112735-05-4

Usage

InChI:InChI=1/C9H10N4O3/c1-12-7(11)6(5(14)3-4-10)8(15)13(2)9(12)16/h3,11H2,1-2H3

Upstream product

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 117525-95-8 1,3-Dimethyl-7-amino-8H-pyrido<2,3-d>pyrimidine-2,4,5-trione 
• 250332-72-0 1,3-dimethyl-7(4'-methylphenyl)-8-methoxypyrimido[5',6':5,6]pyrido[2,3-d]pyrimidine-2,4,5,6(1H,3H,7H,10H)tetrone 
• 250332-64-0 1,3-dimethyl-7(triphenylphosphoranylidenamino)pyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione 
• 250332-76-4 1,3-dimethyl-7(4'-methylphenyl)-8-methoxy-5-oximino-10H-pyrimido[5',6':5,6]pyrido[2,3-d]pyrimidine-2,4,6(1H,3H,7H)trione 
• 250332-68-4 methyl 1,3-dimethyl-2,4,5(1H,3H,8H)trioxo-7(triphenylphosphoranylideneamino)pyrido[2,3-d]pyrimidine-6-carboxylate 
• 1197179-59-1 C₁₇H₁₁F₃N₄O₃ 
• 1197179-51-3 C₁₇H₁₄N₄O₃ 
• 1197179-49-9 C₁₆H₁₁FN₄O₃ 
• 1197179-45-5 C₁₆H₁₁ClN₄O₃ 
• 1197179-43-3 6-cyano-1,3-dimethyl-7-phenyl-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidin-2,4,5-trione 
• 1197179-53-5 C₁₇H₁₄N₄O₄ 
• 1197179-47-7 C₁₆H₁₁BrN₄O₃ 

Relevant academic research and scientific papers

Synthesis and pharmacology of pyrido[2,3-d]pyrimidinediones bearing polar substituents as adenosine receptor antagonists

Amino-substituted pyrido[2,3-d]pyrimidinediones have previously been found to bind to adenosine A1 and A2A receptors in micromolar concentrations. The present study was aimed at studying the structure-activity relationships of this c

C- and N-cyanoacetylation of 6-aminopyrimidines with cyanoacetic acid and acetic anhydride

A series of 6-aminopyrimidines are cyanoacetylated with a mixture of cyanoacetic acid and acetic anhydride. When pyrimidin-4(3H)-ones are used as substrates, the substitution occurs at C-5, however, when the substrates are substituted pyrimidines at the C-2 and C-4, the cyanoacetylation takes place at the exocyclic amino group.

Four products from the cyano-acetyl-ation of pyrimidines: Hydrogen-bonded dimers, π-stacked hydrogen-bonded chains and hydrogen-bonded chains of edge-fused rings

The mol-ecules of 2-[6-amino-3-methyl-2-(methyl-sulfanyl)-4-oxo-3,4- dihydro-pyrimidin-5-yl-carbonyl]-acetonitrile, C9H10N4O2S, (I), are linked in pairs by N - H...O hydrogen bonds to form cyclic centrosymmetric R 2 2(4) dimers. Similar dimers formed by 2-(6-amino-1,3-dimethyl-2,4- dioxo-1,2,3,4-tetra-hy-dro-pyrimidin-5-yl-carbonyl)-acetonitrile, C9H10N4O3, (II), are reinforced by paired N - H...N hydrogen bonds and linked into chains of rings by C - H...O hydrogen bonds. The mol-ecules of 2-cyano-N-[6-meth-oxy-2-(methyl-sulfanyl)-pyrimidin-4-yl]-acetamide, C9H10N4O2S, (III), are linked into simple C(6) chains by an N - H...N hydrogen bond, and the chains are weakly linked into sheets by a π-π stacking inter-action. A combination of one two-centre N - H...N hydrogen bond and one three-centre C - H...(N,O) hydrogen bond links the mol-ecules of 2-cyano-N-[6-chloro-2-(methyl-sulfanyl)-pyrimidin-4-yl]-acetamide, C8H7ClN4OS, (IV), into a chain of alternating edge-fused R 2 1(6) and R 1 2(6) rings. The crystal structures reported in this study, and those of some related examples from the recent literature, show a wide variation in hydrogen-bonded aggregation consequent upon rather small changes in molecular constitution.

Cyanoacetylation of indoles, pyrroles and aromatic amines with the combination cyanoacetic acid and acetic anhydride

Cyanoacetic acid was activated with acetic anhydride and when heated this reagent reacted with a variety of both activated and deactivated pyrroles, indoles and aniline derivatives.

Reactions of uracils, 24. Multiple anellation to uracils and their analogs - An approach to Nevirapine-type tricycles

Starting with 6-amino-1,3-dimethyluracil 1 a structural analog of the NNRTI Nevirapine 16 is synthesized in a sequence of two ring anellations and a Beckmann rearrangement. The anellation behavior of 3 is studied in general leading to the anellated systems 5, 7a-c, 12 a-c.

CYANOACETYLATION OF 6-AMINOURACILS. SYNTHESIS OF 7-AMINOPYRIDOPYRIMIDINE-2,4,5-TRIONES

6-Aminouracils and N-substituted derivatives are cyanoacetylated to give 5-cyanoacetyl-6-aminouracils.In the presence of bases these are converted to pyridopyrimidine-2,4,5-triones in high yields.