Day: October 20, 2022

Wei, Wei; Feng, Zhanzhan; Liu, Zhihao; Li, Xinyue; He, Hualong; Ran, Kai; Shi, Yaojie; Zhu, Yongxia; Ye, Tinghong; Gao, Chao; Wang, Ningyu; Yu, Luoting published the artcile< Design, synthesis and biological evaluation of 7-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)-2,3-dihydro-1H-inden-1-one derivatives as potent FAK inhibitors for the treatment of ovarian cancer>, Computed Properties of 18740-39-1, the main research area is pyrrolopyrimidinyloxydihydroindenone derivative focal adhesion kinase inhibitor ovarian cancer antitumor; Anti-Tumor; FAK; Kinase inhibitor; Ovarian cancer; Structure-activity relationship.

Focal adhesion kinase (FAK) promotes tumor progression by intracellular signal transduction and regulation of gene expression and protein turnover, which is a compelling therapeutic target for various cancer types, including ovarian cancer. However, the clin. responses of FAK inhibitors remain unsatisfactory. Here, we describe the discovery of FAK inhibitors using a scaffold hopping strategy. Structure-activity relationship (SAR) exploration identified 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide as a potent FAK inhibitor, which exhibited inhibitory activities against FAK signaling in vitro. Treatment with 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide not only decreased migration and invasion of PA-1 cells, but also reduced expression of MMP-2 and MMP-9. Moreover, 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide inhibited tumor growth and metastasis, and no obvious adverse effects were observed during the in vivo study. These results revealed the potential of FAK inhibitor 3-Methoxy-4-((4-((3-oxo-2,3-dihydro-1H-inden-4-yl)oxy)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(piperidin-4-yl)benza-mide for treatment of ovarian cancer.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 18740-39-1 belongs to class pyrimidines, and the molecular formula is C6H2Cl2N2S, Computed Properties of 18740-39-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ferris, J. P.; Joshi, P. C.; Edelson, E. H.; Lawless, J. G. published the artcile< Chemical evolution. XXX. Hydrogen cyanide: a plausible source of purines, pyrimidines and amino acids on the primitive earth>, Recommanded Product: 5-Hydroxypyrimidin-4(3H)-one, the main research area is hydrocyanate chem evolution; amino acid formation hydrocyanate prebiotic; pyrimidine formation hydrocyanate prebiotic; purine formation hydrocyanate prebiotic.

Dilute (0.1M) solutions of HCN condense to oligomers at pH 9.2. Hydrolysis of these oligomers yields 4,5-dihydroxypyrimidine, orotic acid, 5-hydroxyuracil, adenine, 4-aminoimidazole-5-carboxamide, and amino acids. These results, together with the earlier data, demonstrate that the 3 main classes of N-containing biomols., purines, pyrimidines, and amino acids may have originated from HCN on the primitive earth. The observation of orotic acid and 4-aminoimidazole-5-carboxamide suggests that the contemporary biosynthetic pathways for nucleotides may have evolved from the compounds released on hydrolysis of HCN oligomers.

Journal of Molecular Evolution published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 15837-41-9 belongs to class pyrimidines, and the molecular formula is C4H4N2O2, Recommanded Product: 5-Hydroxypyrimidin-4(3H)-one.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Seela, Frank; Winkeler, Heinz Dieter published the artcile< 2-Amino-7-β-D-arabinofuranosyl-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine: a facile preparation and anomerization of a 7-deazapurine nucleoside>, Reference of 84955-32-8, the main research area is arabinofuranosylpyrrolopyrimidine amino; pyrrolopyrimidine arabinofuranosyl amino; deazapurine nucleoside preparation anomerization; glycosylation aminopyrrolopyrimidine arabinofuranosyl bromide.

Phase-transfer glycosylation of 2-amino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide in C6H6-50% aqueous NaOH-tetrabutylammonium hydrogen sulfate gave two anomeric glycosylation products I and II (R = PhCH2). Removal of the benzyl groups with BCl3 yielded I and II (R = H). Treatment of I and II (R = H) with 2M HCl under N caused anomerization and demethylation without glycosylic cleavage, and reflected the extraordinary stability of pyrrolo[2,3-d]pyrimidine nucleosides towards hydrolysis. The conversion of I and II (R = H) into ara-7-deazaguanosine or its a anomer was accomplished with anhydrous acid.

Carbohydrate Research published new progress about Glycosylation. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Reference of 84955-32-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sormova, Z.; Melichar, O.; Sorm, F. published the artcile< Some pyrimidine derivatives as new types of plant stimulants>, Application of C3H2BrN3O2, the main research area is .

Certain analogs of thymine and uracil revealed a stimulant effect on the development of plants. 5-Bromouracil and 5-cyanuracil accelerated only the development of the hypocotyl, while 2-thio-6-azauracil (I) and 2-thio-5-phenyl-6-azauracil (II) supported growth of the root system. Only a few compounds displayed a stimulating effect on the growth both of the epigeous and subterranean parts of the plant, of which 5-nitrouracil gave the most significant results, suggesting its application in agricultural practice. Similarly successful were I and II, since application in concentrations of 50 γ/ml. brought about an increase in sugar content in sugar-beet by 1.05 and 0.25%, resp., with simultaneous decrease in the amount of harmful amide N and ash. The stimulation of plants was effected by very low concentrations of the above compounds, since penetration of 0.01-1.0 γ compound into 1 seed caused permanent developmental changes that were reflected, not only during the initial stages, but during the entire vegetation period of the plant. Morphological changes observed in cucumbers indicate a complex interference in the region of nucleic acid metabolism. Cytological experiments revealed that the above analogs of pyrimidine bases do not affect longitudinal growth but rather the mitotic activity of plant cells.

Collection of Czechoslovak Chemical Communications published new progress about Hormones, plant. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Application of C3H2BrN3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Chesterfield, J.; McOmie, J. F. W.; Sayer, E. R. published the artcile< Pyrimidines. VIII. Halo- and hydrazinopyrimidines>, SDS of cas: 6554-61-6, the main research area is .

Cl (1.5 g.) was bubbled into 2.0 g. 4-hydroxypyrimidine in 15 ml. glacial HOAc, the HCl salt collected and dissolved in H2O, and NaHCO3 added until the solution was faintly alk. to give 0.8 g. 5-Cl derivative (I), m. 177-9° (from H2O). 4-Hydroxypyrimidine was likewise brominated to give the HBr salt of the 5-Br derivative, m. 243-6° (decomposition) (from EtOH), which recrystallized from H2O yielded the free base (II), m. 199-200°. 2-Amino-5-bromopyrimidine (2 g.) was diazotized (with H2SO4, NaNO2) to yield 0.5 g. 2-HO analog (III), m. 241-3° (from H2O). A mixture of 3 g. II, 22 ml. POCl3, and 0.7 ml. PhNMe2 were heated 3 hrs., cooled, poured onto ice, and extracted with Et2O to obtain the 4-Cl analog, b16 87°. In the same way I was converted in 48% yield to 4,5-dichloropyrimidine, b34 82°, which, after a month changed to a bright yellow solid. Cl bubbled into a suspension of 5.6 g. uracil in 100 ml. H2O at 80-5° until the solid had dissolved and another precipitated yielded 4.0 g. 5-chlorouracil (IV), m. 314-18° (decomposition) (from H2O). Cl bubbled into a mixture of 5.0 g. uracil in 40 ml. H2O on a boiling H2O bath yielded 5,5-dichloro-5,6-dihydro-6-hydroxyuracil, m. 216-18° (slight decomposition) (from H2O). IV treated with POCl3 and PCl5 on a steam bath and then at 135-40° 24 hrs. and the mixture distilled gave 2,4,5-trichloropyrimidine, b3 73-4°. 4,6-Dihydroxypyrimidine (IVa) (12 g.) was brominated in HOAc, yielding 10.5 g. 5-Br derivative (V), m. 263-4° (decomposition) (from H2O). Iodine chloride in HOAc was added to a suspension of 5.6 g. IVa in HOAc, the mixture heated on a steam bath 2.5 hrs. and cooled, and the residue crystallized from H2O gave 3.8 g. 5-Cl derivative (VI), decomposing above 230°. V with POCl3 and PhNMe2 yielded 46% 5-bromo-4,6-dichloropyrimidine, m. 75-6°. Similarly, VI gave 77% 4,5,6-trichloropyrimidine (VII), m. 49-51°. EtOH was added to 3 g. 5-bromo-4-chloropyrimidine and 15 ml. aqueous NH3 (d. 0.88) to give a homogeneous solution; after 48 hrs., the precipitate was collected and recrystallized twice from H2O to give 41% 4-H2N analog, m. 208-10 ° (decomposition). In the same way, 4,5-dichloropyrimidine (VIII) gave 65% 4-H2N analog, m. 192-4°. A solution of 0.6 g. VIII and 0.4 g. thiourea in 25 ml. EtOH was boiled 1 hr., concentrated to 12 ml. and cooled to obtain 68% 4-HS analog, m. 212° (slight decomposition) (from EtOH). 2,4,5-Trichloropyrimidine (5.8 g.) was added slowly to a solution of NaOMe (from 5 g. Na and 100 ml. MeOH), the mixture boiled 15 min., cooled, and filtered, the filtrate saturated with CO2 and filtered, the residues extracted with Et2O, and the Et2O solution combined with the MeOH solution Distillation and sublimation at 100°/11 mm. gave 74% 5-chloro-2,4-dimethoxypyrimidine, m. 72-3°. 2-Methoxypyrimidine, N2H4.H2O, and MeOH were heated 2 hrs., the MeOH removed and the precipitate, which formed in a few days, recrystallized from MeOH-C6H6 to give 2-hydrazinopyrimidine, m. 108-10°, after thorough drying. 4-Methoxypyrimidine, was similarly converted to 55% 4-hydrazinopyrimidine, m. 132-4° (decomposition). N2H4.H2O was added gradually to 4,5-dichloropyrimidine in EtOH to give 38% 4-H2NNH analog, m. 190-2° (from H2O). Similarly, 5-bromo-4-chloropyrimidine yielded 48% 4-H2NNH analog, m. 185-7° (decomposition); 4-chloro-5-phenylpyrimidine gave slowly 54% 4-H2NNH analog, m. 140-1°; 4,6-dichloropyrimidine gave 34% 4-H2NNH analog, m. 177° (decomposition); 2,4,5-trichloropyrimidine yielded 62% 4-H2NNH analog, which turned black above 220°; and 2-chloro-4-phenylpyrimidine gave 25% 2-H2NNH analog, m. 115°. The hydrazinopyrimidines were bacteriologically inactive.

Journal of the Chemical Society published new progress about 6554-61-6. 6554-61-6 belongs to class pyrimidines, and the molecular formula is C4H2Cl2N2, SDS of cas: 6554-61-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mosavian, Seyed Yousef; Ebrahimi-Kahrizsangi, Reza; Khah, Mohammad Malakooti; Hamidi, Zeinab; Rafiei, Amin; Behzadi, Mohsen published the artcile< Effect of Mechanical Activation on the Kinetics of Silica Carbothermal Reduction in non-Isothermal Conditions>, Application of C4H2Br2N2, the main research area is silica carbothermal reduction non isothermal condition mech activation kinetics.

The effect of mech. activation on the synthesis temperature decreasing of silicon carbide was investigated and a kinetic model of a carbothermic reduction of silicon carbide was obtained. Silicon carbide was synthesized using silica activated in a planetary mill at different times up to 40 h under an argon atm. Structural changes due to the milling and the reduction of the activated silica were studied by the X-Ray diffraction (XRD) method and non-isothermal TGA with a heating rate of 10oC min-1 resp. The kinetic model obtained by the fitting technique for an unmilled sample was found to be chem. controlled of the second order with E = 138.92 Kcal.mol-1 and A =3.92×1015 s-1. For the sample milled up to 20 h, according to the Avrami-Erofeev3 equation; A = 1465633 s-1 and E = 66.71 Kcal.mol-1.

Silicon published new progress about Activation energy. 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Application of C4H2Br2N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sandosham, Jessie; Undheim, Kjell published the artcile< Stannylation in the electrophilic 2- and 4/6-pyrimidine position and the use of stannylpyrimidines in coupling and tin-lithium exchange reactions>, Quality Control of 3921-01-5, the main research area is stannylation electrophilic pyrimidine lithio; stannylpyrimidine coupling acyl chloride bromide; tin lithium exchange reaction stannylpyrimidine; carbonyl compound coupling stannylpyrimidine.

2-Stannylpyrimidines have been prepared by stannyl anion substitution in 2-chloropyrimidines. Stannylation in the 4-position was via the iodo-derivative or via the 4-lithio derivative and lithium-tin transmetalation. Tin-lithium exchange in the 2-position resulted in 2-lithiopyrimidine. Ketones were formed from the stannylpyrimidines and acid chlorides, aryl bromides required Pd-catalysis for coupling reaction.

Tetrahedron published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 3921-01-5 belongs to class pyrimidines, and the molecular formula is C4H2Br2N2, Quality Control of 3921-01-5.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rzasa, Robert M.; Hu, Essa; Rumfelt, Shannon; Chen, Ning; Andrews, Kristin L.; Chmait, Samer; Falsey, James R.; Zhong, Wenge; Jones, Adrie D.; Porter, Amy; Louie, Steven W.; Zhao, Xiaoning; Treanor, James J. S.; Allen, Jennifer R. published the artcile< Discovery of selective biaryl ethers as PDE10A inhibitors: Improvement in potency and mitigation of Pgp-mediated efflux>, Related Products of 5018-38-2, the main research area is biaryl ether PDE10A inhibitor preparation Pgp efflux structure.

We report the discovery of a novel series of biaryl ethers as potent and selective PDE10A inhibitors. Structure-activity studies improved the potency and decreased Pgp-mediated efflux found in the initial compound 4. X-ray crystallog. studies revealed two novel binding modes to the catalytic site of the PDE10A enzyme.

Bioorganic & Medicinal Chemistry Letters published new progress about Antipsychotics. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, Related Products of 5018-38-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Dekker, J. published the artcile< Effect of kinetin on powdery mildew>, COA of Formula: C4H2Cl2N2, the main research area is .

Kinetin (10-20 p.p.m.) solution completely checked the development of various varieties of powdery mildew on different plant leaves. The tests were made by floating leaf disks on the solutions Kinetin was ineffective against other fungi tested. The two components of kinetin (adenine and furfuryl alc.) showed no activity against powdery mildew, singly or in combination. However, out of about 80 purines and pyrimidines tested, 6-azauracil appeared highly active.

Nature (London, United Kingdom) published new progress about Mildew (plant disease). 6554-61-6 belongs to class pyrimidines, and the molecular formula is C4H2Cl2N2, COA of Formula: C4H2Cl2N2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Spratt, Thomas E.; Campbell, Colin R. published the artcile< Synthesis of Oligodeoxyribonucleotides Containing Analogs of O6-Methylguanine and Reaction with O6-Alkylguanine-DNA Alkyltransferase>, Formula: C7H8N4O, the main research area is oligodeoxyribonucleotide methylguanine duplex interaction alkyltransferase; demethylation oligodeoxyribonucleotide methylguanine duplex alkyltransferase; nucleotide oligodeoxyribo preparation interaction alkyltransferase.

O6-Alkylguanine-DNA alkyltransferase (AGT) repairs the mutagenic O6-methylguanine (O6mG) lesion by transferring a Me group from the 6-position of guanine to a cysteine residue on the protein. The simplest possible mechanism is an SN2 process in which the cysteine displaces the Me group off of the guanine in a concerted reaction. To probe the interactions between the protein and guanine leaving group, oligodeoxyribonucleotide duplexes containing analogs of O6mG were synthesized and then reacted with AGT. AGT was reacted with oligonucleotide duplexes of the sequence 5′-GGCGCTXGAGGCGTG-3′ in which X was O6mG or an analog in which X was paired with C. All detected reactions were demethylations of the oligodeoxyribonucleotides except for O6-methyl-3-deoxyguanine, which reacted in an unknown manner. The second-order rate constants obtained are reported. The large decreases in rate observed for changing the oxygen at the 6-position and the ring nitrogen at the 1-position suggest that these sites are hydrogen bond acceptors and/or proton acceptors during the reaction. The potential hydrogen bond from the protein to the 1-position of O6mG as well as the increase in rate observed for O6-methylhypoxanthine suggests that the duplex opens up in order for the reaction to occur.

Biochemistry published new progress about Demethylation. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Formula: C7H8N4O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia