[3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one
[CAS# 67738-67-4]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Lactone and oxygen-containing heterocyclic compound >> Furan and pyran
• Name: [3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one
• Synonyms: 4-[(E)-4-(3-chlorophenoxy)-3-oxobut-1-enyl]-5-hydroxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
• Molecular Formula: C₁₇H₁₇ClO₅
• Molecular Weight: 336.77
• CAS Registry Number: 67738-67-4 (79356-61-9)
• SMILES: C1C(C(C2C1OC(=O)C2)/C=C/C(=O)COC3=CC(=CC=C3)Cl)O

Properties

• Density: 1.4±0.1 g/cm³, Calc.^*, 1.418
• Index of Refraction: 1.637, Calc.^*
• Boiling Point: 537.8±50.0 ºC (760 mmHg), Calc.^*
• Flash Point: 279.1±30.1 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P280-P301+P312-P305+P351+P338

Discovory and Applicatios

The chemical substance [3aa,4a(E),5b,6aa]-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one represents a significant advancement in synthetic organic chemistry, particularly in the development of novel therapeutic agents. This compound belongs to a class of molecules known for their intricate structural frameworks and potential bioactive properties.

The discovery of this specific compound is rooted in ongoing research aimed at synthesizing bioactive natural products and derivatives with improved pharmacological profiles. Its design draws inspiration from natural compounds, particularly those exhibiting anti-inflammatory and analgesic properties. The compound's unique structural features, including the hexahydro-2H-cyclopenta[b]furan framework, contribute to its biological activity, making it a point of interest in medicinal chemistry.

One of the primary applications of [3aa,4a(E),5b,6aa]-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one lies in its potential as a pharmaceutical candidate. Its structural similarity to existing therapeutic agents allows researchers to explore its efficacy against various diseases, particularly in the realm of anti-inflammatory and analgesic therapies. The incorporation of a 3-chlorophenoxy group further enhances its activity by increasing lipophilicity and improving the compound's interaction with biological targets.

In addition to its pharmaceutical applications, this compound also serves as a valuable intermediate in synthetic organic chemistry. Its ability to undergo further modifications allows chemists to create a diverse array of derivatives, which can be screened for biological activity. The cyclopentafuran framework is particularly useful for the synthesis of compounds with diverse functionalities, enabling researchers to explore new avenues in drug discovery.

Furthermore, the study of this compound contributes to the broader understanding of structure-activity relationships (SAR) within the context of medicinal chemistry. By analyzing how variations in its structure affect biological activity, scientists can design more effective therapeutic agents with fewer side effects. This knowledge is crucial in the quest for developing targeted therapies that address specific medical conditions.

Research continues to focus on elucidating the precise mechanisms of action of [3aa,4a(E),5b,6aa]-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one, as well as its potential in combination therapies. These investigations aim to establish the compound’s therapeutic window, efficacy, and safety profile in preclinical and clinical settings.

Overall, [3aa,4a(E),5b,6aa]-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one exemplifies the innovative approaches in contemporary chemistry aimed at developing new therapeutic agents. Its structural complexity and potential bioactivity highlight its importance in the ongoing exploration of pharmaceuticals and the advancements in synthetic organic chemistry.