| 词条 | Edoxudine |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 443802525 | IUPAC_name = 5-ethyl-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione | image = Edoxudin.svg | alt = | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = Rx-only | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 15176-29-1 | ATCvet = | ATC_prefix = D06 | ATC_suffix = BB09 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 15ZQM81Y3R | PubChem = 66377 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 318153 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 59752 | smiles = O=C/1NC(=O)N(\\C=C\\1CC)[C@@H]2O[C@@H]([C@@H](O)C2)CO | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C11H16N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = XACKNLSZYYIACO-DJLDLDEBSA-N | C = 11 | H = 16 | N = 2 | O = 5 | molecular_weight = 256.25514 }} Edoxudine (or edoxudin) is an antiviral drug. It is an analog of thymidine, a nucleoside. It has shown effectiveness against herpes simplex virus.[1] SynthesisMercuration of the 2'-deoxyuridine 1 leads to the organometallic derivative 2; reaction of that with ethylene in the presence dilithiopalladium tetrachloride gives the alkylation product 3; this is reduced catalytically in situ. There is thus obtained the antiviral agent edoxudine 4. References1. ^{{cite journal | pmid = 14743269 | volume=34 | issue=12 | title=Topical antiviral agents for herpes simplex virus infections |date=December 1998 | journal=Drugs Today | pages=1013–25 | doi=10.1358/dot.1998.34.12.487486}} {{Antibiotics and chemotherapeutics for dermatological use}}{{DNA antivirals}}{{antiinfective-drug-stub}}{{dermatologic-drug-stub}}2. ^K. K. Gauri, GB 1170565; eidem, {{US patent|3553192}} (1968, 1971 both to Robugen). 3. ^{{Cite journal|doi=10.1021/ja00422a056|pmid=1249369|title=Synthesis of C-5 substituted pyrimidine nucleosides via organopalladium intermediates|year=1976|last1=Bergstrom|first1=Donald E.|last2=Ruth|first2=Jerry L.|journal=Journal of the American Chemical Society|volume=98|issue=6|pages=1587–9}} 4. ^{{cite journal|last1=Bergstrom|first1=Donald E.|last2=Ogawa|first2=Mark K.|title=C-5 substituted pyrimidine nucleosides. 2. Synthesis via olefin coupling to organopalladium intermediates derived from uridine and 2'-deoxyuridine|journal=Journal of the American Chemical Society|volume=100|issue=26|year=1978|pages=8106–8112|issn=0002-7863|doi=10.1021/ja00494a014}} 1 : Pyrimidinediones |
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