Brivudine
- Product Name
- 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
- Formula Weight
- 333.14
- MOL File
- 69304-47-8.mol
Brivudine Property
- 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
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- RTECS
- YU7355000
- HS Code
- 29349990
N-Bromosuccinimide Price
- Product number
- SBR00107
- Product name
- Brivudine
- Purity
- ≥95%
- Packaging
- 1 unit
- Price
- $57.7
- Updated
- 2025/07/31
- Product number
- B9647
- Product name
- (E)-5-(2-Bromovinyl)-2′-deoxyuridine
- Packaging
- 10mg
- Price
- $344
- Updated
- 2025/07/31
- Product number
- B3404
- Product name
- (E)-5-(2-Bromovinyl)-2'-deoxyuridine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 100mg
- Price
- $121
- Updated
- 2025/07/31
- Product number
- 29448
- Product name
- Brivudine
- Packaging
- 100mg
- Price
- $97
- Updated
- 2024/03/01
- Product number
- 29448
- Product name
- Brivudine
- Packaging
- 1g
- Price
- $530
- Updated
- 2024/03/01
Brivudine Chemical Properties,Usage,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
74131-06-9
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
Brivudine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Brivudine manufacturers
- Product
- Brivudine 69304-47-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- Brivudine 69304-47-8
- Price
- US $780.00/g
- Min. Order
- 1g
- Purity
- 95
- Supply Ability
- 500 Kg
- Release date
- 2024-04-26
- Product
- Brivudine 69304-47-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.0%
- Supply Ability
- 20 tons
- Release date
- 2023-07-13