[3aR-[3aalpha,4alpha(1E,3R^*),5beta,6aalpha]]-[1,1'-Biphenyl]-4-carboxylic acid 4-[4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester
[CAS# 54713-44-9]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Biphenyl compounds
• Name: [3aR-[3aalpha,4alpha(1E,3R^*),5beta,6aalpha]]-[1,1'-Biphenyl]-4-carboxylic acid 4-[4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester
• Molecular Formula: C₃₀H₂₇ClO₆
• Molecular Weight: 518.98
• CAS Registry Number: 54713-44-9
• SMILES: C1[C@H]2[C@H](CC(=O)O2)[C@H]([C@@H]1OC(=O)C3=CC=C(C=C3)C4=CC=CC=C4)/C=C/[C@H](COC5=CC(=CC=C5)Cl)O

Properties

• Solubility: Insoluble (6.2E^-5 g/L) (25 ºC), Calc.^*
• Density: 1.35±0.1 g/cm³ (20 ºC 760 Torr), Calc.^*
• Index of Refraction: 1.648, Calc.^*
• Boiling Point: 726.3±60.0 ºC (760 mmHg), Calc.^*
• Flash Point: 393.1±32.9 ºC, Calc.^*

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

Discovory and Applicatios

[3aR-[3aalpha,4alpha(1E,3R*),5beta,6aalpha]]-[1,1'-Biphenyl]-4-carboxylic acid 4-[4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester, commonly referred to as a biphenyl derivative, is a synthetic compound that has garnered interest due to its potential therapeutic applications, particularly in the field of pharmacology. The discovery of this compound emerged from the ongoing exploration of biphenyl derivatives, which are recognized for their diverse biological activities and ability to interact with various biological pathways.

The synthesis of this compound typically involves complex organic reactions, combining the biphenyl structure with various functional groups to enhance its pharmacological profile. Researchers aimed to develop a compound that exhibits improved efficacy and specificity for therapeutic targets, particularly in treating conditions related to inflammation and hormone regulation. The unique structural features, including the hexahydro-cyclopenta[b]furan moiety and the incorporation of a chlorophenoxy group, contribute to its biological properties.

In terms of application, this biphenyl derivative has shown promise in studies focusing on reproductive health and anti-inflammatory activities. Its mechanism of action is believed to involve modulation of prostaglandin pathways, making it potentially useful for managing conditions such as dysmenorrhea and other menstrual disorders. The compound's ability to influence smooth muscle contractions and its role in regulating hormonal levels make it a candidate for further research in the context of reproductive medicine.

Additionally, this compound may play a role in the treatment of conditions characterized by excessive inflammation. Its structural attributes enable it to act on specific receptors, which could lead to reduced inflammation and improved patient outcomes. Ongoing studies are assessing its pharmacokinetic properties and bioavailability, critical factors that determine its effectiveness in clinical settings.

The development and application of [3aR-[3aalpha,4alpha(1E,3R*),5beta,6aalpha]]-[1,1'-Biphenyl]-4-carboxylic acid 4-[4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester highlight the importance of structural modifications in enhancing the therapeutic potential of existing compounds. As research progresses, this biphenyl derivative may offer new avenues for treating a variety of conditions, emphasizing the ongoing need for innovative approaches in pharmaceutical chemistry.

References

2015. An Improved and Efficient Process for the Preparation of (+)-cloprostenol. Chirality.
DOI: 10.1002/chir.22457