9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphate
Grundinformationen
- CAS
75607-67-9- Standard-SMILES
Nc1nc(F)nc2c1ncn2C1OC(COP(=O)(O)O)C(O)C1O- InChIKey
GIUYCYHIANZCFB-UHFFFAOYSA-N- Summenformel
- C10H13FN5O7P
- Durchschnittliche Molmasse
- 365,21 g/mol
- Monoisotopische Masse
- 365,05366293
Überblick
See also: Fludarabine (annotation moved to); Fludarabine Phosphate (annotation moved to).
Namen und Bezeichner
- Bevorzugter Name
- 9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphate
- IUPAC
- [5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- Englischer Name
- Fludarabine phosphate
- Summenformel
- C10H13FN5O7P
- Molmasse
- 365.21
Namen und Synonyme
FAMPC10H13FN5O7PFluduraNSC3128879H-Purin-6-amine, 2-fluoro-9-(5-O-phosphono-.beta.-D-arabinofuranosyl)-NSC 328002Fludara (Berlex)Fluclarabine phosphateSCHEMBL1650192Fludarabine Phosphate (Fludara)9-.beta.-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate)CHEMBL1965242
Weitere Namen anzeigen
5-Monophosphateludarabine phosphateFludarabine phosphate 75607-67-9F-ara-AMP-F-ara-AMP2-fluoro-araampfludarabine hclfludara Phosphate
GIUYCYHIANZCFB-UHFFFAOYSA-NHMS3654F05HMS5079I19{[(2R,3S,4R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acids1229Fludarabine (NSC 118218) Phosphate[5-(6-amino-2-fluoro-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphateNCI60_002698
Datenbank-Bezeichner
- CAS
75607-67-9
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -3,1
- Polarare Oberfläche (TPSA)
- 186 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 12
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 514
Physikochemische Eigenschaften
- Schmelzpunkt
- 203 °C · 203°C(dec.)(lit.)
- Siedepunkt
- 864.2 · 864.2±75.0 °C(Predicted)
- Dichte
- 2.39 · 2.39±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 1 mg/mL · DMSO: soluble1mg/mL
- Aggregatzustand
- Powder
- pka
- 1.86 · 1.86±0.10(Predicted)
- Farbe
- white
- Wasserlöslichkeit
- 5 mg/ml · Soluble in DMSO or water at 5mg/ml
- Merck
- 14 · 14,4126
- Stabilität
- Hygroscopic
- InChI
- 1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)
- InChIKey
- GIUYCYHIANZCFB-GFRUICAKSA-N
- SMILES
- Fc1nc2[n](cnc2c(n1)[N+H3])C3OC(C(C3O)O)CO[P](=O)([O-])O
- CAS Datenbank
- 75607 · 75607-67-9(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- hs_code
- 2934990002
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Muta. 2Repr. 2
Chemie und Industrie
Anwendungen
BeschreibungFludarabine phosphate is an antimetabolite indicated for the treatment of B cell lymphocytic leukemia. It is reportedly effective in patients refractory to other therapies. Fludarabine phosphate acts by inhibiting primer RNA synthesis. Its side effects include bone marrow suppression, anemia, thrombocytopenia and neutropenia.
VerwendenFludarabine phosphate is used for the treatment of chronic lymphatic leukemia and low-grade lymphoma. In the circulation,fludarabine phosphate is immediately dephosphorylated to the nucleoside fludarabine. About 30-40% of nucleoside fludarabine is excreted into the urine. In addition, fludarabine is metabolized into a hypoxanthine metabolite also excreted in the urine.Intracellularly,fludarabine is stepwise rephosphorylated to the active triphosphate. Deoxycytidine kinase is the dominant, if not the exclusive,enzyme for the formation of the monophosphate. Adenylate kinase and nucleoside diphosphate kinase are believed to be involved in the formation of the diphosphate and triphosphate,respectively.
Vor- und nachgelagerte Produkte
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国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司
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