Cas no 78842-13-4 (2′-Deoxy-2′-fluoroguanosine)
2′-Deoxy-2′-fluoroguanosine Chemical and Physical Properties
Names and Identifiers
-
- 2'-Fluoro -2'-deoxyguanosine
- 2'-FdG
- 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
- 2'-Deoxy-2'-fluoroguanosine
- 2′-Deoxy-2′-fluoroguanosine
- deoxyfluoroguanosine
- SCHEMBL236684
- 2-amino-9-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
- 2-Fluoro -2-deoxyguanosine
- UXUZARPLRQRNNX-DXTOWSMRSA-N
- 2'-Fluoro-2'-deoxy-D-guanosine
- 2'-Fluoro-2'-deoxyguanosine
- 2 inverted exclamation marka-Deoxy-2 inverted exclamation marka-fluoroguanosine
- DTXSID40229334
- BDBM50144930
- AS-49377
- J-700052
- BP-58854
- AKOS040756306
- SCHEMBL15532083
- CHEMBL308759
- 2??-Deoxy-2??-fluoroguanosine
- Guanosine, 2'-deoxy-2'-fluoro-
- MFCD00923832
- 2-amino-9-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one;2'-FLUORO-2'-DEOXYGUANOSINE
- CS-W012234
- 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
- 2-Fluoro-2-deoxyguanosine
- 2-amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one
- HG1070
- 2'-Dfgs
- AKOS016003829
- 9-(2-deoxy-2-fluoro-beta-D-ribofuranosyl)guanine
- 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-6-one
- 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one
- A848809
- HY-W011518
- AC-9551
- 78842-13-4
- 2-AMINO-9-[(2R,3R,4R,5R)-3-FLUORO-4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-1H-PURIN-6-ONE
- 2′-Deoxy-2′-fluoroguanosine (ACI)
- 2′-Fluoro-2′-deoxyguanosine
- 2′-Fluoro-guanosine
- 2′-Fluoro-Riboguanosine
- 9-(2-Deoxy-2-fluoro-β-D-ribofuranosyl)guanine
- DTXCID60151825
-
- MDL: MFCD00923832
- Inchi: 1S/C10H12FN5O4/c11-4-6(18)3(1-17)20-9(4)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,4-,6-,9-/m1/s1
- InChI Key: UXUZARPLRQRNNX-DXTOWSMRSA-N
- SMILES: O=C1N=C(N)NC2N([C@H]3[C@H](F)[C@H](O)[C@@H](CO)O3)C=NC1=2
Computed Properties
- Exact Mass: 285.08746
- Monoisotopic Mass: 285.087332
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 5
- Hydrogen Bond Acceptor Count: 9
- Heavy Atom Count: 20
- Rotatable Bond Count: 2
- Complexity: 449
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 4
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: _1.2
- Topological Polar Surface Area: 135
Experimental Properties
- Color/Form: White to Yellow Solid
- Density: 2.17
- Melting Point: No data available
- Boiling Point: No data available
- Flash Point: No data available
- Refractive Index: 1.876
- PSA: 134.99
- LogP: -1.36710
2′-Deoxy-2′-fluoroguanosine Security Information
-
Symbol:
- Signal Word:Danger
- Hazard Statement: H301,H315,H319,H335
-
Warning Statement:
P261,P301
P310,P305
P351
P338,P302
P352,P405,P501A - Safety Instruction: H301,H315,H319,H335
-
Hazardous Material Identification:
- Storage Condition:2-8 °C
2′-Deoxy-2′-fluoroguanosine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | L-WH443-100mg |
2′-Deoxy-2′-fluoroguanosine |
78842-13-4 | 99% | 100mg |
¥322.0 | 2022-03-01 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | L-WH443-500mg |
2′-Deoxy-2′-fluoroguanosine |
78842-13-4 | 99% | 500mg |
¥1391.0 | 2022-03-01 | |
| Fluorochem | 225619-1g |
2'-Fluoro -2'-deoxyguanosine |
78842-13-4 | 95% | 1g |
£106.00 | 2022-02-28 | |
| Fluorochem | 225619-5g |
2'-Fluoro -2'-deoxyguanosine |
78842-13-4 | 95% | 5g |
£439.00 | 2022-02-28 | |
| TRC | D235125-250mg |
2'-Deoxy-2'-fluoroguanosine |
78842-13-4 | 250mg |
$178.00 | 2023-05-18 | ||
| TRC | D235125-2.5g |
2'-Deoxy-2'-fluoroguanosine |
78842-13-4 | 2.5g |
$1372.00 | 2023-05-18 | ||
| abcr | AB348136-250 mg |
2'-Fluoro-2'-deoxyguanosine, 98%; . |
78842-13-4 | 98% | 250mg |
€66.70 | 2023-06-21 | |
| abcr | AB348136-1 g |
2'-Fluoro-2'-deoxyguanosine, 98%; . |
78842-13-4 | 98% | 1g |
€114.00 | 2023-06-21 | |
| ChemScence | CS-W012234-1g |
2′-Deoxy-2′-fluoroguanosine |
78842-13-4 | 99.67% | 1G |
$127.0 | 2022-04-26 | |
| ChemScence | CS-W012234-5g |
2′-Deoxy-2′-fluoroguanosine |
78842-13-4 | 99.67% | 5G |
$459.0 | 2022-04-26 |
2′-Deoxy-2′-fluoroguanosine Production Method
Production Method 1
Production Method 2
2′-Deoxy-2′-fluoroguanosine Raw materials
- 2'-Deoxy-2'-fluorouridine
- 9-[3,5-Bis-O-(9-phenyl-9H-xanthen-9-yl)-β-D-arabinofuranosyl]-1,9-dihydro-2-[(9-phenyl-9H-xanthen-9-yl)amino]-6H-purin-6-one
- 2,6-Diaminopurine
- Diethylaminosulfur trifluoride
2′-Deoxy-2′-fluoroguanosine Preparation Products
2′-Deoxy-2′-fluoroguanosine Suppliers
2′-Deoxy-2′-fluoroguanosine Related Literature
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Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
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Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471
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Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
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Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
Additional information on 2′-Deoxy-2′-fluoroguanosine
Recent Advances in the Study of 2′-Deoxy-2′-fluoroguanosine (CAS: 78842-13-4): A Promising Nucleoside Analog
2′-Deoxy-2′-fluoroguanosine (CAS: 78842-13-4) is a fluorinated nucleoside analog that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. Recent studies have explored its role as an antiviral and anticancer agent, leveraging its unique biochemical properties. This research brief synthesizes the latest findings on the synthesis, mechanism of action, and therapeutic potential of 2′-Deoxy-2′-fluoroguanosine, providing a comprehensive overview for researchers in the field.
The compound's structure, characterized by a fluorine atom at the 2′-position of the ribose ring, confers enhanced metabolic stability and resistance to enzymatic degradation compared to its non-fluorinated counterparts. This property is particularly advantageous in the development of nucleoside-based therapeutics, where rapid degradation in vivo often limits efficacy. Recent synthetic approaches have focused on optimizing the yield and purity of 2′-Deoxy-2′-fluoroguanosine, with novel catalytic methods and green chemistry techniques being employed to streamline production.
In antiviral research, 2′-Deoxy-2′-fluoroguanosine has demonstrated potent activity against a range of RNA viruses, including hepatitis C virus (HCV) and respiratory syncytial virus (RSV). Mechanistic studies reveal that the compound acts as a chain terminator during viral RNA replication, effectively inhibiting viral proliferation. Notably, a 2023 study published in the Journal of Medicinal Chemistry highlighted its synergistic effects when combined with other antiviral agents, suggesting potential for use in combination therapies.
Beyond its antiviral applications, 2′-Deoxy-2′-fluoroguanosine has shown promise in oncology. Preclinical studies indicate that it selectively targets cancer cells with high ribonucleotide reductase activity, a hallmark of many aggressive tumors. A recent in vivo study demonstrated significant tumor growth inhibition in xenograft models of pancreatic cancer, with minimal off-target effects. These findings underscore its potential as a targeted therapeutic agent, though further clinical validation is required.
Despite these advancements, challenges remain in the clinical translation of 2′-Deoxy-2′-fluoroguanosine. Issues such as bioavailability, tissue-specific delivery, and potential resistance mechanisms need to be addressed. Ongoing research is exploring prodrug strategies and nanoparticle-based delivery systems to overcome these hurdles. Additionally, computational modeling and structure-activity relationship (SAR) studies are being employed to design next-generation analogs with improved pharmacokinetic profiles.
In conclusion, 2′-Deoxy-2′-fluoroguanosine (CAS: 78842-13-4) represents a versatile and promising nucleoside analog with broad therapeutic potential. Its unique chemical properties and demonstrated efficacy in antiviral and anticancer contexts make it a compelling candidate for further development. Future research should focus on optimizing its delivery and expanding its clinical applications, paving the way for its eventual translation into therapeutic use.
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