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82857-69-0

82857-69-0 structure
82857-69-0 structure
  • Name: 5-benzylacyclouridine
  • Chemical Name: 5-benzyl-1-(2-hydroxyethoxymethyl)pyrimidine-2,4-dione
  • CAS Number: 82857-69-0
  • Molecular Formula: C14H16N2O4
  • Molecular Weight: 276.28800
  • Catalog: Research Areas Cancer
  • Create Date: 2016-12-27 16:28:13
  • Modify Date: 2024-01-09 17:30:19
  • Benzylacyclouridine (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].
Name 5-benzyl-1-(2-hydroxyethoxymethyl)pyrimidine-2,4-dione
Synonyms 2,4(1H,3H)-Pyrimidinedione,1-((2-hydroxyethoxy)methyl)-5-(phenylmethyl)
Benzylacyclouridine
1-((2-HYDROXYETHOXY)METHYL)-5-BENZYLPYRIMIDINE-2,4(1H,3H)-DIONE
5-Benzyl-1-(2'-hydroxyethoxymethyl)uracil
5-Bacu
BAU
5-Benzylacyclouridine
Description Benzylacyclouridine (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].
Related Catalog
Target

uridine phosphorylase[1]
In Vitro Benzylacyclouridine increases 5-FU-induced cytotoxicity in a number of human cancer cell lines[1]. Benzylacyclouridine (20-100 μM) reduces the rapid clearance of trace amounts of either [14C]uridine or hyperphysiologic concentrations of non-labeled uridine by the isolated rat liver perfused with an artificial oxygen carrier[2].
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.

[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.

[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.
Density 1.29g/cm3
Molecular Formula C14H16N2O4
Molecular Weight 276.28800
Exact Mass 276.11100
PSA 84.58000
LogP 0.50610
Index of Refraction 1.583
Hazard Codes Xi
HS Code 2933599090
HS Code 2933599090
Summary 2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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title: CAS No. 82857-69-0 | Chemsrc address: https://m.chemsrc.com/en/baike/184005.html

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