Category: 21085-72-3

The author of 《A novel finding of nalbuphine-6-glucuronide, an active opiate metabolite, possessing potent antinociceptive effects: Synthesis and biological evaluation》 were Liang, Ren-Jong; Lai, Yen-Hsun; Kao, Yu-Ting; Yang, Ting-Hsuan; Chen, Yen-Lun; Wang, Hong-Jaan. And the article was published in European Journal of Medicinal Chemistry in 2019. Related Products of 21085-72-3 The author mentioned the following in the article:

Nalbuphine, a partial agonist/antagonist opioid analgesic, is structurally related to morphine. It is equipotent to morphine and has no serious side effects. In the past few decades, studies focusing on morphine metabolism have indicated that one of its sugar-conjugated metabolites, morphine-6-glucuronide, exerts a higher analgesic effect than its parent drug. Considering that nalbuphine is a morphine analog that follows a similar metabolic scheme, nalbuphine glucuronides were synthesized in this study and their potential analgesic effects were assessed. Nalbuphine-3-glucuronide (N3G) and nalbuphine-6-glucuronide (N6G) were synthesized based on Schmidt’s glycosylation with OPiv protections on the glycosyl donor. In a pharmacodynamic study, paw pressure and cold-ethanol tail-flick tests were conducted in rats to evaluate the analgesic response after intracisternal and i.p. administrations of nalbuphine, N3G, or N6G. The antinociceptive response was evaluated for each compound by calculating the area under the curve and the duration spent at greater than 50% maximum possible analgesia. In conclusion, intracisternal administration of N6G exhibited a stronger analgesic response than nalbuphine in the pain tests after both cold and mech. stimuli, but N3G had no obvious effect. Similar to that of morphine, the glucuronide metabolite of nalbuphine at the 6-O-position exerted at least three-fold higher antinociceptive potency and five-fold longer analgesic duration than nalbuphine. In the experiment, the researchers used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Related Products of 21085-72-3)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Related Products of 21085-72-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tian, Lei; Li, Jian; He, Mei published an article in 2021. The article was titled 《Synthesis of deuterium labeled ezetimibe and its glucuronide conjugate》, and you may find the article in Journal of Radioanalytical and Nuclear Chemistry.Computed Properties of C13H17BrO9 The information in the text is summarized as follows:

Ezetimibe is an effective cholesterol absorption inhibitor approved for the combined treatment with statins to reduce LDL-C level. Ezetimibe labeled with deuterium was applied for drug metabolism studies. [2H5] fluorobenzene was applied to preprare [2H4] ezetimibe. Stable isotope labeled ezetimibe was obtained in seven steps with a 29.3% overall yield. Stable isotope labeled glucuronide-ezetimibe, the most abundant metabolite of ezetimibe was also synthesized. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Computed Properties of C13H17BrO9)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Computed Properties of C13H17BrO9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Organic Chemistry Frontiers included an article by Koffi Teki, Dindet Steve-Evanes; Bil, Abed; Moreau, Vincent; Chagnault, Vincent; Fante, Bamba; Adjou, Ane; Kovensky, Jose. COA of Formula: C13H17BrO9. The article was titled 《Synthesis of multivalent S-glycoside analogs of a heparan sulfate sequence》. The information in the text is summarized as follows:

Glycosaminoglycans (GAGs) are involved in the regulation of a large number of biol. processes such as inflammation, cell signaling, angiogenesis, viral infection and coagulation. Unlike mols. isolated from tissues, pure mols., derived from organic synthesis, can prevent side effects and are very useful tools for understanding the structure-activity relationships of many biol. and pharmacol. activities. In our research group, we focus particularly on the synthesis of multivalent thioglycoside analogs. In this article, we report on the synthesis of new glycoclusters with thiodisaccharide units, S-analogs of heparan sulfate. The thiodisaccharide analog was obtained by nucleophilic displacement of a 4-triflate galactoside derivative, by an anomeric thiol of a glucuronic acid precursor. After modifying the aglycon part to introduce an azide, the thiodisaccharide was coupled to maltotriose scaffolds carrying one, two or three propargyl groups by CuAAC. After reading the article, we found that the author used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3COA of Formula: C13H17BrO9)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.COA of Formula: C13H17BrO9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Journal of the American Chemical Society included an article by Whidbey, Christopher; Sadler, Natalie C.; Nair, Reji N.; Volk, Regan F.; DeLeon, Adrian J.; Bramer, Lisa M.; Fansler, Sarah J.; Hansen, Joshua R.; Shukla, Anil K.; Jansson, Janet K.; Thrall, Brian D.; Wright, Aaron T.. Application In Synthesis of (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate. The article was titled 《A Probe-Enabled Approach for the Selective Isolation and Characterization of Functionally Active Subpopulations in the Gut Microbiome》. The information in the text is summarized as follows:

Commensal microorganisms in the mammalian gut play important roles in host health and physiol., but a central challenge remains in achieving a detailed mechanistic understanding of specific microbial contributions to host biochem. New function-based approaches are needed that analyze gut microbial function at the mol. level by coupling detection and measurements of in situ biochem. activity with identification of the responsible microbes and enzymes. The authors developed a platform employing β-glucuronidase selective activity-based probes to detect, isolate, and identify microbial subpopulations in the gut responsible for this xenobiotic metabolism Metabolic activity of gut microbiota can be plastic and between individuals and during perturbation, phylogenetically disparate populations can provide β-glucuronidase activity. The authors’ work links biochem. activity with mol.-scale resolution without relying on genomic inference. In the experimental materials used by the author, we found (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Application In Synthesis of (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Application In Synthesis of (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Glucuronidation of Methylated Quercetin Derivatives: Chemical and Biochemical Approaches》 was written by Docampo-Palacios, Maite L.; Alvarez-Hernandez, Anislay; Adiji, Olubu; Gamiotea-Turro, Daylin; Valerino-Diaz, Alexander B.; Viegas, Luis P.; Ndukwe, Ikenna E.; de Fatima, Angelo; Heiss, Christian; Azadi, Parastoo; Pasinetti, Giulio M.; Dixon, Richard A.. Category: bromides-buliding-blocks And the article was included in Journal of Agricultural and Food Chemistry in 2020. The article conveys some information:

Botanical supplements derived from grapes are functional in animal model systems for the amelioration of neurol. conditions, including cognitive impairment. Rats fed with grape extracts accumulate 3′-O-methyl-quercetin-3-O-β-D-glucuronide in their brains, as a potential therapeutic agent. To develop methods for the synthesis of 3′-O-methyl-quercetin-3-O-β-D-glucuronide and the related 4′-O-methyl-quercetin-7-O-β-D-glucuronide, 3-O-methyl-quercetin-3′-O-β-D-glucuronide, and 4′-O-methyl-quercetin-3′-O-β-D-glucuronide, which are not found in the brain, we have evaluated both enzymic semi-synthesis and full chem. synthetic approaches. Biocatalysis by mammalian UDP-glucuronosyltransferases generated multiple glucuronidated products from 4′-O-methylquercetin, and is not cost-effective. Chem. synthetic methods, on the other hand, provided good results; methyl-quercetin-3-O-β-D-glucuronides were obtained in six steps at 12-30% overall yield, resp., while 4 was synthesized in five steps at 34% overall yield. A mechanistic study on the unexpected regioselectivity observed in the quercetin glucuronide synthetic steps is also presented. The results came from multiple reactions, including the reaction of (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Category: bromides-buliding-blocks)

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wan, Pui-Ki; Tong, Ka-Chung; Lok, Chun-Nam; Zhang, Chunlei; Chang, Xiao-Yong; Sze, Kong-Hung; Tsai Wong, Alice Sze; Che, Chi-Ming published an article in 2021. The article was titled 《Platinum(II) N-heterocyclic carbene complexes arrest metastatic tumor growth》, and you may find the article in Proceedings of the National Academy of Sciences of the United States of America.Electric Literature of C13H17BrO9 The information in the text is summarized as follows:

Platinum cationic arylbipyridine cyclometalated NHC complexes, substituted with hydroxyalkyl and carbohydrate groups, were prepared as antitumor agents effective against metastatic and cisplatin-resistant cancers. Vimentin is a cytoskeletal intermediate filament protein that plays pivotal roles in tumor initiation, progression, and metastasis, and its overexpression in aggressive cancers predicted poor prognosis. Herein described is a highly effective antitumor and antimetastatic metal complex [Pt(C-N-N)(NHC)][PF6] (1a; HC-N-N = 6-phenyl-2,2′-bipyridine; NHC = 1,3-dibutyl-2-imidazolylidene) that engages vimentin via noncovalent binding interactions with a distinct orthogonal structural scaffold. The complex 1a displays vimentin-binding affinity with a dissociation constant of 1.06μM from surface plasmon resonance measurements and fits into a pocket between the coiled coils of the rod domain of vimentin with multiple hydrophobic interactions. It engages vimentin in cellulo, disrupts vimentin cytoskeleton, reduces vimentin expression in tumors, suppresses xenograft growth and metastasis in different mouse models, and is well tolerated, attributable to biotransformation to less toxic and renal-clearable platinum(II) species. Our studies uncovered the practical therapeutic potential of platinum(II)-NHC complexes as effective targeted chemotherapy for combating metastatic and cisplatin-resistant cancers.(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Electric Literature of C13H17BrO9) was used in this study.

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Electric Literature of C13H17BrO9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary