3-Methylguanine

Base Information

• Chemical Name: 3-Methylguanine
• CAS No.: 2958-98-7
• Molecular Formula: C6H7N5O
• Molecular Weight: 165.154
• Hs Code.: 2933990090
• European Community (EC) Number: 220-988-9
• NSC Number: 62622
• UNII: FEQ5689EMB
• DSSTox Substance ID: DTXSID90183755
• Nikkaji Number: J855.325D,J101.565F
• Wikidata: Q38133599
• Metabolomics Workbench ID: 37874
• Mol file: 2958-98-7.mol

Synonyms:3-methylguanine

Chemical Property of 3-Methylguanine

Chemical Property:

• Vapor Pressure: 2.83E-17mmHg at 25°C
• Melting Point: ≥300 °C
• Refractive Index: 1.617
• Boiling Point: 526.5 °C at 760 mmHg
• Flash Point: 272.2 °C
• PSA: 89.59000
• Density: 1.83 g/cm³
• LogP: -0.18000
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 165.06505986
• Heavy Atom Count: 12
• Complexity: 250

Purity/Quality:

98%min ^*data from raw suppliers

3-Methylguanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C(=O)N=C1N)NC=N2
• Uses: 3-Methylguanine is a derivative of the nucleotide guanine and have been investigated as a potential purine antagonist. 3-Methylguanine is a derivative of the nucleobase guanine and has been investigated as a potential purine antagonist.

Technology Process of 3-Methylguanine

There total 27 articles about 3-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: 87.0%

2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3-methyl-3,9-dihydro-purin-6-one; hydrate → 3-methylguanine (2958-98-7)

Guidance literature:

With hydrogenchloride; In water; at 25 ℃; Rate constant;

Reference yield: 82.0%

3-methyl-2-methylsulfanyl-7H-purin-6(3H)-one (40959-21-5) → 3-methylguanine (2958-98-7)

Guidance literature:

With ammonia; at 150 ℃; for 48h; under 36775.4 Torr;

DOI:10.1039/c39950002041

Reference yield: 57.0%

2,5,6-triamino-1-methyl-4-pyrimidone sulfate (1130-04-7) + formamide (77287-34-4,77287-35-5,60100-09-6) → 3-methylguanine (2958-98-7)

Guidance literature:

at 150 ℃; for 4h;

upstream raw materials:

3-methylguanosine

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

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

Downstream raw materials:

1-Benzyl-2-chloro-4,6-dimethyl-7-((E)-3-methyl-but-1-enyl)-1,4-dihydro-imidazo[1,2-a]purin-9-one

1-Benzyl-2-chloro-4,6-dimethyl-7-((E)-3-methyl-but-1-enyl)-1,4-dihydro-imidazo[1,2-a]purin-9-one

C₃₇H₃₆N₁₀O₂

bis(1-benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-2-yl)ketone

Refernces

• 1、 Baranowski, Daniel,Boryski, Jerzy,Ostrowski, Tomasz. "7-(β-D-Ribofuranosyl)-3-methylguanine: Synthesis from guanine and comparative multinuclear NMR studies". . . Retrieved 2021/11/27.
• 2、 Oivanen,Lonnberg. "Kinetics and mechanisms for reactions of adenosine 2'- and 3'-monophosphates in aqueous acid: Competition between phosphate migration, dephosphorylation, and depurination". . p. 2556 - 2560. Retrieved 2007/10/02.