6-Amino-1,3-dipropyluracil

Base Information

• Chemical Name: 6-Amino-1,3-dipropyluracil
• CAS No.: 41862-14-0
• Molecular Formula: C10H17N3O2
• Molecular Weight: 211.264
• Hs Code.: 2933599090
• European Community (EC) Number: 624-746-7
• DSSTox Substance ID: DTXSID80357625
• Nikkaji Number: J2.207.186F
• Wikidata: Q72436489
• ChEMBL ID: CHEMBL1385225
• Mol file: 41862-14-0.mol

Synonyms:6-Amino-1,3-dipropyluracil;41862-14-0;6-amino-1,3-dipropylpyrimidine-2,4(1H,3H)-dione;1,3-DIPROPYL-6-AMINOURACIL;6-amino-1,3-dipropylpyrimidine-2,4-dione;MLS001005294;2,4(1H,3H)-Pyrimidinedione, 6-amino-1,3-dipropyl-;AMY814;SCHEMBL2330664;CHEMBL1385225;1,3-Di-n-propyl-6-aminouracil;DTXSID80357625;HMS1757N10;HMS2677M14;6-Amino-1,3-dipropyluracil, 97%;STL186154;AKOS000271139;AT19402;CS-T-02523;SB59009;BS-23417;SMR000348632;FT-0602036;6-azanyl-1,3-dipropyl-pyrimidine-2,4-dione;EN300-02784;A825678;AB-323/25048034;SR-01000040683;SR-01000040683-1;W-202721;Z56896287;6-amino-1,3-dipropyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Chemical Property of 6-Amino-1,3-dipropyluracil

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 0.000685mmHg at 25°C
• Melting Point: 134-139 °C
• Refractive Index: 1.515
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: 5.17±0.70(Predicted)
• Flash Point: 140.3 °C
• PSA: 70.02000
• Density: 1.12 g/cm³
• LogP: 0.99340
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 211.132076794
• Heavy Atom Count: 15
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-1,3-dipropyluracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: CCCN1C(=CC(=O)N(C1=O)CCC)N
• Uses: As an intermediate, 6-AMino-1,3-dipropyluracil can been used for the sythesis of xanthine derivatives 6-Amino-1,3-dipropyluracil can be used in the synthesis of compounds of medicinal interest such as deazaflavins, pyrido[2,3-d]pyrimidines and tetrahydrobenzo[g]pyrimido[4,5-c]isoquinoline tetraones.

Technology Process of 6-Amino-1,3-dipropyluracil

There total 5 articles about 6-Amino-1,3-dipropyluracil 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: 96.0%

2-cyano-N-propyl-N-(propylcarbamoyl)acetamide (859732-95-9) → 6-amino-1,3-dipropyluracil (41862-14-0)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 18h; pH=10 - 11;

DOI:10.1021/jm900298c

Reference yield: 63.0%

1,3-dipropylurea (623-95-0) + cyanoacetic acid (372-09-8) → 6-amino-1,3-dipropyluracil (41862-14-0)

Guidance literature:

1,3-dipropylurea; cyanoacetic acid; With acetic anhydride; at 60 ℃; for 0.166667h; microwave irradiation;

With sodium hydroxide; In ethanol; at 20 ℃;

DOI:10.1016/j.tetlet.2005.06.075

Reference yield:

1,3-dipropylurea (623-95-0) → 6-amino-1,3-dipropyluracil (41862-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride; N,N,N',N'-tetramethylguanidinium acetate / water / 1 h / 60 °C

2: acetic anhydride; N,N,N',N'-tetramethylguanidinium acetate / water / 0.5 h / 90 °C

With acetic anhydride; N,N,N',N'-tetramethylguanidinium acetate; In water;

DOI:10.1039/c1gc15940b

upstream raw materials:

1,3-dipropylurea

cyanoacetic acid

N-Aethyl-N'-n-propyl-harnstoff

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

Downstream raw materials:

7-Methyl-5-(3-nitro-phenyl)-2,4-dioxo-1,3-dipropyl-1,2,3,4,5,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid methyl ester

1,3-di-n-propyl-5-nitroso-6-aminouracil

N,N'-Dimethylurea

2,4,7-Trioxo-1,3-dipropyl-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile

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.