Tag: M.W=200-250

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, Synthetic Route of 60703-80-2, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 60703-80-2 belongs to class pyrimidines, name is 6-Bromothieno[2,3-d]pyrimidine, and the molecular formula is C6H3BrN2S, Synthetic Route of 60703-80-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Devine, Shane M. published the artcileA critical evaluation of pyrrolo[2,3-d]pyrimidine-4-amines as Plasmodium falciparum apical membrane antigen 1 (AMA1) inhibitors, Category: pyrimidines, the main research area is pyrrolopyrimidineamine derivative antimalarial AMA1 inhibitor Plasmodium malaria.

We have determined that a previously reported class of pyrrolo[2,3-d]pyrimidine-4-amines exhibit low binding to apical membrane antigen 1 (AMA1) and suffer from unattractive qualities, such as aggregation. We attempted to remove these traits by generating mols. with improved solubility, but this did not translate into enhanced binding affinity or inhibition of parasite growth in erythrocytes. These results indicate that anti-malarial activity is not primarily due to inhibition of AMA1 function, but mediated by an alternate or addnl. mechanism of action.

MedChemComm published new progress about Antimalarials. 1266343-30-9 belongs to class pyrimidines, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and the molecular formula is C7H5BrClN3, 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

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

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

Axten, Jeffrey M. published the artcileDiscovery of 7-methyl-5-(1-{[3-(trifluoromethyl)phenyl]acetyl}-2,3-dihydro-1H-indol-5-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (GSK2606414), a potent and selective first-in-class inhibitor of protein kinase R (PKR)-like endoplasmic reticulum kinase (PERK), COA of Formula: C7H5BrClN3, the main research area is methyltrifluoromethylphenylacetyldihydroindolylpyrrolopyrimidinamine preparation SAR PERK inhibitory antitumor.

Protein kinase R (PKR)-like endoplasmic reticulum kinase (PERK) is activated in response to a variety of endoplasmic reticulum stresses implicated in numerous disease states. Evidence that PERK is implicated in tumorigenesis and cancer cell survival stimulated our search for small mol. inhibitors. Through screening and lead optimization using the human PERK crystal structure, we discovered compound I (GSK2606414), an orally available, potent, and selective PERK inhibitor. Compound I inhibits PERK activation in cells and inhibits the growth of a human tumor xenograft in mice.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1266343-30-9 belongs to class pyrimidines, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and the molecular formula is C7H5BrClN3, COA of Formula: C7H5BrClN3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Horiuchi, Takao published the artcileDiscovery of novel thieno[2,3-d]pyrimidin-4-yl hydrazone-based inhibitors of Cyclin D1-CDK4: Synthesis, biological evaluation and structure-activity relationships. Part 2, Recommanded Product: Thieno[2,3-d]pyrimidine, 4-chloro-6-(1,1-dimethylethyl)-, the main research area is cyclin dependent kinase 4 CDK4 inhibitor cancer; hydrazone derivative SAR preparation.

The design, synthesis and evaluation of novel thieno[2,3-d]pyrimidin-4-yl hydrazone analogs as cyclin-dependent kinase 4 (CDK4) inhibitor are described. Focusing on the optimization of the heteroaryl moiety at the hydrazone with substituted Ph groups, 4-[(methylamino)methyl]benzaldehyde (22)(I) and 5-isoindolinecarbaldehyde (24)(II) (6-tert-butylthieno[2,3-d]pyrimidin-4-yl)hydrazone derivatives have been identified. In this paper, the potency, selectivity profile and structure-activity relationships of our synthetic compounds are discussed.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 439692-55-4 belongs to class pyrimidines, name is Thieno[2,3-d]pyrimidine, 4-chloro-6-(1,1-dimethylethyl)-, and the molecular formula is C10H11ClN2S, Recommanded Product: Thieno[2,3-d]pyrimidine, 4-chloro-6-(1,1-dimethylethyl)-.

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

Li, Yanjun published the artcileOrganophotocatalytic selective deuterodehalogenation of aryl or alkyl chlorides, Application In Synthesis of 439692-55-4, the main research area is deuterated aryl heteroaryl compound green preparation; aryl chloride alkyl organophotocatalyst selective deuterodehalogenation.

A photocatalytic system consisting of an aryl-amine photocatalyst and a disulfide co-catalyst in the presence of sodium formate as an electron and hydrogen donor was developed. Accordingly, many aryl chlorides, alkyl chlorides, and other halides were converted to deuterated products at room temperature in air (>90 examples, up to 99% D-incorporation). The mechanistic studies revealed that the aryl amine served as reducing photoredox catalyst to initiate cleavage of the C-Cl bond, at the same time as energy transfer catalyst to induce homolysis of the disulfide for consequent deuterium transfer process. This economic and environmentally-friendly method could be used for site-selective D-labeling of a number of bioactive mols. and direct H/D exchange of some drug mols.

Nature Communications published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 439692-55-4 belongs to class pyrimidines, name is Thieno[2,3-d]pyrimidine, 4-chloro-6-(1,1-dimethylethyl)-, and the molecular formula is C10H11ClN2S, Application In Synthesis of 439692-55-4.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia