Month: October 2022

Application In Synthesis of Methyltriphenylphosphonium bromideIn 2019 ,《Regio- and Enantioselective C-H Cyclization of Pyridines with Alkenes Enabled by a Nickel/N-Heterocyclic Carbene Catalysis》 appeared in Journal of the American Chemical Society. The author of the article were Zhang, Wu-Bin; Yang, Xin-Tuo; Ma, Jun-Bao; Su, Zhi-Ming; Shi, Shi-Liang. The article conveys some information:

Annulated pyridines are ubiquitous scaffolds in many bioactive mols. A highly regio- and enantioselective Ni(0)-catalyzed endo-selective C-H cyclization of pyridines with alkenes was developed. An unprecedented enantioselective C-H activation at pyridyl 3- or 4-positions was enabled by bulky chiral N-heterocyclic carbene ligands. This protocol provides expedient access to a series of optically active 5,6,7,8-tetrahydroquinolines and 5,6,7,8-tetrahydroisoquinolines, compounds otherwise accessed with difficulty, in moderate to high yields (up to 99% yield) and enantioselectivities (up to 99% ee). To the authors’ knowledge, this is the first example of enantioselective C-H cyclization of pyridines to chiral annulated products.Methyltriphenylphosphonium bromide(cas: 1779-49-3Application In Synthesis of Methyltriphenylphosphonium bromide) was used in this study.

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is a lipophilic molecule with a cation allowing for it to be used to deliver molecules to specific cell components. Also considered an antineoplastic agent.Application In Synthesis of Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C8H15BrO2In 2018 ,《Synthesis and biological characterization of novel rose bengal derivatives with improved amphiphilicity for sono-photodynamic therapy》 was published in European Journal of Medicinal Chemistry. The article was written by Chen, Hai-Jun; Zhou, Xiao-Bin; Wang, Ai-Lan; Zheng, Bi-Yuan; Yeh, Chih-Kuang; Huang, Jian-Dong. The article contains the following contents:

Sono-Photodynamic therapy (SPDT) utilizing ultrasound and light has been demonstrated that this novel approach can lower dosage resulting in reduction of the potential side effects caused by sensitizers. Recently, a new formulation of rose bengal (RB) as an intralesional injection has completed clin. trials phase II for PDT treatment of melanoma cancer. However, the inherent unfavorable pharmacol. properties of RB hindered its extensive clin. development. With the aim to identify new RB derivatives (RBDs) with enhanced photodynamic and sonodynamic anticancer efficiency, a series of amphiphilic RBDs have been designed, synthesized and biol. characterized. Among them, RBD4 significantly improved cellular uptake and enhanced intracellular ROS generation efficiency upon light and ultrasound irradiation, resulting in dramatically improved anticancer potency. Notably, RBD4 has a relative potency similar to sinoporphyrin sodium (DVDMS), indicating its further potential application for SPDT. The experimental part of the paper was very detailed, including the reaction process of 8-Bromooctanoic acid(cas: 17696-11-6Electric Literature of C8H15BrO2)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Electric Literature of C8H15BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 14660-52-7In 2022 ,《Potent Inhibition of SARS-CoV-2 nsp14 N7-Methyltransferase by Sulfonamide-Based Bisubstrate Analogues》 was published in Journal of Medicinal Chemistry. The article was written by Ahmed-Belkacem, Rostom; Hausdorff, Marcel; Delpal, Adrien; Sutto-Ortiz, Priscila; Colmant, Agathe M. G.; Touret, Franck; Ogando, Natacha S.; Snijder, Eric J.; Canard, Bruno; Coutard, Bruno; Vasseur, Jean-Jacques; Decroly, Etienne; Debart, Francoise. The article contains the following contents:

