879-08-3

Basic information

• Product Name: 9-ETHYLGUANINE
• Synonyms: 6-AMINO-9-ETHYL-2-HYDROXYPURINE;9-ETHYLGUANINE;2-amino-9-ethyl-6-hydroxypurine;2-Amino-9-ethyl-6-hydroxypurine, 6-Amino-9-ethyl-2-hydroxypurine;2-Amino-9-ethyl-9H-purin-6(1H)-one;9-Ethyl-2-amino-9H-purine-6(1H)-one;2-amino-9-ethyl-3H-purin-6-one;2-azanyl-9-ethyl-3H-purin-6-one
• CAS NO: 879-08-3
• Molecular Formula: C₇H₉N₅O
• Molecular Weight: 179.18
• Mol File: 879-08-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 486.1ºC at 760 mmHg
• Flash Point: 247.8ºC
• Appearance: /
• Density: 1.68g/cm3
• Vapor Pressure: 1.33E-09mmHg at 25°C
• Refractive Index: 1.798
• Storage Temp.: 2-8°C
• PKA: 9.65±0.20(Predicted)
• CAS DataBase Reference: 9-ETHYLGUANINE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-ETHYLGUANINE(879-08-3)
• EPA Substance Registry System: 9-ETHYLGUANINE(879-08-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 879-08-3(Hazardous Substances Data)

Usage

Chemical Properties

Brown yellow solid

Uses

9-Ethylguanine is a DNA model base used to study DNA interactions with organometallic complexes, especially those designed to target tumors.

InChI:InChI=1/C7H9N5O/c1-2-12-3-9-4-5(12)10-7(8)11-6(4)13/h3H,2H2,1H3,(H3,8,10,11,13)

Upstream product

• 527-57-1 2,5-diamino-1H-pyrimidine-4,6-dione 
• 542-85-8 Ethyl isothiocyanate 
• 10310-21-1 2-amino-6-chloropurine 
• 17356-08-0 thiourea 
• 130584-29-1 2-amino-6-chloro-9-ethyl-9H-purine 
• 10310-21-1 2-Amino-6-chloropurin 
• 131490-64-7 5-<amino>-1-ethyl-1H-imidazole-4-carboxamide 
• 67790-32-3 5-amino-1-ethyl-1H-imidazole-4-carboxamide 
• 20535-83-5 O-methylguanine 
• 17495-12-4 2-amino-7-benzyl-1H-purin-6(7H)-one 
• 77287-34-4 formamide 
• 78523-14-5 2-Amino-6-ethylamino-5-nitroso-3H-pyrimidin-4-one 
• 137063-90-2 9-Ethyl-O⁶-methylguanine 
• 131490-68-1 1-ethyl-5-<(thiocarbamoyl)amino>-1H-imidazole-4-carboxamide 

Downstream Products

• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 753027-61-1 N²-carboxymethyl-1,N²-(trans-1,2-dihydroxyethano)-9-ethylguanine 
• 1326301-16-9 [(η5-tetramethyl(phenyl)cyclopentadienyl)Ir(2-phenylpyridine(1-))(9-ethylguanine)](1+) 
• 110-86-1 pyridine 
• 67-64-1 acetone 

Relevant articles and documents

An Improved Route to Guanines Substituted at N-9

2-Amino-6-chloropurines (2b)-(2e) react with trimethylamine/3-hydroxypropionitrile in the presence of 1,8-diazabicycloundec-7-ene to afford the corresponding N-9-substituted guanines (1b)-(1e) in near-quantitative yield.

New synthesis of 9-alkylguanines and their N2-substituted derivatives

A new method of synthesizing 9-alkyl guanines and their N2-substituted derivatives from 7-benzylguanine and its N2-substituted derivatives has been developed by quaternization with alkyl halides, dialkyl sulfates, or arenesulfonic acid esters, and subsequent removal of the benzyl protection by hydrogenation of the intermediate quaternary salts or of the betaines obtained from them. 1998 Plenum Publishing Corporation.

Alkylpurines as immunopotentiating agents. Synthesis and antiviral activity of certain alkylguanines.

Several simple 8-substituted 9-alkyl- and 7,8-disubstituted 9-alkylguanine derivatives were synthesized as potential antiviral agents. These were tested for antiviral protection against a lethal Semliki Forest virus (SFV) infection in mice, and their anti