Tag: 100-200

《Synthesis of new functionalized triarylmethanes via Suzuki cross-coupling and Heck-type vinylation reactions》 was written by Mohammadiannejad, Kazem; Hosseini, Raziyeh; Ranjbar-Karimi, Reza. Recommanded Product: o-BromobenzaldehydeThis research focused ontriarylmethane preparation; bromoarylmethane arylboronic acid Suzuki Miyura coupling Mizoroki Heck vinylation. The article conveys some information:

A novel class of triarylmethanes (TRAMs) containing one or two biaryl moieties was synthesized efficiently through the Pd(PPh3)4-catalyzed Suzuki-Miyaura cross-coupling reaction of brominated TRAMs with arylboronic acid derivatives Author’s also demonstrate that brominated TRAMs can be efficiently functionalized via a one-pot, two-step Pd-catalyzed Heck-type process. This protocol provides convenient access to diverse vinylated TRAMs that are generally not obtained by using the common synthetic methods for TRAMs. In the experiment, the researchers used o-Bromobenzaldehyde(cas: 6630-33-7Recommanded Product: o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Recommanded Product: o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

COA of Formula: C4H7BrIn 2019 ,《Structural Simplification of a Tetrahydroquinoline-Core Peptidomimetic μ-Opioid Receptor (MOR) Agonist/δ-Opioid Receptor (DOR) Antagonist Produces Improved Metabolic Stability》 was published in Journal of Medicinal Chemistry. The article was written by Henry, Sean P.; Fernandez, Thomas J.; Anand, Jessica P.; Griggs, Nicholas W.; Traynor, John R.; Mosberg, Henry I.. The article contains the following contents:

We have previously reported a series of μ-opioid receptor (MOR) agonist/δ-opioid receptor (DOR) antagonist ligands to serve as potential nonaddictive opioid analgesics. These ligands have been shown to be active in vivo, do not manifest withdrawal syndromes or reward behavior in conditioned-place preference assays in mice, and do not produce dependence. Although these attributes are promising, these analogs exhibit poor metabolic stability in mouse liver microsomes, likely due to the central tetrahydroquinoline scaffold in this series. As such, a structure-activity relationship (SAR) campaign was pursued to improve their metabolic stability. This resulted in a shift from our original bicyclic tetrahydroquinoline core to a monocyclic benzylic-core system. By eliminating one of the rings in this scaffold and exploring the SAR of this new core, two promising analogs were discovered. These analogs (5l and 5m) had potency and efficacy values at MOR better or comparable to morphine, retained their DOR-antagonist properties, and showed a 10-fold improvement in metabolic stability. The experimental part of the paper was very detailed, including the reaction process of (Bromomethyl)cyclopropane(cas: 7051-34-5COA of Formula: C4H7Br)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.COA of Formula: C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 3395-91-3In 2017 ,《Design, Synthesis, and Biological Evaluation of Tetrahydroisoquinoline-Based Histone Deacetylase 8 Selective Inhibitors》 was published in ACS Medicinal Chemistry Letters. The article was written by Taha, Taha Y.; Aboukhatwa, Shaimaa M.; Knopp, Rachel C.; Ikegaki, Naohiko; Abdelkarim, Hazem; Neerasa, Jayaprakash; Lu, Yunlong; Neelarapu, Raghupathi; Hanigan, Thomas W.; Thatcher, Gregory R. J.; Petukhov, Pavel A.. The article contains the following contents:

Histone deacetylase 8 (HDAC8) is a promising drug target for multiple therapeutic applications. Here, we describe the modeling, design, synthesis, and biol. evaluation of a novel series of C1-substituted tetrahydroisoquinoline (TIQ)-based HDAC8 inhibitors. Minimization of entropic loss upon ligand binding and use of the unique HDAC8 “”open”” conformation of the binding site yielded a successful strategy for improvement of both HDAC8 potency and selectivity. The TIQ-based I and II exhibited the highest 82 and 55 nM HDAC8 potency and 330- and 135-fold selectivity over HDAC1, resp. Selectivity over other class I isoforms was comparable or better, whereas inhibition of HDAC6, a class II HDAC isoform, was below 50% at 10 μM. The cytotoxicity of I and II was evaluated in neuroblastoma cell lines, and II displayed concentration-dependent cytotoxicity similar to or better than that of PCI-34051. The selectivity of I and II was confirmed in SH-SY5Y cells as both did not increase the acetylation of histone H3 and α-tubulin. Discovery of the novel TIQ chemotype paves the way for the development of HDAC8 selective inhibitors for therapeutic applications. In the part of experimental materials, we found many familiar compounds, such as Methyl 3-bromopropanoate(cas: 3395-91-3HPLC of Formula: 3395-91-3)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.HPLC of Formula: 3395-91-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C4H7BrO2In 2019 ,《5-Aryl-1,3,4-oxadiazol-2-ylthioalkanoic Acids: A Highly Potent New Class of Inhibitors of Rho/Myocardin-Related Transcription Factor (MRTF)/Serum Response Factor (SRF)-Mediated Gene Transcription as Potential Antifibrotic Agents for Scleroderma》 was published in Journal of Medicinal Chemistry. The article was written by Kahl, Dylan J.; Hutchings, Kim M.; Lisabeth, Erika Mathes; Haak, Andrew J.; Leipprandt, Jeffrey R.; Dexheimer, Thomas; Khanna, Dinesh; Tsou, Pei-Suen; Campbell, Phillip L.; Fox, David A.; Wen, Bo; Sun, Duxin; Bailie, Marc; Neubig, Richard R.; Larsen, Scott D.. The article contains the following contents:

Through a phenotypic high-throughput screen using a serum response element luciferase promoter, we identified a novel 5-aryl-1,3,4-oxadiazol-2-ylthiopropionic acid lead inhibitor of Rho/myocardin-related transcription factor (MRTF)/serum response factor (SRF)-mediated gene transcription with good potency (IC50 = 180 nM). We were able to rapidly improve the cellular potency by 5 orders of magnitude guided by sharply defined and synergistic SAR. The remarkable potency and depth of the SAR, as well as the relatively low mol. weight of the series, suggests, but does not prove, that binding to the unknown mol. target may be occurring through a covalent mechanism. The series nevertheless has no observable cytotoxicity up to 100 μM. Ensuing pharmacokinetic optimization resulted in the development of two potent and orally bioavailable anti-fibrotic agents that were capable of dose-dependently reducing connective tissue growth factor gene expression in vitro as well as significantly reducing the development of bleomycin-induced dermal fibrosis in mice in vivo. After reading the article, we found that the author used Methyl 3-bromopropanoate(cas: 3395-91-3Electric Literature of C4H7BrO2)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.Electric Literature of C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Palladium Catalyzed C-O Coupling of Amino Alcohols for the Synthesis of Aryl Ethers》 was written by Mikus, Malte S.; Sanchez, Carina; Fridrich, Cary; Larrow, Jay F.. Application of 7073-94-1 And the article was included in Advanced Synthesis & Catalysis in 2020. The article conveys some information:

Amine containing aryl ethers are common pharmacophore motifs that continue to emerge from drug discovery efforts. As amino alcs. are readily available building blocks, practical methodologies for incorporating them into more complex structures are highly desirable. We report our efforts to explore the application of Pd-catalyzed C-O coupling methods to the arylation of 1,2- and 1,3-amino alcs. [e.g., 1-bromo-4-(trifluoromethyl)benzene + amino alc. I → II (82%, 68% isolated)]. We established general and reliable conditions, under which we explored the scope and limitations of the transformation. The insights gained have been valuable in employing this methodol. within a fast-moving drug discovery environment, which we anticipate will be of general interest to the synthesis and catalysis communities. After reading the article, we found that the author used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application of 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Application of 7073-94-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Chemistry – A European Journal included an article by Walker, Rebecca; Pociecha, Damian; Storey, John M. D.; Gorecka, Ewa; Imrie, Corrie T.. HPLC of Formula: 2623-87-2. The article was titled 《The Chiral Twist-Bend Nematic Phase (N*TB)》. The information in the text is summarized as follows:

The twist-bend nematic, NTB, phase has been observed for chiral materials in which chirality is introduced through a branched 2-methylbutyl terminal tail. The chiral twist-bend nematic phase, N*TB, is completely miscible with the NTB phase of the standard achiral material, CB6OCB. The N*TB phase exhibits optical textures with lower birefringence than those observed for the achiral NTB phase, suggesting an addnl. mechanism of averaging mol. orientations. The N*-N*TB transition temperatures for the chiral materials are higher than the NTB-N transition temperatures seen for the corresponding racemic materials. This suggests the double degeneracy of helical twist sense in the NTB* phase is removed by the intrinsic mol. chirality. A square lattice pattern is observed in the N* phase over a temperature range of several degrees above the N*TB-N phase transition, which may be attributed to a non-monotonic dependence of the bend elastic constant In the part of experimental materials, we found many familiar compounds, such as 4-Bromobutanoic acid(cas: 2623-87-2HPLC of Formula: 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).HPLC of Formula: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Guan, Xianghong; Cheryala, Narsihmulu; Karim, Rezaul Md.; Chan, Alice; Berndt, Norbert; Qi, Jun; Georg, Gunda I.; Schonbrunn, Ernst published an article in Journal of Medicinal Chemistry. The title of the article was 《Bivalent BET Bromodomain Inhibitors Confer Increased Potency and Selectivity for BRDT via Protein Conformational Plasticity》.Application In Synthesis of Ethyl 4-bromobutyrate The author mentioned the following in the article:

Bromodomain and extraterminal domain (BET) proteins are important regulators of gene transcription and chromatin remodeling. BET family members BRD4 and BRDT are validated targets for cancer and male contraceptive drug development, resp. Due to the high structural similarity of the acetyl-lysine binding sites, most reported inhibitors lack intra-BET selectivity. We surmised that protein-protein interactions induced by bivalent inhibitors may differ between BRD4 and BRDT, conferring an altered selectivity profile. Starting from nonselective monovalent inhibitors, we developed cell-active bivalent BET inhibitors with increased activity and selectivity for BRDT. X-ray crystallog. and solution studies revealed unique structural states of BRDT and BRD4 upon interaction with bivalent inhibitors. Varying spacer lengths and sym. vs unsym. connections resulted in the same dimeric states, whereas different chemotypes induced different dimers. The findings indicate that the increased intra-BET selectivity of bivalent inhibitors is due to the differential plasticity of BET bromodomains upon inhibitor-induced dimerization. The results came from multiple reactions, including the reaction of Ethyl 4-bromobutyrate(cas: 2969-81-5Application In Synthesis of Ethyl 4-bromobutyrate)

Ethyl 4-bromobutyrate(cas: 2969-81-5) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Application In Synthesis of Ethyl 4-bromobutyrate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Geniller, Lilian; Taillefer, Marc; Jaroschik, Florian; Prieto, Alexis published an article in 2022. The article was titled 《Photo-Induced Halogen-Atom Transfer: Generation of Halide Radicals for Selective Hydrohalogenation Reactions》, and you may find the article in Chemistry – A European Journal.Formula: C5H9BrO2 The information in the text is summarized as follows:

The first photo-mediated process enabling the generation of halide radicals by Halogen-Atom Transfer (XAT) is described. Contrary to radical transformations involving XAT reactivity, which exploit stable carbon radicals, this unique approach uses 1,2-dihaloethanes for the generation of unstable carbon radicals by XAT. These transient radicals then underwent β-scission with release of ethylene and formation of more stable halide radicals which have been used in selective hydrohalogenations of a large number of unsaturated hydrocarbons, including Michael acceptors, unactivated alkenes and alkynes. This hydrohalogenation is tolerant of a broad range of functionalities and is believed to proceed through a radical-chain manifold that propagates by the use of silane derivatives In addition to this study using Ethyl 3-bromopropanoate, there are many other studies that have used Ethyl 3-bromopropanoate(cas: 539-74-2Formula: C5H9BrO2) was used in this study.

Ethyl 3-bromopropanoate(cas: 539-74-2) 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. Formula: C5H9BrO2 In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Yuqi; Zhao, Meng; Fang, Jing; Ye, Shuyue; Wang, Anna; Zhao, Yan; Cui, Chaoxiang; He, Lei; Shi, Haibin published an article in 2021. The article was titled 《Smart On-Site Immobilizable Near-Infrared II Fluorescent Nanoprobes for Ultra-Long-Term Imaging-Guided Tumor Surgery and Photothermal Therapy》, and you may find the article in ACS Applied Materials & Interfaces.Recommanded Product: Methyl 3-bromopropanoate The information in the text is summarized as follows:

Accurate diagnosis and efficient treatment of tumors are highly significant in battling cancer. Near-IR II (NIR-II) fluorescence imaging shows big promise for deep tumor visualization in living systems due to high temporal and spatial resolution and deep tissue penetration capability, whereas the development of efficient NIR-II probes for tumor theranostics still faces a huge challenge. Herein, we have designed and constructed intelligent mPEG5000-PCL3000-encapsulated NIR-II nanoprobe ZM1068-NPs that showed great chem. stability and excellent biocompatibility. With the merits of the strong fluorescence in the NIR-II region and prominent optical-thermal conversion efficiency, this probe was successfully used for NIR-II imaging-guided surgery and photothermal therapy of breast carcinoma in living mice. More notably, it was for the first time found that ZM1068 dyes could be covalently on-site-immobilized within tumors through the thiol-chlor nucleophilic substitution reaction, resulting in improved tumor accumulation and retention time. We thus envision that this probe may provide an attractive means for precise cancer diagnosis and treatment. The experimental process involved the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Recommanded Product: Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.Recommanded Product: Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Su, Bo; Hartwig, John F. published 《Ir-Catalyzed enantioselective, intramolecular silylation of methyl C-H Bonds》.Journal of the American Chemical Society published the findings.Recommanded Product: 7073-94-1 The information in the text is summarized as follows:

2-Isopropylphenyl hydrosilanes undergo intramol. silylative asym. cyclization, catalyzed by iridium chiral oxazolinylpyridine and oxazolinylquinoline complexes, giving chiral 3-methyl-1-silaindanes with >95% enantioselectivity, the dehydrogenative coupling being promoted by addition of hydrogen acceptors, 3,3-dimethyl-1-butene or norbornene. We report highly enantioselective intramol., silylations of unactivated, primary C(sp3)-H bonds. The reactions form dihydrobenzosiloles in high yields with excellent enantioselectivities by functionalization of enantiotopic Me groups under mild conditions. The reaction is catalyzed by an iridium complex generated from [Ir(COD)OMe]2 and chiral dinitrogen ligands that we recently disclosed. The C-Si bonds in the enantioenriched dihydrobenzosiloles were further transformed to C-Cl, C-Br, C-I, and C-O bonds in final products. The potential of this reaction was illustrated by sequential C(sp3)-H and C(sp2)-H silylations and functionalizations, as well as diastereoselective C-H silylations of a chiral, natural-product derivative containing multiple types of C-H bonds. Preliminary mechanistic studies suggest that C-H cleavage is the rate-determining step. The experimental process involved the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Recommanded Product: 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Recommanded Product: 7073-94-1 Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary