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Clevudine: Difference between revisions

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{{Short description|Chemical compound}}
{{Drugbox {{Drugbox
| Verifiedfields = changed
| IUPAC_name = 1--5-methylpyrimidine- 2,4-dione
| Watchedfields = changed
| image = Clevudine.png
| verifiedrevid = 403967114
| CAS_number = 69256-17-3
| IUPAC_name = 1--5-methylpyrimidine- 2,4-dione
| CAS_supplemental =
| image = Clevudine structure.svg
| ATC_prefix = J05
| width = 155
| ATC_suffix = AF12

| ATC_supplemental = <ref>{{cite web |url=http://www.whocc.no/atcddd/new_atc_ddd.html#ATCDDD_FINAL |title=ATC/DDD Classification (FINAL): New ATC 5th level codes |date=August 27, 2008 |author=WHO International Working Group for Drug Statistics Methodology |publisher=WHO Collaborating Centre for Drug Statistics Methodology |accessdate=2008-09-05 |archiveurl = http://web.archive.org/web/20080506023243/http://www.whocc.no/atcddd/new_atc_ddd.html#ATCDDD_FINAL <!-- Bot retrieved archive --> |archivedate = 2008-05-06}}</ref>
<!--Clinical data-->
| PubChem = 73115
| DrugBank = | tradename =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| KEGG = D03537
| pregnancy_US = <!-- A / B / C / D / X -->
| chemical_formula =
| pregnancy_category =
| C=10 | H=13 | F=1 | N=2 | O=5
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| molecular_weight = 260.219 g/mol
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| bioavailability =
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| protein_bound =
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| metabolism =
| legal_status =
| elimination_half-life =
| excretion =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category=
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| routes_of_administration = Oral | routes_of_administration = Oral

<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number = 163252-36-6
| ATC_prefix = J05
| ATC_suffix = AF12
| ATC_supplemental = <ref>{{cite web|url=http://www.whocc.no/atcddd/new_atc_ddd.html#ATCDDD_FINAL |title=ATC/DDD Classification (FINAL): New ATC 5th level codes |date=August 27, 2008 |author=WHO International Working Group for Drug Statistics Methodology |publisher=WHO Collaborating Centre for Drug Statistics Methodology |access-date=2008-09-05 |archive-url=https://web.archive.org/web/20080506023243/http://www.whocc.no/atcddd/new_atc_ddd.html#ATCDDD_FINAL |archive-date=2008-05-06 |url-status=dead }}</ref>
| PubChem = 73115
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = IN51MVP5F1
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D03537
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 458875
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 65894
| smiles = O=C/1NC(=O)N(\C=C\1C)2O((O)2F)CO
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)/t5-,6+,7-,9-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = GBBJCSTXCAQSSJ-XQXXSGGOSA-N
| index2_label = active moiety
| CAS_number2_Ref = {{cascite|correct|CAS}}
| CAS_number2 = 69256-17-3
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = 37F7D05ANB
<!--Chemical data-->
| chemical_formula =
| C=10 | H=13 | F=1 | N=2 | O=5
}} }}


'''Clevudine''' (]) is an antiviral drug for the treatment of ]. Clevudine is already approved for HBV in South Korea and the Philippines. It is marketed by ] in South Korea under the tradenames '''Levovir''' and '''Revovir'''. '''Clevudine''' (]) is an antiviral drug for the treatment of ] (HBV). It is already approved for HBV in ] and the ]. It is marketed by Bukwang Pharmaceuticals in South Korea under the tradenames '''Levovir''' and '''Revovir'''.
Under license from Bukwang, Pharmasset was developing the drug, but its phase III clinical trial (international, multicenter, randomized, double-blind, 96 week QUASH studies) was terminated due to some myopathy cases in patients.


It is a ].<ref name="pmid16628625">{{cite journal |unused_data=DUPLICATE DATA: doi=10.1002/hep.21166 |author=Lee HS, Chung YH, Lee K, ''et al.'' |title=A 12-week clevudine therapy showed potent and durable antiviral activity in HBeAg-positive chronic hepatitis B |journal=Hepatology |volume=43 |issue=5 |pages=982–8 |year=2006 |month=May |pmid=16628625 |doi=10.1002/hep.21166}}</ref> Researchers in South Korea are testing clevudine at lower doses in combination with ] for continued use.<ref name="pmid25101150 ">{{cite journal |vauthors=Tak WY, Yang JM, Kim BI, Baik SK, Cheon GJ, Byun KS, Kim DY, Yoo BC |title=A randomized, open-label study comparing low-dose clevudine plus adefovir combination therapy with clevudine monotherapy in naïve chronic hepatitis B patients. |journal=Hepatology International |volume=8 |issue=3 |pages=375–381 |date=May 2014 |pmid=25101150 |display-authors=etal |doi=10.1007/s12072-014-9537-5 |pmc=4116600}}</ref>

It is a ].<ref name="pmid16628625">{{cite journal |vauthors=Lee HS, Chung YH, Lee K |title=A 12-week clevudine therapy showed potent and durable antiviral activity in HBeAg-positive chronic hepatitis B |journal=Hepatology |volume=43 |issue=5 |pages=982–8 |date=May 2006 |pmid=16628625 |doi=10.1002/hep.21166|display-authors=etal|doi-access=free }}</ref>


==References== ==References==
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{{Antivirals}} {{Antivirals}}


{{antiinfective-drug-stub}}

]


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{{antiinfective-drug-stub}}
Clevudine: Difference between revisions Add topic