2'-Deoxy-2'-fluoroguanosine
Grundinformationen
- CAS
78842-13-4- Standard-SMILES
Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2F)c(=O)[nH]1- InChIKey
UXUZARPLRQRNNX-DXTOWSMRSA-N- Summenformel
- C10H12FN5O4
- Durchschnittliche Molmasse
- 285,23 g/mol
- Monoisotopische Masse
- 285,08733208
Überblick
has activity in human respiratory epithelial cells against both influenza A & B viruses
Namen und Bezeichner
- Bevorzugter Name
- 2'-Deoxy-2'-fluoroguanosine
- IUPAC
- 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
- Englischer Name
- 2'-Deoxy-2'-fluoroguanosine
- Summenformel
- C10H12FN5O4
- Molmasse
- 285.23
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
78842-13-4- PubChem CID
- 135415565
- DTXSID
DTXSID40229334- ChEMBL
CHEMBL308759- Nikkaji
- J531.975G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,9
- Polarare Oberfläche (TPSA)
- 135 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 449
Physikochemische Eigenschaften
- Schmelzpunkt
- 262 · 262-264 °C(Solv: water (7732-18-5))
- Dichte
- 2.17 · 2.17±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C(protect from light)
- Löslichkeit
- 50 mg/mL · DMSO : 50 mg/mL (175.30 mM)
- Aggregatzustand
- Powder
- pka
- 9 · 9+-.0.20(Predicted)
- Farbe
- White to Off-white
- InChI
- 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
- InChIKey
- UXUZARPLRQRNNX-DXTOWSMRSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@H](F)[C@@H]1O
Sicherheit und Regulatorisches
Sicherheitsdaten
- hs_code
- 2934999090
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.
Anwendungen
Verwenden2''-Deoxy-2''-fluoroguanosine, can be used as powerful tool for structural manipulation of G-quadruplexes. It is also a influenza viral polymerase inhibitor like Ribavirin (R414475), used as a antiviral drug against avian (H5N1) influenza virus.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
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Ergänzende Hinweise
Definition2'-Deoxy-2'-fluoroguanosine is an analog of guanosine that inhibits the viral life cycle. It is a competitive inhibitor of the viral transcriptase enzyme, which prevents RNA synthesis and subsequent protein synthesis. 2'-Deoxy-2'-fluoroguanosine has been shown to inhibit the growth of wild-type viruses in cell culture and to be effective against resistant mutants in cell culture. This drug has also been shown to inhibit the replication of herpes simplex virus type 1 (HSV-1) and influenza virus type A/WSN/33 (H1N1) in cell culture, as well as inhibiting the production of rna from these viruses.
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