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Brivudine

CAS No.
69304-47-8
Chemical Name:
Brivudine
Synonyms
BVDU;BVDR;BrVDU;Helpin;Brivudin;SC-38394;BRIVUDINE;Brivudine BVdU;Brivudine USP/EP/BP;Bromovinyldeoxyuridine
CBNumber:
CB6143433
Molecular Formula:
C11H13BrN2O5
Molecular Weight:
333.14
MDL Number:
MFCD00058585
MOL File:
69304-47-8.mol
MSDS File:
SDS
Last updated:2025-10-28 16:00:23
Product description Number Pack Size Price
Brivudine ≥95% SBR00107 1 unit $57.7
(E)-5-(2-Bromovinyl)-2′-deoxyuridine B9647 10mg $344
(E)-5-(2-Bromovinyl)-2'-deoxyuridine >98.0%(HPLC)(T) B3404 100mg $121
Brivudine 29448 100mg $97
Brivudine 29448 1g $530
More product size

Brivudine Properties

Melting point 165°C
Density 1.7800 (rough estimate)
refractive index 1.6520 (estimate)
storage temp. Inert atmosphere,2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 8.37±0.10(Predicted)
color Off-White
Water Solubility Soluble in water and methanol.
Merck 14,1378
InChIKey ODZBBRURCPAEIQ-CXYVBZRVSA-N
NCI Dictionary of Cancer Terms brivudine
FDA UNII 2M3055079H
NCI Drug Dictionary bromovinyl-deoxyuridine
ATC code J05AB15
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Safety Statements  24/25
WGK Germany  3
RTECS  YU7355000
HS Code  29349990
NFPA 704
1
0 0

Brivudine price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SBR00107 Brivudine ≥95% 69304-47-8 1 unit $57.7 2025-07-31 Buy
Sigma-Aldrich B9647 (E)-5-(2-Bromovinyl)-2′-deoxyuridine 69304-47-8 10mg $344 2025-07-31 Buy
TCI Chemical B3404 (E)-5-(2-Bromovinyl)-2'-deoxyuridine >98.0%(HPLC)(T) 69304-47-8 100mg $121 2025-07-31 Buy
Cayman Chemical 29448 Brivudine 69304-47-8 100mg $97 2024-03-01 Buy
Cayman Chemical 29448 Brivudine 69304-47-8 1g $530 2024-03-01 Buy
Product number Packaging Price Buy
SBR00107 1 unit $57.7 Buy
B9647 10mg $344 Buy
B3404 100mg $121 Buy
29448 100mg $97 Buy
29448 1g $530 Buy

Brivudine Chemical Properties,Uses,Production

Description

(E)-5-(2-Bromovinyl)-2'-deoxyuridine is an thymidine analogue and acts as an anti-viral by inhibiting DNA plymerase.

Chemical Properties

White solid

Uses

It is used as pharmaceutical intermediate.

Uses

Brivudine is a nucloside analog which causes induction of neuronal differentiation in human reporter cell lines and adult stem cells. Anti-Herpes medication.

Synthesis

(E)-5-(2-CARBOXYVINYL)-2'-DEOXYURIDINE

74131-06-9

Brivudine

69304-47-8

GENERAL STEPS: To a solution of (E)-5-(2-carboxyvinyl)-1-(2-deoxy-β-D-erythro-pentofuranosyl)pyrimidine-2,4(1H,3H)-dione (5.777 g, 19.37 mmol) in dimethylformamide (29 mL) was added K2CO3 (5.890 g, 42.61 mmol), and the suspension was stirred at room temperature for for 15 min. A solution of N-bromosuccinimide (3.655 g, 20.53 mmol) was added dropwise over a period of 30 min at 20 °C. After completion of the reaction, the resulting suspension was filtered and the solid was washed with DMF. The combined filtrate and washings were evaporated to dryness under vacuum and the residue was dissolved in methanol. Silica gel was added to this solution, the suspension was evaporated to dryness, and the solid was loaded onto the top of the column. Column chromatography using chloroform/methanol (92:8, v/v) as eluent gave a white solid (5.787 g, 71.9% yield). A white powder was obtained by recrystallization from water. The structure of the product was confirmed by 1H-NMR and 13C-NMR: 1H-NMR (DMSO-d6; 300 MHz) δ 11.59 (1H, bs, NH-3), 8.08 (1H, s, H-6), 7.25 (1H, d, 3J = 13.6 Hz, H-5B), 6.85 (1H, d, J = 13.6 Hz, H-5A) , 6.13 (1H, t, 3J = 6.5 Hz, H-1'), 5.29 (1H, bs, OH-3'), 5.13 (1H, bs, OH-5'), 4.24 (1H, m, H-3'), 3.79 (1H, m, H-4'), 3.66 (2H, m, H-5'), 2.51 (1H, m, H-2'), 2.14 (1H, m, H-2'); 13C-NMR (DMSO-d6; 75 MHz) δ 40.2 (C-2'), 61.3 (C-5'), 70.3 (C-4'), 84.8 (C-3'), 87.8 (C-1'), 108.9 (C-5B), 110.0 (C-5), 130.3 (C-5A), 149.6 , 162.1 (c-2, c-4).

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] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 24, p. 6663 - 6671
[2] RSC Advances, 2015, vol. 5, # 31, p. 24558 - 24563
[3] Patent: WO2005/12327, 2005, A2. Location in patent: Page/Page column 24-25
[4] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 20, p. 5640 - 5642
[5] Patent: US6653318, 2003, B1

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View Lastest Price from Brivudine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Brivudine pictures 2025-10-27 Brivudine
69304-47-8
US $55.00-98.00 / mg 99.85% 10g TargetMol Chemicals Inc.
Brivudine pictures 2025-10-27 Brivudine
69304-47-8
US $55.00-98.00 / mg 99.85% 10g TargetMol Chemicals Inc.
Brivudine pictures 2025-08-08 Brivudine
69304-47-8
US $0.00 / KG 1KG 99% 50000KG/month Sichuan Zhuoyu Yantang Technology Co., Ltd.
  • Brivudine pictures
  • Brivudine
    69304-47-8
  • US $55.00-98.00 / mg
  • 99.85%
  • TargetMol Chemicals Inc.
  • Brivudine pictures
  • Brivudine
    69304-47-8
  • US $55.00-98.00 / mg
  • 99.85%
  • TargetMol Chemicals Inc.
  • Brivudine pictures
  • Brivudine
    69304-47-8
  • US $0.00 / KG
  • 99%
  • Sichuan Zhuoyu Yantang Technology Co., Ltd.
Helpin Uridine,5-[(1E)-2-broMoethenyl]-2'-deoxy- (E)-(5)-BROMOVINYL-2-DEOXYURIDINE (E)-5-(2-Bromovinyl)-2'-deoxyuridine BVDU (E)-5-(2-BROMOVINYL)-2'-DEOXY-URIDINE BRIVUDINE 5-(E)-(2-Bromovinyl)-2-deoxyuridine 5-(2-Bromovinyl)-deoxy-uridine 5-[(E)-2-Bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione Bromovinyldeoxyuridine Brivudine BVdU Brivudine(BroMovinyldeoxyuridine) Brivudin BrVDU BVDR SC-38394 BROMOVINYLDEOXYURIDINE; BVDU (E)-5-(2-Bromovinyl)-2'-deoxyuridine > 5-((E)-2-bromovinyl)-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione Brivudine USP/EP/BP BrivudineQ: What is Brivudine Q: What is the CAS Number of Brivudine Q: What is the storage condition of Brivudine Q: What are the applications of Brivudine 5-[(1E)-2-bromoethenyl)-2'-deoxyuridine (E)-5-(2-Bromovinyl)-2'-deoxyuridine Barbituric Acid Impurity 19 Brivudine, pyrimidine nucleoside analog Brivudine, 10 mM in DMSO 69304-47-8 69304-46-8 C11H13BrN2O5 C11H13BO5Rn2 Immune System Regulation Immune Cell Signaling and Blood Cell Signaling and Neuroscience Cell Biology BioChemical AIDS and Viral Research Reagents Inhibitors API 69304-47-8