1-(2-Deoxy-beta-L-erythro-pentofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
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Grundinformationen
- CAS
162239-35-2- Standard-SMILES
O=c1[nH]c(=O)n([C@@H]2C[C@@H](O)[C@H](CO)O2)cc1I- InChIKey
XQFRJNBWHJMXHO-VQVTYTSYSA-N- Summenformel
- C9H11IN2O5
- Durchschnittliche Molmasse
- 354,1 g/mol
- Monoisotopische Masse
- 353,97126945
Namen und Bezeichner
- Bevorzugter Name
- 1-(2-Deoxy-beta-L-erythro-pentofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
- IUPAC
- 1-(2-Deoxy-beta-L-erythro-pentofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
- Englischer Name
- ent-idoxuridine
- Summenformel
- C9H11IN2O5
- Molmasse
- 354.1
Namen und Synonyme
ent-IdoxuridineIdoxuridine Impurity 1Idoxuridine Enantiomer2'-Deoxy-L-5-iodouridine5-Iodo-2'-deoxy-L-uridineL-2’-Deoxy-5-iodo uridine1-(2-Deoxy-β-L-erythro-pentofuranosyl)-5-iodo-2,4(1H,3H)-pyriMidinedione2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-L-erythro-pentofuranosyl)-5-iodo-Adenosine, 5′-[[(3S)-3-amino-3-carboxypropyl]methylsulfonio]-5′-deoxy-, sulfate (salt), 4-methylbenzenesulfonate (salt) sulfate (salt) (2:2:2:1)
Datenbank-Bezeichner
- CAS
162239-35-2- PubChem CID
- 3008588
- DTXSID
DTXSID90858991- Nikkaji
- J670.135C
Eigenschaften
Physikochemische Eigenschaften
- Dichte
- 2.148 · 2.148±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 7.826 · 7.826±0.10(predicted)
- InChI
- InChI=1/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-/s3
- InChIKey
- XQFRJNBWHJMXHO-WGPDPFDPNA-N
- SMILES
- N1C(=O)C(I)=CN([C@@H]2CC(O)[C@H](CO)O2)C1=O |&1:7,11,r|
Chemie und Industrie
Anwendungen
BeschreibungEnt-Idoxuridine, also known as 5-iodo-2'-deoxyuridine, is a cytosolic DNA synthesis inhibitor that acts by blocking the conversion of deoxycytidine to deoxyadenosine through the inhibition of the enzyme deoxycytidine kinase. As an enantiomer of idoxuridine, it shares the exact mechanism of action. Notably, ent-idoxuridine is resistant to exonucleases and has demonstrated effectiveness in treating immunodeficiency caused by HIV.
VerwendenThe enantiomer of Idoxuridine (I205750). Antitumor nucleoside enantiomer thymidine kinase used as potential antiviral agents.
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