Synonym
5-Et-ddU; 5-Ethyl-2',3'-dideoxyuridine; D2EtU; ddEtUrd;
IUPAC/Chemical Name
2,4(1H,3H)-Pyrimidinedione, 5-ethyl-1-((2R,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl)-
InChi Key
MCKZMXMWYDOXBL-DTWKUNHWSA-N
InChi Code
InChI=1S/C11H16N2O4/c1-2-7-5-13(11(16)12-10(7)15)9-4-3-8(6-14)17-9/h5,8-9,14H,2-4,6H2,1H3,(H,12,15,16)/t8-,9+/m0/s1
SMILES Code
O=C1NC(C(CC)=CN1[C@@H]2O[C@H](CO)CC2)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
240.26
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Srivastav NC, Shakya N, Bhavanam S, Agrawal A, Tse C, Desroches N, Kunimoto DY, Kumar R. Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs. Bioorg Med Chem Lett. 2012 Jan 15;22(2):1091-4. doi: 10.1016/j.bmcl.2011.11.114. Epub 2011 Dec 4. PubMed PMID: 22178557.
2: Chu CK, Schinazi RF, Ahn MK, Ullas GV, Gu ZP. Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells. J Med Chem. 1989 Mar;32(3):612-7. PubMed PMID: 2918508.
3: Chu CK, Schinazi RF, Arnold BH, Cannon DL, Doboszewski B, Bhadti VB, Gu ZP. Comparative activity of 2',3'-saturated and unsaturated pyrimidine and purine nucleosides against human immunodeficiency virus type 1 in peripheral blood mononuclear cells. Biochem Pharmacol. 1988 Oct 1;37(19):3543-8. PubMed PMID: 3178868.
4: Balzarini J, Baba M, Pauwels R, Herdewijn P, De Clerq E. Anti-retrovirus activity of 3'-fluoro- and 3'-azido-substituted pyrimidine 2',3'-dideoxynucleoside analogues. Biochem Pharmacol. 1988 Jul 15;37(14):2847-56. PubMed PMID: 2840080.
