- 2-Iodoadenosine
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- $0.00 / 100mg
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2026-01-04
- CAS:35109-88-7
- Min. Order:
- Purity:
- Supply Ability: 10g
- 2-IODOADENOSINE
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- $0.00 / 25kg
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2025-12-01
- CAS:35109-88-7
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1000kg
- 2-IODOADENOSINE
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- $15.00 / 1KG
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2021-08-12
- CAS:35109-88-7
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
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| | 2-IODOADENOSINE Basic information | | Uses |
| Product Name: | 2-IODOADENOSINE | | Synonyms: | 2-Iodo-D-adenosine;(2R,3R,4R,5R)-2-(6-AMINO-2-IODO-PURIN-9-YL)-5-(HYDROXYMETHYL)OXOLANE-3,4-DIOL(2-IODOADENOSINE);2-IODOADENOSINE;6-Amino-2-iodo-9-(beta-D-ribofuranosyl)purine;(2R,3R,4S,5R)-2-(6-aMino-2-iodo-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol;(4S,2R,3R,5R)-2-(6-amino-2-iodopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;2-Iodoadenosine>;Adenosine, 2-iodo- | | CAS: | 35109-88-7 | | MF: | C10H12IN5O4 | | MW: | 393.14 | | EINECS: | 623-798-8 | | Product Categories: | Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Nucleosides;Oligonucleotide Synthesis;Specialty Synthesis | | Mol File: | 35109-88-7.mol |  |
| | 2-IODOADENOSINE Chemical Properties |
| Melting point | 200 °C (dec.) | | Boiling point | 776.3±70.0 °C(Predicted) | | density | 2.69±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO, Methanol, Water | | form | Solid | | pka | 13.05±0.70(Predicted) | | color | Off-White to Pale Yellow | | λmax | 265nm(H2O)(lit.) | | 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 | | InChIKey | MGEBVSZZNFOIRB-UUOKFMHZSA-N | | SMILES | Nc1nc(I)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O | | CAS DataBase Reference | 35109-88-7(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-IODOADENOSINE Usage And Synthesis |
| Uses | 2-Iodoadenosine is an intermediate in the synthesis of isoguanosine (crotonin or 2-hydroxyadenosine), a natural nucleoside analog of guanosine. Isoguanosine is incorporated into the nucleic acids of mammals, rather than bacteria, stimulating the accumulation of cyclic adenosine (AMP) in the brain, and is an inhibitor of pyrophosphorylase IMP. | | Description | 2-Iodoadenosine is a chemical compound that is produced from the oxidation of uridine. It is used in the synthesis of peptides, which are important for biological processes like signal transduction and cell growth. | | Chemical Properties | Off-White Crystalline Solid | | Synthesis | GENERAL STEPS: To a flask containing 6.0 g (11.1 mmol) of (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(6-chloro-2-iodo-9H-purin-9-yl)tetrahydrofuran-3,4-diyldiacetate was added 100 mL of liquid NH3 at -78 °C with continuous stirring for 6 hours. Subsequently, the reaction mixture was slowly warmed to room temperature and the NH3 was evaporated overnight to give a brown oil. The product was purified by hot isopropanol crystallization to give 2-iodoadenosine (80% yield, melting point 143-145°C). Thin layer chromatographic analysis (20% MeOH/CHCl3) showed an Rf value of 0.6. 1H NMR (300 MHz, DMSO-d6) δ 8.24 (s, 1H), 7.68 (s, 2H), 5.75 (d, J = 6.16 Hz, 1H), 5.42 (d, J = 5.40 Hz, 1H), 5.16 (d, J = 4.62 Hz , 1H), 4.99 (t, J = 5.39 Hz, 1H), 4.67 (d, J = 4.81 Hz, 1H), 4.06 (d, J = 3.37 Hz, 1H), 3.89 (m, 1H), 3.54 (m, 2H). | | References | [1] Journal of Organic Chemistry, 1985, vol. 50, # 3, p. 406 - 408
[2] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 4, p. 1766 - 1769
[3] Journal of Organic Chemistry, 1988, vol. 53, # 13, p. 3051 - 3057
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 2, p. 241 - 252
[5] Patent: US4956345, 1990, A |
| | 2-IODOADENOSINE Preparation Products And Raw materials |
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