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Forodesine

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Forodesine
Names
IUPAC name
7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl]-1,5-dihydropyrrolo[2,3-e]pyrimidin-4-one
Other names
Immucillin H
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C11H14N4O4/c16-2-5-9(17)10(18)7(15-5)4-1-12-8-6(4)13-3-14-11(8)19/h1,3,5,7,9-10,12,15-18H,2H2,(H,13,14,19)/t5-,7+,9-,10+/m1/s1 ☒N
    Key: IWKXDMQDITUYRK-KUBHLMPHSA-N ☒N
  • InChI=1/C11H14N4O4/c16-2-5-9(17)10(18)7(15-5)4-1-12-8-6(4)13-3-14-11(8)19/h1,3,5,7,9-10,12,15-18H,2H2,(H,13,14,19)/t5-,7+,9-,10+/m1/s1
    Key: IWKXDMQDITUYRK-KUBHLMPHBW
  • C1=C(C2=C(N1)C(=O)NC=N2)[C@H]3[C@@H]([C@@H]([C@H](N3)CO)O)O
Properties
C11H14N4O4
Molar mass 266.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Forodesine (INN; also known as Immucillin H) is a transition-state analog inhibitor of purine nucleoside phosphorylase[1] under development for the treatment of relapsed B-cell chronic lymphocytic leukemia

Immucillin H was originally discovered by Vern Schramm's laboratory at the Albert Einstein College of Medicine in New York and Industrial Research Limited in New Zealand.

Forodesine is being developed by BioCryst Pharmaceuticals as Fodosine. As of 2008, it is currently in phase II clinical trials.[2][needs update]

References

  1. ^ Kicska GA, Long L, Hörig H; et al. (April 2001). "Immucillin H, a powerful transition-state analog inhibitor of purine nucleoside phosphorylase, selectively inhibits human T lymphocytes". Proc. Natl. Acad. Sci. U.S.A. 98 (8): 4593–8. doi:10.1073/pnas.071050798. PMC 31879. PMID 11287638.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ "Complete list of clinical trials for forodesine (BCX-1777) (ClinicalTrials.gov)". Retrieved 2008-07-22.
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