108-79-2

Usage

Uses

Used in Pharmaceutical Industry:
4,6-Dimethyl-2-hydroxypyrimidine is used as an active pharmaceutical ingredient for the development of Nicarbazine (N394530), a coccidiostat. As an antiprotozoal agent, it specifically targets and combats Coccidia parasites, which are responsible for causing coccidiosis, a disease affecting animals, particularly poultry. Its inclusion in coccidiostats helps in the prevention and treatment of this parasitic infection, thereby improving the health and productivity of livestock.
Used in Chemical Synthesis:
Due to its unique chemical structure, 4,6-Dimethyl-2-hydroxypyrimidine can also be utilized as a key intermediate in the synthesis of various other organic compounds and pharmaceuticals. Its reactivity and stability make it a suitable candidate for use in chemical reactions, contributing to the development of new drugs and chemical products.

Purification Methods

Crystallise the pyrimidine from absolute EtOH (charcoal). [Beilstein 24/2 V 138.]

InChI:InChI=1/C7H10N2O/c1-5-4-6(2)9-7(8-5)10-3/h4H,1-3H3

Upstream product

• 767-15-7 2-Amino-4,6-dimethylpyrimidine 
• 14001-64-0 4,6-dimethyl-2-methylsulfanyl-pyrimidine 
• 105974-08-1 2-benzyloxy-4,6-dimethyl-pyrimidine 
• 57-13-6 urea 
• 123-54-6 acetylacetone 
• 108-19-0 BIURET 
• 2208-89-1 N-cyanourea 
• 71-23-8 propan-1-ol 
• 104892-94-6 Phosphorous acid 4,6-dimethyl-pyrimidin-2-yl ester diethyl ester 
• 4472-44-0 2-chloro-4,6-dimethylpyrimidine 
• 79-41-4 poly(methacrylic acid) 
• 64-19-7 acetic acid 
• 62-53-3 aniline 
• 38953-33-2 2-fluoro-4,6-dimethyl-pyrimidine 

Downstream Products

• 87814-14-0 sulfuric acid mono-(4,6-dimethyl-2-oxo-1,2-dihydro-pyrimidin-5-yl ester) 
• 93524-93-7 Acetic acid 4,6-dimethyl-pyrimidin-2-yl ester 
• 7147-27-5 6-methyl-2-oxo-1,2-dihydro-pyrimidine-4-carbaldehyde oxime 
• 86378-64-5 Zn(CF₃COO)2(C₆H₈N₂O)2 

Relevant academic research and scientific papers

Solvatochromic behavior of a pyrene-pyrimidine-based Schiff base and detection of heavy metal ions in aqueous media

The synthesis and solvatochromic behavior of pyrimidine based Schiff-base (PYPH) were studied to develop a fluorescent chemo sensor for the detection of Hg2+ in aqueous solution. The characterization of PYPH was investigated on the basis of UV–vis, FTIR, 1H-NMR and mass spectral data. PYPH displays selective fluorescent turn-off response to Hg2+ in aqueous solution. The sensitivity and selectivity of PYPH toward Hg2+ among different metal ions was examined by absorption, fluorescence, 1H-NMR and mass spectral studies. Binding stoichiometry (2:1) has been confirmed by a Job’s plot, HRMS spectral studies and 1H-NMR analysis. A low detection limit was 4.2 × 10?6 M for Hg2+. Ground state geometry of PYPH has been optimized using density functional theory (DFT). These results demonstrate that PYPH has promise to detect Hg2+ ion in environmental analysis systems.

Nonionic Surfactants as Potential Carriers of a Synthesized Pyrimidine Derivative: Spectroscopic and Quantum Chemical Investigations

Currently, a major problem is the poor water solubility and bioavailability of many pharmaceuticals. Using different types of surfactants is an effective strategy to overcome this problem. Herein a pyrimidine-based Schiff base, 2-[2-(anthracen-9-ylmethylene) hydrazinyl]-4,6-dimethyl pyrimidine (ANHP), has been synthesized and characterized by different spectroscopic methods. A comparative study of drug carrier properties of cationic, anionic, and the nonionic surfactants with this pyrimidine derivative (ANHP) in aqueous solution is the key research interest of this work. From fluorescence studies, the interaction of ANHP with the different types of surfactants were compared and binding constants of ANHP in vesicles were determined. The drug carrier properties of different surfactants were investigated by using different spectroscopic techniques. DLS, zeta potential, and AFM studies have shown that in the presence of ANHP, nonionic surfactants take a vesicular shape. Several experimental results clearly indicate that Ig-720 is the better choice as ANHP carrier among all the surfactants investigated. In addition, the structure of ANHP has been optimized by density functional theory (DFT). The theoretical and experimental results have been compared.

Electrochemical-induced hydroxylation of aryl halides in the presence of Et3N in water

A thorough study of mild and environmentally friendly electrochemical-induced hydroxylation of aryl halides without a catalyst is presented. The best protocol consists of hydroxylation of different aryl iodides and aryl bromides by water solution in the presence of Et3N under air, affording the target phenols in good isolated yields. Moreover, aryl chlorides were successfully employed as substrates. This methodology also provides a direct pathway for the formation of deoxyphomalone, which displayed a significant anti-proliferation effect.

Method for synthesizing phenol or derivative thereof in aqueous phase by photocatalytic one-pot method

The invention discloses a method for synthesizing phenol or a derivative thereof in an aqueous phase by a photocatalytic one-pot method. The method comprises the following steps: by taking a compoundaryl halide shown in formula (I) as a raw material and water as a solvent, adding a catalyst and an auxiliary agent, and carrying out reacting under the conditions of alkali and visible light to obtain the phenol or the derivative (II) thereof. Compared with the prior art, the method is applicable to a large number of functional groups, high in yield, few in byproducts, simple and safe to operate,low in cost and environmentally friendly, wherein R is selected from substituted or non-substituted phenyl, pyridyl, quinolyl or pyrimidinyl; X is selected from halogen; the substituted phenyl is substituted by C1-C4 alkyl, C1-C4 alkoxy, hydroxyl, halogen, cyano, aldehyde group, nitro, amino, acetyl or carboxyl; and the substituted pyridyl, quinolyl or pyrimidinyl is pyridyl, quinolyl or pyrimidinyl substituted by C1-C4 alkyl.

Process Research for (+)-Ambrisentan, an Endothelin-A Receptor Antagonist

An efficient and robust synthetic route to (+)-ambrisentan ((+)-AMB) was designed by recycling the unwanted isomer from the resolution mother liquors. The racemization of AMB in the absence of either acid or base in the given solvents was reported. The recovery process was developed to produce racemates with purities over 99.5%. The mechanism of the formation of the process-related impurities of (+)-AMB is also discussed in detail. (+)-AMB was obtained in 47% overall yield with >99.5% purity and 99.8% e.e. by chiral resolution with only one recycling of the mother liquors on a 100-g scale without column purification.

Microwave-assisted copper-catalyzed hydroxylation of aryl halides in water

A simple and efficient protocol for microwave-assisted copper-catalyzed hydroxylation of aryl halides is developed. A variety of phenols can be obtained in moderate to excellent yields of up to 95%. Its application is performed to synthesize 2,3-dihydroxy-1,4-naphthoquinone, which displays significant anti-proliferation effect.

NEW POSITIVE ALLOSTERIC MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTOR

The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said compounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine alpha7 receptor.

PYRAZOLOPYRIDINES USEFUL IN THE TREATMENT OF DISORDERS OF THE CENTRAL NERVOUS SYSTEM

The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said com- pounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor.

Nitrogen-containing heterocycles from metal β-diketonates

Factors determining the reaction of metal β-diketonates with hydrazine, in particular the nature of central metal ion and structure of β-diketonate ligand, are discussed. The possibility for the preparation of other heterocyclic compounds via reaction of metal acetylacetonates with phenylhydrazine, o-phenylenediamine, urea, and thiourea was studied.

Microwave-expedited one-pot, two-component, solvent-free synthesis of functionalized pyrimidines

The synthesis of a series of diversely substituted pyrimidines under solvent-free conditions in good yields is described. Under microwave irradiation, a variety of nucleophilic substrates containing the N?C?N unit with ?-dicarbonyl compounds, ethyl cyanoacetate, malononitrile, and chalcones was cyclized to give pyrimidines. A combinatorial type approach for a one-step synthesis has been developed where a ring-closing condensation is followed by spontaneous aromatization to afford 28 functionalized and aryl/alkyl substituted pyrimidines. CSIRO 2007.