Category: 84955-32-8

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

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

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

Shih, Chuan; Gossett, L. S. published the artcile< The synthesis of N-{2-amino-4-substituted [(pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acids as antineoplastic agents>, Computed Properties of 84955-32-8, the main research area is neoplasm inhibitor aminopyrrolopyrimidinylethylbenzoylglutamic acid; pyrrolopyrimidine folate antagonist antitumor; LY 231514 analog neoplasm inhibitor.

A variety of 4-substituted pyrrolo[2,3-d]pyrimidine based folate antagonists, e.g. I (R = Cl, H, OMe, NH2, SH, NEt2) which are closely related to the novel thymidylate synthase inhibitor LY231514 were prepared 2-Amino-4-chloropyrrolo[2,3-d]pyrimidine (II; R = Cl, R1 = R2 = H) was selected as an important precursor for the preparation of key intermediates such as II (R = Cl, OMe, NEt2, NHCH2Ph, R1 = iodo, CCH, R2 = Me3CCO) (III). Pyrrolopyrimidines III were coupled with either 4-ethynylbenzoylglutamate or 4-iodobenzoylglutamate in a Pd-catalyzed Heck reaction to provide the basic skeleton of the targeted mols. The availability of the chlorine atom allowed the efficient introduction of different substituents at the 4-position of the pyrrolopyrimidine ring. In vitro anal. demonstrated that some I are highly cytotoxic against human leukemic cells (CCRF-CEM) in culture.

Heterocycles published new progress about Antitumor agents. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Computed Properties of 84955-32-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Zhiqiang; Li, Xinzhi; Su, Ming-Bo; Gao, Li-Xin; Zhou, Yu-Bo; Yuan, Bingchuan; Lyu, Xilin; Yan, Ziqin; Hu, Chujiao; Zhang, Hao; Luo, Cheng; Chen, Zheng; Li, Jia; Zhao, Yujun published the artcile< Discovery of a Potent and Selective NF-κB-Inducing Kinase (NIK) Inhibitor That Has Anti-inflammatory Effects in Vitro and in Vivo>, Category: pyrimidines, the main research area is preparation NFkappaB inducing kinase inhibitor antiinflammatory toxic hepatitis; pyrrolopyrimidine amino preparation antiinflammatory hepatitis.

The overexpression of NIK plays a critical role in liver inflammatory diseases. Treatment of such diseases with small-mol. NIK inhibitors is a reasonable but underexplored approach. In this paper, we reported the discovery of a potent and selective NIK inhibitor I (XT2). The compound I inhibited the NIK kinase with an IC50 value of 9.1 nM in vitro, and it also potently suppressed NIK activities in intact cells. In isogenic primary hepatocytes, treatment with I efficiently suppressed the expressions of NIK-induced genes. The compound I was orally bioavailable in mice with moderate systemic exposure. In a NIK-associated mouse liver inflammation model, the compound I suppressed CCl4-induced upregulation of ALT, a key biomarker of acute liver injury, and also decreased immune cell infiltration into the injured liver tissue. Overall, these studies provide examples that an NIK inhibitor is able to suppress toxin-induced liver inflammations, which indicates its therapeutic potentials for the treatment of liver inflammatory diseases.

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Vorbrueggen, Helmut; Ruh-Pohlenz, Carmen published the artcile< Synthesis of nucleosides>, Name: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine, the main research area is review Synthesis; review Nucleosides.

A review of the article Synthesis of nucleosides.

Organic Reactions (Hoboken, NJ, United States) published new progress about Organic synthesis. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Name: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

McGee, Danny P. C.; Martin, John C.; Verheyden, Julien P. H. published the artcile< Synthesis of the 7-deaza and 5-aza-7-deaza purine analogs of the antiherpes agent 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine (DHPG)>, Recommanded Product: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine, the main research area is pyrrolopyrimidinone acyclic nucleoside analog; imidazotriazinone acyclic nucleoside analog; acyclic nucleoside pyrrolopyrimidinone imidazotriazinone; virucide acyclic nucleoside; DHPG analog; hydroxypyropoxymethylpyrrolopyrimidinone amino; hydroxypropoxymethylimidazotriazinone amino.

