Tag: 200-300

Search for the Pharmacophore of Bispyridinium-Type Allosteric Modulators of Muscarinic Receptors was written by Botero Cid, Mario H.;Holzgrabe, Ulrike;Kostenis, Evi;Mohr, Klaus;Traenkle, Christian. And the article was included in Journal of Medicinal Chemistry in 1994.Recommanded Product: 57293-19-3 This article mentions the following:

The bis(dichlorobenzyl) ether of the bispyridinium oxime (I) stabilizes antagonist binding to M₂-cholinocaptors which is indicative of an allosteric action. Analogs II [R = H, N⁺Me₃, N⁺Et₃, Ph, 4-MeOC₆H₄, R1; R² = H, NMe₂, CN, Me, CH:NOH, CH:NOMe, CH:NOCH₂C₆H₃Cl₂-2,6] were synthesized to investigate structure-activity relationships. The allosteric potency of the compounds was indicated by the concentrations which retarded the rate of dissociation of[³H]N-methylscopolamine from porcine cardiac cholinoceptors by a factor of 2 (EC₅₀). Compared with I, II [R = R¹, R² = CH:NOCH₂C₆H₃Cl₂-2,6] displayed a more than 200-fold higher potency (EC₅₀ = 4.7 μM). One of the dichlorobenzyl groups could be replaced by a Me group without loss of activity (EC₅₀ = 4.5 μM). Further shortening of this end of the mol. was accompanied by a moderate decline in potency to a min. of EC₅₀ = 26 μM. The second quaternary nitrogen was not a prerequisite for an allosteric activity. It is concluded that one half of the lead compound is pivotal for an interaction with the allosteric site of the M₂-cholinoceptor, whereas the other end of the mol. modulates the allosteric activity. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Recommanded Product: 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Recommanded Product: 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Formation of substituted 1-naphthols and related products via dimerization of alkyl 3-(o-halo(het)aryl)-oxopropanoates based on a CuI-catalyzed domino C-arylation/condensation/aromatization process was written by Weischedel, Heike;Sudheendran, Kavitha;Mikhael, Alevtina;Conrad, Juergen;Frey, Wolfgang;Beifuss, Uwe. And the article was included in Tetrahedron in 2016.Formula: C8H6BrFO2 This article mentions the following:

Substrates bearing both a β-ketoester moiety and a (het)aryl halide structure element were dimerized to 1-naphthols and related products in the presence of catalytic amounts of CuI in isopropanol. The reaction starts with an intermol. C-arylation, which is followed by an intramol. condensation. The final aromatization delivers the highly substituted products with yields up to 81%. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Formula: C8H6BrFO2).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Formula: C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of N-Ethyl-4-[2-(4-fluoro-2,6-dimethyl-phenoxy)-5-(1-hydroxy-1-methyl-ethyl)phenyl]-6-methyl-7-oxo-1H-pyrrolo[2,3-c]pyridine-2-carboxamide (ABBV-744), a BET Bromodomain Inhibitor with Selectivity for the Second Bromodomain was written by Sheppard, George S.;Wang, Le;Fidanze, Steven D.;Hasvold, Lisa A.;Liu, Dachun;Pratt, John K.;Park, Chang H.;Longenecker, Kenton;Qiu, Wei;Torrent, Maricel;Kovar, Peter J.;Bui, Mai;Faivre, Emily;Huang, Xiaoli;Lin, Xiaoyu;Wilcox, Denise;Zhang, Lu;Shen, Yu;Albert, Daniel H.;Magoc, Terrance J.;Rajaraman, Ganesh;Kati, Warren M.;McDaniel, Keith F.. And the article was included in Journal of Medicinal Chemistry in 2020.Related Products of 82702-31-6 This article mentions the following:

The BET family of proteins consists of BRD2, BRD3, BRD4, and BRDt. Each protein contains two distinct bromodomains (BD1 and BD2). BET family bromodomain inhibitors under clin. development for oncol. bind to each of the eight bromodomains with similar affinities. We hypothesized that it may be possible to achieve an improved therapeutic index by selectively targeting subsets of the BET bromodomains. Both BD1 and BD2 are highly conserved across family members (>70% identity), whereas BD1 and BD2 from the same protein exhibit a larger degree of divergence (~40% identity), suggesting selectivity between BD1 and BD2 of all family members would be more straightforward to achieve. Exploiting the Asp144/His437 and Ile146/Val439 sequence differences (BRD4 BD1/BD2 numbering) allowed the identification of compound 27 demonstrating greater than 100-fold selectivity for BRD4 BD2 over BRD4 BD1. Further optimization to improve BD2 selectivity and oral bioavailability resulted in the clin. development compound 46 (ABBV-744). In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6Related Products of 82702-31-6).

Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Related Products of 82702-31-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reactions of toluic acids and their derivatives with the system SF₄-HF-Br₂ was written by Madzhumder, U.;Kunshenko, B. V.;Yagupol’skii, L. M.. And the article was included in Ukrainskii Khimicheskii Zhurnal (Russian Edition) in 1998.Name: 1-Bromo-2-methyl-3-(trifluoromethyl)benzene This article mentions the following:

Reaction of toluic acid and its derivatives with sulfur tetrafluoride in anhydrous hydrogen fluoride in the presence of a halogenating agent has been studied, and it has been shown that in the presence of bromine in the system SF₄-HF-Br₂ yields of trifluoromethyl derivatives are abruptly increased. In these cases, the products contain from 1-3 atoms of bromine in the benzene ring. In the experiment, the researchers used many compounds, for example, 1-Bromo-2-methyl-3-(trifluoromethyl)benzene (cas: 69902-83-6Name: 1-Bromo-2-methyl-3-(trifluoromethyl)benzene).

1-Bromo-2-methyl-3-(trifluoromethyl)benzene (cas: 69902-83-6) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Name: 1-Bromo-2-methyl-3-(trifluoromethyl)benzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

NIS/TBHP Induced Regioselective Selenation of (Hetero)Arenes via Direct C-H Functionalization was written by Ding, Chaochao;Yu, Yuanzu;Yu, Qiongli;Xie, Zixin;Zhou, Yan;Zhou, Jianmin;Liang, Guang;Song, Zengqiang. And the article was included in ChemCatChem in 2018.Related Products of 35065-86-2 This article mentions the following:

A simple and efficient method for the regioselective selenation of (hetero)arenes via direct C-H functionalization has been established using NIS and TBHP. The present protocol is compatible with different functional groups, and suitable for various (hetero)arenes and diselenides, efficiently affording the desired products in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Related Products of 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Related Products of 35065-86-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Functionalized congener approach to muscarinic antagonists: analogs of pirenzepine was written by Karton, Yishai;Bradbury, Barton J.;Baumgold, Jesse;Paek, Robert;Jacobson, Kenneth A.. And the article was included in Journal of Medicinal Chemistry in 1991.Name: N-(5-Bromopentyl)phthalimide This article mentions the following:

(Piperazinylacetyl)pyridobenzodiazepinones I [R = Me, H, Ac, Bz, etc.; R¹ = H, 8-SMe, 8-SO₂NH₂, 9-CH₂OH, etc.; R² = H, Et, (CH₂)₆CN] were prepared and examined as muscarinic receptor antagonists. Thus, 3-amino-2-chloropyridine underwent cyclocondensation with Me 2-aminobenzoate to give pyridobenzodiazepine II (R³ = H) which reacted with HOSO₂Cl followed by S-methylation to give II (R³ = SMe) (III). III condensed with ClCH₂COCl and 1-methylpiperazine to give I (R = Me, R¹ = 8-SMe, R² = H). Chain substitution at the C-8 or C-9 position essentially abolishes muscarinic receptor binding, whereas substitution of the endocyclic amide NH results in weak affinity. Further structure-activity relationship observations are discussed. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Name: N-(5-Bromopentyl)phthalimide).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Name: N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Multiple Ligands Targeting Cholinesterases and β-Amyloid: Synthesis, Biological Evaluation of Heterodimeric Compounds with Benzylamine Pharmacophore was written by Szalaj, Natalia;Bajda, Marek;Dudek, Katarzyna;Brus, Boris;Gobec, Stanislav;Malawska, Barbara. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2015.Application of 954-81-4 This article mentions the following:

Alzheimer’s disease (AD) is a fatal and complex neurodegenerative disorder for which effective treatment remains the unmet challenge. Using donepezil as a starting point, we aimed to develop novel potential anti-AD agents with a multidirectional biol. profile. We designed the target compounds as dual binding site acetylcholinesterase inhibitors, where the N-benzylamine pharmacophore is responsible for interactions with the catalytic anionic site of the enzyme. The heteroaromatic fragment responsible for interactions with the peripheral anionic site was modified and three different heterocycles were introduced: isoindoline, isoindolin-1-one, and saccharine. Based on the results of the pharmacol. evaluation, we identified compound 8b with a saccharine moiety as the most potent and selective human acetylcholinesterase inhibitor (IC₅₀ = 33 nM) and beta amyloid aggregation inhibitor. It acts as a non-competitive acetylcholinesterase inhibitor and is able to cross the blood-brain barrier in vitro. We believe that compound 8b represents an important lead compound for further development as potential anti-AD agent. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Application of 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Application of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

α-Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox-Catalyzed Cross-Electrophile Couplings of Distinct Organic Halides was written by Tian, Xianhai;Kaur, Jaspreet;Yakubov, Shahboz;Barham, Joshua P.. And the article was included in ChemSusChem in 2022.HPLC of Formula: 14425-64-0 This article mentions the following:

α-Amino radicals from simple tertiary amines were employed as halogen atom transfer (XAT) agents in metallaphotoredox catalysis for cross-electrophile couplings of organic bromides with organic iodides. This XAT strategy proved to be efficient for the generation of carbon radicals from a range of partners (alkyl, aryl, alkenyl, and alkynyl iodides). The reactivities of these radical intermediates were captured by nickel catalysis with organobromides including aryl, heteroaryl, alkenyl, and alkyl bromides, enabling six diverse C-C bond formations. Classic named reactions including Negishi, Suzuki, Heck, and Sonogashira reactions were readily achieved in a net-reductive fashion under mild conditions. More importantly, the cross coupling was viable with either organic bromide or iodide as limiting reactant based on the availability of substrates, which is beneficial to the late-stage functionalization of complex mols. The scalability of this method in batch and flow was investigated, further demonstrating its applicability. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0HPLC of Formula: 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.HPLC of Formula: 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium(0)-Catalyzed Enantioselective Intramolecular Arylation of Enantiotopic Secondary C-H Bonds was written by Melot, Romain;Zuccarello, Marco;Cavalli, Diana;Niggli, Nadja;Devereux, Michael;Buergi, Thomas;Baudoin, Olivier. And the article was included in Angewandte Chemie, International Edition in 2021.COA of Formula: C7H5Br2F This article mentions the following:

The enantioselective functionalization of nonactivated enantiotopic secondary C-H bonds is one of the greatest challenges in transition-metal-catalyzed C-H activation proceeding by an inner-sphere mechanism. Such reactions have remained elusive within the realm of Pd⁰ catalysis. Reported here is the unique reactivity profile of the IBiox ligand family in the Pd⁰-catalyzed intramol. arylation of such nonactivated secondary C-H bonds. Chiral C₂-sym. IBiox ligands led to high enantioselectivities for a broad range of valuable indane products containing a tertiary stereocenter, as well as the arylation of secondary C-H bonds adjacent to amides. Depending on the amide substituents and upon control of reaction time, indanes containing labile tertiary stereocenters were also obtained with high enantioselectivities. Anal. of the steric maps of the IBiox ligands indicated that the level of enantioselectivity correlates with the difference between the two most occupied and the two less occupied space quadrants, and provided a blueprint for the design of even more efficient ligands. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0COA of Formula: C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.COA of Formula: C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of D-glucose-based azacrown ethers with phosphinoxidoalkyl side chains and their application to an enantioselective reaction was written by Novak, Tibor;Bako, Peter;Keglevich, Gyorgy;Dobo, Andras;Vekey, Karoly;Toke, Laszlo. And the article was included in Journal of Inclusion Phenomena and Macrocyclic Chemistry in 2001.Recommanded Product: 954-81-4 This article mentions the following:

Five chiral α-D-glucose-based monoaza-15-crown-5 ethers with phosphinoxidoalkyl side chains of one to five carbon atoms I (n = 1-5) have been synthesized. The cation binding ability of the new lariat ethers was evaluated by the picrate extraction method. The substituents at the nitrogen atom were not a major influence on the cation extraction ability of the azacrown ether; the compounds showed, however, a significant asym. induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (95% ee). In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Recommanded Product: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Recommanded Product: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary