3'-deoxyinosine

Base Information

• Chemical Name: 3'-deoxyinosine
• CAS No.: 13146-72-0
• Molecular Formula: C10H12 N4 O4
• Molecular Weight: 252.23
• Hs Code.: 2934999090
• Mol file: 13146-72-0.mol

Synonyms:3'-Deoxyinosine

Chemical Property of 3'-deoxyinosine

Chemical Property:

• Boiling Point: 681.2°Cat760mmHg
• PKA: 13.77±0.60(Predicted)
• Flash Point: 365.8°C
• PSA: 113.26000
• Density: 1.91g/cm³
• LogP: -1.23970
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

3''-Deoxyinosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3'-Deoxyinosine can be used as an Inosine (I661000) analog with potential use as an antileishmanial drug and used as an inhibiting agent in studies of Trypanosoma cruzi growth inside host cells in vitro. 3''-Deoxyinosine (Didanosine EP Impurity D) is an Inosine (I661000) analog with potential use as an antileishmanial drug. Used as an inhibiting agent in studies of Trypanosoma cruzi growth inside host cells in vitro. An impurity of the antiviral drug 2’,3’-Dideoxyinosine (D440950).

Technology Process of 3'-deoxyinosine

There total 11 articles about 3'-deoxyinosine 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: 95.0%

cordycepin (73-03-0) → 3′-deoxyinosine (13146-72-0)

Guidance literature:

With Azodicarboxamid; In water; at 50 ℃; for 1h;

DOI:10.1016/S0040-4020(00)00222-2

Reference yield: 33.0%

Inosine (58-63-9) → 3′-deoxyinosine (13146-72-0)

Guidance literature:

Inosine; With 2-acetoxy-2-methylpropanoyl chloride; sodium iodide; In acetonitrile; for 1.5h; Inert atmosphere;

With 10 wt% Pd(OH)2 on carbon; hydrogen; sodium acetate; In methanol; water;

With ammonia; In methanol;

DOI:10.1016/j.ejmech.2019.112018

Reference yield:

9-(2',5'-di-O-acetyl-3'-bromo-3'-deoxy-β-D-xylofuranosyl)hypoxanthine (125790-82-1) → 3′-deoxyinosine (13146-72-0) + Dideoxyinosine (69655-05-6)

Guidance literature:

With dmap; sodium hydroxide; hydrogen; palladium on activated charcoal; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₃CN, 5 deg C, 12 h, 2.) RT, 1 h;

DOI:10.1080/07328319608002368

upstream raw materials:

9-(2',5'-di-O-acetyl-3'-bromo-3'-deoxy-β-D-xylofuranosyl)hypoxanthine

cordycepin

adenosine

9-(2,3-anhydro-β-D-ribofuranosyl)adenine

Downstream raw materials:

hypoxanthine

(2R,3R,5S)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol

(2R,3R,5S)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-ol

Inosine

Refernces

• 1、 Ciuffreda, Pierangela,Casati, Silvana,Santaniello, Enzo. "The action of adenosine deaminase (E.C. 3.5.4.4.) on adenosine and deoxyadenosine acetates: The crucial role of the 5'-hydroxy group for the enzyme activity". . p. 3239 - 3243. Retrieved 2000.
• 2、 Haga et al.. "". . p. 3922. Retrieved 1970.
• 3、 -. "APPLICATION OF 3'-DEOXYINOSINE IN PREPARATION OF DRUG, FOOD OR HEALTH PRODUCT FOR MULTIPLE DISEASE". Page/Page column 9. . Retrieved 2020/05/13.