Tag: M.W=150-200

Knoblauch, Bernd H. A. published the artcile5-substituted UTP derivatives as P2Y2 receptor agonists, Product Details of C7H10N2O2, the main research area is UTP analog preparation phosphorylation structure activity; uracil nucleotide crystal structure; purinergic P2Y2 receptor antagonist uracil nucleotide.

A series of 5-alkyl-substituted UTP derivatives, which had been synthesized previously with a moderate degree of purity, was resynthesized, purified, and characterized. Synthetic and purification procedures were optimized. New spectroscopic data, including 13C- and 31P NMR data, are presented. Phosphorylation reactions yielded a number of side products, such as the 2′-, 3′-, and 5′-monophosphates, the 2′,3′-cyclic monophosphates, and the 2′,3′-cyclic phosphates of the 5′-triphosphates. Furthermore, raw products were contaminated with inorganic phosphates, including cyclometatriphosphate, phosphate, and pyrophosphate. The uracil nucleotides were investigated for their potency to increase intracellular calcium concentrations by stimulation of P2Y2 receptors (P2Y2R) on NG108-15 cells, a mouse neuroblastoma × glioma cell line, and in human basal epithelial airway cells, including a cystic fibrosis (CF/T43) cell line. UTP exhibited EC50 values of ca. 1 μM (in NG108-15 cells) and of 0.1 μM (in CF/T43 cells), resp. 5-Substituted UTP derivatives were agonists at the P2Y2R, but were less potent than UTP. 5-Ethyl-UTP, for example, exhibited an EC50 value of 99 μM at P2Y2R of NG108-15 cells and proved to be a full agonist. With increasing volume of the 5-substituent of UTP derivatives, P2Y2 activity decreased.

European Journal of Medicinal Chemistry published new progress about Crystal structure. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Product Details of C7H10N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gardner, Evan J. published the artcileTris(pyrazolyl)borate Copper Hydroxide Complexes Featuring Tunable Intramolecular H-Bonding, Recommanded Product: Ethyl pyrimidine-2-carboxylate, the main research area is crystal structure copper pyrazolylborate pendant heterocycle arm; copper pyridyl pyrimidyl pyrazolylborate preparation intramol hydrogen bonding.

A modular synthesis provides access to new tris(pyrazolyl)borate ligands XpyMeTpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramol. H-bonding to metal-bound functionalities. To illustrate such H-bonding interactions, [XpyMeTpCu]2(μ-OH)2 (6a-6e) complexes were synthesized from the corresponding XpyMeTpCu-OAc (5a-5e) complexes. Single crystal x-ray structures of three new dinuclear [XpyMeTpCu]2(μ-OH)2 complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the Cu center in an unusual monomeric DMAPMeTpCu-OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced νOH frequencies that tracks with the H-bond accepting ability of the pendant arm. Reversible protonation studies that interconvert [XpyMeTpCu]2(μ-OH)2 and [XpyMeTpCu(OH2)]OTf species indicate that the acidity of the corresponding aquo ligand decreases with increasing H-bond accepting ability of the pendant arm.

Inorganic Chemistry published new progress about Crystal structure. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Recommanded Product: Ethyl pyrimidine-2-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Padmaja, N. published the artcileStructure of 5-methylcytosine hydrochloride, Synthetic Route of 58366-64-6, the main research area is mol structure methyl cytosine hydrochloride.

The title compound is monoclinic, space group P21/c, with a 6.431(1), b 16.132(2), c 7.030(1) Å, and β 97.33(1)°; dc = 1.48 and dm = 1.49 for Z = 4. The final R = 0.042 for 1146 reflections. At. coordinates are given. The cytosine base is protonated at N(3). The structure is stabilized by H bonds of the type N(3)-H…Cl and direct electrostatic interactions between Cl and atoms of the base. Mols. related by the c-glide are nearly parallel and are separated by ∼3.5 Å. A comparison of the stacking interactions observed in the present structure and in related mols. suggests that 5-methylation of the cytosine base generally results in reduced ring overlap.

