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CAS 54-42-2

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5-Iodo-2′-deoxyuridine

Description:
5-Iodo-2′-deoxyuridine (IDU) is a nucleoside analog of thymidine, characterized by the presence of an iodine atom at the 5-position of the pyrimidine ring. It is primarily used in antiviral research and as a potential therapeutic agent in cancer treatment due to its ability to interfere with DNA synthesis. IDU is a white to off-white crystalline powder that is soluble in water and exhibits a moderate stability profile under physiological conditions. Its molecular formula is C₁₃H₁₂I N₃O₅, and it has a molecular weight that reflects its complex structure. The compound is known to inhibit viral replication, particularly in the context of herpes simplex virus, and is also studied for its effects on cellular processes. IDU can be incorporated into DNA during replication, leading to mutations and ultimately cell death, which is a mechanism exploited in cancer therapy. Safety and handling precautions are necessary due to its potential biological effects, and it should be used in controlled laboratory settings.
Formula:C9H11IN2O5
InChI: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
InChI key:InChIKey=XQFRJNBWHJMXHO-RRKCRQDMSA-N
SMILES:O=C1N([C@@H]2O[C@H](CO)[C@@H](O)C2)C=C(I)C(=O)N1
Synonyms:
  • 1-(2-Dehydroxy-β-D-ribofuranosyl)-5-iodouracil
  • 1-(2-Deoxy-β-<span class="text-smallcaps">D</span>-ribofuranosyl)-5-iodouracil
  • 1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil
  • 1-(2-deoxy-beta-D-threo-pentofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
  • 1-(2-deoxypentofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
  • 1-[(3xi)-2-deoxy-beta-D-glycero-pentofuranosyl]-5-iodopyrimidine-2,4(1H,3H)-dione
  • 2'-Desoxy-5-iodouridine
  • 2-Deoxy-5-iodouridine
  • 5-Iodo-2'-Deoxy-D-Uridine
  • 5-Iodo-2'-desoxyuridine
  • See more synonyms
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