Category: 954-81-4

Novel acetylcholinesterase inhibitors: Synthesis and structure-activity relationships of phthalimide alkyloxyphenyl N,N-dimethylcarbamate derivatives was written by Zhao, Qianfei;Yang, Guoquan;Mei, Xiangdong;Yuan, Huizhu;Ning, Jun. And the article was included in Pesticide Biochemistry and Physiology in 2009.Formula: C13H14BrNO2 This article mentions the following:

Based on the multiple binding sites of acetylcholinesterase (AChE), a series of AChE inhibitors: phthalimide alkyloxyphenyl N,N-dimethylcarbamate were designed and synthesized. AChE inhibitory activity and structure-activity relationship of the compounds were researched also. The influence of structural variations on the inhibitory potency was carefully investigated by modifying different alkyloxy chain length and position between phthalimide and Ph N,N-dimethylcarbamate (PDM). The biol. properties of the series were investigated by considering the activity on isolated enzyme. Some of the newly synthesized derivatives, when tested on isolated AChE from head of housefly (Musca domestica), were more active than PDM. The compounds J1, J2 and K1-K8 demonstrated higher inhibitory activity (5- to 404-fold) for AChE than that of PDM. In particular, compound K1 displayed the best AChE inhibition (404-fold higher than PDM), which suggested that phthalimide group of K1 strongly bound at the residues lining the gorge while Ph N,N-dimethylcarbamate bound at the catalytic site. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Formula: C13H14BrNO2).

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.Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Aryl N-[锠?(6-Fluoroindol-1-yl)alkyl]carbamates as Inhibitors of Fatty Acid Amide Hydrolase, Monoacylglycerol Lipase, and Butyrylcholinesterase: Structure-Activity Relationships and Hydrolytic Stability was written by Rudolph, Stefan;Dahlhaus, Helmut;Hanekamp, Walburga;Albers, Christian;Barth, Maximilian;Michels, Giulia;Friedrich, Denise;Lehr, Matthias. And the article was included in ACS Omega in 2021.Computed Properties of C13H14BrNO2 This article mentions the following:

A series of aryl N-[锠?(6-fluoroindol-1-yl)alkyl]carbamates with alkyl spacers of varying lengths between the indole and the carbamate group and with differently substituted aryl moieties at the carbamate oxygen were synthesized and tested for inhibition of the pharmacol. interesting serine hydrolases fatty acid amide hydrolase (FAAH), monoacylglycerol lipase (MAGL), butyrylcholinesterase (BuChE), and acetylcholinesterase (AChE). Furthermore, the chem. stability in an aqueous solution and the metabolic stability toward esterases in porcine liver homogenate and porcine blood plasma were determined While most of the synthesized derivatives were potent inhibitors of FAAH, a considerable inhibition of MAGL and BuChE was elicited only by compounds with a high carbamate reactivity, as evidenced by a significant hydrolysis of these compounds in an aqueous solution However, the high inhibitory potency of some compounds toward MAGL and BuChE, especially that of the ortho-carboxyphenyl derivative 37, could not be explained by chem. reactivity alone. Several of the carbamates studied possessed varying degrees of stability toward esterases from liver and blood plasma. In some cases, marked inactivation by the pseudo-esterase activity of plasma albumin was observed Mass spectrometric studies showed that such carbamates formed covalent bonds with albumin at several sites. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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鑱砨romine 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.Computed Properties of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

6-Methoxy-1-tetralone Derivatives Bearing an N-Arylpyridinium Moiety as Cholinesterase Inhibitors: Design, Synthesis, Biological Evaluation, and Molecular Docking Study was written by Chehardoli, Gholamabbas;Gholamhoseini, Pooriya;Ebadi, Ahmad;Ziaei, Maral;Akbarzadeh, Tahmineh;Saeedi, Mina;Mahdavi, Mohammad;Khoshneviszadeh, Mehdi;Najafi, Zahra. And the article was included in ChemistrySelect in 2022.Product Details of 954-81-4 This article mentions the following:

A novel series of 6-methoxy-1-tetralone derivatives bearing N-aryl pyridinium moiety I (Ar = C₆H₅, 2-FC₆H₄, 3-ClC₆H₄, etc.; n = 1, 2, 3, 4, 5; X = Cl, Br) were designed, synthesized, and evaluated as acetyl and butyrylcholinesterase inhibitors. The designed derivatives inhibited acetylcholinesterase (AChE) with IC₅₀ values of 0.025-23.743娓璏 and butyrylcholinesterase (BChE) with IC₅₀ values of 0.716-20.588娓璏. The synthesized compounds were divided into two series. Derivatives containing N-benzyl moieties generally were more potent anti-AChE and anti-BChE agents than compounds with N-alkylphthalimide groups. Among them, the compound I (Ar = C₆H₅; n = 1; X = Br) and compound I (Ar = 3-ClC₆H₄; n = 1; X = Br) exhibited significant inhibitory activity against AChE and BChE with IC₅₀ values of 0.025 and 0.716娓璏 in comparison to donepezil as a reference drug (0.029 and 0.948娓璏, resp.). The results of kinetic and mol. modeling studies demonstrated that the synthesized compounds I (Ar = C₆H₅; n = 1; X = Br) and I (Ar = 3-ClC₆H₄; n = 1; X = Br) derivatives can act as mixed and dual binding inhibitors, and bind to both CAS and PAS of AChE and BChE enzymes. Among the assessed compounds, the compound I (Ar = C₆H₅; n = 1; X = Br) indicated significant neuroprotection against H₂O₂-induced cell death in PC12 cells. So, these findings indicate the therapeutic potential of 6-methoxy-1-tetralone derivatives bearing N-aryl pyridinium moiety derivatives as anti-AD agents. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Product Details 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Product Details of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

One-pot cascade synthesis of azabicycles via the nitro-Mannich reaction and N-alkylation was written by Disadee, Wannaporn;Ruchirawat, Somsak. And the article was included in Organic & Biomolecular Chemistry in 2018.Electric Literature of C13H14BrNO2 This article mentions the following:

A one-pot, metal-free process for the synthesis of azabicycles is developed. The key transformations involved a cascade of double intramol. cyclizations via the nitro-Mannich reaction and N-alkylation, providing various ring systems of azabicycles in yields up to 81% and an isomeric ratio of 62 : 1. This approach offers considerable advantages in terms of the handling of small mols., the flexibility to introduce a functionalized side chain, and gives direct access to various azabicycles. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Electric Literature of C13H14BrNO2).

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閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. 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.Electric Literature of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New Analogs of Polyamine Toxins from Spiders and Wasps: Liquid Phase Fragment Synthesis and Evaluation of Antiproliferative Activity was written by Vassileiou, Christos;Kalantzi, Stefania;Vachlioti, Eleanna;Athanassopoulos, Constantinos M.;Koutsakis, Christos;Piperigkou, Zoi;Karamanos, Nikos;Stivarou, Theodora;Lymberi, Peggy;Avgoustakis, Konstantinos;Papaioannou, Dionissios. And the article was included in Molecules in 2022.HPLC of Formula: 954-81-4 This article mentions the following:

Polyamine toxins (PATs) are conjugates of polyamines (PAs) with lipophilic carboxylic acids, which have been recently shown to present antiproliferative activity. Ten analogs of the spider PATs Agel 416, HO-416b, and JSTX-3 and the wasp PAT PhTX-433 were synthesized with changes in the lipophilic head group and/or the PA chain, and their antiproliferative activity was evaluated on MCF-7 and MDA-MB-231 breast cancer cells, using Agel 416 and HO-416b as reference compounds All five analogs of PhTX-433 were of very low activity on both cell lines, whereas the two analogs of JSTX-3 were highly active only on the MCF-7 cell line with IC₅₀ values of 2.63-2.81 娓璏. Of the remaining three Agel 416 or HO-416b analogs, only the one with the spermidine chain was highly active on both cells with IC₅₀ values of 3.15-12.6 娓璏. The two most potent compounds in this series, Agel 416 and HO-416b, with IC₅₀ values of 0.09-3.98 娓璏 for both cell lines, were found to have a very weak cytotoxic effect on the MCF-12A normal breast cells. The present study points out that the structure of both the head group and the PA chain determine the strength of the antiproliferative activity of PATs and their selectivity towards different cells. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4HPLC of Formula: 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.HPLC of Formula: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design of novel carbamate acetylcholinesterase inhibitors based on the multiple sites of acetylcholinesterase was written by Zhao, Qianfei;Yang, Guoquan;Mei, Xiangdong;Yuan, Huizhu;Ning, Jun. And the article was included in Journal of Pesticide Science (Tokyo, Japan) in 2008.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

This work describes the design, synthesis, AChE inhibitory activity, and structure-activity relationship of compounds related to a recently discovered series of AChE inhibitors: phthalimide alkyloxyphenyl N-methylcarbamates. The influence of structural variations on inhibitory potency was carefully investigated by modifying different alkyloxy chain lengths and positions between phthalimide and Ph N-methylcarbamate. The biol. properties of the series were investigated in some detail by considering their activity on isolated enzymes. All of the newly synthesized derivatives, when tested on isolated AChE from the brain of the housefly (Musca domestica), were more active than Ph N-methylcarbamate. In particular, compound I1 displayed the best AChE inhibition (352-fold higher than Ph N-methylcarbamate, and 29-fold higher than metolcarb), which suggested that the phthalimide group of I1 bound strongly to the residues lining the gorge, and Ph N-methylcarbamate bound at the catalytic sites. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Quality Control of N-(5-Bromopentyl)phthalimide).

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. 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 N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

2′- and 3′- cholesterol-conjugated adenosine and cytosine nucleoside building blocks: synthesis of lipidic nucleic acids was written by Manoharan, Muthiah;Inamati, Gopal;Tivel, Kathleen L.;Conklin, Boyd;Ross, Bruce S.;Cook, P. Dan. And the article was included in Nucleosides & Nucleotides in 1997.Name: N-(5-Bromopentyl)phthalimide This article mentions the following:

2′- And 3′- cholesterol-conjugated adenosine and cytosine nucleoside building blocks for lipidic nucleic acids were prepared Large scale synthesis and purification of two oligonucleotides were completed in 100 mg scale. 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. 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鑱砨romine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Alkylboronic Esters from Copper-Catalyzed Borylation of Primary and Secondary Alkyl Halides and Pseudohalides was written by Yang, Chu-Ting;Zhang, Zhen-Qi;Tajuddin, Hazmi;Wu, Chen-Cheng;Liang, Jun;Liu, Jing-Hui;Fu, Yao;Czyzewska, Maria;Steel, Patrick G.;Marder, Todd B.;Liu, Lei. And the article was included in Angewandte Chemie, International Edition in 2012.COA of Formula: C13H14BrNO2 This article mentions the following:

Authors have developed an unprecedented copper-catalyzed cross-coupling reaction of unactivated alkyl halides and pseudohalides with diboron reagents. This reaction can be used to prepare primary and secondary alkylboronic esters with diverse structures and functional groups, many of which would be difficult to access by other means. The reaction is efficient, practically simple, and gives easy isolation of the products which can be further enhanced through the use of polymer-supported ligands. It is also reported a mild and practical protocol for the Suzuki-Miyaura coupling of alkylboronic esters with both aryl bromides and chlorides. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4COA of Formula: C13H14BrNO2).

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. 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.COA of Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and Bioevaluation of Novel [¹⁸F]FDG-Conjugated 2-Nitroimidazole Derivatives for Tumor Hypoxia Imaging was written by Yang, Xianteng;Wang, Fan;Zhu, Hua;Yang, Zhi;Chu, Taiwei. And the article was included in Molecular Pharmaceutics in 2019.Product Details of 954-81-4 This article mentions the following:

Hypoxia imaging can guide tumor treatment and monitor changes in hypoxia during treatment. However, there is still no ideal hypoxia imaging agent for clin. applications. In this study, two novel 2-nitromidazole derivatives were synthesized and directly radiolabeled by [¹⁸F]FDG in high radiochem. yield and excellent radiochem. purity. Cell experiments, biodistribution, and positron emission tomog. (PET) imaging studies were also conducted in mice-bearing S180 or OS732 tumors. [¹⁸F]FDG-2NNC2ON [(2R,3S,4R,E)-2-¹⁸F-fluoro-3,4,5,6-tetrahydroxyhexanal O-3-(2-(2-nitro-1H-imidazole-1-yl)ethylamino)-2-oxopropyl oxime] and [¹⁸F]FDG-2NNC5ON [(2R,3S,4R,E)-2-¹⁸F-fluoro-3,4,5,6-tetrahydroxyhexanal-O-3-(5-(2-nitro-1H-imidazole-1-yl)pentylamino)-2-oxopropyl oxime] can be cleared from the blood quickly and specifically target hypoxic tumor cells. The uptake of the probes by hypoxic cells gradually increases with time. After 4 h, the uptake value of [¹⁸F]FDG-2NNC2ON in hypoxic cells is 3.2 times higher than that in normoxia cells. In contrast, there is no difference in the uptake of [¹⁸F]FDG between hypoxic cells and normoxia cells. Biodistribution resulting from two tumor models indicate that the uptake values of the two radiotracers in the tumor are higher at 1 h than those at 2 and 4 h. At 1 and 2 h, the tumors are clearly observed on the PET images and the imaging features of [¹⁸F]FDG-2NNC5ON and [¹⁸F]FDG-2NNC2ON are distinct from those of [¹⁸F]FDG. Compared with [¹⁸F]FDG-2NNC5ON, [¹⁸F]FDG-2NNC2ON has a higher proportion of renal excretion, lower digestive tract uptake, and better imaging contrast because of its higher hydrophilicity. At 2 h, [¹⁸F]FDG-2NNC2ON shows a good tumor-to-blood (T/B) ratio, tumor-to-muscle ratio based on biodistribution (Bio-T/M ratio), and tumor-to-muscle ratio based on regions of interest on the PET images [region of interest (ROI)-T/M ratio] in the two tumor models (T/B, Bio-T/M, and ROI-T/M ratios are 3.2, 2.6, and 3.9 in the S180 tumor model and are 3.4, 4.2, and 4.6 in the OS732 tumor model, resp.). The imaging features visualized with autoradiog. mostly coincided with the pos. areas of HIF1浼?staining by immunofluorescence. Meanwhile, the biodistribution study and PET imaging revealed that the uptake of the radiotracers in the tumor cannot be competed by 5% glucose, confirming that [¹⁸F]FDG-2NNC2ON targets the hypoxic regions of the tumors instead of targeting tumors through the glucose metabolism pathway. These results suggest that the new 2-nitroimidazole derivative conjugated with [¹⁸F]FDG, [¹⁸F]FDG-2NNC2ON, has potential as an imaging agent for hypoxia. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Product Details of 954-81-4).

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.Product Details of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and antibacterial activity of novel ketolides bearing an aryltetrazolyl-substituted alkyl side chain was written by Song, Qiu-Ling;Guo, Bao-Qin;Zhang, Wen;Lan, Ping;Sun, Ping-Hua;Chen, Wei-Min. And the article was included in Journal of Antibiotics in 2011.Application of 954-81-4 This article mentions the following:

A set of 17 novel ketolides bearing an aryltetrazolyl-substituted alkyl side chain were synthesized and evaluated for their antibacterial activities, which the aryltetrazolyl group was selected to replace the hetero-aryl moiety of the side chain in telithromycin for designing new compounds The synthesis of aryltetrazolyl alkylamines was reported in detail. The antibacterial activities of new ketolides were evaluated against a number of pathogens including macrolide-resistant organisms by using telithromycin as the reference Many of the evaluated compounds exhibited remarkable activities against both erythromycin-susceptible and erythromycin-resistant organisms such as Staphylococcus aureus (except S. aureus AD-08), Pseudomonas aeruginosa and Escherichia coli. Among these, the compound 11e exhibited excellent antibacterial potency against all the strains in comparison with others. 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. 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.Application of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary