Category: 17696-11-6

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Discovery of potent small molecule PROTACs targeting mutant EGFR, published in 2020-12-15, which mentions a compound: 17696-11-6, Name is 8-Bromooctanoic acid, Molecular C8H15BrO2, HPLC of Formula: 17696-11-6.

Epidermal growth factor receptor (EGFR) is an important therapeutic target for the treatment of non-small cell lung cancer. A number of efficacious EGFR tyrosine kinase inhibitors have been developed. However, acquired drug resistance largely encumbered their clin. practicability. Therefore, there is an urgent need to develop new therapeutic regime. Herein, we designed and synthesized a set of EGFR-targeting small mol. PROTACs which showed promising efficacy. In particular, VHL-recruiting compound P3 showed potent anti-proliferative activity against HCC827 and H1975 cell lines with IC50 values of 0.83 and 203.01 nM, resp. Furthermore, both EGFRdel19 and EGFRL858R/T790M could be significantly induced to be degraded under treatment of P3 with DC50 values of 0.51 and 126.2 nM, resp. Compound P3 was able to dramatically suppress EGFR pathway signal transduction. Moreover, compound P3 could significantly induce cell apoptosis, arrest cell cycle and suppress cell colony formation. In addition, we identified that ubiquitination was indispensable in the degradation process, and found that the degradation was related to autophagy. Our work would provide an alternative approach for development of potentially effective EGFR degraders and give a new clue for investigation of PROTAC-induced protein degradation

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of Alkyl Triphenylphosphonium Ostruthin Derivatives as Potential Cytotoxic Candidates, published in 2020-10-12, which mentions a compound: 17696-11-6, Name is 8-Bromooctanoic acid, Molecular C8H15BrO2, Recommanded Product: 17696-11-6.

Ostruthin, isolated from Paramignya trimera, was used as a scaffold to design its alkyl triphenylphosphonium derivatives With the optimal reaction conditions in hand, five alkyl triphenylphosphonium ostruthin derivatives I [n = 3, 4, 5, etc.] were synthesized. Ostruthin and its derivatives I were tested for cytotoxicity against human PANC-1 pancreatic, HeLa cervical, and HepG2 liver cancer cell lines. Ostruthin and its hexyl and heptyl triphenylphosphonium derivatives I [n = 6, 7] showed strong preferential cytotoxicity against PANC-1 cells with the PC50 values of 10.3 and 14.4μM, resp. In addition, compounds I [n = 6, 7] also exhibited potent cytotoxicity towards HeLa cells with the IC50 values of 24.8 and 18.5μM, resp. The hexyl triphenylphosphonium group in I [n = 6] was found to slightly enhance cytotoxicity against HepG2 cells. Further, the morphol. changes and the live-cell imaging result suggested the anticancer potential against HeLa cells of the synthesized ostruthin derivative I [n = 7].

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Related Products of 17696-11-6. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Discovery of potent epidermal growth factor receptor (EGFR) degraders by proteolysis targeting chimera (PROTAC). Author is Zhang, Hao; Zhao, Hong-Yi; Xi, Xiao-Xiao; Liu, Yan-Jie; Xin, Minhang; Mao, Shuai; Zhang, Jun-Jie; Lu, A-Xin; Zhang, San-Qi.

Herein, the discovery of small mol. EGFR degraders based on the proteolysis targeting chimera (PROTAC) strategy was reported. In the present study, 13 EGFR degraders containing pyrido[3,4-d]pyrimidine moiety I [X = CH2C(O)NHCH2CH2C(O), CH2CH2CH2CH2C(O), CH2CH2CH2CH2CH2C(O), etc.], II [C = CH2C(O)NHCH2CH2C(O), CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2C(O), CH2CH2OCH2CH2OCH2CH2, CH2CH2CH2CH2CH2CH2C(O), etc.] were designed and synthesized. Promising PROTACs I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] induced degradation of EGFR in HCC827 cells with the DC50 values of 45.2 and 34.8 nM, resp. Cellular protein-controlling machinery ubiquitin proteasome system (UPS) was involved in the degradation process. Furthermore, the degraders I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] could significantly induce the apoptosis of HCC827 cells and arrest the cells in G1 phase. These findings demonstrated that compounds I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] could serve as effective EGFRdel19-targeting degraders in HCC827 cells. v.

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Synthetic Route of C8H15BrO2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about New Dual CK2/HDAC1 Inhibitors with Nanomolar Inhibitory Activity against Both Enzymes. Author is Rangasamy, Loganathan; Ortin, Irene; Zapico, Jose Maria; Coderch, Claire; Ramos, Ana; de Pascual-Teresa, Beatriz.

Four potent CK2 inhibitors derived from CX-4945 are described. They also provided nanomolar activity against HDAC1, therefore having promising utility as dual-target agents for cancer. The linker length between the hydroxamic acid and the CX-4945 scaffold plays an important role in dictating balanced activity against the targeted enzymes. The seven-carbon linker (compound 15c) was optimal for inhibition of both CK2 and HDAC1. Remarkably, 15c showed 3.0 and 3.5 times higher inhibitory activity than the reference compounds CX-4945 (against CK2) and SAHA (against HDAC1), resp. Compound 15c exhibited micromolar activity in cell-based cytotoxic assays against multiple cell lines.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Catch and Anchor Approach To Combat Both Toxicity and Longevity of Botulinum Toxin A, published in 2020-10-08, which mentions a compound: 17696-11-6, Name is 8-Bromooctanoic acid, Molecular C8H15BrO2, Name: 8-Bromooctanoic acid.

Botulinum neurotoxins have remarkable persistence (~weeks to months in cells), outlasting the small-mol. inhibitors designed to target them. To address this disconnect, inhibitors bearing two pharmacophores-a zinc binding group and a Cys-reactive warhead-were designed to leverage both affinity and reactivity. A series of first-generation bifunctional inhibitors was achieved through structure-based inhibitor design. Through X-ray crystallog., engagement of both the catalytic Zn2+ and Cys165 was confirmed. A second-generation series improved on affinity by incorporating known reversible inhibitor pharmacophores; the mechanism was confirmed by exhaustive dialysis, mass spectrometry, and in vitro evaluation against the C165S mutant. Finally, a third-generation inhibitor was shown to have good cellular activity and low toxicity. In addition to our findings, an alternative method of modeling time-dependent inhibition that simplifies assay setup and allows comparison of inhibition models is discussed.

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Electric Literature of C8H15BrO2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Reflection absorption infrared spectroscopy characterization of SAM formation from 8-mercapto-N-(phenethyl)octanamide thiols with Phe ring and amide groups. Author is Kuodis, Zenonas; Matulaitiene, Ieva; Spandyreva, Marija; Labanauskas, Linas; Stoncius, Sigitas; Lorka, Olegas Eicher; Sadzeviciene, Rita; Niaura, Gediminas.

Multifunctional amide-containing self-assembled monolayers (SAMs) provide prospects for the construction of interfaces with required physicochem. properties and distinctive stability. In this study, we report the synthesis of amide-containing thiols with terminal phenylalanine (Phe) ring functionality (HS(CH2)7CONH(CH2)2C6H5) and the characterization of the formation of SAMs from these thiols on gold by reflection absorption IR spectroscopy (RAIRS). For reliable assignments of vibrational bands, ring deuterated analogs were synthesized and studied as well. Adsorption time induced changes in Amide-II band frequency and relative intensity of Amide-II/Amide-I bands revealed two-state sigmoidal form dependence with a transition inflection points at 2.2 ± 0.5 and 4.7 ± 0.5 min, resp. The transition from initial (disordered) to final (hydrogen-bonded, ordered) structure resulted in increased Amide-II frequency from 1548 to 1557 cm-1, which is diagnostic for a strongly hydrogen-bonded amide network in trans conformation. However, the lateral interactions between the alkyl chains were found to be somewhat reduced when compared with well-ordered alkane thiol monolayers.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 17696-11-6, is researched, Molecular C8H15BrO2, about Aiming at the tumor-specific accumulation of MGMT-inhibitors: First description of a synthetic strategy towards inhibitor-peptide conjugates, the main research direction is peptide benzylguanine conjugate MGMT inhibitor synthesis antitumor agent; drug target tumor adjuvant alkylating therapy; solid phase peptide synthesis Michael reaction conjugation.HPLC of Formula: 17696-11-6.

In the therapy of cancer, alkylating agents are an efficient and often-used substance class. However, cells can repair the resulting alkyl modifications in the O6-position of guanine using the repair protein methylguanine methyltransferase (MGMT), giving rise to resistance and inefficient therapy. A possibility to overcome this resistance is the use of MGMT inhibitors as adjuvants to alkylating therapies. However, MGMT inhibitors also sensitize healthy cells towards alkylating therapies. A strategy to circumvent this is the development of tumor-specific inhibitors which could be based on peptidic ligands as carriers. Such constructs would enable a receptor-specific uptake into tumors. Furthermore, the MGMT inhibitors could be adapted to the resp. tumor entity by changing the peptide carrier. However, no peptide-based tumor-specific MGMT inhibitors were described so far. Thus, we have developed a synthetic strategy to obtain covalent conjugates of receptor-specific peptides and O6-benzylguanine derivatives As model compounds, the MGMT inhibitor O6-(3-bromobenzyl)guanine and the receptor-specific peptides c(RGDfK), TATE, PESIN, neurotensin-2656 and minigastrin-9 were chosen and successfully assembled to obtain potentially tumor-specific MGMT inhibitors. Both, the O6-(3-bromobenzyl)guanine as well as the peptide derivatives are easily replaceable during the syntheses to tailor peptide-based bioconjugates adaptable to the specific tumor entity.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 17696-11-6, is researched, Molecular C8H15BrO2, about A bicyclic pentapeptide-based highly potent and selective pan-SIRT1/2/3 inhibitor harboring Nε-thioacetyl-lysine, the main research direction is cyclic peptide thioacetyllysine synthesis human sirtuin inhibitor structure activity; peptidomimetic solid phase peptide synthesis macrocyclization mol docking; Cyclic peptide; Inhibitor; N(ε)-thioacetyl-lysine; Sirtuin; Structure-activity relationship.Quality Control of 8-Bromooctanoic acid.

Past few years have seen an active pursuit of the inhibitors for the deacylation catalyzed by the seven human sirtuins (i.e. SIRT1-7) as valuable chem. biol./pharmacol. probes of this enzymic deacylation and lead compounds for developing novel therapeutics for human diseases. In the current study, we prepared eight monocyclic and one bicyclic analogs of a linear pentapeptide-based potent (sub-μM IC50’s) pan-SIRT1/2/3 inhibitor Zheng laboratory discovered recently that harbors the catalytic mechanism-based SIRT1/2/3 inhibitory warhead Nε-thioacetyl-lysine at its central position. We found that the bicyclic analog exhibited largely comparable SIRT1/2/3 inhibitory potencies to those of the parent linear pentapeptide, however, the former is proteolytically much more stable than the latter. Moreover, the bicyclic analog displayed very weak inhibition against SIRT5/6/7, was cell permeable, and exhibited an anti-proliferative effect on the human SK-MEL-2 melanoma cells. This bicyclic analog could be a lead for the future development of more potent and still selective pan-SIRT1/2/3 inhibitors whose use in studies on human sirtuin biol., pharmacol., and medicinal chem. could complement with the use of the potent inhibitors selective for a single human sirtuin.

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Formula: C8H15BrO2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Photoredox-catalyzed decarboxylative alkylation/cyclization of alkynylphosphine oxides: a metal- and oxidant-free method for accessing benzo[b]phosphole oxides.

By photoredox-catalysis, alkylation/aryl C-H cyclization of readily available alkynylphosphine oxides towards benzo[b]phospholes has been realized under metal- and oxidant-free conditions at room temperature This reaction readily incorporates various functionalized alkyl groups into the benzo[b]phosphole skeletons, representing a mild and versatile tool for the preparation of valuable phosphole compounds

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Safety of 8-Bromooctanoic acid. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Rose bengal conjugated gadolinium complex as a new multimodal imaging agent targeting presynaptic vesicular glutamate transporters. Author is Kim, Soyeon; Kim, Hee-Kyung; Baek, Ah Rum; Sung, Bokyung; Yang, Byeong Woo; Kim, Yeoun-Hee; Lee, Jung-jin; Yang, Ji-ung; Shin, Chang-Hoon; Jung, Hoesu; Kim, Minsup; Cho, Art E.; Lee, Taekwan; Chang, Yongmin.

Glutamate is an important excitatory neurotransmitter, and vesicular glutamate transporters (VGLUTs) are critical in regulating the extent of glutamate release. Because initial increase and late stage decrease in VGLUT expression were implicated in progressive Alzheimer′s disease (AD), VGLUTs can be a new imaging target for diagnosing AD. In this study, we have designed and synthesized a new multimodal gadolinium contrast agent conjugated with rose bengal to target VGLUTs (Gd-DO3A-RB). In addition to high kinetic and pH stability, magnetic resonance and fluorescence imaging using Gd-DO3A-RB showed high affinity to VGLUT1. Using the AD animal model (5XFAD), in vivo MRI with a Gd-DO3A-RB showed less MR signal enhancement in 5XFAD mouse brain than that of age-matched normal C57BL/6 mouse, suggesting a late stage decrease in VGLUT expression in AD animal model. Therefore, this new VGLUT targeting gadolinium contrast agent demonstrated a strong potential as a new diagnostic tool for AD with multimodal imaging capability.

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