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SML3378

Sigma-Aldrich

Forodesine hydrochloride

≥98% (HPLC)

Synonym(s):

7-[(2S,3S,4R,5R)-3,4-Dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one, hydrochloride salt, BCX-1777 HCl, ImmH HCl, Immucillin-H HCl

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About This Item

MDL number:
MFCD30478887
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

, White to very dark grey

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1C2=C(NC=N1)C([C@@H]3N[C@@H]([C@H]([C@H]3O)O)CO)=CN2.Cl

Biochem/physiol Actions

Forodesine (BCX-1777; ImmH; Immucillin-H) is an orally active, tight-binding (bovine/human PNP Ki = 23/72 pM) and highly potent purine nucleoside phosphorylase (PNP, PNPase) inhibtor (IC50 in nM = 0.48/mouse, 0.66/monkey, 1.19/human, 1.24/rat, 1.57/dog) that mimics the PNP transition-state structure. Forodesine inhibits human T-cell proliferation stimulated by IL-2, MLR- and PHA in cultures (IC50 in the presence of 10 μM dGuo = 60, 50, and 387 nM, respectively) 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.).
Orally active, tight-binding and highly potent purine nucleoside phosphorylase (PNP; PNPase) transition-state inhibtor in vitro and in vivo.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Liesbeth Bieghs et al.
Advances in hematology, 2010, 131895-131895 (2010-10-29)
Multiple myeloma (MM) is the second most commonly diagnosed hematological malignancy, characterized by a monoclonal proliferation of malignant cells in the bone marrow. Despite recent advances in treatment strategies, MM remains incurable and new therapeutical targets are needed. Recently forodesine
Elisangela Oliveira Freitas et al.
PLoS neglected tropical diseases, 9(12), e0004297-e0004297 (2015-12-25)
Immucillins ImmA (IA), ImmH (IH) and SerMe-ImmH (SMIH) are synthetic deazapurine nucleoside analogues that inhibit Leishmania (L.) infantum chagasi and Leishmania (L.) amazonensis multiplication in vitro without macrophage toxicity. Immucillins are compared to the Glucantime standard drug in the chemotherapy
R W Miles et al.
Biochemistry, 37(24), 8615-8621 (1998-06-24)
Genetic defects in human purine nucleoside phosphorylase cause T-cell deficiency as the major phenotype. It has been proposed that efficient inhibitors of the enzyme might intervene in disorders of T-cell function. Compounds with features of the transition-state structure of purine
Kumudha Balakrishnan et al.
Blood, 116(7), 1083-1091 (2010-05-06)
Forodesine, a purine nucleoside phosphorylase inhibitor, displays in vitro activity in chronic lymphocytic leukemia (CLL) cells in presence of dGuo, which is the basis for an ongoing clinical trial in patients with fludarabine-refractory CLL. Initial clinical data indicate forodesine has
Ke-Qi Fan et al.
Cell, 179(4), 864-879 (2019-11-02)
Physical or mental stress leads to neuroplasticity in the brain and increases the risk of depression and anxiety. Stress exposure causes the dysfunction of peripheral T lymphocytes. However, the pathological role and underlying regulatory mechanism of peripheral T lymphocytes in

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