Category: 1997-80-4

Iyer, Malliga R. published the artcileProbes for narcotic receptor mediated phenomena. N-substituted rac-cis-4a-arylalkyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ols, Synthetic Route of 1997-80-4, the publication is European Journal of Medicinal Chemistry (2015), 531-539, database is CAplus and MEDLINE.

Racemic N-substituted -1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ols containing cis-4a-aralkyl groups were explored as probes for opioid receptors. Specifically cis-4a-phenylpropyl, -phenylbutyl, and-phenylpentyl groups coupled with widely varied substituents on the nitrogen atom were synthesized and their pharmacol. profiles at opioid receptors examined The study yielded compounds with good affinity and moderate to potent antagonist activity at the μ- and δ-opioid receptors, and agonist activity at the κ-opioid receptor. An N-allyl substituent in the C4a phenylpropyl series induced 6-fold higher affinity at δ-than μ-receptors, while an N-CPM substituent in the C4a (CH₂)₃Ph series led to a compound with high δ-affinity and potent δ-antagonist activity.

European Journal of Medicinal Chemistry published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Synthetic Route of 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Iyer, Malliga R. published the artcileProbes for narcotic receptor mediated phenomena. 47.¹ Novel C4a- and N-substituted-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ols, Safety of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is Bioorganic & Medicinal Chemistry (2013), 21(11), 3298-3309, database is CAplus and MEDLINE.

A series of N-Me rac-cis-4a-aralkyl- and alkyl-substituted-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ols have been prepared using a simple previously designed synthetic route, to find a ligand that would interact with both μ- and δ-opioid receptors. A C4a-phenethyl derivative I, was found to have modest receptor affinity both at μ- (K_i = 60 nM) and δ-opioid receptors (K_i = 64 nM). The N-Me substituent of I and that of other ligands in the series was then modified to obtain compounds with different N-substituents that might provide higher affinity at both receptors. A number of compounds differently substituted at C4a and N were synthesized and evaluated. Binding studies and functional assays revealed a moderately selective δ-antagonist, selective μ-δ antagonists, and a μ-κ antagonist.

Bioorganic & Medicinal Chemistry published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Safety of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhou, Lu published the artcileNi-catalyzed migratory fluoro-alkenylation of unactivated alkyl bromides with gem-difluoroalkenes, HPLC of Formula: 1997-80-4, the publication is Chemical Science (2019), 10(4), 1144-1149, database is CAplus and MEDLINE.

Nickel-catalyzed highly regio- and stereoselective migratory fluoro-alkenylation of unactivated alkyl bromides was reported. Catalytic cycle merged alkyl nickel chain-walking and defluorinative coupling enabled the introduction of a broad array of fluoroalkenyl moieties into carbon chains. Control experiments with other halogenated alkenes demonstrated the essential role of fluorine atoms in this reaction. The reaction proceeded under mild conditions and allowed for the synthesis of a variety of valuable monofluoroalkenes.

Chemical Science published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C8H5F3O3, HPLC of Formula: 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Caldirola, P. published the artcileNew prenylamine-analogs: investigations of their influence on calcium-dependent biological systems, Quality Control of 1997-80-4, the publication is European Journal of Medicinal Chemistry (1993), 28(7-8), 555-68, database is CAplus.

Chem., prenylamine belongs to the diphenylalkylamine class. Compounds of this class are calcium antagonists with a broad spectrum of activities due to their influence on both extracellular and intracellular sites. In the present study the calcium antagonistic profile of a recently developed new series of prenylamine analogs has been investigated using different in vitro systems. The inhibiting concentrations for the most active compound are ≈ 1.5 μM; several derivatives are inactive up to a concentration of 10 μM. Structural modifications towards an increase of lipophilicity make these mols. interact (inhibition) with the intracellular calcium-binding protein calmodulin; for the series no correlation between calcium-blocking and calmodulin antagonistic effects has been found.

European Journal of Medicinal Chemistry published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Quality Control of 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xu, Jun published the artcileCopper-catalyzed endo-type trifluoromethylarylation of alkynes, Quality Control of 1997-80-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(85), 12915-12918, database is CAplus and MEDLINE.

A new copper-catalyzed trifluoromethylarylation reaction of alkynes has been developed. The transformation represents the first example of endo-type carbotrifluoromethylation of unsaturated carbon-carbon bonds and provides efficient access to a variety of CF₃-substituted dihydronaphthalenes and chromenes.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C17H18N3NaO3S, Quality Control of 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Caldirola, P. published the artcileSynthesis of [³H]-VUF 4576: a new radiolabeled calcium antagonist, Product Details of C9H8BrF3, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (1992), 31(12), 987-93, database is CAplus.

The new radiolabeled [³H]-VUF 4576 (I) was prepared by an easy procedure using com. available C³H₃I. The new radiolabeled ligand [³H]-VUF 4576 belongs to a subclass of prenylamine analogs which interfere with calcium regulated pathways. The compound has been synthesized in order to study the interaction of other compounds with these mechanisms and in particular the site of action of this subclass of calcium entry blockers and calmodulin antagonists (phosphodiesterase inhibitors).

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Product Details of C9H8BrF3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Barnych, Bogdan published the artcileDevelopment of potent inhibitors of the human microsomal epoxide hydrolase, Name: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is European Journal of Medicinal Chemistry (2020), 112206, database is CAplus and MEDLINE.

Microsomal epoxide hydrolase (mEH) hydrolyzes a wide range of epoxide containing mols. Although involved in the metabolism of xenobiotics, recent studies associate mEH with the onset and development of certain disease conditions. This phenomenon is partially attributed to the significant role mEH plays in hydrolyzing endogenous lipid mediators, suggesting more complex and extensive physiol. functions. In order to obtain pharmacol. tools to further study the biol. and therapeutic potential of this enzyme target, we describe the development of highly potent 2-alkylthio acetamide inhibitors of the human mEH with IC₅₀ values in the low nanomolar range. These are around 2 orders of magnitude more potent than previously obtained primary amine, amide and urea-based mEH inhibitors. Exptl. assay results and rationalization of binding through docking calculations of inhibitors to a mEH homol. model indicate that an amide connected to an alkyl side chain and a benzyl-thio function as key pharmacophore units.

European Journal of Medicinal Chemistry published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Name: 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Suzuki, Takayoshi published the artcileRapid Discovery of Highly Potent and Selective Inhibitors of Histone Deacetylase 8 Using Click Chemistry to Generate Candidate Libraries, Application In Synthesis of 1997-80-4, the publication is Journal of Medicinal Chemistry (2012), 55(22), 9562-9575, database is CAplus and MEDLINE.

To find HDAC8-selective inhibitors, we designed a library of HDAC inhibitor candidates, each containing a zinc-binding group that coordinates with the active-site zinc ion, linked via a triazole moiety to a capping structure that interacts with residues on the rim of the active site. These compounds were synthesized by using click chem. Screening identified HDAC8-selective inhibitors including (I) (IC₅₀ = 0.070 μM), which was more potent than PCI-34058 (IC₅₀ = 0.31 μM), a known HDAC8 inhibitor. Mol. modeling suggested that the phenylthiomethyl group of I binds to a unique hydrophobic pocket of HDAC8, and the orientation of the phenylthiomethyl and hydroxamate moieties (fixed by the triazole moiety) is important for the potency and selectivity. The inhibitors caused selective acetylation of cohesin in cells and exerted growth-inhibitory effects on T-cell lymphoma and neuroblastoma cells (GI₅₀ = 3-80 μM). These findings suggest that HDAC8-selective inhibitors have potential as anticancer agents.

Journal of Medicinal Chemistry published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H9BrO2, Application In Synthesis of 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kong, Haiyan published the artcileNovel 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as potent selective human monoamine oxidase B inhibitors: Design, SAR development, and biological evaluation, COA of Formula: C9H8BrF3, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128051, database is CAplus and MEDLINE.

Successes have been achieved in developing human monoamine oxidase B (hMAO-B) inhibitors as anti-Parkinson’s disease (PD) drugs. However, low efficiency and unwanted side effects of the marketed hMAO-B inhibitors hamper their medical applications, therefore, novel potent selective hMAO-B inhibitors are still of great interest. Herein we report 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as hMAO-B inhibitors, which were designed by employing a fragment-based drug design strategy to link rasagiline to hydrophobic fragments. Among the synthesized 31 compounds, I and II demonstrated very encouraging hMAO-B inhibitory activities and selectivity over hMAO-A, better than rasagiline and safinamide. In vitro studies indicated that K8 and K24 are nontoxic to nervous tissue cells and they have considerable effects against ROS formation and potential neuroprotective activity. Further mice behavioral tests demonstrated these two compounds have good therapeutic effects on MPTP-induced PD model mice. All these experiment results suggest that compounds K8 and K24 can be promising candidates for further research for treatment of PD.

Bioorganic & Medicinal Chemistry Letters published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, COA of Formula: C9H8BrF3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Lambert, Joseph B. published the artcileInductive enhancement of aryl participation, Related Products of bromides-buliding-blocks, the publication is Journal of the American Chemical Society (1977), 99(9), 3059-67, database is CAplus.

Enhanced participation by an aryl group in solvolysis could be achieved by placing an electron-withdrawing substituent vicinal to the leaving group. Acetolysis of meso-1,4-diaryl-2,3-butanediyl ditosylates and of 1,4-diaryl-2-butyl tosylates, in which the aryl groups were substituted with p-OMe, p-Me, H, p-Cl, m-CF3 and p-NO2, was examined The 2nd tosylate group provided the inductive stimulus for increased aryl participation. Comparison of the monotosylate with the ditosylate showed that the proportion of aryl participation increased from 93-9% for p-OMe, from 66-99% for p-Me, from 35-94% for H, and from 0-68% for p-Cl. Thus an electron-withdrawing substituent vicinal to the leaving group made the aryl-participation pathway essentially exclusive for aryl groups with substituents with σ ≥0. Even for a substituent with a small neg. σ value, such as p-Cl, participation could be quite significant in the ditosylate series, while completely lacking in the monotosylate series.

Journal of the American Chemical Society published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary