7153-60-8

Usage

Class

Tetrahydropyrimidine derivatives

Common use

Building block in organic synthesis

Potential applications

Pharmaceutical and agricultural industries

Biological activities

Anti-inflammatory, anti-bacterial, and anti-fungal properties

Development potential

New drugs and agrochemicals

Research focus

Synthesis of various heterocyclic compounds with potential biological activities

Field of interest

Medicinal and agricultural chemistry

Promising properties

Biological and chemical properties

Upstream product

• 1187-34-4 (Z)-2-cyano-3-ethoxyacryl ethyl carbamate 
• 109-73-9 N-butylamine 
• 1187-34-4 α-cyano-β-ethoxy-N-ethoxycarbonylacrylamide 
• 6629-04-5 ethyl N-cyanoacetylcarbamate 
• 122-51-0 orthoformic acid triethyl ester 
• 888704-22-1 (Z)-ethyl [2-cyano-3-(n-butylamino)acryloyl]carbamate 
• 1187-34-4 α-Cyano-β-ethoxy-N-(ethoxycarbonyl)acrylamide 

Relevant academic research and scientific papers

Kinetic and mechanistic studies of NEt3-catalyzed intramolecular aminolysis of carbamate

(Graph Presented) The mechanism of the NEt3-catalyzed intramolecular aminolysis of Z-1 in acetonitrile or aqueous acetonitrile solutions is suggested to involve rate-determining collapse of T ± through simultaneous H-abstraction and ethoxide expulsion of E2 process. The evidence for that includes the primary isotope effect of kH/k D, = 1.66 in acetonitrile, general-base catalysis in aqueous buffer solutions, salt effect, and the proposed water-stabilized rate-determining transition states (TS1 and TS2) in the water-titration experiments.

Janus-AT bases: Synthesis, self-assembly, and solid state structures

The high yielding synthesis of heterocycles with defined H-bond accepting and donating capabilities provides for the design of self-assembling structures and specific recognition of biological targets. Herein we report the syntheses and solid-state structures of three self-complementary uracil/thymine derivatives where each presents the standard ADA face inherently complementary to adenine and a synthetically appended DAD face complementary to uracil/thymine. These heterocycles, which have never before been reported or characterized, represent diaminopurine-uracil/thymine hybrids that, in two of the three cases, relate to previously reported heterocyclic hybrids of G and C. All three heterocycles crystallized to afford the first X-ray crystal structures of self-complementary heterocycles capable of ADA-DAD pairing. The potential use in DNA and RNA recognition are briefly discussed.

A multi-component reaction to 5-cyanouracils: Synthesis and mechanistic study

Acetonitrile as a solvent, excess of primary amines as general bases, and a reflux condition make the multi-component reactions of (2-cyanoacetyl) carbamate 1, ethyl orthoformate, and primary amines form 5-cyanouracils 4a-c feasibly. Mechanistic studies o