Heterocyclic Building Blocks-Tetrahydrofuran

Synthesis of Azido and Triazolyl Purine Ribonucleosides was written by Lipins, Dags Davis; Jeminejs, Andris; Novosjolova, Irina; Bizdena, Erika; Turks, Maris. And the article was included in Current Protocols on September 30,2021.Synthetic Route of C10H12N4O4   The following contents are mentioned in the article:

Here, we describe detailed synthetic protocols for preparation of 6-amino/thio-2-triazolylpurine ribonucleosides. First, 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-2,6-diazido-9H-purine, to be used as a key starting material, is synthesized in an SNAr reaction with NaN3 starting from com. available 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-2,6-dichloro-9H-purine. Next, 2,6-bis-triazolylpurine ribonucleoside is obtained in a CuAAC reaction between diazidopurine derivative and Ph acetylene, and used in SNAr reactions with N- and S-nucleophiles. In these reactions, the triazolyl ring at the purine C6 position acts as a good leaving group. Cleavage of acetyl protecting groups from the ribosyl moiety is achieved in presence of piperidine. In the SNAr reaction with amino acid derivatives, the acetyl groups remain intact. Moreover, 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-2,6-diazido-9H-purine is selectively reduced at the C6 position using a CuSO4·5H2O/sodium ascorbate system. This provides a straightforward approach for synthesis of 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-6-amino-2-azido-9H-purine. 2021 Wiley Periodicals LLC Basic Protocol 1: Synthesis of 6-amino-2-triazolylpurine ribonucleosides Basic Protocol 2: Synthesis of 6-thio-2-triazolylpurine ribonucleosides Basic Protocol 3: Synthesis of 6-amino-2-azidopurine ribonucleoside This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Synthetic Route of C10H12N4O4  ).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Synthetic Route of C10H12N4O4  

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

A fluorine-19 NMR study of 2-deoxy-2-fluoro-D-galactose in mice was written by Kanazawa, Yoko; Kuribayashi, Satoru; Kojima, Masaharu; Haradahira, Terushi. And the article was included in Chemical & Pharmaceutical Bulletin on October 25,1988.Application of 67341-43-9 The following contents are mentioned in the article:

The metabolic pathway of 2-deoxy-2-fluoro-D-galactose (FDGal), a potential reagent for diagnosis by position emission tomog., in mice was studied by 19F NMR. Efficient accumulation of FDGal in liver was demonstrated by NMR. This fluorinated hexose was converted to 2-deoxy-2-fluoro-D-glucose (FDG) through UDP-FDGal and UDP-FDG apparently by the action of UDP-Gal epimerase. This study involved multiple reactions and reactants, such as Uridine 5′-(trihydrogen diphosphate) P’-(2-deoxy-2-fluoro-α-D-glucopyranosyl) ester (cas: 67341-43-9Application of 67341-43-9).

Uridine 5′-(trihydrogen diphosphate) P’-(2-deoxy-2-fluoro-α-D-glucopyranosyl) ester (cas: 67341-43-9) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Application of 67341-43-9

67341-43-9;Uridine 5′-(trihydrogen diphosphate) P’-(2-deoxy-2-fluoro-α-D-glucopyranosyl) ester;The future of 67341-43-9;New trend of C15H23FN2O16P2 ;function of 67341-43-9

Microbial succession and metabolite changes during traditional serofluid dish fermentation was written by Li, Qianqian; Kang, Jiamu; Ma, Zhen; Li, Xiaoping; Liu, Liu; Hu, Xinzhong. And the article was included in LWT–Food Science and Technology on October 31,2017.Name: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol The following contents are mentioned in the article:

Serofluid dish is a traditional Chinese salt-free fermented vegetable. In this study, the microbial succession and metabolite changes during celery serofluid dish fermentation were investigated using high-throughput sequencing and GC-TOFMS methods. The results showed that the leading genera of bacteria were Lactobacillus and Pediococcus in eight serofluid samples; Debaryomyces was the dominant fungal genus followed by Saccharomyces. A total of 182 metabolites were identified, mainly organic acids and amino acids. Correlation anal. revealed important links between microbial populations and metabolites. These results lend new insights into the fermentation process and provide a theor. basis for the economical production of safe, high-quality serofluid dish. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Name: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Name: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Interaction of Pd2 + complexes of 2,6-disubstituted pyridines with nucleoside 5′-monophosphates was written by Golubev, Oleg; Lonnberg, Tuomas; Lonnberg, Harri. And the article was included in Journal of Inorganic Biochemistry on October 31,2014.Related Products of 550-33-4 The following contents are mentioned in the article:

To learn more about the underlying principles of metal ion-mediated recognition of nucleic acid bases, PdCl+ complexes of six 2,6-disubstituted pyridines, viz. pyridine-2,6-dicarboxamide, its N2,N6-dimethyl and N2,N6-diisopropyl derivatives, 6-carbamoylpyridine-2-carboxylic acid, 6-aminomethylpyridine-2-carboxamide and its N2-Me derivative, were prepared and their interaction with nucleoside 5′-monophosphate (NMP) was studied by 1H NMR spectroscopy in D2O at pH 7.2. The binding sites within the nucleobases were assigned on the basis of Pd2 + induced changes in chem. shifts of the base moiety proton resonances. The mole fractions of NMPs engaged in mono- or dinuclear Pd2 + complexes were determined at various concentrations by comparing the intensities of the aromatic and anomeric protons of the complexed and uncomplexed NMPs. Some of the pyridine complexes showed moderate discrimination between the NMPs. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Related Products of 550-33-4).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Related Products of 550-33-4

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Leishmania donovani: characteristics of adenosine and inosine transporters in promastigotes of two different strains was written by Ogbunude, Patrick O. J.; Al-Jaser, May H.; Baer, Hans P.. And the article was included in Experimental Parasitology on October 31,1991.SDS of cas: 13146-72-0 The following contents are mentioned in the article:

The nucleoside transport characteristics of 2 strains of L. donovani promastigotes were studied. Strain S1, growing in fully defined medium, and strain S2 (MHOM/ET/67/Ha3) both transported adenosine and inosine, but only strain S1 transported uridine and thymidine. Competition studies in the presence of 100 μM of unlabeled adenosine, inosine, guanosine, 2′-deoxyadenosine, tubercidin, formycin B, 3′-deoxyinosine as well as uridine, thymidine and cytidine, with either 1 μM [3H]adenosine or [3H]inosine as permeant, were carried out. The inhibition profile with [3H]inosine as permeant was essentially identical in S1 and S2 promastigotes, indicating that the same inosine transporter was present in both strains. However, with [3H]adenosine as permeant, significant differences were noted between the 3 strains. Thus, only adenosine, 2′-deoxyadenosine, tubercidin, uridine, and thymidine were strongly inhibitory in S1 promastigotes, while essentially all nucleosides tested were effective in S2 promastigotes. This indicates that adenosine transport in S2 promastigotes seems to involve a transporter differing from that described for S1 promastigotes. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0SDS of cas: 13146-72-0).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.SDS of cas: 13146-72-0

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Structure and Mechanism of the 6-Oxopurine Nucleosidase from Trypanosoma brucei brucei was written by Vandemeulebroucke, An; Minici, Claudia; Bruno, Ilaria; Muzzolini, Laura; Tornaghi, Paola; Parkin, David W.; Versees, Wim; Steyaert, Jan; Degano, Massimo. And the article was included in Biochemistry on October 19,2010.Computed Properties of C10H12N4O4   The following contents are mentioned in the article:

Trypanosomes are purine-auxotrophic parasites that depend upon nucleoside hydrolase (NH) activity to salvage nitrogenous bases necessary for nucleic acid and cofactor synthesis. Nonspecific and purine-specific NHs have been widely studied, yet little is known about the 6-oxopurine-specific isoenzymes, although they are thought to play a primary role in the catabolism of exogenously derived nucleosides. Here, we report the first functional and structural characterization of the inosine-guanosine-specific NH from Trypanosoma brucei brucei. The enzyme shows near diffusion-limited efficiency coupled with a clear specificity for 6-oxopurine nucleosides achieved through a catalytic selection of these substrates. Pre-steady-state kinetic anal. reveals ordered product release, and a rate-limiting structural rearrangement that is associated with the release of the product, ribose. The crystal structure of this trypanosomal NH determined to 2.5 Å resolution reveals distinctive features compared to those of both purine- and pyrimidine-specific isoenzymes in the framework of the conserved and versatile NH fold. Nanomolar iminoribitol-based inhibitors identified in this study represent important lead compounds for the development of novel therapeutic strategies against trypanosomal diseases. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Computed Properties of C10H12N4O4  ).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Tetrahydrofuran can also be produced, or synthesised, via catalytic hydrogenation of furan. This process involves converting certain sugars into THF by digesting to furfural. An alternative to this method is the catalytic hydrogenation of furan with a nickel catalyst.Computed Properties of C10H12N4O4  

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Exploring the Binding Ability of Phenanthroline-Based Polyammonium Receptors for Anions: Hints for Design of Selective Chemosensors for Nucleotides was written by Bazzicalupi, Carla; Bencini, Andrea; Biagini, Silvia; Faggi, Enrico; Meini, Stefano; Giorgi, Claudia; Spepi, Alessio; Valtancoli, Barbara. And the article was included in Journal of Organic Chemistry on October 2,2009.Product Details of 18423-43-3 The following contents are mentioned in the article:

The synthesis of receptor 2,6,10,14,18-pentaaza[20]-21,34-phenanthrolinophane (L1), containing a pentaamine chain linking the 2,9 positions of a phenanthroline unit, is reported. The protonation features of L1 and of receptor 2,6,10,14,18,22-hexaaza[23]-24,37-phenanthrolinophane (L2) have been studied by potentiometric, 1H NMR, and spectrofluorimetric measurements; this study points out that the fluorescent emission of both receptors depends on the protonation state of the polyamine chain. In fact, the receptors are emissive only at neutral or acidic pH values, where all the aliphatic amine groups are protonated. Potentiometric titrations show that L2 is able to bind selectively ATP over TTP, CTP, and GTP. This selectivity is lost in the case of L1. 1H and 31P NMR measurements and mol. mechanics calculations show that the phosphate chains of nucleotides give strong electrostatic and hydrogen-bonding interactions with the ammonium groups of the protonated receptors, while the nucleobases interact either via π-stacking with phenanthroline or via hydrogen bonding with the ammonium groups. Of note, MM calculations suggest that all nucleotides interact in an inclusive fashion. In fact, in all adducts the phosphate chain is enclosed within the receptor cavities. This structural feature is confirmed by the crystal structure of the [(H6L2)2(TTP)2(H2O)2]4+ adduct. Fluorescence emission measurements at different pH values show that L2 is also able to ratiometrically sense ATP in a narrow pH range, thanks to emission quenching due to a photoinduced electron transfer (PET) process from an amine group of the receptor to the excited phenanthroline. This study involved multiple reactions and reactants, such as Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt (cas: 18423-43-3Product Details of 18423-43-3).

Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt (cas: 18423-43-3) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Product Details of 18423-43-3

18423-43-3;Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt;The future of 18423-43-3;New trend of C10H14N2Na3O14P3;function of 18423-43-3

Metabolomic analysis of the effects of omeprazole and famotidine on aspirin-induced gastric injury was written by Takeuchi, Kenichiro; Ohishi, Maki; Endo, Keiko; Suzumura, Kenichi; Naraoka, Hitoshi; Ohata, Takeji; Seki, Jiro; Miyamae, Yoichi; Honma, Masashi; Soga, Tomoyoshi. And the article was included in Metabolomics on October 31,2014.Computed Properties of C10H12N4O4   The following contents are mentioned in the article:

Gastric mucosal ulceration and gastric hemorrhage are frequently associated with treatment by non-steroid anti-inflammatory drugs (NSAIDs); however, no convenient biomarker-based diagnostic methods for these adverse reactions are currently available, requiring the use of endoscopic evaluation. We recently reported five biomarker candidates in serum which predict gastric injury induced by NSAIDs in rats, but were unable to clarify the mechanism of change in the levels of these biomarker candidates. In this study, we performed capillary electrophoresis-mass spectrometry-based metabolomic profiling in stomach and serum from rats in which gastric ulcer was induced by aspirin and prevented by co-administration of omeprazole and famotidine. Results showed drug-induced decreases in the levels of citrate, cis-aconitate, succinate, 3-hydroxy butanoic acid, and O-acetyl carnitine in all animals administered aspirin. In contrast, aspirin-induced decreases in the level of 4-hydroxyproline were suppressed by co-administration of omeprazole and famotidine. We consider that these changes were due to the prevention of gastric ulcer and decrease in the amount of collagen in stomach tissue by omeprazole and famotidine, without prevention of the NSAID-induced depression of mitochondrial function. In addition, the decreases in 4-hydroxyproline in the stomach was also detectable as changes in the serum. While further study is needed to clarify limitations of indications and extrapolation to humans, this new serum biomarker candidate of gastric injury may be useful in the monitoring of NSAID-induced tissue damage. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Computed Properties of C10H12N4O4  ).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Tetrahydrofuran can also be produced, or synthesised, via catalytic hydrogenation of furan. This process involves converting certain sugars into THF by digesting to furfural. An alternative to this method is the catalytic hydrogenation of furan with a nickel catalyst.Computed Properties of C10H12N4O4  

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Identification and characterization of new impurity in didanosine was written by Rao, D. V. N. Srinivasa; Srinivas, N.; Bharathi, Ch.; Prasad, Ch. S.; Dandala, Ramesh; Naidu, A.. And the article was included in Journal of Pharmaceutical and Biomedical Analysis on November 5,2007.Product Details of 13146-72-0 The following contents are mentioned in the article:

Didanosine is an antiviral drug. During the preparation of didanosine in our lab, six process related known impurities and one unknown impurity were detected in HPLC anal. at levels ranging from 0.05 to 0.8%. The same unknown impurity was also observed in com. batches. This new impurity was isolated by preparative HPLC and co-injected with didanosine sample to confirm the retention times in HPLC. This impurity was characterized as, 9-(2,3,5-trideoxy-β-D-glycero-pentofuranosyl)-9H-purin-6-one (2′,3′,5′-trideoxyinosine). Structural elucidation of this impurity by spectral data (1H NMR, 13C NMR, MS, and IR) has been discussed. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Product Details of 13146-72-0).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Product Details of 13146-72-0

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Method development and validation for the analysis of didanosine using micellar electrokinetic capillary chromatography was written by Mallampati, Swapna; Leonard, Stefanie; De Vulder, Sabine; Hoogmartens, Jos; Van Schepdael, Ann. And the article was included in Electrophoresis on November 30,2005.Synthetic Route of C10H12N4O4  The following contents are mentioned in the article:

A selective MEKC method was developed for the anal. of didanosine in bulk samples. Successful separation of didanosine from 13 of its potential impurities, derived from the various synthetic preparation procedures, was achieved. As CZE gave poor separation selectivity, MEKC was preferable. The use of EKC allowed achievement of the separation in a significantly shorter time than conventional HPLC. An anionic long-chain surfactant, lithium dodecyl sulfate (LiDS), was used as the pseudostationary phase and sodium tetraborate buffer as the aqueous phase. To obtain the optimal conditions and to test the method robustness, a central composite response surface modeling experiment was performed. The optimized electrophoretic conditions include the use of an uncoated fused-silica capillary with a total length of 40 cm and an ID of 50 μm, a BGE containing 40 mM sodium tetraborate and 110 mM LiDS at pH 8.0, an applied voltage of 18.0 kV, and the capillary temperature maintained at 15°C. The method was found to be robust. The parameters for validation such as linearity, precision, and sensitivity are also reported. Three com. bulk samples were analyzed with this system. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Synthetic Route of C10H12N4O4 ).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Synthetic Route of C10H12N4O4 

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0