イドクスウリジン IDU
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/10/09 05:02:43」(JST)
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Idoxuridine
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Systematic (IUPAC) name |
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione |
Clinical data |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
MedlinePlus |
a601062 |
Pregnancy cat. |
? |
Legal status |
? |
Routes |
intravenously |
Identifiers |
CAS number |
54-42-2 Y |
ATC code |
D06BB01 J05AB02, S01AD01 |
PubChem |
CID 5905 |
DrugBank |
DB00249 |
ChemSpider |
10481938 Y |
UNII |
LGP81V5245 Y |
KEGG |
D00342 Y |
ChEMBL |
CHEMBL788 N |
NIAID ChemDB |
001857 |
Synonyms |
Iododeoxyuridine; IUdR |
Chemical data |
Formula |
C9H11IN2O5 |
Mol. mass |
354.099 g/mol |
SMILES
- I\C1=C\N(C(=O)NC1=O)C2C[C@H](O)[C@@H](CO)O2
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InChI
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InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7?/m0/s1 Y
Key:XQFRJNBWHJMXHO-GFCOJPQKSA-N Y
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N (what is this?) (verify)
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Idoxuridine is an anti-herpesvirus antiviral drug.
It is a nucleoside analogue, a modified form of deoxyuridine, similar enough to be incorporated into viral DNA replication, but the iodine atom added to the uracil component blocks base pairing. It is used only topically due to cardiotoxicity.
Contents
- 1 Clinical use
- 2 Side effects
- 3 Formulations and dosage
- 4 See also
- 5 References
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Clinical use
Idoxuridine is mainly used topically to treat herpes simplex keratitis.[1] Epithelial lesions, especially initial attacks presenting with a dendritic ulcer, are most responsive to therapy, while infection with stromal involvement are less responsive.[2] Idoxuridine is ineffective against herpes simplex virus type 2 and varicella-zoster.[1]
Side effects
Common side effects of the eye drops include irritation, blurred vision and photophobia.[3] Corneal clouding and damage of the corneal epithelium may also occur.[citation needed]
Formulations and dosage
Idoxuridine is available as either a 0.5% ophthalmic ointment or as a 0.1% ophthalmic solution.[1] The dosage of the ointment is every 4 hours during day and once before bedtime.[1] The dosage of the solution is 1 drop in the conjunctival sac hourly during the day and every 2 hours during the night until definitive improvement, then 1 drop every 2 hours during the day and every 4 hours during the night.[1] Therapy is continued for 3-4 days after healing is complete, as demonstrated by fluorescein staining.[1]
See also
References
- Seth A, Misra A, Umrigar D (2004). "Topical liposomal gel of idoxuridine for the treatment of herpes simplex: pharmaceutical and clinical implications". Pharm Dev Technol 9 (3): 277–289. doi:10.1081/PDT-200031432. PMID 15458233.
- Otto S (1998). "Radiopharmaceuticals (Strontium 89) and radiosensitizers (idoxuridine)". J Intraven Nurs 21 (6): 335–7. PMID 10392098.
- Fauth E, Zankl H (1999). "Comparison of spontaneous and idoxuridine-induced micronuclei by chromosome painting". Mutat Res 440 (2): 147–56. PMID 10209337.
- ^ a b c d e f Goodman and Gilman's The Pharmacological Basis of Therapeutics. Edited by Gilman AG, Rall TW, Nies AS, Taylor P. McGraw-Hill. 8th ed. 1990.
- ^ Maxwell E. Treatment of herpes keratitis with 5-iodo-2-deoxyuridine (IDU): a clinical evaluation of 1500 cases. Am. J. Ophthalmol., 1963, 56, 571-573.
- ^ Drugs.com: Idoxuridine ophthalmic
Antibiotics and chemotherapeutics for dermatological use (D06)
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Antibiotics |
Tetracycline and derivatives
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- Demeclocycline
- Chlortetracycline
- Oxytetracycline
- Tetracycline
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Others
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- Amphenicol: Chloramphenicol
- Aminoglycosides: Neomycin
- Gentamicin
- Amikacin
- Streptogramin: Virginiamycin
- other: Fusidic acid
- Bacitracin
- Tyrothricin
- Mupirocin
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Chemotherapeutics |
Sulfonamides
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- Silver sulfadiazine
- Sulfathiazole
- Mafenide
- Sulfamethizole
- Sulfanilamide
- Sulfamerazine
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Antivirals
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- Aciclovir
- Penciclovir
- Idoxuridine
- Edoxudine
- Imiquimod/Resiquimod
- Podophyllotoxin
Docosanol
- Tromantadine
- Inosine
- Lysozyme
- Ibacitabine
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Other
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noco(i/b/d/q/u/r/p/m/k/v/f)/cong/tumr(n/e/d), sysi/epon
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proc, drug (D2/3/4/5/8/11)
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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#/Valacyclovir
- 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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UpToDate Contents
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English Journal
- Characterization of pyrimidine nucleoside phosphorylase of Mycoplasma hyorhinis: implications for the clinical efficacy of nucleoside analogues.
- Vande Voorde J, Gago F, Vrancken K, Liekens S, Balzarini J.SourceRega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, blok x - bus 1030, B-3000 Leuven, Belgium.
- The Biochemical journal.Biochem J.2012 Jul 1;445(1):113-23.
- In the present paper we demonstrate that the cytostatic and antiviral activity of pyrimidine nucleoside analogues is markedly decreased by a Mycoplasma hyorhinis infection and show that the phosphorolytic activity of the mycoplasmas is responsible for this. Since mycoplasmas are (i) an important cau
- PMID 22475552
- Environmental enrichment increases the GFAP+ stem cell pool and reverses hypoxia-induced cognitive deficits in juvenile mice.
- Salmaso N, Silbereis J, Komitova M, Mitchell P, Chapman K, Ment LR, Schwartz ML, Vaccarino FM.SourceChild Study Center, Yale University School of Medicine, New Haven, Connecticut 06520, USA.
- The Journal of neuroscience : the official journal of the Society for Neuroscience.J Neurosci.2012 Jun 27;32(26):8930-9.
- Premature children born with very low birth weight (VLBW) can suffer chronic hypoxic injury as a consequence of abnormal lung development and cardiovascular abnormalities, often leading to grave neurological and behavioral consequences. Emerging evidence suggests that environmental enrichment improv
- PMID 22745493
Japanese Journal
- 抗ウイルス剤イドキシウリヂン+アクラルビシン合剤軟膏による尖圭コンジロームとVAIN (vaginal intraepithelial neoplasia)の治療
- 手島 英雄,己斐 澄子,山川 義寛,片瀬 功芳,梅沢 聡,加藤 友康,荷見 勝彦
- 日本産科婦人科學會雜誌 46(10), 1065-1068, 1994-10-01
- NAID 110002109204
- 抗ウィルス剤1doxuridineによる外陰部尖圭コソジローマ治療の試み
Related Links
- idoxuridine [i″doks-ūr´ĭ-dēn] a pyrimidine analogue that prevents replication of DNA viruses; used topically in herpes simplex keratitis. i·dox·ur·i·dine (IDU), (ī'doks- u'ri-dēn), A pyrimidine analogue that produces both antiviral and ...
- Buy Idoxuridine (CAS 54-42-2), a cytotoxic analog of thymidine, antiviral, from Santa Cruz. Purity: ≥98%, Molecular Formula: C9H11IN2O5, MW: 354.10 ... 同義語 5-Iodo-2′-deoxyuridine; 1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil; 5 ...
Related Pictures
★リンクテーブル★
[★]
[★]
- 英
- idoxuridine
- 商
- IDU眼軟膏、IDU点眼液
- 関
- 抗ウイルス薬