7-(beta-chloroethyl)guanine

Base Information

• Chemical Name: 7-(beta-chloroethyl)guanine
• CAS No.: 22247-87-6
• Molecular Formula: C₇H₈ClN₅O
• Molecular Weight: 213.626
• Mol file: 22247-87-6.mol

Synonyms:Guanine,7-(2-chloroethyl)- (8CI); 7-(2-Chloroethyl)guanine; 7-(b-Chloroethyl)guanine

Chemical Property of 7-(beta-chloroethyl)guanine

Chemical Property:

• Vapor Pressure: 3.16E-11mmHg at 25°C
• Boiling Point: 527.8°C at 760 mmHg
• Flash Point: 273°C
• PSA: 90.58000
• Density: 1.83g/cm³
• LogP: 0.28300

Purity/Quality:

95% ^*data from raw suppliers

7-(2-Chloroethyl)guanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 7-(2-Chloroethyl)guanine is a purine derivative that was examined as potential inhibitor of hypoxanthine-guanine phosphoribosyltransferase and as an antiprotozoal agent.

Technology Process of 7-(beta-chloroethyl)guanine

There total 5 articles about 7-(beta-chloroethyl)guanine 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: 62.0%

2-amino-7-(2-hydroxyethyl)purin-6-one (53498-52-5) → 7-(2-chloroethyl)guanine (22247-87-6)

Guidance literature:

With thionyl chloride; In 1,4-dioxane; for 1h; Heating;

DOI:10.1021/jm00178a002

Reference yield:

2-amino-6-(methylsulfanyl)purine (1198-47-6) → 7-(2-chloroethyl)guanine (22247-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH, Aliquat / benzene / 1 h / Heating

2: aq. HCl / 3 h / 100 °C

With hydrogenchloride; potassium hydroxide; Aliquat; In benzene;

Reference yield:

2-Amino-6-benzyloxypurine (19916-73-5) → 7-(2-chloroethyl)guanine (22247-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH, TBAB / benzene / 1 h / Heating

2: aq. HCl / 1 h / 100 °C

With hydrogenchloride; potassium hydroxide; tetrabutylammomium bromide; In benzene;

upstream raw materials:

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

2-amino-6-(methylsulfanyl)purine

2-Amino-6-benzyloxypurine

Refernces

• 1、 Piper,Laseter,Montgomery. "Synthesis of potential inhibitors of hypoxanthine-guanine phosphoribosyltransferase for testing as antiprotozoal agents. I. 7-Substituted 6-oxopurines". . p. 357 - 364. Retrieved 2007/10/02.