Category: 76283-09-5

Lai, Thu Hang published the artcileDevelopment of ¹⁸F-labeled radiotracers for PET imaging of the adenosine A₂A receptor: synthesis, radiolabeling and preliminary biological evaluation, Quality Control of 76283-09-5, the publication is International Journal of Molecular Sciences (2021), 22(5), 2285, database is CAplus and MEDLINE.

The adenosine A2A receptor (A2AR) represents a potential therapeutic target for neurodegenerative diseases. Aiming at the development of a positron emission tomog. (PET) radiotracer to monitor changes of receptor d. and/or occupancy during the A2AR-tailored therapy, authors designed a library of fluorinated analogs based on a recently published lead compound (PPY). Among those, the highly affine 4-fluorobenzyl derivate (K_i(hA_2AR) = 5.3 nM) and the 2-fluorobenzyl derivate (K_i(hA_2AR) = 2.1 nM) were chosen for ¹⁸F-labeling via an alc. enhanced copper-mediated procedure starting from the corresponding boronic acid pinacol ester precursors. Investigations of the metabolic stability of compound I (R = p-¹⁸F, o-¹⁸F) in CD-1 mice by radio-HPLC anal. revealed parent fractions of more than 76% of total activity in the brain. Specific binding of I (R = o-¹⁸F)on mice brain slices was demonstrated by in vitro autoradiog. In vivo PET/magnetic resonance imaging (MRI) studies in CD-1 mice revealed a reasonable high initial brain uptake for both radiotracers, followed by a fast clearance.

International Journal of Molecular Sciences published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Quality Control of 76283-09-5.

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

Gong, Young-Dae published the artcileConstruction of 6-Amino-2,2-Dimethyl-3,4,6-Trisubstituted-2H-1-Benzopyran Library by Solid Phase Synthesis, COA of Formula: C7H5Br2F, the publication is Journal of Combinatorial Chemistry (2003), 5(5), 577-589, database is CAplus and MEDLINE.

A library of functionalized derivatives of aminodimethylbenzopyran I is prepared on solid support. Resin-bound p-hydroxybenzyl alc. is converted to its p-nitrophenyl carbonate; treatment with I yields resin-bound I. N-alkylation of resin-bound I followed by cleavage with trifluoroacetic acid in CH₂Cl₂ yields N-monoalkylated derivatives of I. Oxidation of the N-alkylated resin-bound I with m-chloroperbenzoic acid followed by addition of an alc. yields resin-bound dialkoxyaminobenzopyrans stereoselectively. Cleavage of the resin-bound dialkoxyaminobenzopyrans from the resin yields alkoxyaminobenzopyranols; alkylation with alkyl halides or acylation with acyl chlorides followed by cleavage from the resin yields either dialkoxyaminobenzopyrans or alkoxyaminobenzopyranol esters stereoselectively. The reactions of some of the resin-bound intermediates are monitored by ATR-FT-IR and HR-MAS-NMR spectroscopy.

Journal of Combinatorial Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, COA of Formula: C7H5Br2F.

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

Schenck Eidam, Hilary published the artcileDiscovery of a First-in-Class Gut-Restricted RET Kinase Inhibitor as a Clinical Candidate for the Treatment of IBS, HPLC of Formula: 76283-09-5, the publication is ACS Medicinal Chemistry Letters (2018), 9(7), 623-628, database is CAplus and MEDLINE.

Abdominal pain and abnormal bowel habits represent major symptoms for irritable bowel syndrome (IBS) patients that are not adequately managed. Although the etiol. of IBS is not completely understood, many of the functions of the gastrointestinal (GI) tract are regulated by the enteric nervous system (ENS). Inflammation or stress-induced expression of growth factors or cytokines may lead to hyperinnervation of visceral afferent neurons in GI tract and contribute to the pathophysiol. of IBS. Rearranged during transfection (RET) is a neuronal growth factor receptor tyrosine kinase critical for the development of the ENS as exemplified by Hirschsprung patients who carry RET loss-of-function mutations and lack normal colonic innervation leading to colonic obstruction. Similarly, RET signaling in the adult ENS maintains neuronal function by contributing to synaptic formation, signal transmission, and neuronal plasticity. Inhibition of RET in the ENS represents a novel therapeutic strategy for the normalization of neuronal function and the symptoms of IBS patients. Herein, we describe our screening effort and subsequent structure-activity relationships (SARs) in optimizing potency, selectivity, and mutagenicity of the series, which led to the discovery of a first-in-class, gut-restricted RET kinase inhibitor, 2-(4-(4-ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)-N-(5-(1,1,1-trifluoro-2-methylpropan-2-yl)isoxazol-3-yl)acetamide (15, GSK3179106), as a clin. candidate for the treatment of IBS. GSK3179106 is a potent, selective, and gut-restricted pyridone hinge binder small mol. RET kinase inhibitor with a RET IC₅₀ of 0.3 nM and is efficacious in vivo.

ACS Medicinal Chemistry Letters published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, HPLC of Formula: 76283-09-5.

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

Marton, Daniele published the artcilePreparation of Benzylstannanes by Zinc-Mediated Coupling of Benzyl Bromides with Organotin Derivatives. Physicochemical Characterization and Crystal Structures, Category: bromides-buliding-blocks, the publication is Organometallics (1996), 15(6), 1645-50, database is CAplus.

Benzyltrialkyl- and benzyltriphenylstannanes were easily prepared in a 1-pot synthesis via coupling reaction of benzyl bromide derivatives (C₆H₅CH₂Br and XYC₆H₃CH₂Br, X = H, Y = o-, m-, p-CH₃, o-, m-, p-F, o-, m-Cl, and p-Br; X = o-F, Y = p-Br) with R₃SnCl compounds (R = Et, Pr, Bu, and Ph) in THF/H₂O (NH₄Cl) medium mediated by Zn powder. Such coupling also occurs with (Bu₃Sn)₂O. Dibenzyldibutylstannane (15) was prepared by reaction of benzyl bromide with Bu₂SnCl₂ or (Bu₂SnCl)₂O, and (2-naphthylmethyl)tributylstannane (14) by reaction of 2-(bromomethyl)naphthalene with Bu₃SnCl. ¹³C- and ¹¹⁹Sn-NMR data are reported for all compounds, and Moessbauer data for the benzyltributylstannanes and benzyltriphenylstannanes. The crystal structures of Ph₃SnBn, with Bn = o- (17) and m-ClC₆H₅CH₂ (18) and o- (20) and m-FC₆H₅CH₂ (21) were determined

Organometallics published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Category: bromides-buliding-blocks.

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

Chao, Rong published the artcileDesign, Semisynthesis, Insecticidal and Antibacterial Activities of a Series of Marine-Derived Geodin Derivatives and Their Preliminary Structure-Activity Relationships, Application In Synthesis of 76283-09-5, the publication is Marine Drugs (2022), 20(2), 82, database is CAplus and MEDLINE.

To enhance the biol. activity of the natural product geodin isolated from the marine-derived fungus Aspergillus sp., a series of new ether derivatives I [R = Et, 2-bromobenzyl, 2-chlorobenzyl, etc.] was designed and semisynthesized using a high-yielding one-step reaction. In addition, the insecticidal and antibacterial activities of all geodin congeners I were evaluated systematically. Most of these derivatives I showed better insecticidal activities against Helicoverpa armigera Hubner than Geodin. In particular, I [R = 2,3,4,5-tetrafluorobenzyl] showed potent insecticidal activity with an IC₅₀ value of 89μM, comparable to the pos. control azadirachtin (IC₅₀ = 70μM). Addnl., I [R = 2-chlorobenzyl, 2-fluorobenzyl, 3,5-difluorobenzyl, 2,3,4-trifluorobenzyl, 4-cyanobenzyl and 2-fluoro-3-chlorobenzyl] showed strong antibacterial activity against Staphylococcus aureus and Aeromonas salmonicida with MIC values in the range of 1.15-4.93μM. The preliminary structure-activity relationships indicated that the introduction of halogenated benzyl especially fluorobenzyl, into geodin and substitution of 4-OH was a key factors in increasing the insecticidal and antibacterial activities of geodin.

Marine Drugs published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Application In Synthesis of 76283-09-5.

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

Fauber, Benjamin P. published the artcileDiscovery of 1-{4-[3-Fluoro-4-((3S,6R)-3-methyl-1,1-dioxo-6-phenyl-[1,2]thiazinan-2-ylmethyl)-phenyl]-piperazin-1-yl}-ethanone (GNE-3500): a Potent, Selective, and Orally Bioavailable Retinoic Acid Receptor-Related Orphan Receptor C (RORc or RORγ) Inverse Agonist, HPLC of Formula: 76283-09-5, the publication is Journal of Medicinal Chemistry (2015), 58(13), 5308-5322, database is CAplus and MEDLINE.

Retinoic acid receptor-related orphan receptor C (RORc, RORγ, or NR1F3) is a nuclear receptor that plays a major role in the production of interleukin (IL)-17. Considerable efforts have been directed toward the discovery of selective RORc inverse agonists as potential treatments of inflammatory diseases such as psoriasis and rheumatoid arthritis. Using the previously reported tertiary sulfonamide as a starting point, the authors engineered structural modifications that significantly improved human and rat metabolic stabilities while maintaining a potent and highly selective RORc inverse agonist profile. The most advanced δ-sultam compound I possessed favorable RORc cellular potency with 75-fold selectivity for RORc over other ROR family members and >200-fold selectivity over 25 addnl. nuclear receptors in a cell assay panel. The favorable potency, selectivity, in vitro ADME properties, in vivo PK, and dose-dependent inhibition of IL-17 in a PK/PD model support the evaluation of I in preclin. studies.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, HPLC of Formula: 76283-09-5.

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

Melancon, Bruce J. published the artcileIsatin replacements applied to the highly selective, muscarinic M₁ PAM ML137: Continued optimization of an MLPCN probe molecule, Product Details of C7H5Br2F, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(2), 412-416, database is CAplus and MEDLINE.

This Letter describes the continued optimization of an MLPCN probe mol. I (ML137) with a focused effort on the replacement/modification of the isatin moiety present in this highly selective M₁ PAM. A diverse range of structures were validated as viable replacements for the isatin, many of which engendered sizeable improvements in their ability to enhance the potency and efficacy of acetylcholine when compared to ML137. Muscarinic receptor subtype selectivity for the M₁ receptor was also maintained.

Bioorganic & Medicinal Chemistry Letters published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Product Details of C7H5Br2F.

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

Da Settimo, Federico published the artcile[1,2,4]Triazino[4,3-a]benzimidazole Acetic Acid Derivatives: A New Class of Selective Aldose Reductase Inhibitors, SDS of cas: 76283-09-5, the publication is Journal of Medicinal Chemistry (2001), 44(25), 4359-4369, database is CAplus and MEDLINE.

Acetic acid derivatives of [1,2,4]triazino[4,3-a]benzimidazole (TBI) were synthesized and tested in vitro and in vivo as a novel class of aldose reductase (ALR2) inhibitors. (10-Benzyl[1,2,4]triazino[4,3-a]benzimidazole-3,4(10H)-dion-2-yl)acetic acid (I), displayed the highest inhibitory activity (IC₅₀ = 0.36 μM) and effective in preventing cataract development in severely galactosemic rats when administered as an eyedrop solution All the compounds investigated were selective for ALR2, since none of them inhibited appreciably aldehyde reductase, sorbitol dehydrogenase, or glutathione reductase. The activity of I was lowered by inserting various substituents on the pendant Ph ring, by shifting the acetic acid moiety from the 2 to the 3 position of the TBI nucleus, or by cleaving the TBI system to yield benzimidazolylidenehydrazines as open-chain analogs. A three-dimensional model of human ALR2 was built, taking into account the conformational changes induced by the binding of inhibitors such as zopolrestat, to simulate the docking of I into the enzyme active site. The theor. binding mode of I was fully consistent with the structure-activity relationships in the TBI series and will guide the design of novel ALR2 inhibitors.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, SDS of cas: 76283-09-5.

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

Malamas, Michael S. published the artcileDesign and Structure-Activity Relationships of Isothiocyanates as Potent and Selective N-Acylethanolamine-Hydrolyzing Acid Amidase Inhibitors, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Journal of Medicinal Chemistry (2021), 64(9), 5956-5972, database is CAplus and MEDLINE.

N-Acylethanolamines are signaling lipid mols. implicated in pathophysiol. conditions associated with inflammation and pain. N-Acylethanolamine acid amidase (NAAA) favorably hydrolyzes lipid palmitoylethanolamide, which plays a key role in the regulation of inflammatory and pain processes. The synthesis and structure-activity relationship studies encompassing the isothiocyanate pharmacophore have produced potent low nanomolar inhibitors for hNAAA, while exhibiting high selectivity (>100-fold) against other serine hydrolases and cysteine peptidases. We have followed a target-based structure-activity relationship approach, supported by computational methods and known cocrystals of hNAAA. We have identified systemically active inhibitors with good plasma stability (t_1/2 > 2 h) and microsomal stability (t_1/2 ∼ 15-30 min) as pharmacol. tools to investigate the role of NAAA in inflammation, pain, and drug addiction.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Khedar, Poonam published the artcileClick chemistry inspired synthesis of piperazine-triazole derivatives and evaluation of their antimicrobial activities, HPLC of Formula: 76283-09-5, the publication is Medicinal Chemistry Research (2015), 24(7), 3117-3126, database is CAplus.

A series of novel piperazine-1,2,3-triazole derivatives I [R¹ = H, 4-F, 4-Cl, etc; R² = H, Cl, F; R³ = H, F, Cl, Br.], which entailed the bioisosteric replacement of the imidazole moiety and hybridization of two drug scaffolds was prepared by employing the regioselective copper (I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction. The synthesized compounds were evaluated for antibacterial activities against Gram-neg. (E. Coli and P. Putida), Gram-pos. S. Aureus bacteria and fungicidal activities against F. oxysporum, F. gramillarium and F. monalliforme fungi. Compound I [ R¹ = H, R² = Cl, R³ = F] exhibited moderate but promising antibacterial activity against Gram-neg. bacteria and fungicidal activity against F. oxysporum and F. gramillarium.

Medicinal Chemistry Research published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, HPLC of Formula: 76283-09-5.

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