2-氟肾上腺素-9-β-D-阿拉伯呋喃糖苷

C₁₀H₁₂FN₅O₄

285.23

1225932

244-525-5

MFCD00132942

24894830

NA.77

2-Fluoroadenine-9-β-D-arabinofuranoside (F-ara-A) has been used:

• to assess its interaction with kinase inhibitor UCN-01 in human leukemia cells (U937 and HL-60) and primary patient samples
• to assess its influence on endothelial cells by apoptosis assay and human microvascular endothelial cells (HMECs) by cytotoxicity assay
• in comparative cytotoxicity studies with Alemtuzumab CDC in 17p13- chronic lymphocytic leukemia (CLL) patients

Fludarabine (the 5′-phosphate) is a prodrug that is converted to F-ara-A, which enters cells and accumulates primarily as the 5′-triphosphate. F-ara-A interferes with DNA synthesis and repair and induces apoptosis of cancer cells. F-ara-A also strongly inhibits DNA methylation, particularly methylation of cytosine in CpG dinucleotide sequences.

The name fludarabine refers to 9-β-D-arabinofuranosyl-2-fluoroadenine 5′-phosphate, but is sometimes erroneously used for this compound, which lacks the phosphate.

200

2-8℃

Nc1nc(F)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O

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

HBUBKKRHXORPQB-FJFJXFQQSA-N

human ... ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

5, 10 mg in glass bottle

GHS08

Warning

H341 - H361d

P201 - P202 - P280 - P308 + P313 - P405 - P501

Muta. 2 - Repr. 2

11 - Combustible Solids

WGK 3

dust mask type N95 (US), Eyeshields, Faceshields, Gloves