Category: 73576-33-7

Roth, Barbara published the artcile2,4-Diamino-5-benzylpyrimidines as antibacterial agents. 4. 6-Substituted trimethoprim derivatives from phenolic Mannich intermediates. Application to the synthesis of trimethoprim and 3,5-dialkylbenzyl analogs, Product Details of C7H10ClN3, the main research area is pyrimidinediamine benzyl preparation bactericide; bactericide benzylpyrimidinediamine; dihydrofolate reductase benzylpyrimidinediamine; trimethoprim derivative benzylpyrimidinediamine.

The preparation of a wide variety of 6-substituted trimethoprim analogs was readily accomplished by the reaction of 6-substituted 2,4-diaminopyrimidines with 2,6-dimethoxy-4-[(dimethylamino)methyl]phenol at 120-160°. The less reactive 2,6-dialkyl-4-[(dimethylamino)methyl]phenols reacted successfully with 2,4-diamino-6-(alkylthio)pyrimidines to give 5-substituted benzylpyrimidines. The phenolic groups of the products were alkylated in high yield when a nonreactive 6-substituent was present in the pyrimidine ring. 6-(Alkylthio) groups were easily removed with Raney Ni. Trimethoprim (I, R = H, R1 = R2 = MeO) was thus obtained in high yield from its 6-(methylthio) counterpart. The 6-substituted trimethoprim analogs all had low activity as inhibitors of Escherichia coli dihydrofolate reductase and as antibacterial agents.

Journal of Medicinal Chemistry published new progress about pyrimidinediamine benzyl preparation bactericide; bactericide benzylpyrimidinediamine; dihydrofolate reductase benzylpyrimidinediamine; trimethoprim derivative benzylpyrimidinediamine. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Product Details of C7H10ClN3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wagner, Gabor published the artcile4-(3-Aminoazetidin-1-yl)pyrimidin-2-amines as high-affinity non-imidazole histamine H3 receptor agonists with in vivo central nervous system activity, Product Details of C7H10ClN3, the main research area is aminoazetidinylpyrimidine amine preparation human histamine H3 receptor agonist.

Despite the high diversity of histamine H3 receptor (H3R) antagonist/inverse agonist structures, partial or full H3R agonists have typically been imidazole derivatives An inhouse screening campaign intriguingly afforded the non-imidazole 4-(3-azetidin-1-yl)pyrimidin-2-amine I (R1 = CHMe2, R2 = Me) (II) as partial H3R agonist. Here, the design, synthesis and structure-activity relationships of analogs of II are described. This series yields several non-imidazole full agonists with potencies varying with the alkyl substitution pattern on the basic amine following the in vitro evaluation of H3R agonism using a CRE-luciferase reporter gene assay. The key compound VUF16839, I (R1 = H, R2 = n-Pr) (III), combines nanomolar on-target activity (pKi = 8.5, pEC50 = 9.5) with weak activity on CYP enzymes and good metabolic stability. The proposed H3R binding mode of III indicates key interactions similar to those attained by histamine. In vivo evaluation of III in a social recognition test in mice, revealed an amnesic effect at 5 mg/kg i.p. The excellent in vitro and in vivo pharmacol. profile and the non-imidazole structure of III make it a promising tool compound in H3R research.

Journal of Medicinal Chemistry published new progress about Amnesia. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Product Details of C7H10ClN3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Feher, Csaba published the artcileSynthesis of ferrocene-labeled 2-aminopyrimidine derivatives via homogeneous catalytic carbonylation, Related Products of pyrimidines, the main research area is carbonylation iodoferrocene aminopyrimidine palladium catalyst; crystal structure mol ferrocenyl aminopyrimidine derivative preparation hydrogen bond.

The palladium-catalyzed carbonylation of iodoferrocene was investigated in the presence of 2-aminopyrimidine derivatives as nucleophiles. 2-Amino-4-hydroxy-6-methylpyrimidine was found to act both as an O- and an N-nucleophile, leading to an ester and an amide derivative, resp. Together with other spectroscopic methods, the structure of both products was proved by x-ray crystallog. 2-(Ferrocenoylamino)-4-chloro-6-alkylpyrimidines were obtained during carbonylation of iodoferrocene and 2-amino-4-chloro-6-alkylpyrimidines. The formation of a dimeric product via two subsequent carbonylation steps was also observed The products may have practical importance as electrochem. detectable biosensors or building blocks for supramol. assemblies.

Monatshefte fuer Chemie published new progress about Carbonylation. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Volkov, Oleg A. published the artcileSpecies-Selective Pyrimidineamine Inhibitors of Trypanosoma brucei S-Adenosylmethionine Decarboxylase, Application of 4-Chloro-6-isopropylpyrimidin-2-amine, the main research area is pyrimidineamine preparation trypanosomicide Trypanosoma adenosylmethionine decarboxylase inhibitor.

New therapeutic options are needed for treatment of human African trypanosomiasis (HAT) caused by protozoan parasite Trypanosoma brucei. S-Adenosylmethionine decarboxylase (AdoMetDC) is an essential enzyme in the polyamine pathway of T. brucei. Previous attempts to target this enzyme were thwarted by the lack of brain penetration of the most advanced series. Herein, the authors describe a T. brucei AdoMetDC inhibitor series based on a pyrimidineamine pharmacophore that the authors identified by target-based high-throughput screening. The pyrimidineamines showed selectivity for T. brucei AdoMetDC over the human enzyme, inhibited parasite growth in whole-cell assay, and had good predicted blood-brain barrier penetration. The medicinal chem. program elucidated structure-activity relationships within the series. Features of the series that were required for binding were revealed by determining the x-ray crystal structure of TbAdoMetDC bound to one analog. The pyrimidineamine series provides a novel starting point for an anti-HAT lead optimization.

Journal of Medicinal Chemistry published new progress about Blood-brain barrier. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Application of 4-Chloro-6-isopropylpyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Henderson, Scott H. published the artcileDiscovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors, Name: 4-Chloro-6-isopropylpyrimidin-2-amine, the main research area is DYRK inhibitor ligand efficient.

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer’s disease (AD) and Down’s syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A’s role as a mediator in the cell cycle has garnered interest in oncol. indications. Structure-activity relationship (SAR) anal. in combination with high-resolution X-ray crystallog. leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochem. properties, and a high degree of selectivity over the kinome. Compound 11 (I) exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function.

Journal of Medicinal Chemistry published new progress about Bioactive lead compounds. 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Name: 4-Chloro-6-isopropylpyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wagner, Gabor published the artcileCovalent inhibition of the histamine Hi3 receptor, Category: pyrimidines, the main research area is histamine covalent inhibition receptor; G protein-coupled receptor (GPCR); Histamine H3 receptor; covalent binder; isothiocyanate.

Covalent binding of G protein-coupled receptors by small mols. is a useful approach for better understanding of the structure and function of these proteins. We designed, synthesized and characterized a series of 6 potential covalent ligands for the histamine Hi3 receptor (Hi3R). Starting from a 2-amino-pyrimidine scaffold, optimization of anchor moiety and warhead followed by fine-tuning of the required reactivity via scaffold hopping resulted in the isothiocyanate Hi3R ligand 44. It shows high reactivity toward glutathione combined with appropriate stability in water and reacts selectively with the cysteine sidechain in a model nonapeptide equipped with nucleophilic residues. The covalent interaction of 44 with Hi3R was validated with washout experiments and leads to inverse agonism on Hi3R. Irreversible binder 44 (VUF15662) may serve as a useful tool compound to stabilize the inactive Hi3R conformation and to study the consequences of prolonged inhibition of the Hi3R.

Molecules published new progress about Histamine H3 receptor agonists Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 73576-33-7 belongs to class pyrimidines, name is 4-Chloro-6-isopropylpyrimidin-2-amine, and the molecular formula is C7H10ClN3, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 73576-33-7, 4-Chloro-6-isopropylpyrimidin-2-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 73576-33-7, blongs to pyrimidines compound. Quality Control of 4-Chloro-6-isopropylpyrimidin-2-amine

General procedure: 2-Amino-4-chloro-6-isopropylpyrimidine (3, 1.0 mmol,171.6 mg) or 143.6 mg 2-amino-4-chloro-6-methylpyrimidine(4, 1 mmol), 62.8 mg iodoferrocene (1, 0.2 mmol),3.4 mg Pd(OAc)2 (0.01 mmol), 5.4 mg PPh3 (0.02 mmol),146 mm3 triethylamine (1.0 mmol), and 4 cm3 DMF weretransferred under an inert atmosphere into a stainless steelautoclave. It was charged with carbon monoxide (30 bar atroom temperature) and stirred at 100 C for 3 h. Theproducts were isolated by column chromatography (silica,eluent: n-hexane/EtOAc = 1/1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73576-33-7, its application will become more common.

Reference:
Article; Fehr, Csaba; Habu, Ivan; Wouters, Johan; Skoda-Foeldes, Rita; Monatshefte fur Chemie; vol. 145; 12; (2014); p. 1981 – 1986;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia