ChemicalBook > CAS DataBase List > Brivudine

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

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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

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Safety

Safety Statements: 24/25
WGK Germany: 3
RTECS: YU7355000
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SBR00107
Product name: Brivudine
Purity: ≥95%
Packaging: 1 unit
Price: $57.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: B9647
Product name: (E)-5-(2-Bromovinyl)-2′-deoxyuridine
Packaging: 10mg
Price: $344
Updated: 2025/07/31

TCI Chemical

Product number: B3404
Product name: (E)-5-(2-Bromovinyl)-2'-deoxyuridine
Purity: >98.0%(HPLC)(T)
Packaging: 100mg
Price: $121
Updated: 2025/07/31

Cayman Chemical

Product number: 29448
Product name: Brivudine
Packaging: 100mg
Price: $97
Updated: 2024/03/01

Cayman Chemical

Product number: 29448
Product name: Brivudine
Packaging: 1g
Price: $530
Updated: 2024/03/01

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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

Henan Aochuang Chemical Co.,Ltd.

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

R&D Scientific Inc.

Product: Brivudine 69304-47-8
Price: US $780.00/g
Min. Order: 1g
Purity: 95
Supply Ability: 500 Kg
Release date: 2024-04-26

Hangzhou ICH Biofarm Co., Ltd

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

69304-47-8, BrivudineRelated Search:

VINYL PROPIONATE N-Vinyl-2-pyrrolidone Brimonidine Tartrate Tris(hydroxymethyl)nitromethane Doxifluridine Brimonidine 4-Bromostyrene ETHYLENE Triethoxyvinylsilane 1,2-DIBROMOETHYLENE beta-Bromostyrene Vinyl bromide 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL Polyethylene CHLOROPHOSPHONAZO III Floxuridine Styrene

Helpin

Uridine,5-[(1E)-2-broMoethenyl]-2'-deoxy-

(E)-(5)-BROMOVINYL-2-DEOXYURIDINE

(<i>E</i>)-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 &gt

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