Brivudine

Modify Date: 2024-01-02 13:08:34

Brivudine Structure
Brivudine structure
Common Name Brivudine
CAS Number 69304-47-8 Molecular Weight 333.135
Density 1.9±0.1 g/cm3 Boiling Point 382.9ºC at 760 mmHg
Molecular Formula C11H13BrN2O5 Melting Point 165ºC
MSDS USA Flash Point 185.4ºC

 Use of Brivudine


Brivudine is a thymidine analogue with antiviral activity, indicated for the early treatment of acute herpes zoster.

 Names

Name Brivudine
Synonym More Synonyms

 Brivudine Biological Activity

Description Brivudine is a thymidine analogue with antiviral activity, indicated for the early treatment of acute herpes zoster.
Related Catalog
In Vitro Brivudine is an analog of thymidine, and is incorporated into the viral DNA. It blocks the action of DNA polymerases, thus inhibiting viral replication. It has a stronger antiviral effect against the varicella-zoster virus compared with reference compounds such as aciclovir or penciclovir[1]. It has high, selective activity against varicella zoster virus (VZV), inhibiting VZV replication, possibly through competitive inhibition of viral DNA polymerase, or by acting as an alternative substrate to deoxythymidine triphosphate, causing viral DNA strand breakage[2].
In Vivo At a dose of 125 mg once daily, brivudine has proved to be superior to aciclovir with respect to reducing the period of new blister production, and has shortened the duration of post-herpetic neuralgia[1].
References

[1]. Rabasseda X, et al. Brivudine: a herpes virostatic with rapid antiviral activity and once-daily dosing. Drugs Today (Barc). 2003 May;39(5):359-71.

[2]. Keam SJ, et al. Brivudin (bromovinyl deoxyuridine). Drugs. 2004;64(18):2091-7; discussion 2098-9.

 Chemical & Physical Properties

Density 1.9±0.1 g/cm3
Boiling Point 382.9ºC at 760 mmHg
Melting Point 165ºC
Molecular Formula C11H13BrN2O5
Molecular Weight 333.135
Flash Point 185.4ºC
Exact Mass 332.000763
PSA 104.55000
LogP -0.80
Index of Refraction 1.709
Water Solubility Soluble in water and methanol.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YU7355000
CHEMICAL NAME :
Uridine, 5-(2-bromovinyl)-2'-deoxy-, (E)-
CAS REGISTRY NUMBER :
69304-47-8
LAST UPDATED :
199509
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C11-H13-Br-N2-O5
MOLECULAR WEIGHT :
333.17
WISWESSER LINE NOTATION :
T6NVMVJ E1U1E A- ET5OTJ B1Q CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1420 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
10920 mg/kg/52W-I
TOXIC EFFECTS :
Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Liver - other changes Nutritional and Gross Metabolic - changes in chlorine

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Human HeLa cell
DOSE/DURATION :
4 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 267,125,1992

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS YU7355000

 Synthetic Route

 Articles27

More Articles
Characterization of pyrimidine nucleoside phosphorylase of Mycoplasma hyorhinis: implications for the clinical efficacy of nucleoside analogues.

Biochem. J. 445(1) , 113-23, (2012)

In the present paper we demonstrate that the cytostatic and antiviral activity of pyrimidine nucleoside analogues is markedly decreased by a Mycoplasma hyorhinis infection and show that the phosphorol...

Synthesis of nucleoside-based antiviral drugs in ionic liquids.

Bioorg. Med. Chem. Lett. 18(20) , 5640-2, (2008)

Nucleoside-based antiviral drugs have been synthesized using imidazolium-based ionic liquids as reaction medium. The ionic liquids were proved to be better solvents for all the nucleoside in terms of ...

Retained sensitivity to cytotoxic pyrimidine nucleoside analogs in thymidine kinase 2 deficient human fibroblasts.

Nucleosides Nucleotides Nucleic Acids 29(1) , 1-13, (2010)

Thymidine kinase 2 (TK2) is a mitochondrial deoxyribonucleoside kinase that phosphorylates several nucleoside analogs used in anti-viral and anti-cancer therapy. A fibroblast cell line with decreased ...

 Synonyms

5-[(E)-2-bromoethenyl]-2'-deoxyuridine
Brivudine
BrVDU
Bromovinyldeoxyuridine
MFCD00058585
5-[(E)-2-Bromovinyl]-2'-deoxyuridine
Zostrex
BVDU
Uridine, 5-[(E)-2-bromoethenyl]-2'-deoxy-
(E)-5-(2-Bromovinyl)-2'-deoxyuridine
BVDR
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  • DC Chemicals Limited
  • China
  • Product Name: Brivudine
  • Price: $100.0/100mg $200.0/250mg $400.0/1g
  • Purity: 98.0%
  • Stocking Period: 3 Day
  • Contact: Tony Cao


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