Month: November 2022

Herstad, Gunnar published the artcileDecarboxylation in the synthesis of 4-alkyl-, 4-alkenyl- and 4-acylpyrimidines, Product Details of C5H5ClN2S, the main research area is pyrimidine alkyl alkenyl acyl preparation decarboxylation carboxypyrimidine; microwave irradiation decarboxylation pyrimidine preparation.

Decarboxylation of allylic esters I (R = H, Me, n = 0; R = Me, n = 2) of 4-carboxypyrimidines in toluene at 111 °C in the presence of a Pd(0) catalyst, tetrakis(triphenylphosphine) palladium, gives a mixture of a 4-alkenylpyrimidine II and a pyrimidine unsubstituted in the 4-position. If the decarboxylation is carried out in the presence of benzaldehyde, then benzaldehyde is added to the 4-position. Decarboxylation of 4-carboxypyrimidines I in the presence of different electrophiles, benzaldehyde, acetophenone and benzoyl chloride, results in incorporation of the electrophile into the 4-position, III [R = CH(OH)Ph, CMe(Ph)(OH), COPh, X = Cl; R = CH(OH)Ph, X = Br], together with a pyrimidine unsubstituted in the 4-position. Use of microwave irradiation enhances the rate of the decarboxylations.

Journal of Heterocyclic Chemistry published new progress about Decarboxylation. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Product Details of C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ku, Therese published the artcileSynthesis of distal and proximal fleximer base analogues and evaluation in the nucleocapsid protein of HIV-1, Related Products of pyrimidines, the main research area is fleximer bipyrimidine synthesis antiHIV HIV1 nucleocapsid protein; Fleximers; HIV-1; NC; Pyrimidine; Synthesis.

Anti-HIV-1 drug design has been notably challenging due to the virus’ ability to mutate and develop immunity against com. available drugs. The aims of this project were to develop a series of fleximer base analogs that not only possess inherent flexibility that can remain active when faced with binding site mutations, but also target a non-canonical, highly conserved target: the nucleocapsid protein of HIV (NC). The compounds were predicted by computational studies not to function via zinc ejection, which would endow them with significant advantages over non-specific and thus toxic zinc-ejectors. The target fleximer bases were synthesized using palladium-catalyzed cross-coupling techniques and subsequently tested against NC and HIV-1. The results of those studies are described herein.

Bioorganic & Medicinal Chemistry published new progress about Anti-HIV agents. 36847-11-7 belongs to class pyrimidines, name is 2,4,6-Tribromopyrimidine, and the molecular formula is C4HBr3N2, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kawasuji, Takashi published the artcileA platform for designing HIV integrase inhibitors. 2-Hydroxy-3-heteroaryl acrylic acid derivatives as novel HIV integrase inhibitor and modeling of hydrophilic and hydrophobic pharmacophores, Formula: C7H8N2O2, the main research area is hydroxyheteroaryl acrylic acid derivative preparation HIV1 integrase inhibitor antiaids.

The authors present a novel series of HIV integrase inhibitors, showing IC50s ranging from 0.01 to over 370 μM in an enzymic assay. Furthermore, pharmacophore modeling study for the inhibitors was carried out to elucidate the structure-activity relationships. Finally, the authors found a 3D-pharmacophore model, which is composed of a hydrophilic and a hydrophobic domain, providing valuable information for designing other novel types of integrase inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Anti-HIV agents. 42839-08-7 belongs to class pyrimidines, name is Ethyl pyrimidine-2-carboxylate, and the molecular formula is C7H8N2O2, Formula: C7H8N2O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gadhachanda, Venkat R. published the artcile4-Aminopyrimidines as novel HIV-1 inhibitors, Application of 4-Chloro-6-(methoxymethyl)pyrimidine, the main research area is aminopyrimidine preparation HIV1 inhibitor SAR.

A series of 4-aminopyrimidines was identified as novel HIV inhibitors of unknown mol. target. Structural modifications were carried out to establish SAR and identify the linking site for target identification. A number of analogs were found to possess single digit inhibitory activity for HIV replication. Several analogs with various potential linkers, including a biotinated analog, also exhibited excellent potency, and could serve as tools for the identification of novel anti-HIV targets.

Bioorganic & Medicinal Chemistry Letters published new progress about Anti-HIV agents. 3122-84-7 belongs to class pyrimidines, name is 4-Chloro-6-(methoxymethyl)pyrimidine, and the molecular formula is C6H7ClN2O, Application of 4-Chloro-6-(methoxymethyl)pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Stoner, Eric J. published the artcileSynthesis of ABT-378, an HIV Protease Inhibitor Candidate: Avoiding the Use of Carbodiimides in a Difficult Peptide Coupling, Formula: C9H16N2O3, the main research area is peptide coupling acyl imidazolide protease inhibitor ABT 378 preparation.

An alternative to carbodiimide-mediated peptide coupling protocols has been developed for carboxylic acid I (R = OH) prone to decomposition by polymerization This method, involving the in situ generation of acyl imidazolide I (R = imidazolyl) from acid chloride I (R = Cl), has been applied to the preparation of a lead clin. HIV protease inhibitor candidate, ABT-378 (II). The nature of the polymerization and optimization of the new reaction conditions are presented.

Organic Process Research & Development published new progress about Peptide coupling. 192725-50-1 belongs to class pyrimidines, name is (S)-3-Methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoic acid, and the molecular formula is C9H16N2O3, Formula: C9H16N2O3.

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

Kulikowski, Tadeusz published the artcile5-Substituted arabinofuranosyluracil nucleosides: synthesis and antiviral properties, Recommanded Product: 5-N-Propyluracil, the main research area is arabinofuranosyluracil nucleoside preparation virucide; alkyluracil arabinofuranosyl; structure antiviral activity arabinofuranosyluracil.

The title nucleosides I (R = Et, Pr, Me2CH, Bu), their α-anomers and N-3 isomers were prepared by a number of different procedures based on the catalytic condensation of the corresponding 5-alkyl-2,4-bis(trimethylsilyloxy)pyrimidines with 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl chloride. The resulting protected nucleosides were deblocked by a new procedure based on the use of BF3.Et2O and EtSH. The chloromercuri derivative of ara-U (I; R = H) on reaction with allyl chloride in the presence of Li2PdCl4 gave I (R = allyl), which on catalytic hydrogenation gave I (R = Pr). The antiviral activities of these compounds were evaluated. I (R = allyl) showed moderate specific activity against herpes simplex type 1 virus in PRK cell culture. Structure-activity relationships are discussed.

Acta Biochimica Polonica published new progress about Antiviral agents. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Recommanded Product: 5-N-Propyluracil.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Nakayama, Chikao published the artcileSynthetic nucleosides and nucleotides. XII. Synthesis and antiviral activities of several 1-β-D-arabinofuranosyl-5-alkyluracils and their 5′-monophosphates, HPLC of Formula: 19030-75-2, the main research area is arabinofuranosylalkyluracil preparation virucide; nucleoside arabinofuranosylalkyluracil; nucleotide arabinofuranosylalkyluracil; uracil arabinofuranosylalkyl.

Arabinofuranosyluracils I (R = Me, Et, Pr, Bu) were prepared by acid hydrolysis of anhydronucleosides II. II were prepared from pyrimidines III by 2 routes : (a) condensation with 1,2-di-O-acetyl-3-O-p-toluenesulfonyl-5-O-benzoyl-D-xylofuranose and treatment of the products with MeONa-MeOH; (b) condensation with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose followed by debenzoylation and cyclization. Phosphorylation of I (R = Me, Et) or II (R = Me, Et) with tetrachloropyrophosphate in MeCn followed by treatment with acid gave 1-β-D-arabinofuranosyl-5-alkyluracil 5′-phosphates (IV). Antiviral activities of I, II, and IV against herpes simplex 1 and 2 are given; I (R = Me) and IV (R = Me) were significantly active against both the viruses.

Journal of Carbohydrates, Nucleosides, Nucleotides published new progress about Antiviral agents. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, HPLC of Formula: 19030-75-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Muraoka, Masako published the artcileAlkylated pyrimidine derivatives as antiviral agents. I. Syntheses and antiviral screening of alkylpyrimidine and 5-alkyluracil nucleoside, Recommanded Product: 5-N-Propyluracil, the main research area is glucopyranosyl uracils antiviral; antiviral glucopyranosyl uracils; uracils glucopyranosyl antiviral; ribofuranosyl uracils antiviral.

5-Al-kyluracil, 3-alkyluracil, 5-alkylisocytosine, 5-alkyl-6-methylisocytosine, 3-alkyl-6-methyluracil, 1-(β-D-glucopyranosyl)-5-alkyluracil and 1-(β-D-ribofuranosyl)-5-alkyluracil were prepared and screened for antivirial activity on both RNA- and DNA-containing viruses. For RNA virus, type I Mahoney polio virus, and K-2211 strain ECHO-28 virus were used. For DNA viruses, type-I and type-12 strains adeno virus and DV 96 strain vaccinia virus were used. 5-Butyluracil and 1-(β-D-ribofuranosyl)-5-butyluracil (I) were effective against both RNA and DNA viruses. I was the more effective and exerted a broader spectrum than 5-fluorodeoxyuridine.

Chemical & Pharmaceutical Bulletin published new progress about Antiviral agents. 19030-75-2 belongs to class pyrimidines, name is 5-N-Propyluracil, and the molecular formula is C7H10N2O2, Recommanded Product: 5-N-Propyluracil.

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