2-IODOADENOSINE

Base Information

• Chemical Name: 2-IODOADENOSINE
• CAS No.: 35109-88-7
• Molecular Formula: C10H12IN5O4
• Molecular Weight: 393.141
• Hs Code.: 29349990
• Mol file: 35109-88-7.mol

Synonyms:2-Iodo-D-adenosine;

Chemical Property of 2-IODOADENOSINE

Chemical Property:

• Appearance/Colour: Off-white crystalline solid
• Vapor Pressure: 2.32E-25mmHg at 25°C
• Melting Point: 202-203 °C
• Refractive Index: 1.994
• Boiling Point: 776.26 °C at 760 mmHg
• PKA: 13.05±0.70(Predicted)
• Flash Point: 423.267 °C
• PSA: 139.54000
• Density: 2.69 g/cm³
• LogP: -0.79420
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO, Methanol, Water

Purity/Quality:

99% ^*data from raw suppliers

2-Iodoadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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.
• Uses: An intermediate in the synthesis of isoguanosine (crotonoside or 2-hydroxyadenosine), a naturally occuring nucleoside analogue of guanosine. Isoguanosine is incorporated into mammalian but not bacterial nucleic acids, stimulates the accumulation of cyclic AMP in the brain, and is an inhibitor of IMP:pyrophosphorylase.

Technology Process of 2-IODOADENOSINE

There total 11 articles about 2-IODOADENOSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

2-iodo-6-chloro-9-(β-D-ribofuranosyl)purine (313477-85-9) → 2-iodoadenosine (35109-88-7)

Guidance literature:

With ammonia; at 60 ℃; for 18h;

DOI:10.1021/jm000287a

Reference yield: 93.0%

6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (5987-76-8) → 2-iodoadenosine (35109-88-7)

Guidance literature:

With ammonia; In ethanol; at 25 ℃; for 23h;

DOI:10.1021/jo00203a031

Reference yield: 83.0%

C31H22ClIN4O7 (403842-37-5) → 2-iodoadenosine (35109-88-7)

Guidance literature:

With ammonia; In methanol;

DOI:10.1016/S0960-894X(03)00020-9

upstream raw materials:

6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine

2-iodo-6-chloro-9-(β-D-ribofuranosyl)purine

C₃₁H₂₂ClIN₄O₇

2-amino-6-chloro-9-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine

Downstream raw materials:

YT-146

(3aR,4R,6R,6aR)-(6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

Refernces

• 1、 Bhattarai, Sanjay,Pippel, Jan,Scaletti, Emma,Idris, Riham,Freundlieb, Marianne,Rolshoven, Georg,Renn, Christian,Lee, Sang-Yong,Abdelrahman, Aliaa,Zimmermann, Herbert,El-Tayeb, Ali,Müller, Christa E.,Str?ter, Norbert. "2-Substituted α,β-Methylene-ADP Derivatives: Potent Competitive Ecto-5′-nucleotidase (CD73) Inhibitors with Variable Binding Modes". supporting information. p. 2941 - 2957. Retrieved 2020/04/10.
• 2、 McKean, Iain J. W.,Sadler, Joanna C.,Cuetos, Anibal,Frese, Amina,Humphreys, Luke D.,Grogan, Gideon,Hoskisson, Paul A.,Burley, Glenn A.. "S-Adenosyl Methionine Cofactor Modifications Enhance the Biocatalytic Repertoire of Small Molecule C-Alkylation". supporting information. p. 17583 - 17588. Retrieved 2019/11/11.