5-Iodouridine

Names

[ Name ]:
5-Iodouridine

[Synonym ]:
5-Iodouridine
5-Iod-uridin
5-Iodoruidine
2,4-Dihydroxy-5-iodo-1-β-D-ribofuranosylpyrimidine
Uridine, 5-iodo-
5-iodo-uridine
EINECS 213-833-1
5-Jod-uridin
5-Iodo-D-uridine
MFCD00006532

Biological Activity

[Description]:

5-Iodouridine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

[References]

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.

Chemical & Physical Properties

[ Density]:
2.3±0.1 g/cm3

[ Melting Point ]:
205-207ºC (dec.)(lit.)

[ Molecular Formula ]:
C₉H₁₁IN₂O₆

[ Molecular Weight ]:
370.10

[ Exact Mass ]:
369.966156

[ PSA ]:
124.78000

[ LogP ]:
-0.43

[ Index of Refraction ]:
1.748

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
22-24/25-36/37/39-27-26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Loss of Foxm1 Results in Reduced Somatotrope Cell Number during Mouse Embryogenesis.

PLoS ONE 10 , e0128942, (2015)

FOXM1, a member of the forkhead box transcription factor family, plays a key role in cell cycling progression by regulating the expression of critical G1/S and G2/M phase transition genes. In vivo stu...

Synthesis of uridine phosphoramidite analogs: reagents for site-specific incorporation of photoreactive sites into RNA sequences.

Bioconjug. Chem. 5(6) , 508-12, (1994)

The synthesis of three new photoactive RNA phosphoramidites, 5-bromouridine, 5-iodouridine, and O4-triazolouridine, is reported. The 5' OH of bromouridine and iodouridine were protected as dimethoxytr...

Phosphine containing oligonucleotides for the development of metallodeoxyribozymes.

Chem. Commun. (Camb.) (15) , 1556-8, (2007)

Novel transition metal catalysts based on oligonucleotides can be easily obtained by functionalization of 5-iodouridine with phosphine ligands, resulting in good asymmetric induction in palladium cata...