Heterocyclic Building Blocks-Tetrahydrofuran

Thin-layer chromatography of fluoropyrimidines was written by Hawrylyshyn, M.;Seniowski, B. Z.;Wollish, E. G.. And the article was included in Microchemical Journal in 1964.Safety of 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one This article mentions the following:

On plates coated with Silica Gel GF, with a 2-dimensional system using EtOAc-acetone-water (70:40:10) and EtOAc-MeOH-NH₄OH (75:25:1), a synthetic mixture of 10 compounds was separated R_f values are given for 5-fluoroorotic acid monohydrate, 5-fluorocytosine, 5-fluoro-2′-deoxycytidine, uracil, thymidine, 5-fluorouridine, thymine, 5-fluoro-2′-deoxyuridine, 5-fluorouraeil, and 5 fluoro-2′-deoxy-3′,5′ -diacetyluridine. In the experiment, the researchers used many compounds, for example, 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (cas: 10356-76-0Safety of 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one).

4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (cas: 10356-76-0) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. 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.Safety of 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Astragaloside IV exhibits anti-tumor function in gastric cancer via targeting circRNA dihydrolipoamide S-succinyltransferase (circDLST)/miR-489-3p/ eukaryotic translation initiation factor 4A1(EIF4A1) pathway was written by Li, Fagen;Cao, Ke;Wang, Maoyun;Liu, Yi;Zhang, Yin. And the article was included in Bioengineered in 2022.Electric Literature of C41H68O14 This article mentions the following:

Astragaloside IV (AS-IV) is an inartificial saponin separated from astragalus membranaceus, which has exhibited key anti-tumor regulation in some cancers. Circular RNAs (circRNAs) are important regulators in malignant development of gastric cancer (GC). Herein, we focused on the mol. mechanism of AS-IV with circRNA dihydrolipoamide S-succinyltransferase (circDLST) in GC. CircDLST, microRNA-489-3p (miR-489-3p), and eukaryotic translation initiation factor 4A1 (EIF4A1) levels were detected by quant. real-time polymerase-chain reaction and western blot. Cell functions were assessed by cell counting kit-8 assay, ethynyl-2-deoxyuridine assay, colony formation assay, and transwell assay. The interaction between miR-489-3p and circDLST or EIF4A1 was analyzed by dual-luciferase reporter assay. Xenograft tumor assay was adopted to check the role of circDLST and AS-IV in vivo. CircDLST and EIF4A1 were upregulated but miR-489-3p was downregulated in GC cells. AS-IV restrained cell proliferation and metastasis in GC cells by downregulating circDLST. CircDLST served as a miR-489-3p sponge, and miR-489-3p inhibition reversed anti-tumor function of AS-IV. EIF4A1 was a target for miR-489-3p and circDLST sponged miR-489-3p to regulate EIF4A1. AS-IV suppressed GC cell progression via circDLST-mediated downregulation of EIF4A1. Also, AS-IV recued tumor growth in vivo via targeting circDLST to regulate miR-489-3p/EIF4A1 axis. AS-IV inhibited the development of GC through circDLST/miR-489-3p/EIF4A1 axis. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-4-Hydroxy-3-((2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-2a,5a,8,8-tetramethyl-9-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthren-7-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 84687-43-4Electric Literature of C41H68O14).

(2R,3R,4S,5S,6R)-2-(((2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-4-Hydroxy-3-((2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-2a,5a,8,8-tetramethyl-9-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthren-7-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 84687-43-4) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Electric Literature of C41H68O14

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Development and validation of first order derivative spectrophotometric method for estimation of alfuzosin hydrochloride and finasteride in combined dosage form was written by Patel, Pinal;Patel, Dhara;Desai, Sharav. And the article was included in International Journal of Pharmacy and Pharmaceutical Research in 2015.Application of 81403-68-1 This article mentions the following:

The present manuscript describe simple, sensitive, rapid, accurate, precise and economical first derivative spectrophotometric method for the simultaneous determination of alfuzosin hydrochloride and finasteride in combined tablet dosage form. The derivative spectrophotometric method was based on the determination of both the drugs at their resp. zero crossing point (ZCP). The first order derivative spectra were obtained in methanol and the determinations were made at 258 nm for alfuzosin hydrochloride and 223 nm for finasteride. The linearity was obtained in the concentration range of 2-12 μg/mL for both alfuzosin hydrochloride and finasteride. The mean % recovery was 100.79 and 99.89 % for alfuzosin hydrochloride and finasteride resp. The method was found to be simple, sensitive, accurate, precise and was applicable for the simultaneous determination of alfuzosin hydrochloride and finasteride in tablet dosage form. In the experiment, the researchers used many compounds, for example, N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride (cas: 81403-68-1Application of 81403-68-1).

N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride (cas: 81403-68-1) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. 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 81403-68-1

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Hydrogenolysis of tetrahydrofuran-2-carboxylic acid over tungsten-modified rhodium catalyst was written by Asano, Takehiro;Nakagawa, Yoshinao;Tamura, Masazumi;Tomishige, Keiichi. And the article was included in Applied Catalysis, A: General in 2020.Synthetic Route of C5H8O3 This article mentions the following:

Catalysts for reduction of tetrahydrofuran-2-carboxylic acid (THFCA), which can be synthesized from furfural via oxidation and hydrogenation, were explored among the combinations of noble metal and reducible metal oxide supported on SiO₂. Rh-WO_x/SiO₂ catalysts showed activity in C-O hydrogenolysis at 2-position of THFCA (to δ-valerolactone and 5-hydroxyvaleric acid) and higher yield ratio of these C-O hydrogenolysis products to carboxylic acid hydrogenation products than other bimetallic catalysts. The activity of Rh-WO_x/SiO₂ catalysts was highest at W/Rh = 0.25 mol/mol. X-ray diffraction, TPR, CO adsorption and XAFS characterizations showed that the Rh-WO_x/SiO₂ (W/Rh = 0.25) catalyst contained Rh metal particles with surface modification with isolated W²⁺ oxide species. The mechanism that hydride-like species formed on Rh atom attacks the C atom at the α-position (2-position) of adsorbed carboxylate on W atom is proposed based on the similar kinetics and similar catalyst structure to Rh-MO_x/SiO₂ (M = Re, Mo) which is known to be active in THFA hydrogenolysis to 1,5-pentanediol. In the experiment, the researchers used many compounds, for example, Tetrahydrofuran-2-carboxylic acid (cas: 16874-33-2Synthetic Route of C5H8O3).

Tetrahydrofuran-2-carboxylic acid (cas: 16874-33-2) 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. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Synthetic Route of C5H8O3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Development and validation of new RP-HPLC method for the estimation of alfuzosin hydrochloride in bulk and tablet dosage form was written by Patil, Vandana P.;Devdhe, Subhash J.;Kale, Suwarna H.;Nagmoti, Vijay J.;Kurhade, Sadanand D.;Girbane, Yuvraj R.;Gaikwad, Mahesh T.. And the article was included in American Journal of Analytical Chemistry in 2013.Application In Synthesis of N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride This article mentions the following:

A reverse phase high performance liquid chromatog. method HPLC has been developed for the estimation of Alfuzosin hydrochloride ALH in the pharmaceutical formulation using RP-C18 column. The mobile phase Tetrahy-drofuran, Acetonitrile and buffer pH 3.50 was pumped at a flow rate of 1.5 mL/min in the ratio of 1:20:80 and the eluents were monitored at 254.0 nm. Linearity was obtained in the concentration range of 80 – 120 μg/mL for ALH. The method was statistically validated and RSD was found to be less than 2% indicating high degree of accuracy and preci-sion of the proposed HPLC method. Due to its simplicity, rapidness, high precision and accuracy, the proposed HPLC method may be used for determination of Alfuzosin hydrochloride in bulk drugs and in pharmaceutical dosage form. In the experiment, the researchers used many compounds, for example, N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride (cas: 81403-68-1Application In Synthesis of N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride).

N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride (cas: 81403-68-1) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Application In Synthesis of N-(3-((4-Amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide hydrochloride

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

[Efficiency of groprinosine in the complex treatment of acute virus hepatitis B]. was written by Karimov, I Z. And the article was included in Likars’ka sprava in 2004.Recommanded Product: 36703-88-5 This article mentions the following:

35 patients with acute virus hepatitis of average severity were examined. They developed after short-term improvement of general state a negative dynamics of clinical and laboratory indexes. 21 patients have received traditional treatment, 14 patients additionally were prescribed groprinosine in a dose of 50 mg/kg daily per/os within 5-10 days. It was shown, that addition of gropfmosme to complex therapy positively influenced on the disease’s course, promoted a rapid regress of clinical symptoms, normalization of biochemical indexes of liver’s functions and decreased days of hospitalization. In the experiment, the researchers used many compounds, for example, 4-Acetamidobenzoic acid,9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one,1-(Dimethylamino)propan-2-ol (3:1:3) (cas: 36703-88-5Recommanded Product: 36703-88-5).

4-Acetamidobenzoic acid,9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one,1-(Dimethylamino)propan-2-ol (3:1:3) (cas: 36703-88-5) 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.Recommanded Product: 36703-88-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Microwave induced synthesis of ribonucleosides on solid support was written by Andrzejewska, Mariola;Kaminski, Jaroslaw;Kazimierczuk, Zygmunt. And the article was included in Nucleosides, Nucleotides & Nucleic Acids in 2002.Recommanded Product: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate This article mentions the following:

In recent years, there is a growing interest in applying microwave irradiation for the synthesis of organic compounds This study was conducted to test the utility of the microwave-assisted procedure for nucleoside synthesis and to attract attention to the possible use of microwave induced reactions to nucleic acid chem. Our approach was to use the “fusion” method in which the heterocyclic base reacts with the appropriate peracylated sugar at an elevated temperature and a vacuum is applied to remove the acetic acid generated. The best results were obtained when silica gel was used as a solid support phase. As expected, the nucleosides formed were the thermodynamically controlled 1β anomers for benzimidazoles and the 9β anomers for purines. In the experiment, the researchers used many compounds, for example, (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (cas: 3056-18-6Recommanded Product: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate).

(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (cas: 3056-18-6) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. 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.Recommanded Product: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Long-range replica exchange molecular dynamics guided drug repurposing against tyrosine kinase PtkA of Mycobacterium tuberculosis was written by Nagpal, Priya;Jamal, Salma;Singh, Hina;Ali, Waseem;Tanweer, Sana;Sharma, Rahul;Grover, Abhinav;Grover, Sonam. And the article was included in Scientific Reports in 2020.Reference of 36703-88-5 This article mentions the following:

Abstract: Tuberculosis (TB) is a leading cause of death worldwide and its impact has intensified due to the emergence of multi drug-resistant (MDR) and extensively drug-resistant (XDR) TB strains. Protein phosphorylation plays a vital role in the virulence of Mycobacterium tuberculosis (M.tb) mediated by protein kinases. Protein tyrosine phosphatase A (MptpA) undergoes phosphorylation by a unique tyrosine-specific kinase, protein tyrosine kinase A (PtkA), identified in the M.tb genome. In the present study, we performed an extensive investigation of the conformational behavior of the intrinsically disordered domain (IDD) of PtkA using replica exchange mol. dynamics simulations. Long-term mol. dynamics (MD) simulations were performed to elucidate the role of IDD on the catalytic activity of kinase core domain (KCD) of PtkA. This was followed by identification of the probable inhibitors of PtkA using drug repurposing to block the PtpA-PtkA interaction. The inhibitory role of IDD on KCD has already been established; however, various analyses conducted in the present study showed that IDD_PtkA had a greater inhibitory effect on the catalytic activity of KCD_PtkA in the presence of the drugs esculin and inosine pranobex. The binding of drugs to PtkA resulted in formation of stable complexes, indicating that these two drugs are potentially useful as inhibitors of M.tb. In the experiment, the researchers used many compounds, for example, 4-Acetamidobenzoic acid,9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one,1-(Dimethylamino)propan-2-ol (3:1:3) (cas: 36703-88-5Reference of 36703-88-5).

4-Acetamidobenzoic acid,9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one,1-(Dimethylamino)propan-2-ol (3:1:3) (cas: 36703-88-5) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Reference of 36703-88-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

A proposal for a specific double-helical structure in which the polynucleotide strands intercalate instead of forming base-pairs was written by Viswamitra, M. A.;Pandit, J.. And the article was included in Journal of Biomolecular Structure & Dynamics in 1983.Category: tetrahydrofurans This article mentions the following:

A double-stranded helical DNA structure without any base pairs, but having a repeat unit of 2 nucleotides with their bases stacked through intercalation, is proposed. The proposal comes from the initial models built for poly(dC) by using the stacking patterns found in the crystal structures of 5′-dCMP-Na₂ which crystallizes in 2 forms depending on the degree of hydration. These structures have pairs of nucleotides with the cytosine rings partially overlapping and separated by 3.3 Å. By using these as repeat units, one could generate a model for poly(dC) with parallel strands, having a turn angle of 30° and a base separation of 6.6 Å along each strand. Both right- and left-handed models with these parameters can be built in a smooth fashion without any obviously unreasonable stereochem. contacts. The helix diameter is ∼13.5 Å, much smaller than that of normal helixes with base-pair repeats. The changes in the sugar-phosphate backbone conformation in the present models compared to normal duplexes only reflect the torsional flexibility available for extension of polynucleotide chains as manifested by the crystal structures of drug-inserted oligonucleotide complexes. Intercalation proposed here could have some structural relevance elsewhere, e.g. to the base-mismatched regions on the double helix and the packing of noncomplementary single strands in the filamentous bacteriophage Pf1. In the experiment, the researchers used many compounds, for example, Sodium ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate (cas: 6757-06-8Category: tetrahydrofurans).

Sodium ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate (cas: 6757-06-8) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Category: tetrahydrofurans

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Laser excited Raman spectra of poly(cytidylic acid) was written by Aylward, N. N.;Koenig, J. L.. And the article was included in Macromolecules in 1970.HPLC of Formula: 6757-06-8 This article mentions the following:

The Raman spectra of poly(cytidylic acid), cytidine 5′-monophosphate, deoxycytidine, deoxycytidine 5′-monophosphate, cytidine 3′-phosphate, and cytidine 2′,3′-diphosphate were obtained. By comparing the spectra of the solid state and aqueous solution at various pH values, a qual. anal. of the vibrational modes responsible for various spectral lines is made and small variations are detected which may reflect base stacking. Perturbations of the frequencies of poly(cytidylic acid) on lowering the pH to 5.5 are probably caused by the contiguity of the bases in the hemiprotonated double-helical conformation. In the experiment, the researchers used many compounds, for example, Sodium ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate (cas: 6757-06-8HPLC of Formula: 6757-06-8).

Sodium ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate (cas: 6757-06-8) 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). Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.HPLC of Formula: 6757-06-8

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem