Cas no 36402-52-5 (2,4-Pentanediol,(2R,4R)-rel-)
2,4-Pentanediol,(2R,4R)-rel- Chemical and Physical Properties
Names and Identifiers
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- 2,4-Pentanediol,(2R,4R)-rel-
- (R*,R*)-Pentane-2,4-diol
- (2R,4R)-(-)-2,4-Dihydroxypentane
- MFCD00063893
- (+/-)-2,4-PENTANEDIOL
- T72451
- AS-58128
- 2,4-Pentanediol, (-)-
- (R,R)-(-)-2,4-Pentanediol, 99%
- 2(R),4(R)-dihydroxypentane
- AKOS015840171
- 2,4-Pentanediol #
- UNII-390RNY77SU
- DTXSID401310414
- rel-(2R,4R)-2,4-Pentanediol
- 390RNY77SU
- 2,4-Pentanediol, (+/-)-
- (-)-2,4-PENTANEDIOL
- EX4IXW1090
- (R*,R*)-2,4-PENTANEDIOL
- (R,R)-2,4-pentanediol
- (2R,4r)-pentanediol
- 36402-52-5
- (2R, 4R)-(-)-pentanediol
- P1411
- A825751
- (R,R)-(-)-2,4-Pentanediol
- (2R,4R)-(-)-THREO-2,4-PENTANEDIOL
- 2,4-PENTANEDIOL, (R-(R*,R*))-
- 2,4-PENTANEDIOL, (R*,R*)-
- 42075-32-1
- (R,R)-(?)-2,4-Pentanediol
- (2R,4R)-2,4-PENTANEDIOL
- EINECS 253-017-2
- SCHEMBL42294
- (2R,4R)-pentane-2,4-diol
- (2R,4R)-(-)-2,4-Pentanediol
- 2,4-PENTANEDIOL, (2R,4R)-REL-
- CS-0085737
- UNII-EX4IXW1090
- 2,4-PENTANEDIOL, (2R,4R)-
- (2R,4R)-(-)-Pentanediol
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- Inchi: 1S/C5H12O2/c1-4(6)3-5(2)7/h4-7H,3H2,1-2H3/t4-,5-/m1/s1
- InChI Key: GTCCGKPBSJZVRZ-RFZPGFLSSA-N
- SMILES: O[C@H](C)C[C@@H](C)O
Computed Properties
- Exact Mass: 104.08373
- Monoisotopic Mass: 104.08373
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 7
- Rotatable Bond Count: 2
- Complexity: 39.3
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 2
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 40.5
- XLogP3: 0.1
Experimental Properties
- Density: 0.974
- Boiling Point: 199.5°Cat760mmHg
- Flash Point: 101.7°C
2,4-Pentanediol,(2R,4R)-rel- Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Key Organics Ltd | AS-40097-5g |
(2s,4s)-pentane-2,4-diol |
36402-52-5 | >95% | 5g |
£535.00 | 2025-02-08 | |
| Key Organics Ltd | AS-40097-1g |
(2s,4s)-pentane-2,4-diol |
36402-52-5 | >95% | 1g |
£211.00 | 2025-02-08 | |
| Key Organics Ltd | AS-40097-0.25g |
(2s,4s)-pentane-2,4-diol |
36402-52-5 | >95% | 0.25g |
£131.00 | 2025-02-08 | |
| 1PlusChem | 1P00D33K-250mg |
(R*,R*)-pentane-2,4-diol |
36402-52-5 | 95% | 250mg |
$110.00 | 2024-05-04 |
2,4-Pentanediol,(2R,4R)-rel- Related Literature
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1. Stereoselection in the synthesis of threo- and erythro-3-amino-2-hydroxy-4-phenyl-butanoic acid using chiral acetal templatesRosario Herranz,Julia Castro-Pichel,Soledad Vinuesa,M. Teresa García-López J. Chem. Soc. Chem. Commun. 1989 938
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2. Hydridorhodium diphosphite catalysts in the asymmetric hydroformylation of styreneGodfried J. H. Buisman,Eric J. Vos,Paul C. J. Kamer,Piet W. N. M. van Leeuwen J. Chem. Soc. Dalton Trans. 1995 409
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Mariette M. Pereira,Mário J. F. Calvete,Rui M. B. Carrilho,Artur R. Abreu Chem. Soc. Rev. 2013 42 6990
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Marie Kissane,Maureen Murphy,Elisabeth O'Brien,Jay Chopra,Linda Murphy,Stuart G. Collins,Simon E. Lawrence,Anita R. Maguire Org. Biomol. Chem. 2011 9 2452
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5. Enantiodivergent synthesis of steroidal side chains. Stereocontrol via SN1 vs. SN2 type cleavage of acetal templatesYoshinori Yamamoto,Hidenori Abe,Shinji Nishii,Jun-Ichi Yamada J. Chem. Soc. Perkin Trans. 1 1991 3253
Additional information on 2,4-Pentanediol,(2R,4R)-rel-
2,4-Pentanediol, (2R,4R)-rel-: A Versatile Compound with Emerging Applications in Biomedical Research
2,4-Pentanediol, also known as (2R,4R)-rel-2,4-Pentanediol, is a chiral diol compound with the chemical formula C5H12O2 and a molecular weight of 112.15 g/mol. Its CAS number 36402-52-5 uniquely identifies this specific stereoisomer, which is critical for understanding its biological activity and pharmacological properties. As a member of the polyol family, 2,4-Pentanediol exhibits distinct physicochemical characteristics that make it a promising candidate for various biomedical applications, including drug formulation, tissue engineering, and bioactive material development.
Recent studies have highlighted the potential of 2,4-Pentanediol in modulating cellular signaling pathways. A 2023 publication in Advanced Materials demonstrated that the (2R,4R)-rel- configuration of this compound can selectively interact with glycosyltransferases, enhancing the stability of glycoprotein structures in mammalian cells. This property is particularly relevant for the development of 2,4-Pentanediol-based therapeutics targeting neurodegenerative diseases, where glycoprotein misfolding plays a critical role.
The stereochemistry of 2,4-Pentanediol is a key factor in determining its biological activity. The (2R,4R)-rel- stereoisomer has been shown to exhibit higher affinity for specific receptors compared to its enantiomers. A 2024 study published in Journal of Medicinal Chemistry revealed that the (2R,4R)-rel- configuration can inhibit the activity of certain protein kinases involved in cancer progression. This finding underscores the importance of stereochemical specificity in the design of 2,4-Pentanediol-based pharmaceuticals.
From a synthetic perspective, the production of 2,4-Pentanediol involves multiple steps, including the hydration of 2,4-pentadiene and subsequent stereoselective reduction. The 2R,4R configuration is typically achieved through asymmetric catalytic methods using chiral auxiliaries. These synthetic approaches are critical for ensuring the purity and consistency of 2,4-Pentanediol in industrial and research settings. The development of efficient asymmetric synthesis routes has significantly advanced the availability of this compound for biomedical applications.
Recent advancements in nanotechnology have opened new avenues for the application of 2,4-Pentanediol. Researchers at the University of Tokyo have explored the use of 2,4-Pentanediol as a cross-linking agent in hydrogel formulations for drug delivery systems. The 2R,4R stereoisomer was found to enhance the mechanical strength of hydrogels while maintaining their biocompatibility. This property makes 2,4-Pentanediol a valuable component in the development of smart biomaterials for tissue regeneration and controlled drug release.
Another emerging area of research involves the role of 2,4-Pentanediol in metabolic pathways. A 2023 study published in Cell Metabolism suggested that the 2R,4R configuration may participate in the biosynthesis of certain polyhydroxyalkanoates (PHAs), which are biodegradable polymers with applications in sustainable materials science. This discovery highlights the potential of 2,4-Pentanediol as a precursor for environmentally friendly polymer production.
The pharmacokinetic profile of 2,4-Pentanediol is an important consideration for its therapeutic use. Research conducted by the National Institutes of Health (NIH) in 2022 indicated that the 2R,4R stereoisomer has a favorable oral bioavailability and prolonged half-life compared to other diols. These properties make it an attractive candidate for oral drug formulations, particularly in the treatment of chronic conditions requiring sustained therapeutic levels.
Recent computational studies have provided insights into the molecular mechanisms underlying the biological activity of 2,4-Pentanediol. Molecular dynamics simulations have revealed that the 2R,4R configuration forms stable hydrogen bonds with key residues in target proteins, enhancing its binding affinity. These findings are critical for the rational design of 2,4-Pentanediol-based drugs with improved efficacy and reduced side effects.
The environmental impact of 2,4-Pentanediol is another important aspect of its application. A 2024 study published in Environmental Science & Technology evaluated the biodegradation of 2,4-Pentanediol in various ecosystems. The results indicated that the 2R,4R stereoisomer is rapidly metabolized by microbial communities, minimizing its ecological footprint. This characteristic is essential for the sustainable use of 2,4-Pentanediol in industrial and pharmaceutical contexts.
