Tag: 100-200

The author of 《Well-Designed Phosphine-Urea Ligand for Highly Diastereo- and Enantioselective 1,3-Dipolar Cycloaddition of Methacrylonitrile: A Combined Experimental and Theoretical Study》 were Xiong, Yang; Du, Zhuanzhuan; Chen, Haohua; Yang, Zhao; Tan, Qiuyuan; Zhang, Changhui; Zhu, Lei; Lan, Yu; Zhang, Min. And the article was published in Journal of the American Chemical Society in 2019. Application In Synthesis of o-Bromobenzaldehyde The author mentioned the following in the article:

A novel chiral phosphine-urea bifunctional ligand has been developed for Cu-catalyzed asym. 1,3-dipolar cycloaddition of iminoesters with methacrylonitrile, a long-standing challenging substrate in asym. catalysis. Distortion-interaction energy anal. based on d. functional theory (DFT) calculations reveals that the distortion energy plays an important role in the observed enantioselectivity, which can be attributed to the steric effect between the phosphine ligand and the dipole reactant. DFT calculations also indicate that nucleophilic addition is the enantioselectivity-determining step and hydrogen bonding between the urea moiety and methacrylonitrile assists in control of the diastereo- and enantioselectivity. By a combination of metal catalysis and organocatalysis, excellent diastereo- and enantioselectivities (up to 99:1 diastereomeric ratio, 99% enantiomeric excess) as well as good yields are achieved. A wide range of substitution patterns of both iminoester and acrylonitrile is tolerated by this catalyst system, providing access to a series of highly substituted chiral cyanopyrrolidines with up to two quaternary stereogenic centers. The synthetic utility is demonstrated by enantioselective synthesis of antitumor agent ETP69 with a pivotal nitrile pharmacophore and an all-carbon quaternary stereogenic center. In the part of experimental materials, we found many familiar compounds, such as o-Bromobenzaldehyde(cas: 6630-33-7Application In Synthesis of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application In Synthesis of 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

The author of 《Intratumorally Injected Photothermal Agent-Loaded Photodynamic Nanocarriers for Ablation of Orthotopic Melanoma and Breast Cancer》 were Sun, Xiaodong; Zhuang, Bo; Zhang, Mengmeng; Jiang, Heliu; Jin, Yiguang. And the article was published in ACS Biomaterials Science & Engineering in 2019. Quality Control of Ethyl 4-bromobutyrate The author mentioned the following in the article:

Traditional chemotherapy of cancers may lead to serious adverse reactions due to little drug distribution in tumors. Here, a combination of photothermal therapy (PTT) and photodynamic therapy (PDT) was used for local treatment of orthotopic melanoma and breast cancer via intratumoral (i.t.) injection of photothermal agent-loaded photodynamic nanocarriers. A hydrophobic derivative of indocyanine green, DCC, was synthesized and entrapped into a pH-sensitive photosensitizer-core copolymer, PDCZP, to form DCC@PDCZP. The nanocarriers showed remarkable fluorescence, high singlet oxygen quantum yields, and a strong photothermal effect. Flow cytometry suggested that the nanocarriers were efficiently internalized by cancer cells. Near IR thermal imaging and fluorescence self-imaging showed that the i.t. injected DCC@PDCZP mainly remained in the tumors, but the i.v. (i.v.) nanocarriers were distributed a little. One i.t. injection of DCC@PDCZP was enough to ablate the orthotopic B16-F10 and 4T1 mouse tumors under 830 and 660 nm irradiation at 4 h postinjection. More importantly, no local recurrences were found, though swabs were formed at 9 days post-treatment. The major anticancer mechanisms included improvement of cancer cell necrosis due to hyperthermia, inhibition of neovascularization, and enhancement of cell apoptosis. The i.t. injection of PTT/PDT nanoformulations is thus a promising local treatment of superficial tumors. The experimental process involved the reaction of Ethyl 4-bromobutyrate(cas: 2969-81-5Quality Control of Ethyl 4-bromobutyrate)

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Quality Control of Ethyl 4-bromobutyrate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Isenegger, Patrick G.; Baechle, Florian; Pfaltz, Andreas published 《Asymmetric Morita-Baylis-Hillman reaction: catalyst development and mechanistic insights based on mass spectrometric back-reaction screening》.Chemistry – A European Journal published the findings.Category: bromides-buliding-blocks The information in the text is summarized as follows:

An efficient protocol for the evaluation of catalysts for the asym. Morita-Baylis-Hillman (MBH) reaction was developed. By mass spectrometric back-reaction screening of quasi-enantiomeric MBH products, an efficient bifunctional phosphine catalyst was identified that outperforms literature-known catalysts in the MBH reaction of Me acrylate with aldehydes. The close match between the selectivities measured for the forward and back reaction and kinetic measurements provided strong evidence that the aldol step and not the subsequent proton transfer is rate- and enantioselectivity-determining In the experiment, the researchers used many compounds, for example, 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Category: bromides-buliding-blocks)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Category: bromides-buliding-blocks In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of EthylbromofluoroacetateOn May 11, 2020 ,《Nickel-Catalyzed α-Carbonylalkylarylation of Vinylarenes: Expedient Access to γ,γ-Diarylcarbonyl and Aryltetralone Derivatives》 appeared in Angewandte Chemie, International Edition. The author of the article were Kc, Shekhar; Dhungana, Roshan K.; Khanal, Namrata; Giri, Ramesh. The article conveys some information:

The authors report a Ni-catalyzed regioselective α-carbonylalkylarylation of vinylarenes with α-halocarbonyl compounds and arylzinc reagents. The reaction works with primary, secondary, and tertiary α-halocarbonyl mols., and electronically varied arylzinc reagents. The reaction generates γ,γ-diarylcarbonyl derivatives with α-secondary, tertiary, and quaternary carbon centers. The products can be readily converted to aryltetralones, including a precursor to Zoloft, an antidepressant drug. In addition to this study using Ethylbromofluoroacetate, there are many other studies that have used Ethylbromofluoroacetate(cas: 401-55-8Safety of Ethylbromofluoroacetate) was used in this study.

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Safety of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gou, Jun-Xian; Luo, Yang; Yang, Xi-Nan; Zhang, Wei; Lu, Ji-Hong; Tao, Zhu; Xiao, Xin published an article in 2021. The article was titled 《Study on the interactions between melamine-cored Schiff bases with cucurbit[n]urils of different sizes and its application in detecting silver ions》, and you may find the article in Beilstein Journal of Organic Chemistry.Related Products of 2969-81-5 The information in the text is summarized as follows:

Three different complexes, TMeQ[6]-TBT, Q[7]-TBT, and Q[8]-TBT are constructed by three different cucurbiturils and synthesized by guest melamine-cored Schiff bases (TBT) through outer-surface interaction and host-guest interactions. TBT forms a TMeQ[6]-TBT complex with TMeQ[6] through outer-surface interaction, while Q[7]-TBT and Q[8]-TBT form complexes with Q[7,8] through host-guest interactions. Among them, Q[7]-TBT is selected as a UV detector for the detection of silver ions (Ag+). This work makes full use of the characteristics of each cucurbituril and melamine-cored Schiff base to construct a series of complexes and these are applied to metal detection. In the experiment, the researchers used Ethyl 4-bromobutyrate(cas: 2969-81-5Related Products of 2969-81-5)

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Related Products of 2969-81-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhai, Shiyang; Zhang, Huimin; Chen, Rui; Wu, Jiangxia; Ai, Daiqiao; Tao, Shunming; Cai, Yike; Zhang, Ji-Quan; Wang, Ling published an article in 2021. The article was titled 《Design, synthesis and biological evaluation of novel hybrids targeting mTOR and HDACs for potential treatment of hepatocellular carcinoma》, and you may find the article in European Journal of Medicinal Chemistry.Synthetic Route of C5H9BrO2 The information in the text is summarized as follows:

Hepatocellular carcinoma (HCC) is a major contributor to global cancer incidence and mortality. Many pathways are involved in the development of HCC and various proteins including mTOR and HDACs have been identified as potential drug targets for HCC treatment. In the present study, two series of novel hybrid mols. targeting mTOR and HDACs were designed and synthesized based on parent inhibitors (MLN0128 and PP121 for mTOR, SAHA for HDACs) by using a fusion-type mol. hybridization strategy. In vitro antiproliferative assays demonstrated that these novel hybrids with suitable linker lengths exhibited broad cytotoxicity against various cancer cell lines, with significant activity against HepG2 cells. Notably, DI06, an MLN0128-based hybrid, exhibited antiproliferative activity against HepG2 cells with an IC50 value of 1.61μM, which was comparable to those of both parent drugs (MLN0128, IC50 = 2.13μM and SAHA, IC50 = 2.26μM). In vitro enzyme inhibition assays indicated that DI06, DI07 and DI17 (PP121-based hybrid) exhibited nanomolar inhibitory activity against mTOR kinase and HDACs (e.g., HDAC1, HDAC2, HDAC3, HADC6 and HADC8). Cellular studies and western blot analyses uncovered that in HepG2 cells, DI06 and DI17 induced cell apoptosis by targeting mTOR and HDACs, blocked the cell cycle at the G0/G1 phase and suppressed cell migration. The potential binding modes of the hybrids (DI06 and DI17) with mTOR and HDACs were investigated by mol. docking. DI06 displayed better stability in rat liver microsomes than DI07 and DI17. Collectively, DI06 as a novel mTOR and HDACs inhibitor presented here warrants further investigation as a potential treatment of HCC. In the experiment, the researchers used Ethyl 3-bromopropanoate(cas: 539-74-2Synthetic Route of C5H9BrO2)

Ethyl 3-bromopropanoate(cas: 539-74-2) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Synthetic Route of C5H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stanisheva, Desislava V.; Atanasov, Gjorgji; Aposstolova, Margarita D.; Petrov, Ognyan I. published their research in Current Bioactive Compounds in 2021. The article was titled 《Design, Synthesis and Biological Activity of New Hydroxamic Acids Containing 2-Imidazolylphenyl(oxy/thio)alkanoic Fragment》.Synthetic Route of C6H11BrO2 The article contains the following contents:

Histone Deacetylase (HDAC) inhibitors are a new class of therapeutic compounds that show promising results in a series of preclin. and clin. anticancer studies. Hydroxamic acids belong to one of the most significant classes of HDAC inhibitors. The member vorinostat (SAHA) was approved by the U. S. Food and Drug Administration for the treatment of cutaneous T-cell lymphoma. A series of eight novel hydroxamic acids containing 2-imidazolylphenyl(oxy/thio) alkanoic fragment designed to target Histone Deacetylase (HDAC) were synthesized in five steps from easily accessible 2(3H)-benzoxazolones and 2(3H)-benzthiazolones. The newly synthesized compounds were characterized by 1H, 13C NMR, and elemental anal. The structure-activity relationship was examined via linker length alternation and variation of the heteroatom (oxygen or sulfur) and chlorine substitution pattern of the starting materials. The compounds were tested for their cytotoxic activity against two human cancer cell lines (HT-29 and MDA-MB-231). Our data indicate that the compound 6.1d is active in the micromolar range with IC50 of 9.7 μM for MDA-MB-231 cells. DNA fragmentation anal. of the most active compounds confirmed that apoptosis could be one of the mechanisms involved in cell death. Taken together, the results revealed that 6d may become a promising lead compound for new anticancer drugs discovery. In the experiment, the researchers used Ethyl 4-bromobutyrate(cas: 2969-81-5Synthetic Route of C6H11BrO2)

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.Synthetic Route of C6H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《A Modular Approach to Dibenzo-fused ε-Lactams: Palladium-Catalyzed Bridging-C-H Activation》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Yu, Yinghua; Ma, Liyao; Xia, Jiajin; Xin, Luoting; Zhu, Lei; Huang, Xueliang. Recommanded Product: o-Bromobenzaldehyde The article mentions the following:

Tricyclic ring systems possessing a dibenzo structure joined to a seven-membered heterocyclic ring frequently show important biol. activities. However, a modular approach to these mols. based on efficient intermol. reaction of readily available chems. is lacking. Herein, an unprecedented palladium-catalyzed formal [4+3] annulation for modular construction of these tricyclic systems is described. This reaction features easily accessible reactants (o-haloarylaldehydes and N-tosylhydrazones), broad substrate scope, and excellent functional group compatibility. The synthetic potential is demonstrated by the easy scale-up reactions, late-stage modification of complex mols., and collective synthesis of bioactive mols. and approved drugs. The experimental process involved the reaction of 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-BromobenzaldehydeSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Novel deoxyvasicinone and tetrahydro-beta-carboline hybrids as inhibitors of acetylcholinesterase and amyloid beta aggregation》 was published in Bioorganic & Medicinal Chemistry Letters in 2020. These research results belong to Du, Hongtao; Jiang, Xinyu; Ma, Meng; Xu, Huili; Liu, Shuang; Ma, Fang. Quality Control of 4-Bromobutanoic acid The article mentions the following:

A novel series of deoxyvasicinone-tetrahydro-beta-carboline hybrids were synthesized and evaluated as acetylcholinesterase (AChE) and β-amyloid peptide (Aβ) aggregation inhibitors for the treatment of Alzheimer’s disease. The derivatives had multifunctional profiles, including AChE inhibition, Aβ1-42 aggregation inhibition, and neuroprotective properties. Inspiringly, hybrids (E)-4-((9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl 3-(1,3,4,9-tetrahydro-2H-pyrido [3,4-b]indol-2-yl)propanoate and (E)-4-((9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl 5-(1,3,4,9-tetrahydro-2H-pyrido [3,4-b]indol-2-yl)pentanoate displayed excellent inhibitory activities against hAChE (IC50 = 0.93 and 1.08 nM, resp.) and Aβ1-42 self-aggregation (IC50 = 19.71 and 2.05μM, resp.). In addition, (E)-4-((9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl 3-(1,3,4,9-tetrahydro-2H-pyrido [3,4-b]indol-2-yl)propanoate and (E)-4-((9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl 5-(1,3,4,9-tetrahydro-2H-pyrido [3,4-b]indol-2-yl)pentanoate showed low cytotoxicity and good neuroprotective activity against Aβ1-42-induced damage in SH-SY5Y cells.4-Bromobutanoic acid(cas: 2623-87-2Quality Control of 4-Bromobutanoic acid) was used in this study.

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.).Quality Control of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 2969-81-5In 2022 ,《Synthesis of a cellulose dissolving liquid zwitterion from general and low-cost reagents》 appeared in Cellulose (Dordrecht, Netherlands). The author of the article were Sharma, Gyanendra; Kato, Yui; Hachisu, Ayumi; Ishibashi, Kojiro; Ninomiya, Kazuaki; Takahashi, Kenji; Hirata, Eishu; Kuroda, Kosuke. The article conveys some information:

A carboxylate-type liquid zwitterion, OE2imC3C, has been recently reported as a unique solvent as a class of ionic liquids with distinctive properties and functions such as cellulose dissolution ability and low toxicity to fermentative microoganisms. Therefore, OE2imC3C first enabled successive conversion of biomass to bioethanol in the same reaction pot. However, the reagent, 1-bromo-2-(2-methoxyethoxy)ethane, used for OE2imC3C synthesis is expensive and sometimes out of production and thus prevents its industrialization. Here we synthesized OE2imC3C from general and low-cost reagents. We also confirmed that the present OE2imC3C maintained the distinctive properties and functions because previous literature indicates synthetic procedures affect the properties. The low toxicity and cellulose dissolution ability of the OE2imC3C synthesized in this study were equivalent to those of conventional OE2imC3C. In addition, OE2imC3C is known to have ability to cryopreserve mammalian cells and the OE2imC3C synthesized in this study exhibited the ability. In the experimental materials used by the author, we found Ethyl 4-bromobutyrate(cas: 2969-81-5HPLC of Formula: 2969-81-5)

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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: 2969-81-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary