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284490-13-7

284490-13-7 Structure

284490-13-7 Structure
IdentificationBack Directory
[Name]

4H-Pyrrolo3,2-dpyrimidin-4-one, 7-(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl-1,5-dihydro-, monohydrochloride
[CAS]

284490-13-7
[Synonyms]

BCX-1777
Forodesine HCl
BCX-1777 hydrochloride
Fodosine Hydrochloride
Forodesine hydrochloride
Immucillin-H hydrochloride
4H-Pyrrolo3,2-dpyrimidin-4-one, 7-(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl-1,5-dihydro-, monohydrochloride
[Molecular Formula]

C11H15ClN4O4
[MOL File]

284490-13-7.mol
[Molecular Weight]

302.72
Chemical PropertiesBack Directory
[Melting point ]

268-270°C
[storage temp. ]

Hygroscopic, Refrigerator, under inert atmosphere
[solubility ]

DMSO (Slightly), Water (Slightly)
[form ]

Solid
[color ]

Off-White to Pale Beige
[Stability:]

Hygroscopic
[SMILES]

O=C1C2=C(NC=N1)C([C@@H]3N[C@@H]([C@H]([C@H]3O)O)CO)=CN2.Cl
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Uses]

Fodosine Hydrochloride is a 23-pM inhibitor of bovine purine nucleoside phosphorylase (PNP) specifically designed as a transition state mimic.
[Uses]

Treatment of T-Cell malignancies such as acute lymphoblastic leukemia (ALL) and cutaneous T-cell lymphoma.
[Biological Activity]

Forodesine (BCX-1777; ImmH; Immucillin-H) is an orally activetight-binding (bovine/human PNP Ki = 23/72 pM) and highly potent purine nucleoside phosphorylase (PNPPNPase) inhibtor (IC50 in nM = 0.48/mouse0.66/monkey1.19/human1.24/rat1.57/dog) th at mimics the PNP transition-state structure. Forodesine inhibits human T-cell proliferation stimulated by IL-2MLR- and PHA in cultures (IC50 in the presence of 10 μM dGuo = 6050and 387 nMrespectively) and shows in vivo efficacy in a xenogeneic graft vs. host disease model using hu-PBL SCID mice (20 mg/kg b.i.d. p.o.).
[in vivo]

Forodesine (BCX-1777) has excellent oral bioavailability (63%) in mice[2].
At a single dose of 10 mg/kg in mice, Forodesine elevates dGuo to approximately 5 μM[2].
n the human peripheral blood lymphocyte severe combined immunodeficiency (hu-PBL-SCID) mouse model, Forodesine is effective in prolonging the life span 2-fold or more[2].

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