6-Amino-1-ethyl-3-propyluracil

Base Information

• Chemical Name: 6-Amino-1-ethyl-3-propyluracil
• CAS No.: 63981-31-7
• Molecular Formula: C₉H₁₅N₃O₂
• Molecular Weight: 197.237
• NSC Number: 28902
• DSSTox Substance ID: DTXSID20981605
• Nikkaji Number: J96.606A
• Wikidata: Q82968014
• Mol file: 63981-31-7.mol

Synonyms:63981-31-7;6-Amino-1-ethyl-3-propyluracil;6-amino-1-ethyl-3-propylpyrimidine-2,4(1h,3h)-dione;6-amino-1-ethyl-3-propylpyrimidine-2,4-dione;6-Amino-1-ethyl-3-propyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;72361-28-5;Uracil, 6-amino-1-ethyl-3-propyl-;SC-2614;BRN 0162762;6-Amino-1-ethyl-3-propyl-2,4(1H,3H)-pyrimidinedione;NSC28902;2,4(1H,3H)-Pyrimidinedione, 6-amino-1-ethyl-3-propyl-;SCHEMBL239409;1-ethyl-3-propyl-6-aminouracil;DTXSID20981605;MFCD01677158;NSC 28902;NSC-28902;SB56618;AS-83112;LS-158547;LS-158549;CS-0050351;FT-0698742;P17988;2,3H)-Pyrimidinedione, 6-amino-1-ethyl-3-propyl-;6-amino-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione;2,4(1H,3H)-Pyrimidinedione, 6-amino-1(or 3)-ethyl-3(or 1)-propyl-

Chemical Property of 6-Amino-1-ethyl-3-propyluracil

Chemical Property:

• Vapor Pressure: 0.00184mmHg at 25°C
• Boiling Point: 292.4°Cat760mmHg
• Flash Point: 130.6°C
• PSA: 70.02000
• Density: 1.146g/cm³
• LogP: 0.60330
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 197.116426730
• Heavy Atom Count: 14
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-1-ethyl-3-propyl-2,4(1H,3H)-pyrimidinedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1C(=O)C=C(N(C1=O)CC)N
• Uses: 6-Amino-1-ethyl-3-propyluracil 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-ethyl-3-propyluracil

There total 6 articles about 6-Amino-1-ethyl-3-propyluracil 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:

6-[1-aza-2-(dimethylamino)vinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione (879328-64-0) → 6-amino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione (63981-31-7)

Guidance literature:

In methanol; ammonium hydroxide;

Reference yield:

6-[1-aza-2-(dimethylamino)vinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione (1055299-66-5) → 6-amino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione (63981-31-7)

Guidance literature:

With ammonia; In methanol; water; at 20 ℃; for 72h;

Reference yield:

1-ethyl-6-aminouracil (41862-09-3) → 6-amino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione (63981-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl acetamide

2: potassium carbonate / N-methyl-acetamide

3: dichloromethane; aqueous ammonia; methanol

With potassium carbonate; In N-methyl-acetamide; methanol; aqueous ammonia; dichloromethane; N,N-dimethyl acetamide;

upstream raw materials:

1-ethyl-6-aminouracil

1-iodo-propane

6-[1-aza-2-(dimethylamino)vinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione

6-[1-aza-2-(dimethylamino)vinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione

Downstream raw materials:

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

Refernces

• 1、 Elzein, Elfatih,Kalla, Rao V.,Li, Xiaofen,Perry, Thao,Gimbel, Art,Zeng, Dewan,Lustig, David,Leung, Kwan,Zablocki, Jeff. "Discovery of a novel A2B adenosine receptor antagonist as a clinical candidate for chronic inflammatory airway diseases". . p. 2267 - 2278. Retrieved 2008/12/21.
• 2、 -. "METHOD OF PREVENTING AND TREATING AIRWAY REMODELING AND PULMONARY INFLAMMATION USING A2B ADENOSINE RECEPTOR ANTAGONISTS". Page/Page column 49. . Retrieved 2010/11/08.