HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Fluoroadenosine
2-fas · 2-far · nsc30605 · 2-Fluorodenosine · 2-FLUOROADENOSINE · 2-fluoro-adenosin · Adenosine, 2-fluoro- · 2-Fluoroadenosine>2-Fluoroadenosine USP/EP/BP
Identifikatoren & physikalische Daten
| CAS No. | 146-78-1 |
|---|---|
| Summenformel | C10H12FN5O4 |
| Durchschnittliche Molmasse | 285,23 g/mol |
| Monoisotopische Masse | 285,08733208 g/mol |
| SMILES | Nc1nc(F)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O |
| InChIKey | HBUBKKRHXORPQB-UUOKFMHZSA-N |
| PubChem CID | 8975 |
| ChEMBL | CHEMBL290077 |
| ChEBI | CHEBI:39740 |
| EC No. | 633-923-8 |
| DTXSID | DTXSID70163252 |
Chemische & physikalische Eigenschaften
| XLogP | -0,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 140 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 9 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 20 |
| Formalladung | 0 |
| Komplexität | 367 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| LogP (Verteilungskoeffizient) | -0.8 |
| Löslichkeit | >42.8 [ug/mL] (The mean of the results at pH 7.4)DMSO (Slightly, Sonicated), Methanol (Slightly, Heated, Sonicated) |
| Schmelzpunkt | 240 °C (D)(lit.) |
| Siedepunkt | 747.3±70.0 °C(Predicted) |
| Dichte | 2.17±0.1 g/cm3(Predicted) |
| Brechungsindex | -72 ° (C=0.1, EtOH) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 13.05±0.70(Predicted) |
| Farbe | Off-White |
| InChI | InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1 |
| InChIKey | HBUBKKRHXORPQB-UUOKFMHZSA-N |
| SMILES | OC[C@H]1O[C@@H](N2C3C(=C(N=C(F)N=3)N)N=C2)[C@H](O)[C@@H]1O |
| CAS Datenbank | 146-78-1(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29349990 |
| RTECS-Nr. | AU7386000 |
| R-Sätze (R) | 22-36/37/38 |
| Toxizität | mouse,LD10,unreported,1000ug/kg (1mg/kg),Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970. |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
2-Fluoroadenosine (F-Ado) was developed at Southern Research Institute in 1957 as a potential anticancer drug. 2-Fluoroadenosine is not deaminated by adenosine deaminase but metabolized to triphosphate as shown in vitro. The drug was also shown to be a potent inhibitor of lymphocyte-mediated cytolysis.
Verwenden
2-Fluoroadenosine is a fluorinated analog of Adenoside nucleotide. It is used as an intermediate for the drug fludarabine. Fludarabine is a purine analogue and antineoplastic agent. It is a chemotherapy medication used in the treatment of leukemia and lymphoma.