Month: January 2023

Orally active and potent inhibitors of γ-aminobutyric acid uptake was written by Ali, Fadia E.;Bondinell, William E.;Dandridge, Penelope A.;Frazee, James S.;Garvey, Eleanor;Girard, Gerald R.;Kaiser, Carl;Ku, Thomas W.;Lafferty, John J.. And the article was included in Journal of Medicinal Chemistry in 1985.Electric Literature of C5H11BrO This article mentions the following:

GABA  [56-12-2]-uptake inhibitors that are more potent, more lipophilic, and in limited testing, at least as selective as the parent amino acids were obtained by alkylation of the appropriate butyric-, cyclohexane- and piperidinecarboxylic and pyrrolinidineacetic acids. The ability of these alkylated amino acids to inhibit Na-dependent, high-affinity GABA uptake was measured after preincubation for 15 min with rat brain synaptosomes. N-(4,4-Diphenyl-3-butenyl)-3-piperidinecarboxylic acid (I) [85375-85-5] is a specific GABA-uptake inhibitor more potent, more lipophilic and, as selective as the nonalkylated parent; I and its analogs also exhibited anticovulsant activity in rodents. Structure-activity relations are discussed. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Electric Literature of C5H11BrO).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Electric Literature of C5H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Metastable doubly threaded [3]rotaxanes with a large macrocycle was written by Hertzog, Jerald E.;Maddi, Vincent J.;Hart, Laura F.;Rawe, Benjamin W.;Rauscher, Phillip M.;Herbert, Katie M.;Bruckner, Eric P.;de Pablo, Juan J.;Rowan, Stuart J.. And the article was included in Chemical Science in 2022.Related Products of 162258-89-1 This article mentions the following:

Ring size is a critically important parameter in many interlocked mols. as it directly impacts many of the unique mol. motions that they exhibit. Reported herein are studies using one of the largest macrocycles reported to date to synthesize doubly threaded [3]rotaxanes. A large ditopic 46 atom macrocycle containing two 2,6-bis(N-alkyl-benzimidazolyl)pyridine ligands was used to synthesize several metastable doubly threaded [3]rotaxanes in high yield (65-75% isolated) via metal templating. Macrocycle and linear thread components were synthesized and self-assembled upon addition of iron(II) ions to form the doubly threaded pseudo[3]rotaxanes that could be subsequently stoppered using azide-alkyne cycloaddition chem. Following demetallation with base, these doubly threaded [3]rotaxanes were fully characterized utilizing a variety of NMR spectroscopy, mass spectrometry, size-exclusion chromatog., and all-atom simulation techniques. Critical to the success of accessing a metastable [3]rotaxane with such a large macrocycle was the nature of the stopper group employed. By varying the size of the stopper group it was possible to access metastable [3]rotaxanes with stabilities in deuterated chloroform ranging from a half-life of <1 min to ca. 6 mo at room temperature potentially opening the door to interlocked materials with controllable degradation rates. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Related Products of 162258-89-1).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Related Products of 162258-89-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Alkenylcopper reagents. 26. Carbocupration of alkynes by organocopper reagents bearing a protected hydroxy or thiol function was written by Gardette, M.;Alexakis, A.;Normant, J. F.. And the article was included in Tetrahedron in 1985.Name: 1-Bromo-6-methoxyhexane This article mentions the following:

Halohydrins, protected as ethers, acetals, or chloro-magnesium alcoholates were sequentially transformed to Li or Mg reagents, and then to copper or cuprate derivatives Addition of the copper reagents with alkynes was studied. Thus, treating Y(CH₂)_nX(Y = LiO, Me₃SiO, Me₃O, PhS, tetrahydropyranyl, etc.; X = Br, Cl; n = 3,4,6,8,10) with Li in Et₂O gave Y(CH₂)_nLi. Treating the last with CuBr·Me₂S in Et₂O, followed by reaction with HCCH at -50°, followed by acid hydrolysis gave Y(CH₂)_nCH:CH₂. Reactions of the copper or cuprate reagents with electrophiles was investigated. In the experiment, the researchers used many compounds, for example, 1-Bromo-6-methoxyhexane (cas: 50592-87-5Name: 1-Bromo-6-methoxyhexane).

1-Bromo-6-methoxyhexane (cas: 50592-87-5) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Name: 1-Bromo-6-methoxyhexane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The synthesis of 1,2-ethanediylbis(triphenylphosphonium) ditribromide as a new brominating agent in the presence of solvents and under solvent-free conditions was written by Salmasi, Reihaneh;Gholizadeh, Mostafa;Salimi, Alireza;Garrison, Jered C.. And the article was included in Journal of the Iranian Chemical Society in 2016.Quality Control of 4-Bromo-2-chloro-6-nitrophenol This article mentions the following:

The compound 1,2-ethanediylbis(triphenylphosphonium) ditribromide was quant. prepared and used for the bromination of anilines, e.g., N,N-dimethylaniline yielding 4-bromo-N,N-dimethylaniline and phenols, e.g., 2-chloro-6-nitrophenol yielding 4-bromo-2-chloro-6-nitrophenol in the presence of a mixed solvent system (DCM/MeOH 2:1) and also under solvent-free conditions. This new ionic liquid has advantages over similar brominating agents in terms of short reaction time, simple workup, regioselectivity and high yields. Single crystal X-ray anal. of title salt revealed that the bistriphenylphosphonium cation is organized around an inversion center located at the center of the -CH₂-CH₂– bridge and the two triphenylphosphine segments are anti with respect to one another. All the tribromide anions adopt a linear geometry with different Br-Br-Br bond angles for each anion. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-chloro-6-nitrophenol (cas: 58349-01-2Quality Control of 4-Bromo-2-chloro-6-nitrophenol).

4-Bromo-2-chloro-6-nitrophenol (cas: 58349-01-2) 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. 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.Quality Control of 4-Bromo-2-chloro-6-nitrophenol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electrophile, Substrate Functionality, and Catalyst Effects in the Synthesis of α-Mono and Di-Substituted Benzylamines via Visible-Light Photoredox Catalysis in Flow was written by Vile, Gianvito;Richard-Bildstein, Sylvia;Lhuillery, Arnaud;Rueedi, Georg. And the article was included in ChemCatChem in 2018.Safety of 4-Bromo-4′-tert-butylbiphenyl This article mentions the following:

Herein, facile and one-pot synthesis of α-mono- and di-substituted benzylamines from cheap and readily available α-amino acids, via photocatalytic decarboxylative arylation in flow is reported. This enables to access intermediates and building blocks that are difficult to obtain via other synthetic routes, but are key for the manufacture of pharmaceuticals, agrochems., and fine chems. The optimal decarboxylative conditions were identified through a high-throughput evaluation of catalysts, organic or inorganic bases, ligands, and reaction parameters (i.e., contact time, temperatures, and photoelectron power). The reaction turned out to be electronically controlled as the yields increased with increasing electron-d. on the aryl moiety. The results were correlated with the redox properties of the photocatalysts, deriving catalyst structure-performance relationships which can facilitate the future identification of even better materials. In addition, compared to traditional batch chem., the use of a flow protocol led to quicker reactions (30 min instead of 12-72 h) and ensured more predictable reaction scale-ups. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Safety of 4-Bromo-4′-tert-butylbiphenyl).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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.Safety of 4-Bromo-4′-tert-butylbiphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reduced efficiency roll-off and enhanced excition confinement in exciplex-type host: Electron transport materials based on benzimidazole units was written by Lu, Tingting;Jiang, Wei;Sun, Kaiyong;Tian, Wenwen;Sun, Yueming. And the article was included in Dyes and Pigments in 2018.Category: bromides-buliding-blocks This article mentions the following:

Two high triplet energy electron transporting materials, tris(3-(1H-benzo[d]imidazol-2-yl)phenyl)benzene (BMZ-TB) and tris(3-(1H-benzo[d]imidazol-2-yl)phenyl)triazine (BMZ-TZ), were successfully designed and synthesized by Suzuki coupling reaction to form efficient exciplexes with the commonly used hole-transporting mols., 4,4′,4”-tris[3-methylphenyl(phenyl)amino]-triphenylamine (m-MTDATA), 1,1-bis[4-[N,N-di(p-tolyl)-amino]phenyl]-cyclohexane (TAPC) and tris(4-carbazoyl-9-ylphenyl)-amine (TCTA). The optical, electrochem., thermal and device properties of BMZ-TB and BMZ-TZ were systematically characterized. In comparison, Ir(mppy)₃ based device host with TCTA:BMZ-TZ had high performance, showing a very low efficiency roll-off with the current efficiency of 24.9 cd A^-1 at 1000 cd m^-2, 23.7 cd A^-1 at 5000 cd m^-2, and 22.0 cd A^-1 at 10000 cd m^-2. Furthermore, systematic study of the excited-state dynamics found that the excessively high or low triplet energy of exciplex would induce a serious energy leakage from the complex state to the constituting mol. or from guest material to the exciplex state. In the experiment, the researchers used many compounds, for example, 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2Category: bromides-buliding-blocks).

3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2) 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). 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Asymmetric synthesis of all six regioisomers of N-BOC-dimethylphenylalanines was written by Ouchi, Hidekazu;Kumagai, Midori;Sakurada, Shinobu;Takahata, Hiroki. And the article was included in Heterocycles in 2004.Product Details of 83902-02-7 This article mentions the following:

All possible regioisomers of dimethyl-substituted (S)-phenylalanine were efficiently synthesized by reacting the Ni(II)-complex of the chiral Schiff base of glycine with (S)-2-N-(N-benzylprolyl)(amino)benzophenone [i.e., [N-[phenyl[2-[[[(1R,2S)-1-(phenylmethyl)-2-pyrrolidinyl-κN]carbonyl]amino-κN]phenyl]methylene]glycinato(2-)-κN,κO]nickel]. The ligand could effectively be recovered. Phenylalanine isomers, such as N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine, etc. were all prepared In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Product Details of 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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.Product Details of 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Difluoromethylation of Alkyl Bromides and Iodides with TMSCF₂H was written by Zhao, Haiwei;Lu, Changhui;Herbert, Simon;Zhang, Wei;Shen, Qilong. And the article was included in Journal of Organic Chemistry in 2021.Category: bromides-buliding-blocks This article mentions the following:

For the first time, two protocols for direct difluoromethylation of unactivated alkyl bromides and iodides RCH₂X [R = 4-phenylbutyl, 3-[(5-methylthiophen-2-yl)carbonyloxy]propyl, dodecyl, etc.; X = Br, I, OTs] were described. Reactions of alkyl iodides with TMSCF₂H were mediated by a copper catalyst using CsF as the activator, while reactions of less reactive alkyl bromides required a combination of palladium and a stoichiometric amount of CuI as the catalysts. Preliminary mechanistic studies of the synergistic Pd/Cu-catalyzed difluoromethylation of alkyl bromides suggest that it proceeds likely via a Pd(I)/Pd(III) catalytic cycle. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Category: bromides-buliding-blocks).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-Catalyzed Ipso/Ortho Difunctionalization of Aryl Bromides with Alkynes and Alkyl Bromides via a Vinyl-to-Aryl 1,4-Hydride Shift was written by He, Yuli;Borjesson, Marino;Song, Huayue;Xue, Yuhang;Zeng, Daning;Martin, Ruben;Zhu, Shaolin. And the article was included in Journal of the American Chemical Society in 2021.Name: 1-Bromo-4-methoxybutane This article mentions the following:

Polysubstituted arenes are ubiquitous structures in a myriad of medicinal agents and complex mols. Herein, a new catalytic blueprint that merges the modularity of nickel catalysis for bond formation with the ability to enable a rather elusive 1,4-hydride shift at arene sp² C-H sites, thus allowing access to ipso/ortho-difunctionalized arenes from readily available aryl halides under mild conditions and exquisite selectivity profile is reported. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Name: 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Name: 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Transannular Approach to 2,3-Dihydropyrrolo[1,2-b]isoquinolin-5(1H)-ones through Bronsted Acid-Catalyzed Amidohalogenation was written by Capel, Estefania;Luis-Barrera, Javier;Sorazu, Ana;Uria, Uxue;Prieto, Liher;Reyes, Efraim;Carrillo, Luisa;Vicario, Jose L.. And the article was included in Journal of Organic Chemistry in 2022.Related Products of 653-92-9 This article mentions the following:

A transannular approach has been developed for the construction of pyrrolo[1,2-b]isoquinolinones I (R¹ = H, F, Cl, Me, OMe, etc.; R² = H, F, etc.; R³ = H, Me, etc.; R⁴ = H, F) starting from benzo-fused nine-membered enelactams II. This process takes place in the presence of a halogenating agent and under Bronsted acid catalysis and proceeds via a transannular amidohalogenation, followed by elimination. The reaction has been found to be wide in scope, enabling the formation of a variety of tricyclic products I in good overall yield, regardless of the substitution pattern in the initial lactam substrate. The reaction has also been applied to the total synthesis of a reported topoisomerase I inhibitor and to the formal synthesis of rosettacin. Further extension of this methodol. allows the preparation of 10-iodopyrrolo[1,2-b]isoquinolinones III (R¹ = H, Me; R² = H, F; R³ = H, F, Me, OMe) by using an excess of halogenating agent and these compounds can be further manipulated through standard Suzuki coupling chem. into a variety of 10-aryl-substituted pyrrolo[1,2-b]isoquinolinones IV. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Related Products of 653-92-9).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Related Products of 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary