Category: 954-81-4

Structure-activity relationship study of hypoxia-activated prodrugs for proteoglycan-targeted chemotherapy in chondrosarcoma was written by Ghedira, Donia;Voissiere, Aurelien;Peyrode, Caroline;Kraiem, Jamil;Gerard, Yvain;Maubert, Elise;Vivier, Magali;Miot-Noirault, Elisabeth;Chezal, Jean-Michel;Farhat, Farhat;Weber, Valerie. And the article was included in European Journal of Medicinal Chemistry in 2018.SDS of cas: 954-81-4 This article mentions the following:

Due to an abundant chondrogenic, poorly vascularized and particularly hypoxic extracellular matrix, chondrosarcoma, a malignant cartilaginous tumor, is chemo- and radio-resistant. Surgical resection with wide margins remains the mainstay of treatment. To address the lack of therapy, our strategy aims to increase anticancer drugs targeting and delivery in the tumor, by leveraging specific chondrosarcoma hallmarks: an extensive cartilaginous extracellular matrix, namely the high neg. fixed charge d. and severe chronic hypoxia. A dual targeted therapy for chondrosarcoma was investigated by conjugation of a hypoxia-activated prodrug (HAP) to quaternary ammonium (QA) functions which exhibit a high affinity for polyanionic sites of proteoglycans (PGs), the major components of the chondrosarcoma extracellular matrix. Based on preclin. results, an imidazole prodrug, ICF05016, was identified and provided the basis for a lead optimization study. A series of 27 QA-phosphoramide mustard conjugates, differing by the type of QA function and the length of the alkyl linker, was yielded by a common multi-step sequence involving phosphorylation of a key 2-nitroimidazole alc. Then, a screening was realized by surface plasmon resonance technol. to assess biomol. interactions between QA derivatives and aggrecan, the most abundant PG in chondrosarcoma. Results revealed that affinity depends more on the type of QA function, than on the linker length. Moreover, the presence of a benzyl group enhanced affinity to aggrecan. Twelve compounds were shortlisted and evaluated for antiproliferative activity (i.e., growth inhibiting concentration 50), under normoxic and hypoxic conditions using the human extraskeletal myeloid chondrosarcoma cell line (HEMC-SS). For all prodrugs, hypoxic selectivity was maintained and even increased, compared with the lead. From this study, compound I emerged as the most effective PG-targeted HAPs with a dissociation constant of 2.10 μM in the SPR experiment, a hypoxia cytotoxicity ratio of 24 and an efficient reductive cleavage under chem. and enzymic conditions. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4SDS of cas: 954-81-4).

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–bromine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. SDS of cas: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chemo-proteomics exploration of HDAC degradability by small molecule degraders was written by Xiong, Yuan;Donovan, Katherine A.;Eleuteri, Nicholas A.;Kirmani, Nadia;Yue, Hong;Razov, Anthony;Krupnick, Noah M.;Nowak, Radoslaw P.;Fischer, Eric S.. And the article was included in Cell Chemical Biology in 2021.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

Targeted protein degradation refers to the use of small mols. that recruit a ubiquitin ligase to a target protein for ubiquitination and subsequent proteasome-dependent degradation While degraders have been developed for many targets, key questions regarding degrader development and the consequences of acute pharmacol. degradation remain, specifically for targets that exist in obligate multi-protein complexes. Here, we synthesize a pan-histone deacetylase (HDAC) degrader library for the chemo-proteomic exploration of acute degradation of a key class of chromatin-modifying enzymes. Using chemo-proteomics, we not only map the degradability of the zinc-dependent HDAC family identifying leads for targeting HDACs 1-8 and 10 but also explore important aspects of degrading epigenetic enzymes. We discover cell line-driven target specificity and that HDAC degradation often results in collateral loss of HDAC-containing repressive complexes. These findings potentially offer a new mechanism toward controlling chromatin structure, and our resource will facilitate accelerated degrader design and development for HDACs. 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents was written by Hu, Kun;Qi, Yan-jie;Zhao, Juan;Jiang, He-fei;Chen, Xin;Ren, Jie. And the article was included in European Journal of Medicinal Chemistry in 2013.Safety of N-(5-Bromopentyl)phthalimide This article mentions the following:

A series of sulforaphane derivatives, S:C:NCH₂(CH₂)_nCH₂X(O)R [I, R = PhCH₂, Et, 2-furanylmethyl, cyclopentyl, etc., X = S(O), n = 1-4; R = PhCH₂, X = S, n = 2; R = PhCH₂, X = SO₂, n = 2], were synthesized and evaluated in vitro for their cytotoxicity against five cancer cell lines (HepG2, A549, MCF-7, HCT-116 and SH-SY5Y). The pharmacol. results showed that many of the derivatives displayed more potent cytotoxicity than sulforaphane (SFN). Furthermore, SFN and derivative I [R = PhCH₂, X = S(O), n = 2] (II) could induce cell cycle arrest at S or G2/M phase and cell apoptosis. SFN and II exhibited time- and dose-dependent activation on Nrf2 transcription factor, and II acted as a more potent Nrf2 inducer than SFN. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Safety of 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–bromine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Safety of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

N-Phthalimidoalkyl derivatives of 2β-carbomethoxy-3β-(4′-iodophenyl)tropane (β-CIT): brain monoamine transporter affinity was written by Tamagnan, Gilles;Neumeyer, John L.;Gao, Yigong;Wang, Shaoyin;Kula Nora;Baldessarini, Ross J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 1997.Recommanded Product: N-(5-Bromopentyl)phthalimide This article mentions the following:

A series of novel N-phthalimidoalkyl analogs I (n = 2-5, 8) for the stable phenyltropane β-CIT were synthesized and evaluated by selective radioligand binding assays for affinity to transporters for dopamine (DA), serotonin (5-HT) and norepinephrine (NE) in corpus striatum tissue from rat forebrain. β-CIT and I (n = 4, 5, 8) showed similarly greater affinity at 5-HT than DA transporters; this affinity was lost with I (n = 2, 3). These results are consistent with interference at a critical binding site for the tropane nitrogen on the transporter proteins and indicate that the tropane nitrogen atom can be substituted with large substituted alkyl moieties without loss of affinity or selectivity for amine transporters. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Recommanded Product: N-(5-Bromopentyl)phthalimide).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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.Recommanded Product: N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design and Synthesis of [(2,3-Dichlorophenyl)piperazin-1-yl]alkylfluorenylcarboxamides as Novel Ligands Selective for the Dopamine D₃ Receptor Subtype was written by Robarge, Michael J.;Husbands, Stephen M.;Kieltyka, Andrzej;Brodbeck, Robbin;Thurkauf, Andrew;Newman, Amy Hauck. And the article was included in Journal of Medicinal Chemistry in 2001.HPLC of Formula: 954-81-4 This article mentions the following:

The dopamine D₃ receptor subtype has been recently targeted as a potential neurochem. modulator of the behavioral actions of psychomotor stimulants, such as cocaine. However, definitive behavioral investigations have been hampered by the lack of highly selective D₃ agonists and antagonists. In an attempt to design a novel class of D₃ ligands with which to study this receptor system, a series of chem. divergent compounds that possessed various structural features that exist within several classes of reputed D₃ agents was screened and compared to the recently reported NGB 2904. On the basis of these results, a novel series of compounds was designed that included functional moieties that were required for high-affinity and selective binding to D₃ receptors. All the compounds in this series included an aryl-substituted piperazine ring, a varying alkyl chain linker (C₃-C₅), and a terminal aryl amide. The compounds were synthesized and evaluated in vitro for binding in CHO cells transfected with human D₂, D₃, or D₄ receptor cDNAs. D₃ binding affinities ranged from K_i = 1.4 to 1460 nM. The most potent analog in this series, I, demonstrated a D₃/D₂ selectivity of 64 and a D₃/D₄ selectivity of 1300. Structure-activity relationships for this class of ligands at D₃ receptors will provide new leads toward the development of highly selective and potent mol. probes that will prove useful in the elucidation of the role D₃ receptors play in the psychomotor stimulant and reinforcing properties of cocaine. 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. 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.HPLC of Formula: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and insecticide activity of novel acetylcholinesterase inhibitors: triazolinone and phthalimide heterodimers was written by Xie, Ruliang;Mei, Xiangdong;Ning, Jun. And the article was included in Chemical & Pharmaceutical Bulletin in 2019.COA of Formula: C13H14BrNO2 This article mentions the following:

A new series of 1,2,4-triazolin-3-one and phthalimide heterodimers I [X = (CH₂)_n; n = 1, 2, 9, etc.] was synthesized and evaluated for their insecticidal and acetylcholinesterase inhibitory activities. Most of the synthesized compounds I showed good in vitro inhibitory activities against both Drosophila melanogaster acetylcholinesterase (DmAChE) and Musca domestica acetylcholinesterase (MdAChE). Among them, compound I (n = 7) was found to be most potent AChE inhibitor (IC₅₀ = 8.07 μM to DmAChE, IC₅₀ = 32.24 μM to MdAChE), whose activities were 2.31- and 1.35-fold more active than the pos. control ethion (CP, IC₅₀ = 18.62 μM to DmAChE, IC₅₀ = 43.56 μM to MdAChE). The docking model study revealed that compound I (n = 7) possessed fitted spatial structure and bound to central pocket and peripheral site of DmAChE. Moreover, most of the compounds I demonstrated high insecticidal activity to Lipaphis erysimi and Tetranychus cinnabarinus at concentration of 300 mg/L. 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. 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). 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.COA of Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Asymmetric Michael addition catalyzed by D-glucose-based azacrown ethers was written by Novak, Tibor;Tatai, Janos;Bako, Peter;Czugler, Matyas;Keglevich, Gyorgy;Toke, Laszlo. And the article was included in Synlett in 2001.Formula: C13H14BrNO2 This article mentions the following:

Novel sugar-based azacrown ethers with phosphinoxidoalkyl side-chain were synthesized. They show asym. induction as phase-transfer catalysts in the Michael addition of 2-nitropropane to chalcone (95% ee) and to 3-fur-2-yl-1-phenyl-2-propen-1-one (80% ee). 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. 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.Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Multivalent Approach to the Design and Discovery of Orally Efficacious 5-HT₄ Receptor Agonists was written by McKinnell, R. Murray;Armstrong, Scott R.;Beattie, David T.;Choi, Seok-Ki;Fatheree, Paul R.;Gendron, Roland A. L.;Goldblum, Adam;Humphrey, Patrick P.;Long, Daniel D.;Marquess, Daniel G.;Shaw, J. P.;Smith, Jacqueline A. M.;Turner, S. Derek;Vickery, Ross G.. And the article was included in Journal of Medicinal Chemistry in 2009.Product Details of 954-81-4 This article mentions the following:

5-HT₄ receptor agonists such as tegaserod have demonstrated efficacy in the treatment of constipation predominant irritable bowel syndrome (IBS-C), a highly prevalent disorder characterized by chronic constipation and impairment of intestinal propulsion, abdominal bloating, and pain. The 5-HT₄ receptor binding site can accommodate functionally and sterically diverse groups attached to the amine nitrogen atom of common ligands, occupying what may be termed a “secondary” binding site. Using a multivalent approach to lead discovery, the effects of varying the position and nature of the secondary binding group were investigated as a strategy to achieve the desired 5-HT₄ agonist pharmacol. profile. It was shown that the ability of amine-based secondary binding groups to impart exceptional gains in the binding affinity, selectivity, and functional potency of 5-HT₄ agonists. Optimization of the leads generated by this approach afforded compound I, a selective, orally efficacious 5-HT₄ agonist for the potential treatment of gastrointestinal motility-related disorders. 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. 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.Product Details of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pyridylbenzimidazole-Based Gold(III) Complexes: Lysozyme Metalation, DNA Binding Studies, and Biological Activity was written by Mansour, Ahmed M.;Shehab, Ola R.. And the article was included in European Journal of Inorganic Chemistry in 2019.Related Products of 954-81-4 This article mentions the following:

The lysozyme binding affinity of new Au(III) complexes, bearing pyridylbenzimidazole ligands, was studied by ESI-MS and UV/visible. Metalation of lysozyme happened mainly by {Au}ⁿ⁺, {AuCl}^0/n+ and {AuCl₂}^n+/-. The appendage sulfonate group of pyridylbenzimidazole ligand system played a role in determining the products of interaction of HEWL with Au(III) complexes. The hydrophilic sulfonate group inhibited the ligand cleavage via the participation in several coulombic and H-bond interactions giving several AuLⁿ⁺ containing adduct peaks (L = 1-[(pyridin-2-yl) benzimidazole]-propyl-sulfonic acid). The stability of the complexes in presence of ascorbic acid was examined by UV/visible and ¹³C NMR. To recognize if His15 side-chain is the metalation site of HEWL, the interactions between the complexes and imidazole, as a simple model of histidine, were studied by ¹H and ¹³C NMR. The DNA binding studies of the complexes are reported. For this class of Au(III) complexes, it is preferred to decorate the pyridylbenzimidazole system with Et group rather than sulfonate and phthalimido group to have a complex with interesting antifungal activity against Candida albicans and Cryptococcus neoformans var. grubii. Au(III) complex, having sulfonate group, is noncytotoxic to non-malignant cells (human embryonic kidney cells (HEK293)), shows negligible Hb release and is safe to the normal cells if applicable. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Related Products of 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Related Products of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The synthesis of oxa-analogs and homologs of naturally occurring polyamines was written by Lin, P. Kong Thoo;Kuksa, V. A.;Maguire, N. M.. And the article was included in Synthesis in 1998.Formula: C13H14BrNO2 This article mentions the following:

A number of polyamine oxa-analogs were synthesized. Spermidine oxa-analogs and homologs were made from N-(aminooxypropyl)phthalimide which was obtained either by deprotection of the corresponding Fmoc-protected compound or from the reaction between 3-Br(CH₂)₃NH₂ and N-hydroxyphthalimide, both reactions involving an unusual rearrangement mechanism. Sulfonated derivatives, upon Mitsunobu condensation with N-protected 3-HO(CH₂)₃NH₂ or N-alkylation with N-(bromoalkyl)phthalimides, afforded the fully protected spermidine and spermine oxa-analogs and homologs. Subsequent sequential deprotection gave spermidine analogs. 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. 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). 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: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary