N6,N6-Dimethyladenosine

Base Information

• Chemical Name: N6,N6-Dimethyladenosine
• CAS No.: 2620-62-4
• Molecular Formula: C12H17N5O4
• Molecular Weight: 295.298
• Hs Code.: 29349990
• European Community (EC) Number: 220-057-7
• UNII: 0L9766EW9W
• DSSTox Substance ID: DTXSID90949075
• Nikkaji Number: J108.278G
• Wikidata: Q15632696
• Metabolomics Workbench ID: 51657
• ChEMBL ID: CHEMBL1229848
• Mol file: 2620-62-4.mol

Synonyms:6-(gamma,gamma-dimethylamino)purine riboside;6-dimethylaminopurine riboside;N(6),N(6)-dimethyladenosine

Chemical Property of N6,N6-Dimethyladenosine

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 1.33E-15mmHg at 25°C
• Melting Point: 184-185 °C
• Refractive Index: 1.757
• Boiling Point: 607.3 °C at 760 mmHg
• PKA: 13.11±0.70(Predicted)
• Flash Point: 321.1 °C
• PSA: 116.76000
• Density: 1.71 g/cm³
• LogP: -1.49620
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly, Heated), DMSO, Methanol (Sparingly), Water (Slightly, Son
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 295.12805404
• Heavy Atom Count: 21
• Complexity: 374

Purity/Quality:

97% ^*data from raw suppliers

6-Dimethylaminopurine-9-riboside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)O)O
• Isomeric SMILES: CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
• Uses: 6-Dimethylaminopurine-9-riboside (cas# 2620-62-4) is a compound useful in organic synthesis.

Technology Process of N6,N6-Dimethyladenosine

There total 29 articles about N6,N6-Dimethyladenosine 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: 99.8%

dimethyl amine (124-40-3) + 9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-6-(1,2,4-triazol-4-yl)purine (158782-62-8) → N,N-dimethyladenosine (2620-62-4)

Guidance literature:

In water; for 0.666667h; Ambient temperature;

Reference yield: 97.0%

6-Chloropurine riboside (2004-06-0) + dimethyl amine (124-40-3) → N,N-dimethyladenosine (2620-62-4)

Guidance literature:

In ethanol; at 20 ℃; for 1.5h;

DOI:10.1021/acs.jmedchem.1c00874

Reference yield: 93.0%

dimethyl amine (124-40-3) + 9-(β-D-ribofuranosyl)-6-(1,2,4-triazol-4-yl)purine (163632-54-0) → N,N-dimethyladenosine (2620-62-4)

Guidance literature:

In water; for 0.666667h; Ambient temperature;

upstream raw materials:

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(dimethylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

dimethyl amine

(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate

N⁶,N⁶,S-trimethyl-2-thio-isoguanosine

Downstream raw materials:

N⁶-methyladenosine

adenosine

2',3'-O-isopropylidene-N₆,N₆'-dimethyladenosine

5-(Methylamino)-1-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)imidazole-4-carboxamide

Refernces

• 1、 Itaya,Matsumoto. "-". . p. 4047,4049. Retrieved 1978.
• 2、 Kawaguchi, Mitsuyasu,Sekimoto, Eriko,Ohta, Yuhei,Ieda, Naoya,Murakami, Takashi,Nakagawa, Hidehiko. "Synthesis of Fluorescent Probes Targeting Tumor-Suppressor Protein FHIT and Identification of Apoptosis-Inducing FHIT Inhibitors". supporting information. p. 9567 - 9576. Retrieved 2021/07/19.
• 3、 -. "OLIGONUCLEOTIDE HAVING NON-NATURAL NUCLEOTIDE AT 5'-TERMINAL THEREOF". Paragraph 0715; 0716; 0717. . Retrieved 2018/01/19.