(E)-5-(2-Bromovinyl)uracil

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Company Name: J & K SCIENTIFIC LTD.  
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Tel: 18930552037
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Company Name: Nanjing Chemlin Chemical Co., Ltd  
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Company Name: Shanghai Hanhong Scientific Co.,Ltd.  
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(E)-5-(2-Bromovinyl)uracil manufacturers

(E)-5-(2-Bromovinyl)uracil Basic information
Product Name:(E)-5-(2-Bromovinyl)uracil
Synonyms:(e)-5-(2-bromoethenyl)-2,4(1h,3h)-pyrimidinedione;5-(2-bromoethenyl)-4(1(e)-3h)-pyrimidinedione;5-(2-bromovinyl)uracil;bromovinyluracil;bvuracil;5-(TRANS-2-BROMOVINYL)URACIL;5-[(E)-2-Bromoethenyl]uracil;5-[(E)-2-Bromovinyl]uracil
CAS:69304-49-0
MF:C6H5BrN2O2
MW:217.02
EINECS:
Product Categories:Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Building Blocks;C6 to C8;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
Mol File:69304-49-0.mol
(E)-5-(2-Bromovinyl)uracil Structure
(E)-5-(2-Bromovinyl)uracil Chemical Properties
Melting point 189-194 °C (dec.)(lit.)
density 1.881
storage temp. Sealed in dry,2-8°C
solubility DMSO (Slightly), Methanol (Slightly, Heated)
form Solid
pka7.54±0.10(Predicted)
color Pale Beige to Beige
InChI1S/C6H5BrN2O2/c7-2-1-4-3-8-6(11)9-5(4)10/h1-3H,(H2,8,9,10,11)/b2-1+
InChIKeyBLXGZIDBSXVMLU-OWOJBTEDSA-N
SMILESBr\C=C\C1=CNC(=O)NC1=O
Safety Information
WGK Germany 2
RTECS UV9020500
Storage Class13 - Non Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
(E)-5-(2-Bromovinyl)uracil Usage And Synthesis
Chemical PropertiesBeige Solid
Uses(E)-5-(2-Bromovinyl)uracil (BVU) is a pyrimidine base and an inactive metabolite of the antiviral agents sorivudine and (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) that may be regenerated to BVDU in vivo. BVU irreversibly inactivates dihydropyrimidine dehydrogenase (DPD) in an NADPH-dependent manner. It enhances the efficacy of the chemotherapeutic agent and DPD substrate 5-fluorouracil (HY-90006) in a P388 murine leukemia model when administered at a dose of 200 μmol/kg, increasing survival time.
References[1] De Clercq, et al. Synthesis and antiviral activity of (E)-5-(2-bromovinyl)uracil and (E)-5-(2-bromovinyl)uridine. J. Med. Chem. 29(2), 213-217 (1986).
(E)-5-(2-Bromovinyl)uracil Preparation Products And Raw materials
Tag:(E)-5-(2-Bromovinyl)uracil(69304-49-0) Related Product Information
dihydro-6-imino-1,3-dimethyl-3H-pyrimidine-2,4,5-trione 5-oxime 5,6-Diamino-1,3-dimethyluracil hydrate 2-(2-chloropyriMidin-5-yl)propan-2-ol 2,4-Dihydroxypyrimidine-5-carboxylic acid 6-(HYDROXYMETHYL)URACIL 6-Formyl-uracil monohydrate 5-Carboxycytosine Orotic acid monohydrate dihydro-6-imino-1,3-dimethyluracil Pyrimidine, 5-chloro-4-(chloromethyl)-2,6-dimethoxy- Pyrimidine, 4-(chloromethyl)-2,6-dimethoxy- Tetrahydrofuryluracil Brivudine (E)-5-(2-Bromovinyl)uracil sorivudine 5-(Bromovinyl) 2'-deoxyuridine, [2'-3H]- (5-[5-(2-Bromovinyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]-3-hydroxytetrahydrofuran-2-yl)methyl pivalate 5-BROMOVINYL-2'-DEOXYURIDINE, [2-14C]-