5-benzylacyclouridine

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5-benzylacyclouridine manufacturers

5-benzylacyclouridine Basic information
Product Name:5-benzylacyclouridine
Synonyms:5-benzylacyclouridine;5-Benzyl-1-(2-hydroxyethoxymethyl)uracil;2,4(1H,3H)-Pyrimidinedione, 1-[(2-hydroxyethoxy)methyl]-5-(phenylmethyl)-;6-Benzyl-1-(2-hydroxy ethoxymethyl)uracil;Benzylacyclouridine
CAS:82857-69-0
MF:C14H16N2O4
MW:276.29
EINECS:
Product Categories:
Mol File:82857-69-0.mol
5-benzylacyclouridine Structure
5-benzylacyclouridine Chemical Properties
Melting point 144-145 °C(Solv: ethanol (64-17-5))
density 1.290±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO : 100 mg/mL (361.94 mM; Need ultrasonic)
pka9.43±0.10(Predicted)
form Solid
color White to light yellow
Safety Information
MSDS Information
5-benzylacyclouridine Usage And Synthesis
UsesBenzylacyclouridine (BAU) is a potent and specific inhibitor of uridine phosphorylase, the first enzyme in the catabolism of uridine. Benzylacyclouridine can modulate the cytotoxic side effects of 5-fluorouracil (5-FU) and its derivatives[1][2][3].
DefinitionChEBI: A pyrimidone that is uracil which is substituted by a 2-hydroxyethoxymethyl group at position 1 and a benzyl group at position 5.
in vivo

Benzylacyclouridine (p.o. or i.v.) arrests the rapid degradation of a tracer dose of uridine into uracil in dogs and pigs[1].
Benzylacyclouridine exhibits the t1/2 of 1.8-3.6 h in dogs, with bioavailability levels of 85% (30 mg/kg) and 42.5% (120 mg/kg)[1].
Benzylacyclouridine (120 mg/kg) exhibits the t1/2 of 1.6-2.3 h, with a bioavailability of 40% in pigs[1].

References[1] Pizzorno G, et, al. Phase I clinical and pharmacological studies of benzylacyclouridine, a uridine phosphorylase inhibitor. Clin Cancer Res. 1998 May;4(5):1165-75. PMID:9607574
[2] Monks A, et, al. Effect of 5-benzylacyclouridine, a potent inhibitor of uridine phosphorylase, on the metabolism of circulating uridine by the isolated rat liver. Biochem Pharmacol. 1983 Jul 1;32(13):2003-9. DOI:10.1016/0006-2952(83)90419-7
[3] Roosild TP, et, al. Implications of the structure of human uridine phosphorylase 1 on the development of novel inhibitors for improving the therapeutic window of fluoropyrimidine chemotherapy. BMC Struct Biol. 2009 Mar 16;9:14. DOI:10.1186/1472-6807-9-14
5-benzylacyclouridine Preparation Products And Raw materials
Raw materials2,4(1H,3H)-Pyrimidinedione, 1-[[2-(acetyloxy)ethoxy]methyl]-5-(phenylmethyl)--->5-benzyluracil
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