28485-19-0

Basic information

• Product Name: 5-(benzylamino)pyrimidine-2,4(1H,3H)-dione
• CAS NO: 28485-19-0
• Molecular Formula: C₁₁H₁₁N₃O₂
• Molecular Weight: 217.2239
• Mol File: 28485-19-0.mol
• Article Data: 6

Chemical Properties

• Density: 1.32g/cm³
• Refractive Index: 1.634
• CAS DataBase Reference: 5-(benzylamino)pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(benzylamino)pyrimidine-2,4(1H,3H)-dione(28485-19-0)
• EPA Substance Registry System: 5-(benzylamino)pyrimidine-2,4(1H,3H)-dione(28485-19-0)

Safety Data

• Hazardous Substances Data: 28485-19-0(Hazardous Substances Data)

Upstream product

• 51-20-7 5-bromouracil 
• 100-46-9 benzylamine 
• 696-07-1 5-iodouracil 
• 1820-81-1 5-chlorouracil 
• 51-21-8 5-fluorouracil 

Downstream Products

• 1301726-13-5 1-(2'-acetoxyethoxymethyl)-5-(benzylamino)uracil 
• 867151-61-9 7-benzyl-2-chloro-9-phenyl-7,9-dihydro-8H-purin-8-one 
• 867151-55-1 N⁵-benzyl-2-chloro-N⁴-phenylpyrimidine-4,5-diamine 
• 867151-60-8 7-benzyl-2-chloro-9-methyl-7,9-dihydro-8H-purin-8-one 
• 867151-54-0 N⁵-benzyl-2-chloro-N⁴-methylpyrimidine-4,5-diamine 
• 910044-99-4 4-nitrophenyl benzyl(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)carbamate 
• 867151-49-3 N-benzyl-2,4-dichloropyrimidin-5-amine 

Relevant articles and documents

Novel 5-(N -alkylaminouracil) acyclic nucleosides

Protocols for the two-step syntheses of new 5-(N-hydroxyalkyl- and 5-N-benzylamino)uracil acyclic nucleosides bearing various functional groups (alkoxy/hydroxy and cyano/ester) are presented. Two groups of the title compounds were synthesised via aminolysis of 5-bromouracil and, subsequently, either coupling with an alkylating agent (2-chloromethoxyethyl acetate), or Michael-type addition to acrylonitrile/methyl acrylate. The reverse sequences for both syntheses were also studied. The target molecules were designed as non-nucleoside reverse transcriptase inhibitors (NNRTI) and are analogues of 1-(hydroxyethoxymethyl)-6-thiophenylthymine (HEPT) and 3-benzyl-1- cyanomethyluracils. The obtained compounds will be used in screening tests for anti-HIV-1 activity. Georg Thieme Verlag Stuttgart New York.

Synthesis of substituted uracils by the reactions of halouracils with selenium, sulfur, oxygen and nitrogen nucleophiles under focused microwave irradiation

Under microwave irradiation, the nucleophilic substitution reactions of halouracils with selenium, sulfur, oxygen and nitrogen nucleophiles was complete within several minutes with yields up to 99%. The method using microwave irradiation is superior to th

Synthesis of 1-(aryloxyalkyl)-5-(arylamino)uracils

In an attempt to obtain new non-nucleoside inhibitors of the reverse transcriptase HIV-1, we have carried out the synthesis of 1-(benzyloxymethyl)- and 1-[2-(4-R-phenoxy)ethyl]-5-(arylamino)uracils. Indirect alkylation of trimethylsilyl derivatives of 5-(arylamino)uracils with benzyl chloromethyl ether by the Gilbert-Jones method did not affect the exocyclic amino group and gave the corresponding 1-(benzyloxymethyl) derivatives in 58-74% yield. Alkylation of 5-(arylamino)uracils with 1-bromo-2-(4-R-phenoxy)ethane in anhydrous DMF in the presence of potassium carbonate gave a mixture of N1-mono- and N1,N1-disubstituted products with an overall yield of 46-55%. 1998 Plenum Publishing Corporation.