79999-39-6 Usage
Description
2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine, with the chemical abstracts service number 79999-39-6, is a complex organic compound that features a purine core with a chloro and amino substitution pattern. It is characterized by the presence of a β-D-ribofuranosyl moiety, which is tri-O-acetylated at the 2', 3', and 5' positions. 2-CHLORO-6-AMINO-9-(2',3',5'-TRI-O-ACETYL-?-D-RIBOFURANOSYL)PURINE is significant in the field of organic synthesis due to its unique structural features and potential reactivity.
Uses
Used in Organic Synthesis:
2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine is used as a synthetic intermediate for the preparation of various complex organic molecules. Its unique structure allows it to serve as a building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. The presence of the chloro and amino groups, along with the tri-O-acetyl-β-D-ribofuranosyl moiety, provides a versatile platform for further chemical modifications and functional group transformations.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine is used as a key intermediate in the development of novel therapeutic agents. Its potential applications may include the synthesis of antiviral, anticancer, and immunosuppressive drugs. 2-CHLORO-6-AMINO-9-(2',3',5'-TRI-O-ACETYL-?-D-RIBOFURANOSYL)PURINE's ability to be modified and functionalized makes it a valuable asset in medicinal chemistry for the creation of new drug candidates.
Used in Research and Development:
2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine is also utilized in academic and industrial research settings. It serves as a model compound for studying the reactivity and properties of similar complex organic molecules. Researchers use this compound to explore new synthetic routes, reaction mechanisms, and to develop innovative methodologies in organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 79999-39-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,9,9 and 9 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 79999-39:
(7*7)+(6*9)+(5*9)+(4*9)+(3*9)+(2*3)+(1*9)=226
226 % 10 = 6
So 79999-39-6 is a valid CAS Registry Number.
79999-39-6Relevant articles and documents
Discovery of novel purine nucleoside derivatives as phosphodiesterase 2 (PDE2) inhibitors: Structure-based virtual screening, optimization and biological evaluation
Qiu, Xiaoxia,Huang, Yiyou,Wu, Deyan,Mao, Fei,Zhu, Jin,Yan, Wenzhong,Luo, Hai-Bin,Li, Jian
, p. 119 - 133 (2017/11/30)
Phosphodiesterase 2 (PDE2) has received much attention for the potential treatment of the central nervous system (CNS) disorders and pulmonary hypertension. Herein, we identified that clofarabine (4), an FDA-approved drug, displayed potential PDE2 inhibitory activity (IC50 = 3.12 ± 0.67 μM) by structure-based virtual screening and bioassay. Considering the potential therapeutic benefit of PDE2, a series of purine nucleoside derivatives based on the structure and binding mode of 4 were designed, synthesized and evaluated, which led to the discovery of the best compound 14e with a significant improvement of inhibitory potency (IC50 = 0.32 ± 0.04 μM). Further molecular docking and molecular dynamic (MD) simulations studies revealed that 5′-benzyl group of 14e could interact with the unique hydrophobic pocket of PDE2 by forming extra van der Waals interactions with hydrophobic residues such as Leu770, Thr768, Thr805 and Leu809, which might contribute to its enhancement of PDE2 inhibition. These potential compounds reported in this article and the valuable structure-activity relationships (SARs) might bring significant instruction for further development of potent PDE2 inhibitors.
Pd-catalysed amidation of 2,6-dihalopurine nucleosides. Replacement of iodine at 0 °c
Bosch, Lluís,Cial?cu, Ionela,Caner, Joaquim,Ariza, Xavier,Costa, Anna M.,Terrazas, Montserrat,Vilarrasa, Jaume
, p. 1358 - 1362 (2012/04/10)
Pd-catalysed reactions of 2-Cl, 2-Br and 2-I derivatives of a 6-chloropurine nucleoside with benzamide have been compared, using Pd 2dba3, Xantphos and Cs2CO3 in toluene, between 20 and 80 °C. The reactivity order was 2-I > 2-Br > 6-Cl ? 2-Cl. The 2-I substituent could be replaced even at 0 °C, under conditions disclosed here for the first time. On the other hand, the replacement of the chlorine atom at position 2 (2-Cl) required 110 °C.
Synthesis and Characterization of Iodinated Adenosine Derivatives as Selective A1 and A2 Receptor Imaging Agents
Zhuang, Z.-P.,Kung, M.-P.,Liang, B.,Kung, H. F.
, p. 85 - 87 (2007/10/03)
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