Acta Crystallographica, Section C: Crystal Structure Communications published new progress about Crystal structure. 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Synthetic Route of 58366-64-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Arnett, Edward M. published the artcileSolvent effects in organic chemistry. VIII. Acidity function failure in different aqueous acids, Formula: C8H11N3O2, the main research area is .

cf. CA 62, 13908d. Acidity functions (H0′, H0”’, and HR) are given for primary and tertiary aromatic amines and triarylcarbinols in aqueous HCl, H3PO4, and p-toluenesulfonic acids. In all of these media, and H2SO4, the order in which the acidity functions change with acid concentration is HR > HR’ > H0”’ > H0′. Using such functions as H0”’ – H0′ (i.e., log fB’fB”’H+/fB’H+fB”’) as a criterion of acidity function failure, it is found that these terms have a roughly linear relationship to the acid molarity in these media and in HClO4, but give variously shaped curves if plotted against log aH2O. The slopes of the linear Sechenov-like plots for (HR’ – H0′) in these acids fall in the order HClO4 > H2SO4 > HePO4 > HCl, suggesting that H2SO4 and HClO4 are the worst media of the four as far as acidity function failure is concerned. The importance of factors (such as size) other than ion hydration in determining activity coefficient and, hence, acidity functions is noted. It is suggested that the failure of rates of acid-catalyzed reactions to give linear plots of log k1 vs. H0 of unit slope be treated in a similar way. Plots of (log k1 + H0) vs. molarity of acid are linear over a fair range of acidity in conformity with the Sechenov-like equation log fSfBH+ /f*fB = constant × molarity. Aqueous solutions of p-toluenesulfonic acid give a medium in which H0′ and H0”’ are very close together and might be a useful one for acidity function work. However, the solutions are only weakly acidic compared to the mineral acids and present a very limited range of acidities.

Journal of the American Chemical Society published new progress about Acidity function. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Formula: C8H11N3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Jeanrenaud, Alexander C. S. N. published the artcileCharacterisation of the epigenetic architecture of the major malaria vector Anopheles arabiensis (Diptera: Culicidae) after treatment with epigenetic modulators and heavy metals, Synthetic Route of 58366-64-6, the main research area is Anopheles arabiensis heavy metal epigenetic modulator treatment; Anopheles arabiensis; Epigenetics; Histones; Insecticide resistance; Methylation.

Anopheles arabiensis (a member of the An. gambiae species complex) is a major vector of malaria in sub-Saharan Africa. Despite its disease vector status, there is currently a paucity of epigenetic information for this species. The aim this study was therefore to analyze global epigenetic markers and their response to metal exposure in insecticide susceptible and resistant laboratory strains of An. arabiensis. This was done using com. available epigenetic marker quantification kits. In order to validate the efficacy of the kits, several kits were assessed to determine whether changes induced by known epigenetic modulators were detectable using these platforms. The efficacy of the dosages used were determined by examining the effect of the dosages used on insecticide resistant phenotypes. Upon confirmation that the dosages used were sufficient to induce a phenotypic change, the effect on epigenetic markers was assessed. Com. kits were used to quantify 5-methylcysteine (5-mC) and 5-hydroxymethylcysteine (5-hmC) methylation in DNA, m6A methylation in mRNA as well as Histone Acetyl Transferase (HAT) activity. There was a marked difference in the phenotypic response in adult mosquitoes of the insecticide susceptible strain compared to that of its’ resistant counterpart. For males and females of the resistant strain, exposure to nucleic acid modifying drugs typically increased their tolerance to insecticides. The patterns of changes in 5-mC methylation by epigenetic modulators was congruent with previous studies which quantified by mass spectrometry. The two strains differed in methylation patterns under control conditions and responded differentially to larval metal exposure. In the resistant strain, which previously was demonstrated to show increased detoxification enzyme activity and insecticide tolerance after the same treatment, the potential increase in transcriptional activity appeared to be modulated by reduced methylation and increased HAT activity. This study suggests that the com. epigenetic quantification kits can be used to characterize phenotypic changes in An. arabiensis, and also shows that epigenetic regulation of the response to metal exposure is regulated at the DNA as opposed to the RNA level.

Acta Tropica published new progress about Adult, mammalian. 58366-64-6 belongs to class pyrimidines, name is 5-Methylcytosinehydrochloride, and the molecular formula is C5H8ClN3O, Synthetic Route of 58366-64-6.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rode, W. published the artcileInhibition of mammalian tumor thymidylate synthetase by 5-alkylated 2′-deoxyuridine 5′-phosphates, Related Products of pyrimidines, the main research area is alkylated deoxyuridine phosphate tumor; thymidylate synthetase inhibition tumor.

Improved syntheses, based on Lewis acid-catalyzed nucleosidation, are described for the preparation of 5-alkyl-2′-deoxyuridines. These were converted to their 5′-phosphates with the use of wheat shoot phosphotransferase. The dUMP analogs 5-ethyl-dUMP  [56576-83-1] and 5-propyl-dUMP  [64374-82-9] were competitive vs. dUMP inhibitors of thymidylate synthetase  [9031-61-2] purified from mouse L1210, Ehrlich ascites, and HeLa cells, the former being the stronger inhibitor. Both analogs bind cooperatively to each of the mouse tumor enzymes, 2 mols. of inhibitor interacting with a single enzyme mol., as reflected by the parabolic character of the replots of the slope vs. inhibitor concentrations DTMP  [365-07-1] was a stronger inhibitor of the mouse tumor enzymes than its higher alkyl homologs.

Biochemical Pharmacology published new progress about Antitumor agents. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamashita, Junichi published the artcileStudies on antitumor agents. V. Syntheses and antitumor activities of 5-fluorouracil derivatives, SDS of cas: 56177-80-1, the main research area is uracil fluoro derivative preparation antitumor; fluorouracil derivative preparation antitumor.

Six types of 5-fluorouracil (5-FU) derivatives were synthesized; namely, 2,4-di-O-substituted, 2-O-substituted, 4-O-substituted, 1,3-disubstituted, 1-substituted and 3-substituted compounds Thus, 2,4-dichloro-5-fluoropyrimidine was treated with BuONa in BuOH to give 2,4-dibutoxy-5-fluoropyrimidine. After oral administration of these compounds to rats, the blood levels of 5-FU were determined Among O-substituted derivatives, a 4-O-substituted derivative was most easily activated to 5-FU and 2-O-substituted derivatives were next most easily activated. Among N-substituted derivatives, acyl and sulfonyl derivatives showed the highest 5-FU releasing abilities and 1-alkoxymethyl substituted derivatives showed low ability. N-Alkyl substituted derivatives were not activated to 5-FU. Several compounds which gave higher blood levels of 5-FU than that obtained with 1-(tetrahydro-2-furyl)-5-fluorouracil (Thf-FU), as well as same related compounds, were selected and their antitumor activities were examined The 2-O-substituted derivatives, 2-butoxy-5-fluoro-4(1H)-pyrimidone and 2-benzyloxy-5-fluoro-4(1H)-pyrimidone, were as effective as Thf-FU. The activities of 2,4-di-O-substituted derivatives, 2,4-dibutoxy-5-fluoropyrimidine and 2,4-dibenzyloxy-5-fluoropyrimidine, against Ehrlich carcinoma and against sarcoma 180, resp., were the same as those of Thf-FU. The 1-substituted derivatives, 1-ethoxymethyl-5-fluorouracil and 1-(1-ethoxy-1-phenylmethyl)-5-fluorouracil, were found to be as effective as Thf-FU.

Chemical & Pharmaceutical Bulletin published new progress about Antitumor agents. 56177-80-1 belongs to class pyrimidines, name is 2-Ethoxy-5-fluoropyrimidin-4(3H)-one, and the molecular formula is C6H7FN2O2, SDS of cas: 56177-80-1.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tseng, Chih-Hua published the artcileSynthesis and antiproliferative evaluation of 3-phenylquinolinylchalcone derivatives against non-small cell lung cancers and breast cancers, Category: pyrimidines, the main research area is methoxyphenylquinolinyl aryl propenone stereoselective preparation antitumor activity; structure methoxyphenylquinolinyl aryl propenone inhibition human cancer normal cell; breast non small cell lung cancer inhibition methoxyphenylquinolinyl arylpropenone; cell cycle progression cellular administration methoxyphenylquinolinyl aryl propenone; cleavage apoptotic protein cellular administration methoxyphenylquinolinyl aryl propenone; methoxyphenyl methoxyphenylquinolinyl propenone mol crystal structure.

3-(4-Methoxyphenyl)quinolinyl aryl propenones I [R = Ph, 4-FC6H4, 4-HOC6H4, 4-MeOC6H4, 2,4-(MeO)2C6H3, 2,6-(MeO)2C6H3, 3,4-(MeO)2C6H3, 3,5-(MeO)2C6H3, 4-H2NC6H4, 4-O2NC6H4, 2-furyl, 2-thienyl, 2-pyridinyl, 5-Br-2-thienyl, 3-thienyl, 2-pyrrolyl, 3-amino-2-thienyl, 2-amino-4-methyl-5-pyrimidinyl, 3-indolyl] were prepared as potential antitumor agents. I (R = Ph) inhibited the growth of H1299 non-small cell lung cancer and SKBR-3 breast cancer cells with IC50 values of 1.41 and 0.70 μM, resp., while the standard topotecan inhibited their growth with IC50 values of 6.02 and 8.91 μM, resp. I (R = 5-Br-2-thienyl) inhibited the growth of MDA-MB-231 breast cancer cells with an IC50 value of less than 0.10 μM, while inhibiting the growth of noncancerous mammary epithelial cells at an IC50 value of 9.38 μM. I (R = 5-Br-2-thienyl) induced cell cycle arrest at G2/M phase followed by activation of caspase-3, cleavage of PARP, and cell death. The structure of I [R = 2,4-(MeO)2C6H3] was determined by X-ray crystallog.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 66373-25-9 belongs to class pyrimidines, name is 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, and the molecular formula is C7H9N3O, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kala, Pruthu published the artcileDesign, Synthesis, and Anticancer Activity of Substituted Styryl Incorporated Quinazoline Derivatives, Application In Synthesis of 5472-46-8, the main research area is styryl pyrimidopyrimidine preparation diastereoselective human anticancer.

A novel series of substituted aryl ethynyl incorporated quinazolines has been synthesized. The products have been tested for their preliminary anticancer activity against human cancer cell lines like MCF-7 (human breast cancer), A549 (human lung cancer), DU-145 (human prostate cancer), and MDA MB-231 (human breast cancer). All the synthesized compounds showed good to excellent activity against tested cell lines.

Russian Journal of General Chemistry published new progress about Antitumor agents. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Application In Synthesis of 5472-46-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Miura, Takaaki published the artcileLead generation of heat shock protein 90 inhibitors by a combination of fragment-based approach, virtual screening, and structure-based drug design, Recommanded Product: 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, the main research area is HSP90 inhibitor virtual screening antitumor structure drug design cancer; anticancer CH5015765 preparation 3D Xray HSP90 complex crystal structure; aminotriazine aminopyrimidine derivative mol structure HSP90 target antitumor design.

Heat shock protein 90 (Hsp90) is a mol. chaperone which regulates maturation and stabilization of its substrate proteins, known as client proteins. Many client proteins of Hsp90 are involved in tumor progression and survival and therefore Hsp90 can be a good target for developing anticancer drugs. With the aim of efficiently identifying a new class of orally available inhibitors of the ATP binding site of this protein, we conducted fragment screening and virtual screening in parallel against Hsp90. This approach quickly identified 2-aminotriazine and 2-aminopyrimidine derivatives as specific ligands to Hsp90 with high ligand efficiency. In silico evaluation of the 3D X-ray Hsp90 complex structures of the identified hits allowed us to promptly design CH5015765, which showed high affinity for Hsp90 and antitumor activity in human cancer xenograft mouse models.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 66373-25-9 belongs to class pyrimidines, name is 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone, and the molecular formula is C7H9N3O, Recommanded Product: 1-(2-Amino-4-methylpyrimidin-5-yl)ethanone.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia