N(7)-hydroxyethylguanine

Base Information

• Chemical Name: N(7)-hydroxyethylguanine
• CAS No.: 53498-52-5
• Molecular Formula: C7H9 N5 O2
• Molecular Weight: 195.18
• Mol file: 53498-52-5.mol

Synonyms:Guanine,7-(2-hydroxyethyl)- (7CI); 7-(2-Hydroxyethyl)guanine; 7-(b-Hydroxyethyl)guanine;N7-(2-Hydroxyethyl)guanine; NSC 637506

Chemical Property of N(7)-hydroxyethylguanine

Chemical Property:

• Vapor Pressure: 1.71E-14mmHg at 25°C
• Melting Point: >300°C
• Boiling Point: 584.3°C at 760 mmHg
• Flash Point: 307.1°C
• PSA: 109.82000
• Density: 1.86g/cm³
• LogP: -0.72470
• Storage Temp.: Refrigerator

Purity/Quality:

97% ^*data from raw suppliers

N7-(2-Hydroxyethyl)guanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An ethylene oxide-DNA adduct ss.

Technology Process of N(7)-hydroxyethylguanine

There total 3 articles about N(7)-hydroxyethylguanine 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:

oxirane (75-21-8,99932-75-9) + G (118-00-3) → 2-amino-7-(2-hydroxyethyl)purin-6-one (53498-52-5)

Guidance literature:

With acetic acid; Yield given. Multistep reaction; 1.) 6 h, 2.) H₂O, 80 to 100 deg C, 2 h;

DOI:10.1021/jo00029a008

Reference yield:

α-hydroperoxy-N-nitrosomorpholine (550346-48-0) + 2'-Deoxyguanosine (961-07-9) → 2-amino-7-(2-hydroxyethyl)purin-6-one (53498-52-5) + O6-(2-Hydroxyethyl)guanine (78014-96-7)

Guidance literature:

α-hydroperoxy-N-nitrosomorpholine; 2'-Deoxyguanosine; With tris-(2-carboxyethyl)-phosphine hydrochloride; In acetonitrile; at 23 ℃; for 0.00277778h; aq. buffer;

With hydrogenchloride; In water; acetonitrile; at 80 ℃; for 0.5h;

With sodium hydroxide; In water; acetonitrile; pH=7; pH-value; Kinetics;

DOI:10.1021/tx100093a

Reference yield:

→ 7-(2-Hydroxyaethyl)-guanin (53498-52-5)

Guidance literature:

Guanosin, 1/2 h Erhitzen m. Aethylenoxid in Eg. auf 100grad, nachfolg. Hydrolyse;

DOI:10.1039/jr9610003923

upstream raw materials:

oxirane

G

α-hydroperoxy-N-nitrosomorpholine

2'-Deoxyguanosine

Downstream raw materials:

2-benzamido-7-(2-hydroxyethyl)purin-6-one

7-(2-aminoethyl)-2-benzamidopurin-6-one

N-<2-<7-(2-benzamido-6-oxopurinyl)>ethyl>-N-<2-<2-oxo-1-<4-<(triphenylmethyl)amino>pyrimidinyl>>ethyl>amine

bis<2-<7-(2-benzamido-6-oxopurinyl)>ethyl>amine

Refernces

• 1、 Pauwels,Veulemans. "Comparison of ethylene, propylene and styrene 7,8-oxide in vitro adduct formation on N-terminal valine in human haemoglobin and on N-7-guanine in human DNA". . p. 21 - 33. Retrieved 1998.
• 2、 Sessler, L. Jonathan,Magda, Darren,Furuta, Hiroyuki. "Synthesis and Binding Properties of Monomeric and Dimeric Guanine and Cytosine Amine Derivatives". . p. 818 - 826. Retrieved 2007/10/02.