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69304-47-8,MFCD00058585
Catalog No.:AA003OH3

69304-47-8 | Brivudine

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1mg
95%
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$6.00   $4.00
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25mg
95%
in stock  
$25.00   $18.00
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250mg
95%
in stock  
$103.00   $73.00
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1g
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5g
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  • Technical Information
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Technical Information
Catalog Number:
AA003OH3
Chemical Name:
Brivudine
CAS Number:
69304-47-8
Molecular Formula:
C11H13BrN2O5
Molecular Weight:
333.1353
MDL Number:
MFCD00058585
SMILES:
Br/C=C/c1cn([C@H]2C[C@@H]([C@H](O2)CO)O)c(=O)[nH]c1=O
Properties
Properties
 
BP:
382.9°C at 760 mmHg  
Form:
Solid  
MP:
165°C  
Refractive Index:
1.6520 (estimate)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
450  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-0.4  

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Title: RP101 (brivudine) binds to heat shock protein HSP27 (HSPB1) and enhances survival in animals and pancreatic cancer patients.

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Title: Disseminated cutaneous herpes zoster complicated by acyclovir nephrotoxicity and successfully treated with brivudin.

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Title: Synthesis, antimicrobial and antiviral evaluation of substituted imidazole derivatives.

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Title: Inhibition of homologous recombination by treatment with BVDU (brivudin) or by RAD51 silencing increases chromosomal damage induced by bleomycin in mismatch repair-deficient tumour cells.

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Title: Indolylarylsulfones bearing natural and unnatural amino acids. Discovery of potent inhibitors of HIV-1 non-nucleoside wild type and resistant mutant strains reverse transcriptase and coxsackie B4 virus.

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Journal: Molecular pharmacology 20020201

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Title: Bystander effects of cancer cell lines transduced with the multisubstrate deoxyribonucleoside kinase of Drosophila melanogaster and synergistic enhancement by hydroxyurea.

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Title: Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.

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Title: (E)-5-(2-bromovinyl)-2'-deoxyuridine potentiates ganciclovir-mediated cytotoxicity on herpes simplex virus-thymidine kinase--expressing cells.

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Title: cycloSaligenyl-5-[(E)-2-bromovinyl]-2'-deoxyuridine monophosphate (cycloSal-BVDUMP) pronucleotides active against Epstein-Barr virus.

Journal: Chembiochem : a European journal of chemical biology 20010402

Title: Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections.

Journal: Clinical microbiology reviews 20010401

Title: Recent developments in herpesvirus therapy.

Journal: Herpes : the journal of the IHMF 20010301

Title: Enzyme-catalyzed therapeutic agent (ECTA) design: activation of the antitumor ECTA compound NB1011 by thymidylate synthase.

Journal: Biochemical pharmacology 20010115

Title: Synthesis of 1-(2-deoxy-beta-D-ribofuranosyl)-2,4-difluoro-5-substituted-benzene thymidine mimics, some related alpha-anomers, and their evaluation as antiviral and anticancer agents.

Journal: Nucleosides, nucleotides & nucleic acids 20010101

Title: Antiviral agents active against human herpesviruses HHV-6, HHV-7 and HHV-8.

Journal: Reviews in medical virology 20010101

Title: Human glioma cells expressing herpes simplex virus thymidine kinase gene treated with acyclovir, ganciclovir and bromovinyldeoxyuridine. Evaluation of their activity in vitro and in nude mice.

Journal: Neoplasma 20010101

Title: Highly potent and selective inhibition of varicella-zoster virus by bicyclic furopyrimidine nucleosides bearing an aryl side chain.

Journal: Journal of medicinal chemistry 20001228

Title: Metabolism and mode of inhibition of varicella-zoster virus by L-beta-5-bromovinyl-(2-hydroxymethyl)-(1,3-dioxolanyl)uracil is dependent on viral thymidine kinase.

Journal: Molecular pharmacology 20001101

Title: Anti-(herpes simplex virus) activity of 4'-thio-2'-deoxyuridines: a biochemical investigation for viral and cellular target enzymes.

Journal: The Biochemical journal 20001015

Title: Structure-activity relationships of (E)-5-(2-bromovinyl)uracil and related pyrimidine nucleosides as antiviral agents for herpes viruses.

Journal: Journal of medicinal chemistry 20000629

Title: A rapid phenotypic assay for detection of acyclovir-resistant varicella-zoster virus with mutations in the thymidine kinase open reading frame.

Journal: Antimicrobial agents and chemotherapy 20000401

Title: Antiviral activity of ganciclovir elaidic acid ester against herpesviruses.

Journal: Antiviral research 20000301

Title: The cyclohexene ring system as a furanose mimic: synthesis and antiviral activity of both enantiomers of cyclohexenylguanine.

Journal: Journal of medicinal chemistry 20000224

Title: Hydroxyurea potentiates the antiherpesvirus activities of purine and pyrimidine nucleoside and nucleoside phosphonate analogs.

Journal: Antimicrobial agents and chemotherapy 19991201

Title: Potent and selective inhibition of varicella-zoster virus (VZV) by nucleoside analogues with an unusual bicyclic base.

Journal: Journal of medicinal chemistry 19991104

Title: Phenotypic and genetic characterization of thymidine kinase from clinical strains of varicella-zoster virus resistant to acyclovir.

Journal: Antimicrobial agents and chemotherapy 19991001

Title: Selective activity of various antiviral compounds against HHV-7 infection.

Journal: Antiviral research 19990801

Title: Synthesis of novel 4'-C-methyl-pyrimidine nucleosides and their biological activities.

Journal: Bioorganic & medicinal chemistry letters 19990322

Title: Synthesis of imidazo[1,2-a]pyridines as antiviral agents.

Journal: Journal of medicinal chemistry 19981203

Title: Efficacy of select antivirals against Cryptosporidium parvum in vitro.

Journal: FEMS microbiology letters 19981101

Title: 5-Substituted pyrimidines with a 1,5-anhydro-2, 3-dideoxy-D-arabino-hexitol moiety at N-1: synthesis, antiviral activity, conformational analysis, and interaction with viral thymidine kinase.

Journal: Journal of medicinal chemistry 19981022

Title: Structure-activity relationship of the affinity of 5-substituted uracil nucleoside analogues for varicella-zoster virus thymidine kinase and their activity against varicella-zoster virus.

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Title: Anticancer and antiviral effects and inactivation of S-adenosyl-L-homocysteine hydrolase with 5'-carboxaldehydes and oximes synthesized from adenosine and sugar-modified analogues.

Journal: Journal of medicinal chemistry 19970523

Title: Carbocyclic oxetanocins lacking the C-3' methylene.

Journal: Journal of medicinal chemistry 19970425

Title: Novel 3'-C/N-substituted 2',3'-beta-D-dideoxynucleosides as potential chemotherapeutic agents. 1. Thymidine derivatives: synthesis, structure, and broad spectrum antiviral properties.

Journal: Journal of medicinal chemistry 19970214

Title: Antiviral efficacies of famciclovir, valaciclovir, and brivudin in disseminated herpes simplex virus type 1 infection in mice.

Journal: Intervirology 19970101

Title: Understanding the binding of 5-substituted 2'-deoxyuridine substrates to thymidine kinase of herpes simplex virus type-1.

Journal: Journal of medicinal chemistry 19961122

Title: Synthesis of acyclo-C-nucleosides in the imidazo[1,2-a]pyridine and pyrimidine series as antiviral agents.

Journal: Journal of medicinal chemistry 19960705

Title: Synthesis and anti-herpes virus activity of 2'-deoxy-4'-thiopyrimidine nucleosides.

Journal: Journal of medicinal chemistry 19960202

Title: Antiviral activity of selected acyclic nucleoside analogues against human herpesvirus 6.

Journal: Antiviral research 19951201

Title: Susceptibilities of several drug-resistant herpes simplex virus type 1 strains to alternative antiviral compounds.

Journal: Antimicrobial agents and chemotherapy 19950701

Title: Comparative activity of selected antiviral compounds against clinical isolates of varicella-zoster virus.

Journal: European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 19950401

Title: Lack of stereospecificity of some cellular and viral enzymes involved in the synthesis of deoxyribonucleotides and DNA: molecular basis for the antiviral activity of unnatural L-beta-nucleosides.

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Title: Tricyclic analogues of acyclovir and ganciclovir. Influence of substituents in the heterocyclic moiety on the antiviral activity.

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Journal: Journal of medicinal chemistry 19900501

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Journal: Journal of medicinal chemistry 19890201

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Journal: Journal of medicinal chemistry 19880101

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Journal: Journal of medicinal chemistry 19860501

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Journal: Journal of medicinal chemistry 19860401

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Journal: Journal of medicinal chemistry 19860401

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Journal: Journal of medicinal chemistry 19860201

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Journal: Journal of medicinal chemistry 19850501

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Journal: Antiviral research 19840801

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Journal: Antiviral research 19840601

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Journal: Journal of medicinal chemistry 19840301

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Journal: Journal of medicinal chemistry 19840101

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Journal: Antiviral research 19830901

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Journal: Journal of medicinal chemistry 19830901

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Journal: Journal of medicinal chemistry 19830501

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Journal: Journal of medicinal chemistry 19830401

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Journal: Journal of medicinal chemistry 19821101

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Journal: Antiviral research 19821001

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Journal: Journal of virology 19820701

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Journal: Antiviral research 19820501

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Journal: Antimicrobial agents and chemotherapy 19820201

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Journal: Antimicrobial agents and chemotherapy 19820101

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Journal: Antiviral research 19811101

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Journal: Antimicrobial agents and chemotherapy 19810901

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Journal: Antimicrobial agents and chemotherapy 19810701

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Tags:69304-47-8 Molecular Formula|69304-47-8 MDL|69304-47-8 SMILES|69304-47-8 Brivudine |Heterocyclic_Building_Blocks