4627-40-1 Usage
Description
2-Trifluoromethyl-adenosine is a modified version of adenosine, a naturally occurring compound and important signaling molecule in the body. The addition of a trifluoromethyl group to the 2-position of the adenosine molecule alters its properties, potentially affecting its biological activity. Adenosine is involved in various physiological processes, such as regulating sleep, promoting vasodilation, and modulating immune responses. The chemical modification in 2-trifluoromethyl-adenosine may provide different chemical and biological properties, making it a valuable tool for studying adenosine signaling and developing new therapeutic agents. Further research is required to fully understand its effects and potential applications.
Uses
Used in Pharmaceutical Research:
2-Trifluoromethyl-adenosine is used as a research compound for studying adenosine signaling pathways and their role in physiological processes. The trifluoromethyl group modification may provide insights into the structure-activity relationship of adenosine and its analogs, aiding in the development of new therapeutic agents.
Used in Drug Development:
2-Trifluoromethyl-adenosine is used as a potential candidate for the development of new drugs targeting adenosine receptors. The altered properties due to the trifluoromethyl group may offer novel therapeutic opportunities in various conditions, such as sleep disorders, cardiovascular diseases, and immune-related disorders. Further research is needed to explore its efficacy and safety in these applications.
Check Digit Verification of cas no
The CAS Registry Mumber 4627-40-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,2 and 7 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4627-40:
(6*4)+(5*6)+(4*2)+(3*7)+(2*4)+(1*0)=91
91 % 10 = 1
So 4627-40-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H12F3N5O4/c12-11(13,14)10-17-7(15)4-8(18-10)19(2-16-4)9-6(22)5(21)3(1-20)23-9/h2-3,5-6,9,20-22H,1H2,(H2,15,17,18)
4627-40-1Relevant articles and documents
Synthesis of Trifluoromethylated Purine Ribonucleotides and Their Evaluation as 19F NMR Probes
Baranowski, Marek R.,Chmielinski, Sebastian,Chrominski, Mikolaj,Jemielity, Jacek,Kowalska, Joanna
, p. 3440 - 3453 (2020)
Protected guanosine and adenosine ribonucleosides and guanine nucleotides are readily functionalized with CF3 substituents within the nucleobase. Protected guanosine is trifluoromethylated at the C8 position under radical-generating conditions in up to 95% yield and guanosine 5′-oligophosphates in up to 35% yield. In the case of adenosine, the selectivity of trifluoromethylation depends heavily on the functional group protection strategy and leads to a set of CF3-modified nucleosides with different substitution patterns (C8, C2, or both) in up to 37% yield. Further transformations based on phosphorimidazolide chemistry afford various CF3-substituted mono- and dinucleoside oligophosphates in good yields. The utility of the trifluoromethylated nucleotides as probes for 19F NMR-based real-time enzymatic reaction monitoring is demonstrated with three different human nucleotide hydrolases (Fhit, DcpS, and cNIIIB). Substrate and product(s) resonances were sufficiently separated to enable effective tracking of each enzymatic activity of interest.
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Gough,Maguire
, p. 866 (1965)
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Novel, Stable Congeners of the Antiretroviral Compound 2',3'-Dideoxyadenosine
Nair, Vasu,Buenger, Greg S.
, p. 8502 - 8504 (2007/10/02)
Novel congeners of the antiretroviral compound 2',3'-dideoxyadenosine (ddA) have been synthesized through metal-mediated and photochemical conversions as the key steps.These compounds are inherently more stable than ddA with respect to both glycosidic bond cleavage and deamination by adenosine deaminase.
