6-Amino-1,3-dipropyl-5-nitrosouracil

Base Information

• Chemical Name: 6-Amino-1,3-dipropyl-5-nitrosouracil
• CAS No.: 81250-33-1
• Molecular Formula: C10H16N4O3
• Molecular Weight: 240.259
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30409229
• Wikidata: Q82214965
• Mol file: 81250-33-1.mol

Synonyms:81250-33-1;6-Amino-1,3-dipropyl-5-nitrosouracil;6-Amino-5-nitroso-1,3-dipropylpyrimidine-2,4(1H,3H)-dione;6-amino-5-nitroso-1,3-dipropylpyrimidine-2,4-dione;1,3-dipropyl-5-nitroso-6-aminouracil;6-Amino-5-nitroso-1,3-dipropyluracil;AMY878;SCHEMBL7356240;DTXSID30409229;HLHWJHPBAYITQE-UHFFFAOYSA-N;6-amino-5-nitroso-1,3-di-n-propyl-1h-pyrimidine-2,4-dione;AKOS016013114;SB60418;1,3-di-n-propyl-5-nitroso-6-aminouracil;1,3-dipro-pyl-5-nitr oso-6-amino uracil;FT-0661776;Bis(t-butylcyclopentadienyl)dimethylhafnium(iv);F95210

Chemical Property of 6-Amino-1,3-dipropyl-5-nitrosouracil

Chemical Property:

• Appearance/Colour: Purple Solid
• Melting Point: 205-210 °C
• Boiling Point: 309.4 °C at 760 mmHg
• Flash Point: 140.9 °C
• PSA: 99.45000
• Density: 1.34 g/cm³
• LogP: 1.39130
• Storage Temp.: Refrigerator
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 240.12224039
• Heavy Atom Count: 17
• Complexity: 378

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-1,3-dipropyl-5-nitrosouracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1C(=C(C(=O)N(C1=O)CCC)N=O)N
• Uses: 6-Amino-1,3-dipropyl-5-nitrosouracil is an intermediate used for the sythesis of xanthine derivatives

Technology Process of 6-Amino-1,3-dipropyl-5-nitrosouracil

There total 4 articles about 6-Amino-1,3-dipropyl-5-nitrosouracil 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: 98.0%

6-amino-1,3-dipropyluracil (41862-14-0) → 1,3-di-n-propyl-5-nitroso-6-aminouracil (81250-33-1)

Guidance literature:

With sodium nitrite; In water; acetic acid; at 20 ℃; for 1h;

DOI:10.1021/jm900298c

Reference yield:

1,3-dipropylurea (623-95-0) → 1,3-di-n-propyl-5-nitroso-6-aminouracil (81250-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ac₂O

2: NaNO₂; aq. HCl

With hydrogenchloride; acetic anhydride; sodium nitrite;

DOI:10.1016/j.farmac.2005.04.012

Reference yield:

2-cyano-N-propyl-N-(propylcarbamoyl)acetamide (859732-95-9) → 1,3-di-n-propyl-5-nitroso-6-aminouracil (81250-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / 20 °C

2: acetic acid; sodium nitrite / 1 h / 20 - 57 °C

With acetic acid; sodium hydroxide; sodium nitrite; In water;

DOI:10.1021/acs.jmedchem.0c02067

upstream raw materials:

6-amino-1,3-dipropyluracil

1,3-dipropylurea

2-cyano-N-propyl-N-(propylcarbamoyl)acetamide

Downstream raw materials:

3-(4-(2,6-dioxo-1,3-dipropyl-2,3,6,9-tetrahydro-1H-purin-8-yl)bicyclo[2.2.2]octan-1-yl)propanoic acid

3,7-dihydro-8-[(+/-)-phenylpropyl]-1,3-dipropyl-1H-purine-2,6-dione

1,3-dipropyl-8-(4-cyanophenyl)xanthine

Refernces

• 1、 Gumber, Divya,Yadav, Divya,Yadav, Rakesh,Kachler, Sonja,Klotz, Karl Norbert. "Bronchospasmolytic activity and adenosine receptor binding of some newer 1,3-dipropyl-8-phenyl substituted xanthine derivatives". . p. 600 - 609. Retrieved 2020/03/23.
• 2、 Soriano, Aroa,Ventura, Ruben,Molero, Anabel,Hoen, Rob,Casado, Vicent,Corte, Antoni,Fanelli, Francesca,Albericio, Fernando,Lluís, Carmen,Franco, Rafael,Royo, Miriam. "Adenosine A2A receptor-antagonist/dopamine D2 receptor-agonist bivalent ligands as pharmacological tools to detect A 2A-D2 receptor heteromers". supporting information; experimental part. p. 5590 - 5602. Retrieved 2010/03/24.