6-amino-1-ethylpyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 6-amino-1-ethylpyrimidine-2,4(1H,3H)-dione
• CAS No.: 41862-09-3
• Molecular Formula: C6H9N3O2
• Molecular Weight: 155.15
• Hs Code.: 2933599090
• European Community (EC) Number: 667-716-9
• DSSTox Substance ID: DTXSID70357513
• Wikidata: Q82137456
• ChEMBL ID: CHEMBL4095390
• Mol file: 41862-09-3.mol

Synonyms:41862-09-3;6-amino-1-ethylpyrimidine-2,4(1H,3H)-dione;6-Amino-1-ethyl-1H-pyrimidine-2,4-dione;6-amino-1-ethylpyrimidine-2,4-dione;6-amino-1-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;1-ethyl-6-aminouracil;Oprea1_846044;6-amino-1-ethyl-1,3-dihydropyrimidine-2,4-dione;SCHEMBL243853;SCHEMBL1697130;CHEMBL4095390;DTXSID70357513;QHEMDIZENXAVRQ-UHFFFAOYSA-N;BBL003826;MFCD00091925;STK508794;AKOS000262307;AT19388;SB55921;PD121031;VS-01426;CS-0307703;FT-0698407;6-Amino-1-ethylpyrimidin-2,4(1h,3h)-dione;EN300-05414;6-amino-1-ethyl-2,4-(1H,3H)-pyrimidinedione;J-518210;Z56914817

Chemical Property of 6-amino-1-ethylpyrimidine-2,4(1H,3H)-dione

Chemical Property:

• Melting Point: 282 °C (decomp)
• Boiling Point: °Cat760mmHg
• PKA: 9.23±0.40(Predicted)
• Flash Point: °C
• PSA: 80.88000
• Density: 1.261g/cm³
• LogP: -0.28010
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 155.069476538
• Heavy Atom Count: 11
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

1-Ethyl-6-aminouracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=CC(=O)NC1=O)N
• Uses: 1-Ethyl-6-aminouracil, is an intermediate in the synthesis of a series of new substituted Xanthines which have high affinity and selectivity for the human adenosine A2B receptors, and thus can be used as clinical candidate for chronic inflammatory airway diseases.

Technology Process of 6-amino-1-ethylpyrimidine-2,4(1H,3H)-dione

There total 4 articles about 6-amino-1-ethylpyrimidine-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: 95.0%

N-Ethylurea (625-52-5) + ethyl 2-cyanoacetate (105-56-6) → 1-ethyl-6-aminouracil (41862-09-3)

Guidance literature:

With sodium ethanolate; In ethanol; for 6h; Heating;

DOI:10.1021/jm980718d

Reference yield:

2-cyano-N-(ethylcarbamoyl)acetamide (41078-06-2) → 1-ethyl-6-aminouracil (41862-09-3)

Guidance literature:

With ammonia;

Reference yield:

N-Ethylurea (625-52-5) + cyanoacetic acid (372-09-8) → 1-ethyl-6-aminouracil (41862-09-3)

Guidance literature:

With acetic anhydride; Behandeln des Reaktionsprodukts mit wss.NaOH;

DOI:10.1021/jo50006a010

upstream raw materials:

2-cyano-N-(ethylcarbamoyl)acetamide

N-Ethylurea

cyanoacetic acid

ethyl 2-cyanoacetate

Downstream raw materials:

6-amino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione

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

6-amino-1-ethyl-5-nitroso-3-propylpyrimidine-2,4(1H,3H)-dione

5,6-diamino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Jiang, Jiewei,Sigua, Logan H.,Chan, Alice,Kalra, Prakriti,Pomerantz, William C.K.,Sch?nbrunn, Ernst,Qi, Jun,Georg, Gunda I.. "Dihydropyridine Lactam Analogs Targeting BET Bromodomains". . . Retrieved 2021/12/24.
• 2、 -. "SUBSTITUTED XANTHINE DERIVATIVES". Page/Page column 34. . Retrieved 2020/07/07.