Category: bromides-buliding-blocks

《Synthesis of Alkyl Triphenylphosphonium Ostruthin Derivatives as Potential Cytotoxic Candidates》 was published in ChemistrySelect in 2020. These research results belong to Dang, Phu H.; Dao, Thien H. X.; Le, Vien T.; Nguyen, Chien M.; Ly, Tin T.; Nguyen, Hai X.; Le, Tho H.; Do, Truong N. V.; Nguyen, Mai T. T.; Sun, Sijia; Awale, Suresh; Nguyen, Nhan T.. Application In Synthesis of 4-Bromobutanoic acid The article mentions the following:

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]. In addition to this study using 4-Bromobutanoic acid, there are many other studies that have used 4-Bromobutanoic acid(cas: 2623-87-2Application In Synthesis 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.).Application In Synthesis of 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Palladium-Catalyzed Direct Ortho-C-H Selenylation of Benzaldehydes Using Benzidine as a Transient Directing Group》 were Qiao, Huihao; Sun, Bing; Yu, Qinqin; Huang, Yi-Yong; Zhou, Yirong; Zhang, Fang-Lin. And the article was published in Organic Letters in 2019. SDS of cas: 6630-33-7 The author mentioned the following in the article:

Benzidine was found to be a novel transient directing group to enable Pd-catalyzed direct selenylation of inert C(sp2)-H bonds of benzaldehydes. Diverse diarylselenides were readily constructed in high efficiency and satisfactory yields with good functional group tolerance. The practical usage of the method was further demonstrated by enlarged reaction to gram scale and application in the facile access to two selenoxanthenes and one fluorescent probe. The experimental part of the paper was very detailed, including the reaction process of o-Bromobenzaldehyde(cas: 6630-33-7SDS of cas: 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.SDS of cas: 6630-33-7It 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 《Organic Photoredox-Catalyzed Synthesis of δ-Fluoromethylated Alcohols and Amines via 1,5-Hydrogen-Transfer Radical Relay》 were Wang, Huiqiao; Zhang, Jinjin; Shi, Jianxue; Li, Fan; Zhang, Sheng; Xu, Kun. And the article was published in Organic Letters in 2019. Electric Literature of C6H5Br2N The author mentioned the following in the article:

The hydrotrifluoromethylation of benzyl-protected homoallylic alc. and amine derivatives catalyzed by 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) was developed. This reaction delivered δ-fluoromethylated free alcs. and amines with in situ deprotection of benzyl protecting group under mild irradiation conditions. 4CzIPN was found to be a competent metal-free photoredox catalyst for activating several types of fluoromethylation reagents including CF3SO2Cl, Togni’s reagent, and 2-bromo-2,2-difluoroacetate via oxidative quenching and also CF3SO2Na through reductive quenching to allow direct hydrotrifluoromethylation of simple alkenes and Michael acceptors. In the experimental materials used by the author, we found 3,5-Dibromoaniline(cas: 626-40-4Electric Literature of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Electric Literature of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Site-selective C-H activation and regiospecific annulation using propargylic carbonates》 were Lu, Qingquan; Mondal, Shobhan; Cembellin, Sara; Gressies, Steffen; Glorius, Frank. And the article was published in Chemical Science in 2019. Product Details of 586-76-5 The author mentioned the following in the article:

An unprecedented RuII-catalyzed site-selective and regiospecific annulation of benzoic acids ArC(O)OH (2-CH3C6H4, thiophen-2-yl, 1-methyl-1H-indol-3-yl, etc.) with propargylic carbonates R1CCC(R2)(R3)(OCO2CH3) [R1 = C6H5, thiophen-3-yl; R2 = Me, Et, n-propyl; R3 = Me, Et; R2R3 = -(CH2)4-] has been described. The weakly coordinating carboxylic acid moiety outperformed other typically used directing groups in C-H activation, including ketone, nitrile, sulfonamide, amide and strongly coordinating nitrogen heterocycles. This is an important step towards the application of C-H activation reactions in complex (functional) real-world mols.4-Bromobenzoic acid(cas: 586-76-5Product Details of 586-76-5) was used in this study.

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.Product Details of 586-76-5 It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Dyes and Pigments included an article by Colom, E.; Andres-Castan, J. M.; Barrios, D.; Duerto, I.; Franco, S.; Garin, J.; Orduna, J.; Villacampa, B.; Blesa, M. J.. HPLC of Formula: 14660-52-7. The article was titled 《Modification of the electronic properties of the π-spacer of chromophores linked to calix[4]arene platform for DSSCs applications》. The information in the text is summarized as follows:

We have developed two novel dyes based on p-tert-butyl-calix[4]arene in order to evaluate their behavior as sensitizer in photovoltaic devices. These dyes consist in a difunctionalized calix[4]arene with triphenylamine (TPA)-donor, a heteroaromatic π-conjugated spacer, thiophene and benzothiadiazole-Ph ring, resp. and cyanoacetic acid as acceptor group. The effect of the π-spacer has been studied by UV-vis spectroscopy and Differential Pulse Voltammetry and the models compounds have been theor. investigated. The dye bearing phenylbenzothiadiazole results in a bathochromic shifted absorption and an adequate efficiency to transfer charge from D to A. The considerable increase of the photocurrent d. results in a better efficiency of the devices prepared with these novel dyes with respect to the p-tert-butyl-calix[4]arene derivatives bearing TPA dye. In particular, p-tert-butyl-calix[4]arene derivative based on phenylbenzothiadiazole has reached an efficiency value of 5.84% which means an increase of 33% of the efficiency over those calix[4]arene derivatives with TPA dye. In the experiment, the researchers used Ethyl 5-bromovalerate(cas: 14660-52-7HPLC of Formula: 14660-52-7)

Ethyl 5-bromovalerate(cas: 14660-52-7) 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.HPLC of Formula: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Dalton Transactions included an article by Xu, Ning; Zhang, Qinghua; Zhang, Guoan. Recommanded Product: 6825-20-3. The article was titled 《A carbazole-functionalized metal-organic framework for efficient detection of antibiotics, pesticides and nitroaromatic compounds》. The information in the text is summarized as follows:

Organic pollutants, such as antibiotics, pesticides, and nitroarom. compounds (NACs), have posed a great threat to human health and sustainable development. Therefore, the detection of these organic pollutants is of great importance but challenging. The authors synthesized a rigid conjugated tricarboxylic acid ligand 4,4′-(9-(4′-carboxy-[1,1′-biphenyl]-4-yl)-9H-carbazole-3,6-diyl)dibenzoic acid (H3CBCD), and employed this ligand to react with Cd(II) ions to construct a Cd-LMOF, namely [Cd3(CBCD)2(DMA)4(H2O)2]·10DMA (Cd-CBCD). Cd-CBCD features a three-dimensional (3D) supramol. framework based on two-dimensional (2D) layer structures through π···π stacking interactions. The fluorescence sensing measurements demonstrate that Cd-CBCD can detect nitrofurans (NFs), 4-nitroaniline (4-NA) and 2,6-dichloro-4-nitroaniline (DCN) with high selectivity and sensitivity. This work represents the first carbazole-functionalized metal-organic framework as a fluorescent sensor for the highly efficient detection of antibiotics, pesticides and nitroarom. compounds The experimental process involved the reaction of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Recommanded Product: 6825-20-3)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent. And it has been used in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.Recommanded Product: 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,ChemistrySelect included an article by Shao, Huibin; Wang, Xiaopei; Wang, Yanyan; Yue, Yuanyuan; Wang, Ke; Tang, Qinghu; Zhuo, Kelei; Liu, Jianming. HPLC of Formula: 6825-20-3. The article was titled 《BF3·Et2O-Promoted Aerobic Bromination of Heteroarenes with LiBr as the Bromination Sources》. The information in the text is summarized as follows:

Aromatic bromination of heteroarenes, e.g., 10H-phenothiazine has been accomplished by using readily available LiBr with the aid of BF3·Et2O under mild aerobic conditions. The broad substrates scope of the reaction is compatible with the optimized condition, and excellent functional-group is well tolerated in this transformation. The gram-scale preparation of aromatic bromides RBr (R = 3-methyl-5-phenyl-1H-pyrazol-4-yl, 9H-carbazol-3-yl) exhibits good reaction efficiency. Meanwhile, the dibromination of heteroarenes I (R1 = H, CH3; R2 = H, OCH3, Cl) delivers the polybromo-aromatic compounds II in good yields. The experimental process involved the reaction of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3HPLC of Formula: 6825-20-3)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent. And it has been used in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.HPLC of Formula: 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Nanotechnology included an article by Wu, Hongshuai; You, Chaoqun; Jiao, Jia; Chen, Fanghui; Sun, Baiwang; Zhu, