6-Amino-3-methyluracil

Base Information

• Chemical Name: 6-Amino-3-methyluracil
• CAS No.: 21236-97-5
• Molecular Formula: C5H7N3O2
• Molecular Weight: 141.129
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30355712
• Nikkaji Number: J904.558I
• Wikidata: Q72439804
• Mol file: 21236-97-5.mol

Synonyms:6-Amino-3-methyluracil;21236-97-5;6-amino-3-methylpyrimidine-2,4(1H,3H)-dione;6-amino-3-methyl-1H-pyrimidine-2,4-dione;3-Methyl-6-aminouracil;MFCD02091062;3-methyl-6-amino-uracil;SCHEMBL1947779;SCHEMBL24879507;6-amino-3-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;DTXSID30355712;JGAVPFNFAUWIJY-UHFFFAOYSA-N;AKOS000279588;AKOS006338484;GS-3814;SB57732;AC-28751;SY067139;6-Amino-3-methyl-1Hpyrimidine-2,4-dione;AM20090180;CS-0096287;FT-0660149;W11628;6-amino-3-methylpyrimidine-2,4 (1H,3H)-dione;A879189;AB-323/25048014;J-013943;J-518229;F0001-0758

Chemical Property of 6-Amino-3-methyluracil

Chemical Property:

• Melting Point: 350-352oC
• PKA: 8.94±0.40(Predicted)
• PSA: 80.88000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: -0.76300
• Storage Temp.: Refrigerator
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 141.053826475
• Heavy Atom Count: 10
• Complexity: 221

Purity/Quality:

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

6-Amino-3-methyluracil ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C=C(NC1=O)N

Technology Process of 6-Amino-3-methyluracil

There total 7 articles about 6-Amino-3-methyluracil 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: 91.0%

6-amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (54030-56-7) → 3-methyl-6-aminouracil (21236-97-5)

Guidance literature:

With sodium hydroxide; for 2h; Heating;

DOI:10.1515/znb-1997-1214

Reference yield: 84.0%

tris(trimethylsilyl) 6-aminouracil (138895-26-8) + methyl iodide (74-88-4) → 3-methyl-6-aminouracil (21236-97-5)

Guidance literature:

Heating;

DOI:10.1016/0040-4039(91)80214-Q

Reference yield: 78.0%

4-Amino-2,6-dihydroxypyrimidine (873-83-6) + methyl iodide (74-88-4) → 3-methyl-6-aminouracil (21236-97-5)

Guidance literature:

4-Amino-2,6-dihydroxypyrimidine; With sulfuric acid; 1,1,1,3,3,3-hexamethyl-disilazane; Reflux;

methyl iodide; In N,N-dimethyl-formamide;

With water;

DOI:10.1021/acs.jafc.6b01596

upstream raw materials:

6-amino-2-methoxy-3-methylpyrimidin-4(3H)-one

cyanoacetic acid

N-Methylurea

Ethyl 3-amino-3-(3-methylureido)propenoate

Downstream raw materials:

N-(6-amino-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-N-methyl-formamide

paraxanthine

6-amino-2-((3S,4S)-4-amino-3-methyl-2-oxa-8-azaspiro[4.5]decan-8-yl)-3-methyl-5-((2-(trifluoromethyl)pyridin-3-yl)thio)pyrimidin-4(3H)-one

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

Refernces

• 1、 -. "SHP2 INHIBITORS AND USES THEREOF". Page/Page column 126-127. . Retrieved 2021/04/02.
• 2、 Abou-Zied, Hesham A.,Youssif, Bahaa G.M.,Mohamed, Mamdouh F.A.,Hayallah, Alaa M.,Abdel-Aziz, Mohamed. "EGFR inhibitors and apoptotic inducers: Design, synthesis, anticancer activity and docking studies of novel xanthine derivatives carrying chalcone moiety as hybrid molecules". . . Retrieved 2019/05/29.