DHPG analogs I and II were prepared Reaction of 2-amino-4-methoxypyrrolo[2,3-d]pyrimidine with 1,3-dibenzyloxy-2-(chloromethyl)glycerol under phase-transfer conditions gave a product which on sequential treatment with p-MeC6H4SK (to cleave the Me ether) and BBr3 (for debenzylation) gave I. Reaction of 2-acetamidoimidazo[1,2-a]-s-triazin-4-one with 1,3-dibenzyloxy-2-(acetoxymetyl)glycerol gave a product, which on debenzylation (by catalytic transfer hydrogenation) and then deacetylation gave II. I and II were inactive against herpes simplex virus types I and II in cell culture.

Journal of Heterocyclic Chemistry published new progress about Antiviral agents. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Recommanded Product: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Seela, Frank; Soulimane, Tewfik; Mersmann, Karin; Juergens, Thomas published the artcile< 2,4-Disubstituted pyrrolo[2,3-d]pyrimidine α-D- and β-D-ribofuranosides related to 7-deazaguanosine>, Recommanded Product: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine, the main research area is pyrrolopyrimidine stereoselective glycosidation ribofuranosyl chloride; deazaguanosine related pyrrolopyrimidine ribofuranoside; guanosine deaza related pyrrolopyrimidine ribofuranoside; nucleoside.

Nucleobase-anion glycosylation [KOH, (MeOCH2CH2OCH2CH2)3N] of the pyrrolo[2,3-d]pyrimidines I (R = Cl, OMe, R1 = NH2, SMe) with ribofuranosyl chlorides gave the corresponding protected β-D-nucleosides stereoselectively. Contrary, II (R2 = Cl, R3 = H) yielded the corresponding α-D-nucleosides apart from minor amounts of the β-D-anomers. The deprotected nucleosides III (R4 = Cl) were converted into 4-substituted 2-aminopyrrolo[2,3-d]-pyrimidine β-D-ribofuranosides e.g. III (R4 = H, NH2, OMe), and into their α-D-anomers, resp.

Helvetica Chimica Acta published new progress about Glycosylation, stereoselective. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Recommanded Product: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Winkeler, Heinz Dieter; Seela, Frank published the artcile< Synthesis of 2-amino-7-(2'-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, a new isostere of 2'-deoxyguanosine>, Application of C7H8N4O, the main research area is pyrrolopyrimidine deoxynucleoside; deoxyerythropentofuranosylpyrrolopyrimidinone.

The title compound (I) was prepared by treating 2-amino-4-methoxypyrrolo[2,3-d]pyrimidine with the sugar II, acidifying to deacylate, and demethylating with 4-MeC6H4SNa.

Journal of Organic Chemistry published new progress about Nucleosides. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Application of C7H8N4O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rosemeyer, Helmut; Kaiser, Klaus; Seela, Frank published the artcile< Dextran-linked 7-deazaguanine - a polymer-bound inhibitor of xanthine oxidase>, Related Products of 84955-32-8, the main research area is xanthine oxidase deazaguanine dextran inhibitor; immobilized deazaguanine xanthine oxidase inhibition.

Dextran-linked 7-deazaguanine as well as 7-deazahypoxanthine and allopurinol derivatives were prepared by carbodiimide condensation of the 2-carboxyethyl intermediates with N-(6-aminohexyl)carbamoylmethylated dextran T80. The dextran-linked bases are degradable by endo-dextranase (EC 3.2.1.11) as demonstrated by time-dependent viscosity measurements. Monomeric as well as polymer-linked purine analogs were tested as inhibitors of xanthine oxidase (EC 1.2.3.1) from cow’s milk. Whereas the allopurinol- and 7-deazahypoxanthine derivatives no longer bind to the enzyme, the 7-deazaguanine derivatives are strong competitive inhibitors of xanthine oxidase even in the polymer-linked state.

International Journal of Biological Macromolecules published new progress about Enzyme kinetics. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Related Products of 84955-32-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia