Category: tetrahydropyran

Kim, Yong-Hak published the artcileGender differences in the levels of bisphenol A metabolites in urine, Formula: C21H24O8, the publication is Biochemical and Biophysical Research Communications (2003), 312(2), 441-448, database is CAplus and MEDLINE.

The metabolism of bisphenol A (BPA), a suspected endocrine disruptor, should be considered for monitoring human exposure to BPA, because the conjugation with β-D-glucuronide and sulfate reduces the estrogenic activity. In this study, BPA levels in 30 healthy Koreans (men, N=15, 42.6±2.4 yr; women, N=15, 43.0±2.7 yr) were analyzed from urine treated with/without β-glucuronidase and/or sulfatase by an RP-HPLC with fluorescence detection. The total BPA concentrations including free BPA and the urinary conjugates were similar in men and women (2.82±0.73 and 2.76±0.54 ng ml^-1, resp.), but gender differences were found in the levels of urinary BPA conjugates. Men had significantly higher levels of BPA-glucuronide (2.34±0.85 ng ml^-1) than women (1.00±0.34 ng ml^-1), whereas women had higher levels of BPA-sulfate (1.20±0.32 ng ml^-1) than men (0.49±0.27 ng ml^-1).

Biochemical and Biophysical Research Communications published new progress about 267244-08-6. 267244-08-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Chiral,Carboxylic acid,Benzene,Phenol,Alcohol,Ether,, name is (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, and the molecular formula is C21H24O8, Formula: C21H24O8.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Hoffmann, H. M. R. published the artcileThe intramolecular enyne Diels-Alder reaction. Stereoselective construction of tricyclic dioxa dienones and mechanistic outline, HPLC of Formula: 27943-46-0, the publication is Tetrahedron (1993), 49(40), 8999-9018, database is CAplus.

4-Methylpent-4-en-2-yn-1-ols and 6-hydroxy-2,3-dihydro-6H-pyran-3-ones are condensed in different ways to give a series of tricyclic dioxa dienones I [R = H, Me; R¹ = R² = H, Me, Et; R¹R² = (CH₂)₄, (CH₂)₅; R¹ = H, R² = Me, Ph, 2-thienyl, 3-thienyl] which contain the basic framework of the cadlinolides. A mechanism for the intramol. enyne-ene cycloisomerization and the origin of the resulting dienes is proposed.

Tetrahedron published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, HPLC of Formula: 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Pritchett, J. J. published the artcileMetabolism of bisphenol A in primary cultured hepatocytes from mice, rats, and humans, Application of (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, the publication is Drug Metabolism and Disposition (2002), 30(11), 1180-1185, database is CAplus and MEDLINE.

Studies have shown that in the rat, bisphenol A (BPA) is metabolized and eliminated primarily as a monoglucuronide, a metabolite without estrogenic activity. The purpose of this study was to determine the extent of monoglucuronide formation in monolayers of hepatocytes from rats, mice, and humans. Noncytotoxic concentrations of BPA (10, 20, and 35 μM; 1.0 μCi), as assessed by lactate dehydrogenase leakage, were incubated with isolated hepatocytes for 0-6 h. Media were collected and analyzed for metabolites by radiochem. high performance liquid chromatog. and liquid chromatog.-tandem mass spectrometry. The metabolites identified include a monoglucuronide (major metabolite), a sulfate conjugate, and a glucuronide/sulfate diconjugate (minor metabolites). In hepatocytes of male Fischer-344 rats, the predominate metabolite was the diconjugate (glucuronide/sulfate). Under these conditions, the extent of metabolism by 3 h was similar in all species tested because all BPA was converted to conjugates by 3 h. Initial rates of metabolism in hepatocytes followed the order of mice > rats > humans. However, when extrapolated to the whole liver (i.e., cells per liver), the hepatic capacity for BPA glucuronidation is predicted to be humans > rats > mice.

Drug Metabolism and Disposition published new progress about 267244-08-6. 267244-08-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Chiral,Carboxylic acid,Benzene,Phenol,Alcohol,Ether,, name is (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, and the molecular formula is C21H24O8, Application of (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Kihira, Kenji published the artcileComparative biological studies of bile alcohols. IV. New bile alcohols. Synthesis of (22R)- and (22S)-5β-cholestane-3α,7α,12α,22,25-pentols, Application of 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Steroids (1976), 27(3), 383-93, database is CAplus and MEDLINE.

Bisnorcholanal I, prepared from triacetylcholic acid by successive oxidative-decarboxylation, alk. hydrolysis, treatment with H2O2, alk. hydrolysis, and oxidation with Pb(OAc)4, was treated with 3-methyl-3-(tetrahydropyran-2-yloxy)butynylmagnesium bromide. Hydrogenation over PtO2 of the epimeric acetylenes followed by acid hydrolysis gave (22R)- and (22S)-cholestanepentols II. (22R)-II was identical with the metabolite of 5β-cholestane-3α,7α,25-triol formed in the rabbit.

Steroids published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Application of 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Jeon, Yukyoung published the artcileCarboxymethylated cyclosophoraose as a novel chiral additive for the stereoisomeric separation of some flavonoids by capillary electrophoresis, HPLC of Formula: 69097-99-0, the publication is Carbohydrate Research (2010), 345(16), 2408-2412, database is CAplus and MEDLINE.

A carboxymethylated cyclosophoraose (CM-Cys) was synthesized by the chem. modification of neutral Cys, which was isolated from Rhizobium trifolii TA-1. CM-Cys was successfully applied as a novel chiral selector for the separation of some flavonoids including catechin, 3,5,7,3′,4′-pentahydroxyflavanone, hesperidin, hesperetin, isosakuranetin, naringenin, naringin, and eriodictyol. The effects of pH, chiral additive concentration, and temperature on resolution and migration time were also studied.

Carbohydrate Research published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, HPLC of Formula: 69097-99-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Fuerst, Andor published the artcileNew syntheses of 1α,25-dihydroxycholesterol, Computed Properties of 27943-46-0, the publication is Helvetica Chimica Acta (1982), 65(5), 1499-521, database is CAplus.

1α,25-Dihydroxycholesterol was prepared via 5 convergent syntheses by combining C₂₁– or C₂₂-steroids with C₄– or C₅-side-chain building blocks. Thus, pregnene I (R = tetrahydro-2-pyranyl, R¹ = CH₂O₃SC₆H₄Me-H) was combined with the dioxolane II, PhSO₂CH₂CH₂CMe₂OR² (R² = tetrahydro-2-pyranyl) and HCCCMe₂OR² and I (R = Ac, R¹ = CHO) was combined with Ph₃P:CHCH₂CMe₂OH. Also, pregnenone III was condensed with phosphorane IV.

Helvetica Chimica Acta published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Computed Properties of 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Eshon, Josephine published the artcileRegioselective Rh-Catalyzed Hydroformylation of 1,1,3-Trisubstituted Allenes Using BisDiazaPhos Ligand, Product Details of C10H16O2, the publication is Journal of Organic Chemistry (2017), 82(18), 9270-9278, database is CAplus and MEDLINE.

The efficient hydroformylation of 1,1,3-trisubstituted allenes is accomplished with low loadings of a Rh catalyst supported by a BisDiazaPhos (BDP) ligand. The ligand identity is key to achieving high regioselectivity, while the mild reaction conditions minimize competing isomerization and hydrogenation to produce β,γ-unsaturated aldehydes and their derivatives in excellent yields.

Journal of Organic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Product Details of C10H16O2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Johnson, C. David published the artcileProdrugs based on masked lactones. Cyclization of γ-hydroxy amides, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Journal of Organic Chemistry (1988), 53(21), 5130-9, database is CAplus.

A versatile approach to prodrug design based on the lactonization of γ-hydroxy carbonyl compounds is investigated. A range of γ-hydroxy amides, e.g., RR¹C(OH)CH:CHCONHR²R³ [R = R¹ = H, Me; RR¹ = (CH₂)₅; R² = H, R³ = 4-C₆H₄Br; R² = Me, R³ = Ph], I and II (R⁴ = H, 4-Br, 4-OMe, 4-Me, 3-Cl) were prepared as models for amide-linked prodrugs. The rates of lactonization of these compounds were measured, and the effects of pH, leaving group pK_a, buffer species, and ionic strength were investigated. The kinetic data are consistent with changes in the rate-determining step with the nature of the buffer and with pH over the range 6-10. Some compounds show only small changes in rate over the pH range 7-9. The best model prodrugs studied have rates of amine expulsion that would probably be adequate for therapeutic use, but precise rates of drug liberation in vivo cannot be predicted from these data due to the problems of estimating the magnitude of biol. buffer catalysis and effects due to tissue binding. However, drug liberation half-lives in vivo in the region of 1 h for aromatic amides, less for aliphatic amides, may be achieved by using prodrugs that yield 4,4-dialkyl (or spiroalkyl)-(Z)-but-2-enoic acid lactones during drug release.

Journal of Organic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

David, Arthur published the artcileDisruption of the Prostaglandin Metabolome and Characterization of the Pharmaceutical Exposome in Fish Exposed to Wastewater Treatment Works Effluent As Revealed by Nanoflow-Nanospray Mass Spectrometry-Based Metabolomics, Safety of (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, the publication is Environmental Science & Technology (2017), 51(1), 616-624, database is CAplus and MEDLINE.

Fish can be exposed to a complex mixture of chem. contaminants, including pharmaceuticals, present in discharges of wastewater treatment works (WwTWs) effluents. There is little information on the effects of effluent exposure on fish metabolism, especially the small mol. signaling compounds which are the biol. target of many pharmaceuticals. The authors applied a newly developed sensitive nanoflow-nanospray mass spectrometry nontargeted profiling technique to identify changes in the exposome and metabolome of roach (Rutilus rutilus) exposed to a final WwTWs effluent for 15 days. Effluent exposure resulted in widespread reduction (between 50% and 90%) in prostaglandin (PG) profiles in fish tissues and plasma with disruptions also in tryptophan/serotonin, bile acid and lipid metabolism Metabolite disruptions were not explained by altered expression of genes associated with the PG or tryptophan metabolism Of the 31 pharmaceutical metabolites that were detected in the effluent exposome of fish, 6 were nonsteroidal anti-inflammatory drugs but with plasma concentrations too low to disrupt PG biosynthesis. PGs, bile acids, and tryptophan metabolites are important mediators regulating a diverse array of physiol. systems in fish and the identity of wastewater contaminants disrupting their metabolism warrants further investigation on their exposure effects on fish health.

Environmental Science & Technology published new progress about 267244-08-6. 267244-08-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Chiral,Carboxylic acid,Benzene,Phenol,Alcohol,Ether,, name is (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, and the molecular formula is C21H24O8, Safety of (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Le, Anh published the artcileSelectivity between an Alder-ene reaction and a [2+2] cycloaddition in the intramolecular reactions of allene-tethered arynes, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Organic Chemistry Frontiers (2021), 8(13), 3390-3397, database is CAplus.

Substituent-dependent reactivity and selectivity in the intramol. reactions of arynes tethered with an allene were described. With a 1,3-disubstituted allene moiety, an Alder-ene reaction of an allenic C-H bond was preferred over a [2+2] cycloaddition, whereas a [2+2] cycloaddition of the terminal π-bond of the allene was preferred with a 1,1-disubstituted allene. With a 1,1,3-trisubstituted allene-tethered aryne, an Alder-ene reaction with an allylic C-H bond was preferred over a [2+2] cycloaddition

Organic Chemistry Frontiers published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics