Tag: M.W=150-200

Zasosov, V. A.; Nikulina, T. N.; Blinova, L. S.; Onoprienko, V. S.; Sycheva, V. N.; Sokolova, G. N.; Borodina, K. S.; Denisova, K. V. published the artcile< Synthesis of 4-(p-aminobenzenesulfonamido)-5,6-dimethoxypyrimidine>, Synthetic Route of 5018-38-2, the main research area is amino benzenesulfonamido methoxy pyrimidine; sulfamide pyrimidyl.

CO2H)2 was esterified with MeOH and then treated with MeOCH2CO2CO2Me(from ClCH2CO2Me and NaOMe) to give MeO2CCH(OMe)COCO2Me, which was decarbonylated at 210° to give MeOCH(CO2Me)2. The latter reacted with NH3 and then HCONH2 in the presence of NaOEt to form the di-Na salt of 4,6-dihydroxy-5-methoxypyrimidine, which was converted to the 4,6-dichloro derivative (I) with POCl3 and PhNMe2. I reacted with NH3 in DMF to form the 4-amino derivative, which yielded 4-amino-5,6-dimethoxypyrimidine with NaOH in MeOH. The latter was converted to the title compound (II) by treatment with 4-MeO2CNHC6H4SO2Cl in pyridine, followed by hydrolysis with concentrated HCl.

Khimiko-Farmatsevticheskii Zhurnal published new progress about 5018-38-2. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, Synthetic Route of 5018-38-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rao, T. Sudhakar; Revankar, Ganapathi R. published the artcile< Synthesis of certain alkenyl purines and purine analogs>, Product Details of C7H8N4O, the main research area is alkenyl purine analog.

Synthesis of alkenyl derivatives of certain purines and purine analogs is described. Direct alkylation of the sodium salt of 6-chloropurine with 1-bromo-2-pentene or 4-bromo-2-methyl-2-butene in N,N-dimethylformamide furnished N-7, and N-9 alkenyl derivatives Similar alkylation of 2-amino-6-chloropurine provided the corresponding N-7, and N-9 alkenyl derivatives Acid hydrolysis of these chloro derivatives furnished the corresponding alkenyl hypoxanthines or alkenyl guanines. The direct alkylation of pyrrolo[2,3-d]pyrimidin-4(3H)-one gave N-3 alkenyl derivatives; the N-7 alkenyl derivatives were prepared starting from the 4-chloro derivatives Synthesis of 2-amino-7-(2-penten-1-yl)pyrrolo[2,3-d]pyrimidin-4(3H)-one was accomplished starting from 2-amino-4-methoxypyrrolo[2,3-d]pyrimidine. These alkenyl derivatives were found to be devoid of anti-HCMV activity in vitro.

Journal of Heterocyclic Chemistry published new progress about Alkenylation. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Product Details of C7H8N4O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Guan, Aiying; Wang, Mingan; Yang, Jinlong; Wang, Lizeng; Xie, Yong; Lan, Jie; Liu, Changling published the artcile< Discovery of a New Fungicide Candidate through Lead Optimization of Pyrimidinamine Derivatives and Its Activity against Cucumber Downy Mildew>, Formula: C5H4Cl2N2O, the main research area is fungicide pyrimidinamine derivative preparation lead optimization cucumber downy mildew; development of resistance; downy mildew; pyrimidinamine fungicide candidate; unique mode of action.

Downy mildew is one of the most highly destructive of the diseases that cause damage to fruits and vegetables. Because of the continual development of resistance, it is important to discover new fungicides with different modes of action from existing fungicides for the control of downy mildew. This study is a continuation of our previous work on the novel pyrimidinamine lead compound, (I), and includes field trials for the identification of the optimal candidate. A new compound, 5-Chloro-N-(2-(6-(4-chlorophenoxy)pyridin-3yl)ethyl)-6-(difluoromethyl)pyrimidin-4-amine, (II), was obtained from 4,5-Dichloro-6-(difluoromethyl)pyrimidine and 2-(6-(4-chlorophenoxy)pyridin-3-yl)ethanamine, which gave a lower EC50 value (0.10 mg/L) against downy mildew than lead compound I (0.19 mg/L) and the com. fungicides diflumetorim, dimethomorph, and cyazofamid (1.01-23.06 mg/L). Compound II displayed similar broad-spectrum fungicidal activity to compound I but better field efficacy than compound I, cyazofamid, and flumorph. The present work indicates that pyrimidinamine compound II is a candidate for further development as a com. fungicide for the control of downy mildew.

Journal of Agricultural and Food Chemistry published new progress about Agrochemical fungicides. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, Formula: C5H4Cl2N2O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yang, Zhuang; Shen, Mingsheng; Tang, Minghai; Zhang, Wanhua; Cui, Xue; Zhang, Zihao; Pei, Heying; Li, Yong; Hu, Mengshi; Bai, Peng; Chen, Lijuan published the artcile< Discovery of 1,2,4-oxadiazole-Containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy>, Safety of Ethyl 2-chloropyrimidine-5-carboxylate, the main research area is oxadiazole hydroxamic acid preparation histone deacetylase inhibitor human cancer; 1,2,4-Oxadiazole; Anticancer; Antiproliferative; HDAC.

In this study, a series of novel HDAC inhibitors containing 1,2,4-oxadiazole as the cap group, were synthesized and evaluated in vitro. Compound I, displayed the most potent histone deacetylase (HDAC) inhibition, especially against HDAC1, 2, and 3 with IC50 values of 1.8, 3.6 and 3.0 nM, resp. In vitro antiproliferative studies confirmed that I was more potent than SAHA, with IC50 values against 12 types of cancer cell lines ranging from 9.8 to 44.9 nM. The results of Western blot assays showed that compound I can significantly up-regulate the acetylation of the biomarker his-H3 and mol. docking analyses revealed the mode of action of compound I against HDAC1. The results of flow-cytometry anal. suggested that the above compound induces cell cycle arrest at the G1 phase and has apoptotic effects and further investigation of the activity on the primary cells of three patients, showed IC50 values of 21.3, 61.1, and 77.4 nM. More importantly, an oral bioavailability of up to 53.52% was observed for compound I. An in vivo pharmacodynamic evaluation demonstrated that compound I can significantly inhibit tumor growth in a Daudi Burkitt’s lymphoma xenograft model, with tumor inhibition rates of 53.8 and 46.1% observed at 20 and 10 mg/kg when administered p.o. and i.v., resp. These results indicate that compound I may be a suitable lead for further evaluation and development as an HDAC inhibitors and potent anticancer agents.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, Safety of Ethyl 2-chloropyrimidine-5-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Filip, Jiri; Skoda, Jan; Hradec, Hynek published the artcile< Preparation of 6-azauracil-5-t and 6-azauridine-5-t of high molar activity>, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is tritium label azauracil azauridine; stability tritium label.

Catalytic reductive dehalogenation of 5-bromo-6-azauracil with carrier-free T gave 6-azauracil-5-3H of a molar activity of 19.0Ci/mmole. The conditions for the catalytic reductive dehalo-genation were examined in tracer experiments Microbial transformation gave 6-azauridine-5-3H from 6-azauracil-5-3H having molar activity of 18.8 Ci/mmole. The stability of T was investigated in aqueous medium at 100°C.

Journal of Labelled Compounds published new progress about Exchange reaction. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.

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

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

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

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

Tzeng, Cherng Chyi; Rychlewska, Urszula; Hodgson, Derek J.; Panzica, Raymond P. published the artcile< 4-Azapteridines. 2. Spectral, chromatographic, and x-ray crystallographic studies concerning the mode of covalent addition to the pyrazino[2,3-e]-as-triazine ring system>, HPLC of Formula: 4956-05-2, the main research area is pyrazinotriazine dihydroxy crystal structure; aminotriazine cyclocondensation glyoxal.

The first examples of the unknown pyrazino[2,3-e]-as-triazine ring system, i.e., the 6,7-dihydroxy-5,6,7,8-tetrahydropyrazino[2,3,-e]-as-triazines, have been prepared by ring closure of selected 5,6-diamino-as-triazines with 40% aq glyoxal. These 4-azapteridines experience a novel exchange process with alcs. at the C(7)-position. When dissolved in alc. and stirred at room temperature, the 7-alkoxy, 6-hydroxy analogs are formed and isolated. If alcs. are used as the solvent during ring closure, only the latter compounds are obtained. Initially, cyclization of the ortho-diamino-as-triazines with glyoxal proceeds in a stereoselective manner giving rise to both the cis and trans adducts. A single-crystal x-ray diffraction study of the pyrazinotriazine I has determined the predominant and most stable adduct to be the trans (R,R or S,S)-isomer. NMR spectroscopy has verified the intermediacy of the cis adduct, but because of the aforementioned exchange process only the trans isomer is isolated. The site of exchange on these σ-adducts has been rigorously established as C(7). A plausible reaction mechanism by which this exchange process occurs is presented.

Journal of Heterocyclic Chemistry published new progress about Crystal structure. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, HPLC of Formula: 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia