Synonym
2-Iodoadenosine; 35109-88-7; 2-Iodo Adenosine; Adenosine, 2-iodo-
IUPAC/Chemical Name
(2R,3R,4S,5R)-2-(6-amino-2-iodo-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
InChi Key
MGEBVSZZNFOIRB-UUOKFMHZSA-N
InChi Code
InChI=1S/C10H12IN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
SMILES Code
O[C@H]1[C@H](N2C=NC3=C(N)N=C(I)N=C23)O[C@H](CO)[C@H]1O
Appearance
To be determined
Purity
>97% (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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
393.14
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: van Tilburg EW, Gremmen M, von Frijtag Drabbe Künzel J, de Groote M, IJzerman
AP. 2,8-Disubstituted adenosine derivatives as partial agonists for the
adenosine A2A receptor. Bioorg Med Chem. 2003 May 15;11(10):2183-92. doi:
10.1016/s0968-0896(03)00123-8. PMID: 12713828.
2: Matsuda A, Shinozaki M, Miyasaka T, Machida H, Abiru T. Palladium-catalyzed
cross-coupling of 2-iodoadenosine with terminal alkynes: synthesis and
biological activities of 2-alkynyladenosines. Chem Pharm Bull (Tokyo). 1985
Apr;33(4):1766-9. doi: 10.1248/cpb.33.1766. PMID: 3840058.
3: Matsuda A, Shinozaki M, Yamaguchi T, Homma H, Nomoto R, Miyasaka T, Watanabe
Y, Abiru T. Nucleosides and nucleotides. 103. 2-Alkynyladenosines: a novel class
of selective adenosine A2 receptor agonists with potent antihypertensive
effects. J Med Chem. 1992 Jan 24;35(2):241-52. doi: 10.1021/jm00080a007. PMID:
1732541.
4: Persson T, Gronowitz S, Hörnfeldt AB, Johansson NG. Synthesis and antiviral
effects of 2-heteroaryl substituted adenosine and 8-heteroaryl substituted
guanosine derivatives. Bioorg Med Chem. 1995 Oct;3(10):1377-82. doi:
10.1016/0968-0896(95)00127-3. PMID: 8564404.
5: Tomikawa A, Seno M, Sato-Kiyotaki K, Ohtsuki C, Hirai T, Yamaguchi T,
Kawaguchi T, Yoshida S, Saneyoshi M. Synthetic nucleosides and nucleotides. 40.
Selective inhibition of eukaryotic DNA polymerase alpha by 9-(beta-D-
arabinofuranosyl)-2-(p-n-butylanilino) adenine 5'-triphosphate (BuAaraATP) and
its 2'-up azido analog: synthesis and enzymatic evaluations. Nucleosides
Nucleotides. 1998 Jan-Mar;17(1-3):487-501. doi: 10.1080/07328319808005193. PMID:
9708358.
