ソリブジン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/07/18 00:36:35」(JST)
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Sorivudine
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Systematic (IUPAC) name |
1-β-D-arabinofuranosyl-5-[(E)-2-bromovinyl]pyrimidine-2,4(1H,3H)-dione |
Clinical data |
Legal status |
? |
Routes |
oral |
Pharmacokinetic data |
Metabolism |
Viral thymidine kinase |
Excretion |
kidney |
Identifiers |
CAS number |
77181-69-2 Y |
ATC code |
J05AB15 |
PubChem |
CID 5282192 |
UNII |
C7VOZ162LV N |
KEGG |
D01734 Y |
ChEMBL |
CHEMBL375035 N |
Synonyms |
BV-araU, Bromovinyl araU, 5-Bromovinyl-araU, 5-[(E)-2-bromoethenyl]-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione |
Chemical data |
Formula |
C11H13BrN2O6 |
Mol. mass |
349.14 g/mol |
N (what is this?) (verify) |
Sorivudine (INN) chemical name (E)-5-(2-Bromovinyl)- 1β-D-arabinofuranosyluracil, is a thymine analogue antiviral drug, marketed under trade names such as Usevir (Nippon Shoji, Eisai) and Brovavir (BMS).
Contents
- 1 Pharmacology
- 1.1 Feature
- 1.2 Mechanism of action
- 1.3 Microbiology
Pharmacology
Feature
- First-line treatment of herpes drug acyclovir was (Zovirax, Activir) from VZV strong activity of the virus.
- Superior gastrointestinal absorption, absorption from the gastrointestinal tract after the most degrading without being excreted as urine.
Mechanism of action
- Sorivudine is phosphorylated by thymidine kinase activity in the body and is absorbed into the virus's DNA instead of the correct nucleoside. It is a competitive inhibitor of DNA polymerase, so the viral DNA cannot be replicated and the virus cannot grow.
Microbiology
Sorivudine is active against most species in the herpesvirus family.
- Herpes simplex virus type I (HSV-1)
- Varicella zoster virus (VZV)
- Epstein-Barr virus (EBV)
DNA virus antivirals (primarily J05, also S01AD and D06BB)
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Baltimore I |
Herpesvirus
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DNA-synthesis
inhibitor
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TK activated
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Purine analogue
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- guanine (Aciclovir#/Valaciclovir
- Ganciclovir/Valganciclovir
- Penciclovir/Famciclovir)
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Pyrimidine analogue
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- uridine (Idoxuridine
- Trifluridine
- Edoxudine)
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Not TK activated
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Other
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- Docosanol
- early protein (Fomivirsen)
- Tromantadine
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HPV/MC
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- Imiquimod/Resiquimod
- Podophyllotoxin
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Vaccinia
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Poxviridae
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Hepatitis B (VII) |
- Nucleoside analogues/NARTIs: Entecavir
- Lamivudine
- Telbivudine
- Clevudine
- Nucleotide analogues/NtRTIs: Adefovir
- Tenofovir
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Multiple/general |
Nucleic acid inhibitors
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Interferon
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- Interferon alfa 2b
- Peginterferon alfa-2a
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Multiple/unknown
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- Ribavirin#/Taribavirin†
- Moroxydine
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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cutn/syst (hppv/hiva, infl/zost/zoon)/epon
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drug (dnaa, rnaa, rtva, vacc)
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English Journal
- In vitro-selected drug-resistant varicella-zoster virus mutants in the thymidine kinase and DNA polymerase genes yield novel phenotype-genotype associations and highlight differences between antiherpesvirus drugs.
- Andrei G, Topalis D, Fiten P, McGuigan C, Balzarini J, Opdenakker G, Snoeck R.SourceLaboratory of Virology, Rega Institute for Medical Research, K. U. Leuven, Belgium. graciela.andrei@rega.kuleuven.leuven.be
- Journal of virology.J Virol.2012 Mar;86(5):2641-52. doi: 10.1128/JVI.06620-11. Epub 2011 Dec 21.
- Varicella zoster virus (VZV) is usually associated with mild to moderate illness in immunocompetent patients. However, older age and immune deficiency are the most important risk factors linked with virus reactivation and severe complications. Treatment of VZV infections is based on nucleoside analo
- PMID 22190713
- Viremia in acute herpes zoster.
- Satyaprakash AK, Tremaine AM, Stelter AA, Creed R, Ravanfar P, Mendoza N, Mehta SK, Rady PL, Pierson DL, Tyring SK.SourceCenter for Clinical Studies, University of Texas Health Science Center, Houston, Texas, USA.
- The Journal of infectious diseases.J Infect Dis.2009 Jul 1;200(1):26-32. doi: 10.1086/599381.
- BACKGROUND: A phase 2 trial was conducted to evaluate the efficacy of a topical antiviral, sorivudine, as an adjuvant to valacyclovir for the treatment of acute herpes zoster.METHODS: In this randomized, placebo-controlled, double-blind trial, 25 patients were treated with either sorivudine or place
- PMID 19469706
- [The history of adverse drug reactions, relief for these health damage and safety measures in Japan].
- Takahashi H.SourceClinical Research Center, Eisai Co., Ltd. Kanda-Aioicho, Chiyoda-ku, Tokyo 101-8602.
- Yakushigaku zasshi. The Journal of Japanese history of pharmacy.Yakushigaku Zasshi.2009;44(2):64-70.
- The first remarkable adverse drug reaction (ADR) reported in Japan was anaphylactic shock caused by penicillin. Although intradermal testing for antibiotics had been exercised as prediction method of anaphylactic shock for a long time, it was discontinued in 2004 because of no evidence for predictio
- PMID 20527311
Japanese Journal
- Characterization of DNA Polymerase-Associated Acyclovir-Resistant Herpes Simplex Virus Type 1: Mutations, Sensitivity to Antiviral Compounds, Neurovirulence, and In-Vivo Sensitivity to Treatment
- Wang Li-Xin,Takayama-Ito Mutsuyo,Kinoshita-Yamaguchi Hitomi,Kakiuchi Satsuki,Suzutani Tatsuo,Nakamichi Kazuo,Lim Chang-Kweng,Kurane Ichiro,Saijo Masayuki
- Japanese Journal of Infectious Diseases 66(5), 404-410, 2013
- … DNApol-associated ACVr clones showed cross-resistance to foscarnet, penciclovir, and vidarabine but were sensitive or hypersensitive to GCV, brivudin, sorivudine, and spongothymidine. …
- NAID 130003381717
- ソリプジン薬害発生の分子毒性学的メカニズムとジヒドロピリミジン・デヒドロゲナーゼの遺伝的欠損
- 渡部 烈,小倉 健一郎,西山 貴仁
- 藥學雜誌 122(8), 527-535, 2002-08-01
- … In 1993, there were 18 acute deaths in Japanese patients who had the viral disease herpes zoster and were treated with the new antiviral drug sorivudine (SRV, 1-β-D-arabinofuranosyl-(E)-5-(2-bromovinyl) uracil). …
- NAID 110003648460
- トキシコキネティックス/遺伝子工学/MSによるソリブジン薬害発生のメカニズムの解析
- 渡部 烈,小倉 健一郎
- 質量分析 = Mass spectroscopy 50(3), 155-161, 2002-06-01
- … In 1993, there were 18 acute deaths in Japanese patients who had the viral disease, herpes zoster, and were administered with a new anti-viral drug, sorivudine (SRV, 1-β-D-arabinofuranosyl-(E)-5-(2-bromovinyl)uracil). …
- NAID 10010123344
Related Links
- Sorivudine (INN) chemical name (E)-5-(2-Bromovinyl)- 1β-D- arabinofuranosyluracil, is a thymine analogue antiviral drug, marketed under trade names such as Usevir (Nippon Shoji, Eisai) and Brovavir (BMS).
- Sorivudine (1-β-d-arabinofuranosyl-E-5-[2-bromovinyl] uracil; BV-araU; SQ32, 756) is an antimetabolite which is a synthetic analogue of thymidine. This drug has demonstrated antiviral activity against varicella zoster virus, herpes simplex type ...
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