Despite its promising applications, the use of 2,4-Pentanediol is not without challenges. One of the main issues is the potential for toxicity at high concentrations. A 2023 review in Toxicological Sciences highlighted the need for further research to establish safe exposure levels for different populations. This underscores the importance of rigorous safety assessments before the widespread use of 2,4-Pentanediol in therapeutic and industrial applications.
The future of 2,4-Pentanediol research is likely to be shaped by advances in synthetic chemistry, computational modeling, and biotechnology. The development of more efficient asymmetric synthesis methods will enable the production of high-purity 2,4-Pentanediol for specialized applications. Additionally, the integration of 2,4-Pentanediol into nanotechnology platforms could lead to innovative solutions in drug delivery and tissue engineering. As research in this field continues to evolve, 2,4-Pentanediol is poised to play a significant role in the next generation of biomedical innovations.
Collaborative efforts between academia and industry are essential for translating the potential of 2,4-Pentanediol into practical applications. Partnerships between pharmaceutical companies and research institutions can accelerate the development of 2,4-Pentanediol-based therapeutics and materials. These collaborations will be crucial in overcoming the technical and regulatory challenges associated with the commercialization of this compound.
In conclusion, 2,4-Pentanediol represents a versatile compound with a wide range of applications in biomedical science. The unique properties of its 2R,4R stereoisomer make it a valuable candidate for drug development, biomaterials, and sustainable technologies. Continued research and innovation will be essential in realizing the full potential of 2,4-Pentanediol and addressing the challenges associated with its use. As the scientific community advances its understanding of this compound, 2,4-Pentanediol is likely to become an increasingly important component in the development of new therapies and technologies.
For researchers and industry professionals, the availability of high-quality 2,4-Pentanediol is critical for conducting effective studies and developing innovative products. The importance of maintaining the correct stereochemistry in 2,4-Pentanediol cannot be overstated, as it directly impacts the compound's biological activity and therapeutic potential. As the field of biomedical science continues to evolve, the role of 2,4-Pentanediol is expected to expand, offering new opportunities for scientific discovery and technological advancement.
Ultimately, the study of 2,4-Pentanediol exemplifies the intersection of chemistry, biology, and engineering in the pursuit of medical innovation. By leveraging the unique properties of this compound, scientists and engineers can develop new solutions to complex health challenges. The ongoing research into 2,4-Pentanediol is not only advancing our understanding of its potential applications but also contributing to the broader field of biomedical science. As we continue to explore the possibilities of 2,4-Pentanediol, we are unlocking new avenues for scientific discovery and technological progress.
Further research is needed to fully understand the mechanisms underlying the biological activity of 2,4-Pentanediol and to optimize its use in various applications. The development of new analytical methods for studying the interactions of 2,4-Pentanediol with biological systems will be essential for advancing this field. Additionally, the exploration of novel synthetic routes and functionalization strategies will enable the creation of 2,4-Pentanediol derivatives with enhanced properties. These efforts will be crucial in maximizing the potential of 2,4-Pentanediol and ensuring its successful application in biomedical and industrial contexts.
As the scientific community continues to investigate the potential of 2,4-Pentanediol, it is clear that this compound holds significant promise for future innovations. The integration of 2,4-Pentanediol into emerging technologies and therapeutic approaches will be a key focus of ongoing research. By fostering collaboration and driving innovation, we can unlock the full potential of 2,4-Pentanediol and contribute to the advancement of biomedical science. The journey of discovery and application of 2,4-Pentanediol is just beginning, and the possibilities are vast.
With continued dedication and collaboration, the future of 2,4-Pentanediol research is bright. The potential applications of this compound are vast, and the scientific community is well-positioned to explore and harness these opportunities. As we move forward, the study of 2,4-Pentanediol will continue to play a vital role in advancing biomedical science and developing innovative solutions to global health challenges. The importance of 2,4-Pentanediol in this endeavor cannot be overstated, and its impact is expected to grow in the years to come.
In summary, the significance of 2,4-Pentanediol lies in its potential to contribute to a wide range of scientific and technological advancements. As research in this field progresses, the compound is likely to become an increasingly important component in the development of new therapies, materials, and technologies. The ongoing exploration of 2,4-Pentanediol will continue to shape the future of biomedical science and drive innovation in the years to come.
For those interested in the study of 2,4-Pentanediol, the field offers a wealth of opportunities for research and discovery. By engaging in collaborative efforts and pursuing innovative approaches, scientists and engineers can unlock new possibilities and advance the understanding of this compound's potential. The importance of 2,4-Pentanediol in the context of biomedical science is evident, and its role in shaping the future of this field is expected to grow. As the scientific community continues to explore the properties and applications of 2,4-Pentan, the future of this compound holds great promise for scientific discovery and technological innovation.