1,N6-Ethenoadenine

Base Information

• Chemical Name: 1,N6-Ethenoadenine
• CAS No.: 13875-63-3
• Molecular Formula: C7H5 N5
• Molecular Weight: 159.15
• Hs Code.: 2933990090
• UNII: SIN7411HG7
• DSSTox Substance ID: DTXSID90160768
• Nikkaji Number: J396.647J,J2.625.192C
• Wikidata: Q27459874
• Metabolomics Workbench ID: 52309
• Mol file: 13875-63-3.mol

Synonyms:1,N(6)-ethenoadenine;epsilonA nucleobase

Chemical Property of 1,N6-Ethenoadenine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 58.87000
• Density: 1.78g/cm³
• LogP: 0.60560
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 159.05449518
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

99%min ^*data from raw suppliers

N6-Ethenoadenine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN2C=NC3=C(C2=N1)NC=N3
• Uses: 1,N6-Ethenoadenine is a mutagenic DNA lesion.

Technology Process of 1,N6-Ethenoadenine

There total 4 articles about 1,N6-Ethenoadenine 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:

3-(2-Deoxy-β-D-erythro-pentafuranosyl)-3H-imidazo[2,1-i]purine (68498-25-9) → 1,N6-Ethenoadenine (13875-63-3)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 1h;

DOI:10.1021/ja991517h

Reference yield:

2'-deoxyadenosine → 1,N6-Ethenoadenine (13875-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. K₂HPO₄ / 0.5 h / 20 °C / pH 7.4

2: 0.1 N aq. HCl / 1 h / 70 °C

With hydrogenchloride; dipotassium hydrogenphosphate; 1: Condensation / 2: Hydrolysis;

DOI:10.1021/ja991517h

Reference yield:

2-chloroethanal (107-20-0) + 7H-purin-6-ylamine (73-24-5,71660-29-2,71660-30-5) → N6-ethenoadenine (13875-63-3)

Guidance literature:

In aq. phosphate buffer; at 100 ℃; for 0.25h; Temperature;

DOI:10.1002/chem.201905639

upstream raw materials:

3-(2-Deoxy-β-D-erythro-pentafuranosyl)-3H-imidazo[2,1-i]purine

2-chloroethanal

7H-purin-6-ylamine

Downstream raw materials:

3-(2-Deoxy-β-D-erythro-pentafuranosyl)-3H-imidazo[2,1-i]purine

Refernces

• 1、 Jones, Wendelyn R.,Dedon, Peter C.. "DNA oxidation as a source of endogenous electrophiles: Formation of ethenoadenine adducts in γ-irradiated DNA [7]". . p. 9231 - 9232. Retrieved 1999.