LKT Labs

Biochemicals for Life Science Research

Brivudine

Brivudine

Product ID B6935
Cas No. 69304-47-8
Purity ≥98%
Product Unit SizeCostQuantityStock
10 mg $210.00 In stock
25 mg $399.00 In stock
100 mg $1,039.50 In stock
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Description

Brivudine is a L-nucleoside analog of thymidine that exhibits antiviral, anticancer chemotherapeutic, and insecticidal activities. Brivudine inhibits herpes simplex virus (HSV-1) thymidine kinase, preventing DNA chain elongation and inhibiting viral growth. Brivudine also binds heat shock protein 27 (HSP27/HSPB1), improving the efficacy of co-administered chemotherapeutics in vivo and in clinical settings. This compound also exhibits properties of an insecticide, slowing larval growth and development of Spodoptera worms.

Product Info

Cas No.

69304-47-8
Purity

≥98%
Formula

C11H13BrN2O5
Formula Wt.

333.13
Chemical Name

5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
IUPAC Name

5-[(E)-2-bromoethenyl]-1-[(2R,4S, 5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Melting Point

165°C
Appearance

White Crystal Powder

Shipping and Storage

Store Temp

Ambient
Ship Temp

Ambient

Downloads

MSDS

B6935 MSDS PDF
Info Sheet

B6935 Info Sheet PDF

References

Heinrich JC, Tuukkanen A, Schroeder M, et al. RP101 (brivudine) binds to heat shock protein HSP27 (HSPB1) and enhances survival in animals and pancreatic cancer patients. J Cancer Res Clin Oncol. 2011 Sep;137(9):1349-61. PMID: 21833720.

Breuer M, De Loof A, Balzarini J, et al. Insecticidal activity of the pyrimidine nucleoside analogue (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU). Pest Manag Sci. 2005 Aug;61(8):737-41. PMID: 15838935.

Spadari S, Ciarrocchi G, Focher F, et al. 5-Iodo-2'-deoxy-L-uridine and (E)-5-(2-bromovinyl)-2'-deoxy-L-uridine: selective phosphorylation by herpes simplex virus type 1 thymidine kinase, antiherpetic activity, and cytotoxicity studies. Mol Pharmacol. 1995 Jun;47(6):1231-8. PMID: 7603465.

Balzarini J, Bohman C, De Clercq E. Differential mechanism of cytostatic effect of (E)-5-(2-bromovinyl)-2'-deoxyuridine, 9-(1,3-dihydroxy-2-propoxymethyl)guanine, and other antiherpetic drugs on tumor cells transfected by the thymidine kinase gene of herpes simplex virus type 1 or type 2. J Biol Chem. 1993 Mar 25;268(9):6332-7. PMID: 8384209.

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