2-Fluoroadenine
2-Fluoro-9H-purin-6-amine · 2-fluoro-7H-purin-6-aMine · 2-fad · nsc27364 · uoroadenine · TCMDC-124283 · 2-fluoro-adenin · 2-FLUOROADENINE
Identifikatoren & physikalische Daten
| CAS No. | 700-49-2 |
|---|---|
| Summenformel | C5H4FN5 |
| Durchschnittliche Molmasse | 153,12 g/mol |
| Monoisotopische Masse | 153,04507335 g/mol |
| SMILES | Nc1nc(F)nc2nc[nH]c12 |
| InChIKey | WKMPTBDYDNUJLF-UHFFFAOYSA-N |
| PubChem CID | 12790 |
| ChEMBL | CHEMBL580404 |
| ChEBI | CHEBI:72457 |
| EC No. | 624-159-6 |
| DTXSID | DTXSID80220264 |
Chemische & physikalische Eigenschaften
| XLogP | -0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 80,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 154 |
| Schmelzpunkt | >350 °C(lit.) |
| Siedepunkt | 239.6±50.0 °C(Predicted) |
| Dichte | 2.05±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | DMSO (Sparingly, Sonicated, Heated), Methanol (Slightly, Heated) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 6.84±0.20(Predicted) |
| Farbe | White to Light Yellow |
| InChI | InChI=1S/C5H4FN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11) |
| InChIKey | WKMPTBDYDNUJLF-UHFFFAOYSA-N |
| SMILES | N1C2C(=NC(F)=NC=2N)NC=1 |
| CAS Datenbank | 700-49-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29335990 |
| RTECS-Nr. | AU6264700 |
| R-Sätze (R) | 36/37/38-22 |
| Gefahrensymbole | Xi,Xn |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | IRRITANT, IRRITANT-HARMFULEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
2-Fluoroadenine is a purine nucleoside analog which has been investigated for suicide gene therapy for human malignancy. It has been used in the synthesis of heat shock protein 90 (Hsp90) inhibitors that have anticancer activity in vitro. It is also cytotoxic to CEM human leukemia cells with an IC50 value of 0.15 μM.
Verwenden
2-Fluoroadenine is a fluorinated heterocyclic 2-ring compound. It is the base moiety for many carbocyclic and acyclic nucleoside analogues, which may be used in antineoplastic studies. 2-Fluoroadenine has been used as an intermediate for antineoplastic drugs such as fludarabine. fludarabine is a chemotherapy drug used in the treatment of chronic lymphocytic leukemia.