Tag: M.W=100-150

Prakash, Anjanappa published the artcileEfficient indoles and anilines syntheses employing tert-butyl sulfinamide as ammonia surrogate, HPLC of Formula: 38275-56-8, the main research area is aniline sulfinamide tert butyl preparation; aryl halide amination tert butyl sulfinamide palladium catalyst; indole preparation bromophenylethyne cross coupling tert butyl sulfinamide palladium.

Tert-Bu sulfinamide is an ammonia equivalent for the palladium-catalyzed amination of aryl bromides and aryl chlorides. Using these amine derivatives, it has been observed that substituted indoles and anilines with sensitive functional groups can be readily prepared This surrogate has also been used for the synthesis of indoles from (2-bromophenyl)ethynes using palladium-catalyzed cross coupling reaction as the key step.

Tetrahedron Letters published new progress about Amination. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, HPLC of Formula: 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamanaka, Hiroshi published the artcileStudies on pyrimidine derivatives. XXXIX. Site-selectivity in the reaction of 5-substituted and 4,5-disubstituted pyrimidine N-oxides with trimethylsilyl cyanide, Quality Control of 38275-56-8, the main research area is Reissert Henze pyrimidine oxide regiochem; methylsilyl cyanide pyrimidine oxide reaction; pyrimidinecarbonitrile.

The site-selectivity in the modified Reissert-Henze reaction of pyrimidine 1-oxides I (R = OMe, R1 = Ph, Me, OMe, Br, Cl) with Me3SiCN gave pyrimidinecarbonitriles II (R = OMe, same R1, R2 = H, R3 = cyano) in 53-95% yields, whereas I (R = H, Ph, Me, same R1) gave mainly II (R = H, Ph, Me, same R1, R2 = cyano, R3 = H).

Chemical & Pharmaceutical Bulletin published new progress about Regiochemistry. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Quality Control of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Litonska, Ewa published the artcileConformation of the dimethylamino group in cytosine and in simple model pyrimidines and pyridines. Steric effects of ortho-methyl substitution on infrared spectra and molecular dipole moments, HPLC of Formula: 22433-68-7, the main research area is conformation methylamino group pyrimidine; methyl group steric hindrance; pyridine dimethylamino dipole moment; cytosine dimethylamino dipole moment; IR dimethylamino conformation; ortho effect methyl group.

The IR of NR2 (R = H, Me) derivatives of 4- or 5-substituted pyrimidines, 4-substituted pyridines, benzenes, or the resp. cytosines were determined in the skeletal ring vibration region. The sensitivity of the ring vibrations, at �600 cm-1, to electron donating groups is used to determine the o-Me group as the steric hindrance of NMe2 conjugation with the ring. The dipole moments of simple pyrimidine and pyridine derivatives were determined in C6H6. The vectorial anal. of the dipole moments indicates that the twisting of the Me2N group in the hindered derivatives decreases in the order: 5-dimethylaminopyrimidine > 4-dimethylaminopyridine > 4-dimethylaminopyrimidine. Sterically crowded I is planar.

Acta Biochimica Polonica published new progress about Amino group. 22433-68-7 belongs to class pyrimidines, name is 4-Amino-5-methylpyrimidine, and the molecular formula is C5H7N3, HPLC of Formula: 22433-68-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Smagowicz, J. published the artcileThe phosphorescence of hindered aminopyrimidines, HPLC of Formula: 22433-68-7, the main research area is phosphorescence aminopyridimidine; pyrimidine alkyl amino phosphorescence; alkylpyrimidine phosphorescence.

The quantum yields, lifetimes, and polarizations of phosphorescence of 4- and 5-aminopyrimidines and their hindered alkyl derivatives were measured in solvents of different polarity at 90°K. The model presented for interpretation of these data allows determining the matrix elements of spin-orbit coupling between the emitting singlet and triplet states. These elements are 0.2-0.8 cm-1 in aminopyrimidines and increase as the amino group becomes more twisted relative to the ring. Spin-orbit coupling of higher 1(n,π*) states with emitting triplets is âˆ?0 times stronger than that of the lowest 1(l,aπ*).

Journal of Luminescence published new progress about Amino group. 22433-68-7 belongs to class pyrimidines, name is 4-Amino-5-methylpyrimidine, and the molecular formula is C5H7N3, HPLC of Formula: 22433-68-7.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Xu, Ming-Yuan published the artcileMetabolomic biomarkers in urine of rats following long-term low-dose exposure of cadmium and/or chlorpyrifos, COA of Formula: C5H7N3, the main research area is urine metabolomic biomarker cadmium chlorpyrifos exposure; Biomarker; Insecticide; Long-term exposure; Rat; Toxic metal; Urine.

Heavy metals and pesticides can be easily enriched in food chains and accumulated in organisms, thus pose significant threat to human health. However, their combined effects for long-term exposure at low dose has not been thoroughly investigated; especially there was no biofluid biomarker available to noninvasively diagnose the toxicosis of the combined exposure of the two chems. at their low levels. In this study, we investigated the change of urine metabolites of rats with 90-day exposure to heavy metal cadmium (Cd) and/or organophosphorus pesticide chlorpyrifos (CPF) using gas chromatog.-mass spectrometry (GC-MS)-based metabolomics approach. Our results showed that the interaction of Cd and CPF mainly displayed an antagonistic effect. We identified the panels of metabolite biomarkers in urine: benzoic acid and mannose were unique biomarkers for Cd exposure; creatinine and N-phenylacetyl glycine were unique biomarkers for CPF exposure; anthranilic acid, ribitol, and glucose were unique biomarkers for Cd plus CPF exposure. Our results suggest that 90-day exposure to Cd and/or CPF could cause a disturbance in energy and amino acid metabolism And urine metabolomics anal. can help understand the toxicity of low dose exposure to mixed environmental chems.

Ecotoxicology and Environmental Safety published new progress about Biomarkers. 22433-68-7 belongs to class pyrimidines, name is 4-Amino-5-methylpyrimidine, and the molecular formula is C5H7N3, COA of Formula: C5H7N3.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Easmon, J. published the artcileThiazolyl and benzothiazolyl hydrazones derived from α-(N)-acetylpyridines and diazines: synthesis, antiproliferative activity and CoMFA studies, SDS of cas: 67073-96-5, the main research area is thiazolyl hydrazone preparation antiproliferative cancer CoMFA; QSAR thiazolyl hydrazone antiproliferative cancer; benzothiazolyl hydrazone antiproliferative cancer CoMFA.

The synthesis of a series of thiazolyl and benzothiazolyl hydrazones derived from α-(N)-acylpyridines, -quinolines, -isoquinolines, -pyridazines, -pyrimidines, and -pyrazines is reported. The stereochem. of these compounds was determined by NMR spectroscopic methods. The antiproliferative activity of the novel compounds was quantified in tissue culture (melanoma, breast carcinoma, colon adenocarcinoma, epitheloid cervix carcinoma, Burkitt’s lymphoma, leukemia, and hydroxyurea sensitive and resistant myelogenous leukemia sublines). All compounds exhibited profound antiproliferative activity, in particular against Burkitt’s lymphoma cells. Out of this series, some were 13-900 times more potent than hydroxyurea and no cross-resistance to hydroxyurea was observed A predictive 3D-QSAR model using the CoMFA approach was established.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 67073-96-5 belongs to class pyrimidines, name is 1-(6-Methylpyrimidin-4-yl)ethanone, and the molecular formula is C7H8N2O, SDS of cas: 67073-96-5.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sinha, Sarmistha published the artcileElectrophilicity of Pyridazine-3-carbonitrile, Pyrimidine-2-carbonitrile, and Pyridine-carbonitrile Derivatives: A Chemical Model To Describe the Formation of Thiazoline Derivatives in Human Liver Microsomes, Computed Properties of 38275-56-8, the main research area is electrophilicity model pyridazine pyrimidine pyridine carbonitrile cysteine adduct; thiazoline liver microsome glutathione acetylcysteine cysteine protease inhibitor.

Certain aromatic nitriles are well-known inhibitors of cysteine proteases. The mode of action of these compounds involves the formation of a reversible or irreversible covalent bond between the nitrile and a thiol group in the active site of the enzyme. However, the reactivity of these aromatic nitrile-substituted heterocycles may lead inadvertently to nonspecific interactions with DNA, protein, glutathione, and other endogenous components, resulting in toxicity and complicating the use of these compounds as therapeutic agents. In the present study, the intrinsic reactivity and associated structure-property relationships of cathepsin K inhibitors featuring substituted pyridazines [6-phenylpyridazine-3-carbonitrile, 6-(4-fluorophenyl)pyridazine-3-carbonitrile, 6-(4-methoxyphenyl)pyridazine-3-carbonitrile, 6-p-tolylpyridazine-3-carbonitrile], pyrimidines [5-p-tolylpyrimidine-2-carbonitrile, 5-(4-fluorophenyl)pyrimidine-2-carbonitrile], and pyridines [5-p-tolylpicolinonitrile and 5-(4-fluorophenyl)picolinonitrile] were evaluated using a combination of computational and anal. approaches to establish correlations between electrophilicity and levels of metabolites that were formed in glutathione- and N-acetylcysteine-supplemented human liver microsomes. Metabolites that were characterized in this study featured substituted thiazolines that were formed following rearrangements of transient glutathione and N-acetylcysteine conjugates. Peptidases including γ-glutamyltranspeptidase were shown to catalyze the formation of these products, which were formed to lesser extents in the presence of the selective γ-glutamyltranspeptidase inhibitor acivicin and the nonspecific peptidase inhibitors phenylmethylsulfonyl fluoride and aprotinin. Of the chem. series mentioned above, the pyrimidine series was the most susceptible to metabolism to thiazoline-containing products, followed, in order, by the pyridazine and pyridine series. This trend was in keeping with the diminishing electrophilicity across these series, as demonstrated by in silico modeling. Hence, mechanistic insights gained from this study could be used to assist a medicinal chem. campaign to design cysteine protease inhibitors that were less prone to the formation of covalent adducts.

Chemical Research in Toxicology published new progress about Electrophilicity. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Computed Properties of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sharma, Lalit Kumar published the artcileLipE guided discovery of isopropylphenyl pyridazines as pantothenate kinase modulators, Related Products of pyrimidines, the main research area is isopropylphenyl pyridazine derivative panthothenate kinase lipophilic ligand efficiency; Hit-to-lead; Lipophilic ligand efficiency; Pantothenate Kinase; Pyridazine.

Pantothenate kinase (PANK) is the critical regulator of intracellular levels of CoA and has emerged as an attractive target for treating neurol. and metabolic disorders. This report describes the optimization, synthesis, and full structure-activity relationships of a new chem. series of pantothenate competitive PANK inhibitors. Potent drug-like mols. were obtained by optimizing a high throughput screening hit, using lipophilic ligand efficiency (LipE) derived from human PANK3 IC50 values to guide ligand development. X-ray crystal structures of PANK3 with index inhibitors from the optimization were determined to rationalize the emerging structure activity relationships. The anal. revealed a key bidentate hydrogen bonding interaction between pyridazine and R306′ as a major contributor to the LipE gain observed in the optimization. A tractable series of PANK3 modulators with nanomolar potency, excellent LipE values, desirable physicochem. properties, and a well-defined structural binding mode was produced from this study.

Bioorganic & Medicinal Chemistry published new progress about Crystal structure. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Easmon, Johnny published the artcileSynthesis, Cytotoxicity, and Antitumor Activity of Copper(II) and Iron(II) Complexes of 4N-Azabicyclo[3.2.2]nonane Thiosemicarbazones Derived from Acyl Diazines, Recommanded Product: 1-(6-Methylpyrimidin-4-yl)ethanone, the main research area is antitumor copper iron thiosemicarbazone complex synthesis Burkitt lymphoma.

A series of thiosemicarbazones (TSCs) (bearing a 4N-azabicyclo[3.2.2]nonane moiety) derived from 3-acylpyridazines, 4-acetylpyrimidines, and 2-acetylpyrazines were synthesized as potential antitumor agents. TSCs exhibited potent cytotoxic activity against human acute lymphoblastic leukemia CCRF-CEM cells (IC = 0.05-0.77 M) and colon adenocarcinoma HT-29 cells (IC = 0.011-2.22 M). Copper II complexes of TSCs showed significant improvement in cytotoxic activity against HT-29 cells (IC50 = 0.004-1.51 μM) by a factor of 3. However, complexation of some TSC ligands with Fe(II) results in lowering of cytotoxic activity by a factor of 7. In clonogenic assays involving human tumor cells of different tumor origins, three of the TSCs and their copper complexes exhibited remarkable cytotoxic activities with mean IC50 values of 6, 0.18, 1, 1, 0.37, and 0.37 nM, resp. In particular, the compounds were highly effective against human colon carcinoma and large and small cell lung carcinoma cells. One of the TSC derivative was evaluated in vivo in nude mice bearing LXFL 529 human large cell lung carcinoma cells. With respect to antitumor activity, application of 30 mg/kg/d resulted in moderate inhibition (42%) of tumor growth. No effect on tumor growth was observed at a dose of 10 mg/kg/d. However, a dose of 40 or 60 mg/kg/d resulted in 50 and 75% death, resp., in the treated mice, indicating the high toxicity of these compounds Using human liver microsomes, one of the TSC compound was rapidly and highly metabolized in vitro. In actual fact, only 2% of the unmetabolized compound could be detected in the incubation medium after 5 min. The IC50 for cell proliferation (0.006-0.022 μM) elicited by these compounds is much lower than that of the inhibition of [14C]cytidine incorporation into DNA (0.18-3.32 μM). These compounds are also non-cell cycle specific agents. Interestingly, three of these compounds were potent inducers of apoptosis in Burkitt’s lymphoma cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 67073-96-5 belongs to class pyrimidines, name is 1-(6-Methylpyrimidin-4-yl)ethanone, and the molecular formula is C7H8N2O, Recommanded Product: 1-(6-Methylpyrimidin-4-yl)ethanone.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sakamoto, Takao published the artcileStudies on pyrimidine derivatives. XVI. Site selectivity in the homolytic substitution of simple pyrimidines, Recommanded Product: 1-(6-Methylpyrimidin-4-yl)ethanone, the main research area is substitution homolytic pyrimidine; acylation pyrimidine homolytic; hydroxymethylation pyrimidine homolytic; oxidation methylpyrimindine; crosscoupling reaction methylpyrimidine; coupling reaction methylpyrimidine cross; amidation methylpyrimidine; ethoxycarbonylation methylpyrimidine; ketone pyrimidine; amide pyrimidine.

Pyrimidines in which both the 2- and 4-positions are free showed site selectivity in their reactions with radicals generated in redox systems. Thus treating 6-phenyl- (I), 6-methylpyrimidine, and 5,6,7,8-tetrahydroquinazoline with radicals, e.g. RC•O, R2NC•O, EtO2C•, •CH2OH, gave predominantly the 4-substituted products. Only the reaction of I with Me2NC•O gave any 2-substituted products.

Chemical & Pharmaceutical Bulletin published new progress about Cross-coupling reaction. 67073-96-5 belongs to class pyrimidines, name is 1-(6-Methylpyrimidin-4-yl)ethanone, and the molecular formula is C7H8N2O, Recommanded Product: 1-(6-Methylpyrimidin-4-yl)ethanone.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia