Comprehensive Overview

Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate, identified by its CAS number 391248-23-0, is a significant compound in the field of pharmaceutical chemistry. This heterocyclic ester exhibits unique structural and functional properties that make it a valuable intermediate in the synthesis of various bioactive molecules. The compound's molecular structure, featuring a 1,3-oxazole core appended with a 4-bromophenyl group and an ethyl carboxylate moiety, contributes to its versatility in medicinal chemistry applications.

The 1,3-oxazole ring is a prominent scaffold in drug discovery due to its ability to mimic the binding pockets of biological targets. Its five-membered aromatic system provides a rigid framework that can be tailored to interact with specific enzymes or receptors. In Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate, the presence of the 4-bromophenyl substituent enhances its reactivity and binding affinity. The bromine atom at the para position introduces electrophilic characteristics, facilitating further functionalization through cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings.

The ethyl carboxylate group at the 4-position of the oxazole ring adds another layer of modularity, allowing for derivatization into amides, esters, or other pharmacophores. This structural flexibility makes Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate a preferred building block for designing novel therapeutic agents. Recent studies have highlighted its utility in developing compounds with potential applications in oncology and anti-inflammatory therapies.

In oncology research, Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate has been explored as a precursor for kinase inhibitors. The combination of the 4-bromophenyl group and the oxazole core allows for precise tuning of electronic and steric properties to optimize binding interactions with target kinases. For instance, derivatives of this compound have shown promise in inhibiting tyrosine kinases involved in cancer cell proliferation and survival pathways. The bromine atom also serves as a handle for further chemical modifications, enabling the introduction of additional pharmacological groups that enhance potency and selectivity.

Beyond oncology, Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate has been utilized in the development of anti-inflammatory agents. The oxazole ring's ability to engage with biological targets such as cyclooxygenase (COX) enzymes has been leveraged to design molecules that modulate inflammatory responses. The presence of the 4-bromophenyl group allows for fine-tuning of binding affinities and metabolic stability, crucial factors in drug development. Preclinical studies have demonstrated that certain derivatives exhibit significant anti-inflammatory activity while maintaining good pharmacokinetic profiles.

The synthesis of Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate involves multi-step organic transformations that highlight its synthetic utility. Key steps include the formation of the oxazole ring through cyclization reactions followed by bromination and esterification. Advances in synthetic methodologies have enabled more efficient and scalable production processes, making this compound more accessible for industrial applications. The growing interest in heterocyclic compounds has spurred research into novel synthetic routes that improve yield and reduce environmental impact.

The pharmacological potential of Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate is further supported by computational studies that predict its interaction with biological targets. Molecular docking simulations have been used to model how this compound binds to enzymes and receptors at an atomic level. These studies provide valuable insights into optimizing its structure for improved therapeutic efficacy. Additionally, virtual screening techniques have identified promising derivatives that warrant experimental validation.

In conclusion, Ethyl 2-(4-Bromophenyl)-1,3-Oxazole-4-Carboxylate (CAS No. 391248-23-0) is a versatile intermediate with significant applications in pharmaceutical research. Its unique structural features enable it to serve as a building block for developing novel therapeutic agents with potential uses in oncology and anti-inflammatory treatments. Ongoing research continues to uncover new synthetic strategies and pharmacological applications for this compound, reinforcing its importance in modern drug discovery efforts.

• 885273-19-8(4-Oxazolecarboxylicacid, 2-(3-methylphenyl)-, ethyl ester)
• 885274-58-8(4-Oxazolecarboxylicacid, 2-(2-ethylphenyl)-, ethyl ester)
• 78979-61-0(4-Oxazolecarboxylicacid, 2-(4-methoxyphenyl)-, ethyl ester)
• 39819-39-1(ethyl 2-phenyl-1,3-oxazole-4-carboxylate)
• 391248-21-8(Ethyl 2-(4-Aminophenyl)-1,3-oxazole--carboxylate)
• 200400-76-6(Ethyl 2-(4'-Hydroxyphenyl)-1,3-oxazole-4-carboxylate)
• 132089-42-0(Ethyl 2-(4-fluorophenyl)oxazole-4-carboxylate)
• 78979-62-1(4-Oxazolecarboxylicacid, 2-(4-chlorophenyl)-, ethyl ester)
• 132089-43-1(Ethyl 2-(3-chlorophenyl)oxazole-4-carboxylate)
• 885273-06-3(Ethyl 2-(3-Bromophenyl)Oxazole-4-Carboxylate)