7-METHYLGUANINE

Base Information

• Chemical Name: 7-METHYLGUANINE
• CAS No.: 578-76-7
• Molecular Formula: C6H7N5O
• Molecular Weight: 165.154
• Mol file: 578-76-7.mol

Synonyms:Guanine,7-methyl- (6CI,7CI,8CI);2-Amino-7-methylhypoxanthine;7-Methylguanine;N7-Methylguanine;NSC 193444;NSC 19647;

Chemical Property of 7-METHYLGUANINE

Chemical Property:

• Vapor Pressure: 2.78E-10mmHg at 25°C
• Melting Point: 370°C
• Refractive Index: 1.864
• Boiling Point: 503.9 °C at 760 mmHg
• PKA: 9.78±0.20(Predicted)
• Flash Point: 258.6 °C
• PSA: 89.59000
• Density: 1.83 g/cm³
• LogP: -0.18000
• Storage Temp.: −20°C
• Solubility.: Aqueous Base (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Methylguanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Has binding affinity to guanine deaminase, an important metalloenzyme in purine catabolism. Found in urine of patients with malignant cancer.

Technology Process of 7-METHYLGUANINE

There total 40 articles about 7-METHYLGUANINE 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: 93.0%

7-methylguanosine (20244-86-4) + [8-13C-7-15N]-6-chloropurine (623925-45-1) → 7-methylguanine (578-76-7) + [8-13C-7-15N]-6-chloro-9-(β-D-ribofuranosyl)purine

Guidance literature:

With sodium hydroxide; dipotassium hydrogenphosphate; purine nucleoside phosphorylase; In water; at 30 ℃; for 48h; pH=7.4; Enzymatic reaction;

DOI:10.1021/jo0345446

Reference yield: 93.0%

7-methylguanosine hydroiodide (81100-62-1) + 2-Amino-6-chloropurin (10310-21-1) → 2-Amino-6-chloropurine riboside (2004-07-1) + 7-methylguanine (578-76-7)

Guidance literature:

With recombinant purine nucleoside phosphorylase from Aeromonas hydrophila; at 20 ℃; pH=7.5; regioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/adsc.201100505

Reference yield: 93.0%

7-methylguanosine hydroiodide (81100-62-1) + 2-amino-6-(methylsulfanyl)purine (1198-47-6) → 7-methylguanine (578-76-7) + (2R,3R,4S,5R)-2-[2-amino-6-(methylthio)-9H-purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (4914-73-2,38819-17-9)

Guidance literature:

With recombinant purine nucleoside phosphorylase from Aeromonas hydrophila; at 20 ℃; pH=7.5; regioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/adsc.201100505

upstream raw materials:

dimethyl sulfate

guanine

trimethylsulfoxonium iodide

Carbamic acid (R)-2,7-diamino-1-[2-amino-9-(4-hydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yloxy]-6-methyl-5,8-dioxo-2,3,5,8-tetrahydro-1H-pyrrolo[1,2-a]indol-9-ylmethyl ester

Downstream raw materials:

C₁₃H₁₂FN₅OS

C₉H₁₃N₅OS

2-amino-6-mercapto-7-methylpurine

7-(pentafluorophenyl)-10-oxo-1-methyl-9,10-dihydropyrimido<1,2-a>purine

Refernces

• 1、 Shaw. "-". . p. 883. Retrieved 1962.
• 2、 Drenichev, Mikhail S.,Alexeev, Cyril S.,Kurochkin, Nikolay N.,Mikhailov, Sergey N.. "Use of Nucleoside Phosphorylases for the Preparation of Purine and Pyrimidine 2′-Deoxynucleosides". supporting information. p. 305 - 312. Retrieved 2018/01/15.
• 3、 Ubiali, Daniela,Serra, Carla D.,Serra, Immacolata,Morelli, Carlo F.,Terreni, Marco,Albertini, Alessandra M.,Manitto, Paolo,Speranzab, Giovanna. "Production, characterization and synthetic application of a purine nucleoside phosphorylase from Aeromonas hydrophila". experimental part. p. 96 - 104. Retrieved 2012/04/11.