31408-28-3

Usage

Chemical compound

5-(4-chlorophenyl)pyrimidin-2-amine

Structure

Pyrimidine derivative with a chlorine atom attached to the 4th position of the phenyl ring

Class

Aminopyrimidines

Uses

Synthesis of pharmaceuticals and agrochemicals

Biological activities

Being studied for potential therapeutic effects

Potential applications

Drug development

Versatile compound

Useful for research and development in medicinal chemistry

Upstream product

• 7752-82-1 5-bromo-2-aminopyrimidine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 113-00-8 guanidine nitrate 
• 1878-66-6 4-chlorophenylacetic Acid 
• 1445-39-2 2-amino-5-iodopyrimidine 

Downstream Products

• 742700-78-3 5-(4-chloro-3-nitrophenyl)-2-pyrimidinamine 
• 742700-90-9 2-amino-5-[4-(4-trifluoromethylbenzylamino)-3-nitrophenyl]pyrimidine 
• 742700-81-8 2-amino-5-[4-(2-methylbenzylamino)-3-nitrophenyl]pyrimidine 
• 742700-82-9 2-amino-5-[4-(4-methylbenzylamino)-3-nitrophenyl]pyrimidine 
• 742700-88-5 5-[4-(4-fluoro-benzylamino)-3-nitro-phenyl]-pyrimidin-2-ylamine 
• 742700-84-1 2-amino-5-[4-(4-methoxybenzylamino)-3-nitrophenyl]pyrimidine 

Relevant academic research and scientific papers

Preparation of 2,5-disubstituted pyrimidines from vinamidinium salts and synthesis of novel disulfane derivatives

Novel pyrimidine derivatives were prepared from the reaction of 2-substituted 1,3-bis(dimethylamino)-trimethinium salts with thiourea or guanidine in the presence of ethyl-diisopropylamine in ethanol at reflux, and also some 5-substituted pyrimidine-2-thi

Aminoguanidine hydrazone derivatives as non-peptide NPFF1 receptor antagonists reverse opioid induced hyperalgesia

Neuropeptide FF receptors (NPFF1R and NPFF2R) and their endogenous ligand Neuropeptide FF have been shown previously to display anti-opioid properties and to play a critical role in the adverse effects associated with chronic administrations of opiates including the development of opioid-induced hyperalgesia and analgesic tolerance. In this work, we sought to identify novel NPFF receptors ligands by focusing our interest on a series of heterocycles as rigidified non-peptide NPFF receptor ligands, starting from already described aminoguanidine hydrazones (AGH's). Binding experiments and functional assays highlighted AGH 1n and its rigidified analog 2-amino-dihydropyrimidine 22e for in vivo experiments. As earlier shown with the prototypical dipeptide antagonist RF9, both 1n and 22e reduced significantly the long lasting fentanyl-induced hyperalgesia in rodents. Altogether these data indicate that AGH rigidification maintains nanomolar affinities for both NPFF receptors, while improving antagonist character towards NPFF1R.

Structural studies on bioactive compounds. Part 37. Suzuki coupling of diaminopyrimidines: A new synthesis of the antimalarial drug pyrimethamine

Suzuki reactions have been used successfully to effect cross-coupling of 5-halopyrimidines with 4-chlorobenzeneboronic acid and 2,4-diamino-5-(4-chloro-3-halo)-6-ethylpyrimidines with 4-methoxybenzeneboronic acid. The antimalarial drug pyrimethamine has been prepared by coupling 2,4-diamino-6-ethyl-5-iodopyrimidine with 4-chlorobenzeneboronic acid.