Enzymes involved in RNA capping of SARS-CoV-2 are essential for the stability of viral RNA, translation of mRNAs, and virus evasion from innate immunity, making them attractive targets for antiviral agents. In this work, we focused on the design and synthesis of nucleoside-derived inhibitors against the SARS-CoV-2 nsp14 (N7-guanine)-methyltransferase (N7-MTase) that catalyzes the transfer of the Me group from the S-adenosyl-L-methionine (SAM) cofactor to the N7-guanosine cap. Seven compounds out of 39 SAM analogs showed remarkable double-digit nanomolar inhibitory activity against the N7-MTase nsp14. Mol. docking supported the structure-activity relationships of these inhibitors and a bisubstrate-based mechanism of action. The three most potent inhibitors significantly stabilized nsp14 (ΔTm ≈ 11°C), and the best inhibitor demonstrated high selectivity for nsp14 over human RNA N7-MTase. After reading the article, we found that the author used Ethyl 5-bromovalerate(cas: 14660-52-7Recommanded Product: 14660-52-7)

Ethyl 5-bromovalerate(cas: 14660-52-7) 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.Recommanded Product: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 1-Bromo-2-isopropylbenzeneIn 2017 ,《Ruthenium-Catalyzed Site-Selective Intramolecular Silylation of Primary C-H Bonds for Synthesis of Sila-Heterocycles》 was published in Journal of the American Chemical Society. The article was written by Fang, Huaquan; Hou, Wenjun; Liu, Guixia; Huang, Zheng. The article contains the following contents:

Incorporating the silicon element into bioactive organic mols. has received increasing attention in medicinal chem. Moreover, organosilanes are valuable synthetic intermediates for fine chems. and materials. Transition metal-catalyzed C-H silylation has become an important strategy for C-Si bond formations. However, despite the great advances in aromatic C(sp2)-H bond silylations, catalytic methods for aliphatic C(sp3)-H bond silylations are relatively rare. Here we report a pincer ruthenium catalyst for intramol. silylations of various primary C(sp3)-H bonds adjacent to heteroatoms (O, N, Si, Ge), including the first intramol. silylations of C-H bonds α to O, N, and Ge. This method provides a general, synthetically efficient approach to novel classes of Si-containing five-membered [1,3]-sila-heterocycles, including oxasilolanes, azasilolanes, disila-heterocycles, and germasilolane. The trend in the reactivity of five classes of C(sp3)-H bonds toward the Ru-catalyzed silylation is elucidated. Mechanistic studies indicate that the rate-determining step is the C-H bond cleavage involving a ruthenium silyl complex as the key intermediate, while a η2-silene ruthenium hydride species is determined to be an off-cycle intermediate. In addition to this study using 1-Bromo-2-isopropylbenzene, there are many other studies that have used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Recommanded Product: 1-Bromo-2-isopropylbenzene) was used in this study.

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. Recommanded Product: 1-Bromo-2-isopropylbenzene Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of Methyl 3-(bromomethyl)benzoateIn 2020 ,《Silaboration of [1.1.1]Propellane: A Storable Feedstock for Bicyclo[1.1.1]pentane Derivatives》 was published in Angewandte Chemie, International Edition. The article was written by Kondo, Masaki; Kanazawa, Junichiro; Ichikawa, Tomohiro; Shimokawa, Takumi; Nagashima, Yuki; Miyamoto, Kazunori; Uchiyama, Masanobu. The article contains the following contents:

The silaboration of [1.1.1]propellane enables direct introduction of B and Si functional groups onto the bicyclo[1.1.1]pentane (BCP) scaffold in high yield under mild, additive-free conditions. The silaborated BCP can be obtained on a gram-scale in a single step without the need for column-chromatog. purification, and is storable and easy to handle, providing a versatile synthetic intermediate for BCP derivatives We also describe various conversions of the C-B/C-Si bonds on the BCP scaffold, including development of a modified Suzuki-Miyaura cross-coupling reaction at the highly sterically hindered bridgehead sp3 carbon center of the BCP skeleton using a combination of highly activated BCP boronic esters, copper(I) oxide, and a PdCl2(dppf) catalyst system. In the experiment, the researchers used many compounds, for example, Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Name: (Bromomethyl)cyclopropaneIn 2019 ,《Discovery of 1,2,3-triazole-based fibroblast growth factor receptor modulators》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Sakai, Hiroki; Inoue, Hidekazu; Toba, Tetsuya; Murata, Kenji; Narii, Nobuhiro; Shimmyo, Yoshiari; Igawa, Yoshiyuki; Matsumoto, Takahiro; Takemoto, Naohiro. The article contains the following contents:

To avoid production of a phospholipidosis-inducing metabolite, we replaced the amide structure of SUN13837 (1) with a 1,2,3-triazole. The resulting 1,2,3-triazole analog of 1 (compound 2) displayed greater neuroprotective activity than 1. Structural modification of 2 yielded compound 10, which showed improved neuroprotective activity and negligible mechanism-based inactivation against CYP3A4. In addition, installation of a Me group at the 5-position of 1,2,3-triazole of 10 significantly boosted the neuroprotective activity. These 1,2,3-triazole derivatives displayed reduced phospholipidosis risk, sufficient systemic exposure, and high central nervous system penetration, and therefore may be potentially useful agents for the treatment of neurodegenerative diseases. The results came from multiple reactions, including the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5Name: (Bromomethyl)cyclopropane)

(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.Name: (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C7H5BrOIn 2019 ,《A Radical Approach to Anionic Chemistry: Synthesis of Ketones, Alcohols, and Amines》 was published in Journal of the American Chemical Society. The article was written by Ni, Shengyang; Padial, Natalia M.; Kingston, Cian; Vantourout, Julien C.; Schmitt, Daniel C.; Edwards, Jacob T.; Kruszyk, Monika M.; Merchant, Rohan R.; Mykhailiuk, Pavel K.; Sanchez, Brittany B.; Yang, Shouliang; Perry, Matthew A.; Gallego, Gary M.; Mousseau, James J.; Collins, Michael R.; Cherney, Robert J.; Lebed, Pavlo S.; Chen, Jason S.; Qin, Tian; Baran, Phil S.. The article contains the following contents:

Historically accessed through two-electron, anionic chem., ketones, alcs., and amines are of foundational importance to the practice of organic synthesis. After placing this work in proper historical context, this Article reports the development, full scope, and a mechanistic picture for a strikingly different way of forging such functional groups. Thus, carboxylic acids, once converted to redox-active esters (RAEs), can be utilized as formally nucleophilic coupling partners with other carboxylic derivatives (to produce ketones), imines (to produce benzylic amines), or aldehydes (to produce alcs.). The reactions are uniformly mild, operationally simple, and, in the case of ketone synthesis, broad in scope (including several applications to the simplification of synthetic problems and to parallel synthesis). Finally, an extensive mechanistic study of the ketone synthesis is performed to trace the elementary steps of the catalytic cycle and provide the end-user with a clear and understandable rationale for the selectivity, role of additives, and underlying driving forces involved. The experimental process involved the reaction of o-Bromobenzaldehyde(cas: 6630-33-7Electric Literature of C7H5BrO)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Electric Literature of C7H5BrOIt 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

Application In Synthesis of 4-Bromobutanoic acidIn 2021 ,《Targeted Delivery of mRNA with One-Component Ionizable Amphiphilic Janus Dendrimers》 was published in Journal of the American Chemical Society. The article was written by Zhang, Dapeng; Atochina-Vasserman, Elena N.; Maurya, Devendra S.; Liu, Matthew; Xiao, Qi; Lu, Juncheng; Lauri, George; Ona, Nathan; Reagan, Erin K.; Ni, Houping; Weissman, Drew; Percec, Virgil. The article contains the following contents:

Targeted and efficient delivery of nucleic acids with viral and synthetic vectors is the key step of genetic nanomedicine. The four-component lipid nanoparticle synthetic delivery systems consisting of ionizable lipids, phospholipids, cholesterol, and a PEG-conjugated lipid, assembled by microfluidic or T-tube technol., have been extraordinarily successful for delivery of mRNA to provide Covid-19 vaccines. Recently, we reported a one-component multifunctional sequence-defined ionizable amphiphilic Janus dendrimer (IAJD) synthetic delivery system for mRNA relying on amphiphilic Janus dendrimers and glycodendrimers developed in our laboratory Amphiphilic Janus dendrimers consist of functional hydrophilic dendrons conjugated to hydrophobic dendrons. Co-assembly of IAJDs with mRNA into dendrimersome nanoparticles (DNPs) occurs by simple injection in acetate buffer, rather than by microfluidic devices, and provides a very efficient system for delivery of mRNA to lung. Here we report the replacement of most of the hydrophilic fragment of the dendron from IAJDs, maintaining only its ionizable amine, while changing its interconnecting group to the hydrophobic dendron from amide to ester. The resulting IAJDs demonstrated that protonated ionizable amines play dual roles of hydrophilic fragment and binding ligand for mRNA, changing delivery from lung to spleen and/or liver. Replacing the interconnecting ester with the amide switched the delivery back to lung. Delivery predominantly to liver is favored by pairs of odd and even alkyl groups in the hydrophobic dendron. This simple structural change transformed the targeted delivery of mRNA mediated with IAJDs, from lung to liver and spleen, and expands the utility of DNPs from therapeutics to vaccines. The results came from multiple reactions, including the reaction of 4-Bromobutanoic acid(cas: 2623-87-2Application In Synthesis of 4-Bromobutanoic acid)

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.).Application In Synthesis of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 402-43-7In 2020 ,《Divergent and Stereoselective Synthesis of Tetraarylethylenes from Vinylboronates》 was published in Angewandte Chemie, International Edition. The article was written by Zhang, Minghao; Yao, Yisen; Stang, Peter J.; Zhao, Wanxiang. The article contains the following contents:

The synthesis of a new tetraborylethylene (TBE) is reported, and its application in the preparation of [4+0]-tetraarylethenes (TAEs) is elucidated. TAEs have widespread applications in material science and supramol. chem. due to their aggregation-induced emission (AIE) properties. The divergent and stereoselective synthesis of [3+1]-, [2+2]-, and [2+1+1]-TAEs via multiple couplings of vinylboronates with aryl bromides is demonstrated. These couplings feature a broad substrate scope and excellent functional group compatibility due to mild reaction conditions. Facile access to various tetraarylethenes is provided. This strategy represents an important complement to the conventional methods employed for the synthesis of TAEs, and would be a valuable tool for synthesizing TAE-based mols. useful in functional materials, biol. imaging and chem. sensing. In the experimental materials used by the author, we found 1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7HPLC of Formula: 402-43-7)

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) 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. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. HPLC of Formula: 402-43-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C14H8Br2In 2021 ,《High efficiency green fluorescent dopant through the optimized side group for organic light emitting diodes》 was published in Journal of Nanoscience and Nanotechnology. The article was written by Kwon, Hyukmin; Kang, Seokwoo; Park, Sangshin; Park, Sunwoo; Lee, Seungeun; Park, Jongwook. The article contains the following contents:

OLED light emitting materials have a mol. size corresponding to the nano scale and are converted into light energy when given elec. energy. The new green fluorescent dopant material was successfully synthesized by using anthracene as a central core and introducing a Me group and tert-Bu group at various positions as diphenylamine group. Two compounds are N9,N9,N10,N10-tetraphenylanthracene-9,10-diamine (TAD) and N9,N10-bis(4-(tert-butyl) phenyl)-N9,N10-di-o-tolylanthracene-9,10-diamine (p-Tb-o-Me-TAD). The synthesized material emits green light with the maximum wavelengths of 508 and 523 nm. p-Tb-o-Me-TAD shows excellent PLQY of 86.2% in solution state. When the synthesized material was used as a dopant in a device, TAD showed current efficiency (CE) of 17.71 cd/A and external quantum efficiency (EQE) of 6.11%. The device using p-Tb-o-Me-TAD dopant exhibited current efficiency (CE) of 24.24 cd/A and external quantum efficiency (EQE) of 7.27%.9,10-Dibromoanthracene(cas: 523-27-3Electric Literature of C14H8Br2) was used in this study.

9,10-Dibromoanthracene(cas: 523-27-3) is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence.Electric Literature of C14H8Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary