Category: 192725-50-1

Stoner, Eric J. published the artcileSynthesis of HIV Protease Inhibitor ABT-378 (Lopinavir), HPLC of Formula: 192725-50-1, the main research area is ABT378 lopinavir large scale synthesis; oxopyrimidineacetate large scale synthesis.

A large-scale process for the synthesis of HIV protease inhibitor candidate ABT-378 was developed which utilizes an intermediate common to the synthesis of ritonavir, Abbott’s first generation compound The synthesis relies on the sequential acylation of this intermediate which is carried through as a mixture of diastereomers until the penultimate step. A synthesis of (S)-tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetate, derived from L-valine, is also reported.

Organic Process Research & Development published new progress about ABT378 lopinavir large scale synthesis; oxopyrimidineacetate large scale synthesis. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, HPLC of Formula: 192725-50-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reddy, Ambati V. Raghava published the artcileSynthesis and characterization of impurities in the production process of lopinavir, Quality Control of 192725-50-1, the main research area is lopinavir synthesis impurity; Lopinavir; Related substances; Synthesis and Characterization of impurities.

Lopinavir is an antiretroviral drug used for the inhibition of HIV protease. Four related substances of lopinavir were observed during the manufacturing process of lopinavir in the laboratory and they were identified. The present work describes the origin, synthesis, characterization, and control of these related substances.

Scientia Pharmaceutica published new progress about Impurities. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Quality Control of 192725-50-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Stoner, Eric J. published the artcileSynthesis of ABT-378, an HIV Protease Inhibitor Candidate: Avoiding the Use of Carbodiimides in a Difficult Peptide Coupling, Formula: C9H16N2O3, the main research area is peptide coupling acyl imidazolide protease inhibitor ABT 378 preparation.

An alternative to carbodiimide-mediated peptide coupling protocols has been developed for carboxylic acid I (R = OH) prone to decomposition by polymerization This method, involving the in situ generation of acyl imidazolide I (R = imidazolyl) from acid chloride I (R = Cl), has been applied to the preparation of a lead clin. HIV protease inhibitor candidate, ABT-378 (II). The nature of the polymerization and optimization of the new reaction conditions are presented.

Organic Process Research & Development published new progress about Peptide coupling. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Formula: C9H16N2O3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Flosi, William J. published the artcileDiscovery of imidazolidine-2,4-dione-linked HIV protease inhibitors with activity against lopinavir-resistant mutant HIV, Category: pyrimidines, the main research area is imidazolidinedione lopinavir analog preparation HIV protease inhibitor SAR.

A new series of HIV protease inhibitors has been designed and synthesized based on the combination of the (R)-(hydroxyethylamino)sulfonamide isostere and the cyclic urea component of lopinavir. The series was optimized by replacing the 6-membered cyclic urea linker with an imidazolidine-2,4-dione which readily underwent N-alkylation to incorporate various methylene-linked heterocycle groups that bind favorably in site 3 of HIV protease. Significant improvements compared to lopinavir were seen in cell culture activity vs. wild-type virus (pNL4-3) and the lopinavir-resistant mutant virus A17 (generated by in vitro serial passage of HIV-1 (pNL4-3) in MT-4 cells). Select imidazolidine-2,4-dione containing PIs were also more effective at inhibiting highly resistant patient isolates Pt1 and Pt2 than lopinavir. Pharmacokinetic data collected for compounds in this series varied considerably when coadministered orally in the rat with an equal amount of ritonavir (5 mg/kg each). The AUC values ranged from 0.144 to 12.33 μg h/mL.

Bioorganic & Medicinal Chemistry published new progress about AIDS (disease). 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reddy, G. S. Kiran Kumar published the artcileDesign and Synthesis of HIV-1 Protease Inhibitors Incorporating Oxazolidinones as P2/P2′ Ligands in Pseudosymmetric Dipeptide Isosteres, Recommanded Product: (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, the main research area is phenyloxazolidinone dipeptide isostere preparation inhibitor HIV1 protease antiviral.

A series of novel HIV-1 protease inhibitors based on two pseudosym. dipeptide isosteres have been synthesized and evaluated. The inhibitors were designed by incorporating N-phenyloxazolidinone-5-carboxamides into the hydroxyethylene and (hydroxyethyl)hydrazine dipeptide isosteres as P2 and P2′ ligands. Compounds with (S)-phenyloxazolidinones attached at a position proximal to the central hydroxyl group showed low nM inhibitory activities against wild-type HIV-1 protease. Selected compounds were further evaluated for their inhibitory activities against a panel of multidrug-resistant protease variants and for their antiviral potencies in MT-4 cells. The crystal structures of lopinavir (LPV) and two new inhibitors containing phenyloxazolidinone-based ligands in complex with wild-type HIV-1 protease have been determined A comparison of the inhibitor-protease structures with the LPV-protease structure provides valuable insight into the binding mode of the new inhibitors to the protease enzyme. Based on the crystal structures and knowledge of structure-activity relationships, new inhibitors can be designed with enhanced enzyme inhibitory and antiviral potencies.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Recommanded Product: (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Raju, I. V. Soma published the artcileA stability indicating LC method for lopinavir, Safety of (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, the main research area is lopinavir determination reverse phase liquid chromatog.

An isocratic reverse phase liquid chromatog. (RP-LC) assay method was developed for the quant. determination of lopinavir in bulk drug and in pharmaceutical dosage form, used to treat antiviral. The developed method is also applicable for the related substances determination The chromatog. separation was achieved on Agilent Zorbax SB-C18 250 × 4.6 mm, 5 μm. The LC method employs solution A as mobile phase. The solution A contains a mixture of phosphate buffer pH 4.0: acetonitrile (55:45, volume/volume). The flow rate was 1.5 mL/min-1 and the detection wavelength was 210 nm. In the developed HPLC method the resolution between lopinavir and its potential impurities Imp-1, Imp-2, Imp-3, and Imp-4 is >10.0. The drug was subjected to stress conditions of hydrolysis, oxidation, photolysis, and thermal degradation Considerable degradation occurs in thermal, UV, acid medium, and oxidative stress conditions. The stress samples were assayed against a qualified reference standard and the mass balance was found close to 99.7%. The developed RP-LC method was validated with respect to linearity, accuracy, precision, and robustness.

Analytical Chemistry: An Indian Journal published new progress about Drug delivery systems. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Safety of (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rao, P. Surya Prakash published the artcileA validated chiral LC method for enantiomeric separation of intermediate of lopinavir by using cellulose based chiral stationary phase, Product Details of C9H16N2O3, the main research area is lopinavir intermediate enantiomer chiral HPLC.

A rapid isocratic chiral LC method was developed for the separation of 2R-(1-Tetrahydro pyrimid-2-onyl)-3-Me butanoic acid (R-THPA) from 2S-(1-Tetrahydro pyrimid-2-onyl)-3-Me butanoic acid. (S-THPA). Good resolution with Rs > 3 was obtained using cellulose based chiral stationary phase, chiralcel OD-H column (250 × 4.6 mm, 5 μm particle size) and n-hexane, ethanol and trifluoroacetic acid (900:100:2, volume/volume) as the mobile phase at ambient temperature Flow rate was kept at 1.2 mL/min-1 and elution was monitored by UV detection at 210 nm. This method allowed for the detection and quantification of R-THPA of levels at 0.5 and 1.5 μg/mL-1 resp. The method was validated following ICH guidelines.

Analytical Chemistry: An Indian Journal published new progress about HPLC chiral stationary phases. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Product Details of C9H16N2O3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia