6-Amino-1-methyl-5-(methylamino)pyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 6-Amino-1-methyl-5-(methylamino)pyrimidine-2,4(1H,3H)-dione
• CAS No.: 55441-70-8
• Molecular Formula: C6H10N4O2
• Molecular Weight: 170.171
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID80399702
• Wikidata: Q82202396
• Mol file: 55441-70-8.mol

Synonyms:55441-70-8;6-Amino-1-methyl-5-(methylamino)pyrimidine-2,4(1H,3H)-dione;6-Amino-1-methyl-5-(methylamino)uracil;6-amino-1-methyl-5-(methylamino)pyrimidine-2,4-dione;SCHEMBL9412532;DTXSID80399702;6-Amino-5-methylamino-1-methyluracil;AKOS008962532;SB56073;CS-0360950;FT-0620924

Chemical Property of 6-Amino-1-methyl-5-(methylamino)pyrimidine-2,4(1H,3H)-dione

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: >300 °C
• Refractive Index: 1.605
• PKA: 9.37±0.40(Predicted)
• PSA: 92.91000
• Density: 1.38 g/cm³
• LogP: -0.64830
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 170.08037557
• Heavy Atom Count: 12
• Complexity: 271

Purity/Quality:

98%Min ^*data from raw suppliers

6-Amino-1-methyl-5-(methylamino)uracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(N(C(=O)NC1=O)C)N

Technology Process of 6-Amino-1-methyl-5-(methylamino)pyrimidine-2,4(1H,3H)-dione

There total 4 articles about 6-Amino-1-methyl-5-(methylamino)pyrimidine-2,4(1H,3H)-dione 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: 70.0%

6-amino-5-bromo-1-methylpyrimidine-2,4(1H,3H)-dione (14094-37-2) + methylamine (74-89-5) → 6-amino-1-methyl-5-(methylamino)pyrimidine-2,4-dione (55441-70-8)

Guidance literature:

In water; at 70 ℃; for 4h;

DOI:10.1021/jm970515+

Reference yield: 66.0%

6-amino-5-bromo-1-methylpyrimidine-2,4(1H,3H)-dione (14094-37-2) + methylamine (74-89-5) → C11H15N7O4 + 6-amino-1-methyl-5-(methylamino)pyrimidine-2,4-dione (55441-70-8)

Guidance literature:

In water; at 65 ℃; for 3h;

Reference yield:

6-amino-1-methyluracil (2434-53-9) → 6-amino-1-methyl-5-(methylamino)pyrimidine-2,4-dione (55441-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium bicarbonate; bromine / methanol / 0 - 20 °C

2: H₂O / 4 h / 70 °C

With bromine; sodium hydrogencarbonate; In methanol; water;

DOI:10.1016/j.tetlet.2005.11.095

upstream raw materials:

6-amino-5-bromo-1-methylpyrimidine-2,4(1H,3H)-dione

methylamine

6-amino-1-methyluracil

Downstream raw materials:

3,7,8-trimethyl-3,7-dihydro-purine-2,6-dione

1,3,7-trimethyl-8-phenylxanthine

6-((S)-1-Hydroxymethyl-propylamino)-3,7-dimethyl-8-((E)-styryl)-3,7-dihydro-purin-2-one

6-((R)-1-Hydroxymethyl-propylamino)-3,7-dimethyl-8-((E)-styryl)-3,7-dihydro-purin-2-one

Refernces

• 1、 Müller, Christa E.,Thorand, Mark,Qurishi, Ramatullah,Diekmann, Martina,Jacobson, Kenneth A.,Padgett, William L.,Daly, John W.. "Imidazo[2,1-i]purin-5-ones and related tricyclic water-soluble purine derivatives: Potent A2A- and A3-adenosine receptor antagonistst". . p. 3440 - 3450. Retrieved 2007/10/03.
• 2、 Rybar, Alfonz,Hesek, Dusan,Szemes, Fridrich,Alfoeldi, Juraj,Tegza, Marian. "3,7-DIALKYL-8-ALKYL- OR -ARYL-3,7-DIHYDROPURINE-2,6-DIONES". . p. 2257 - 2269. Retrieved 2007/10/02.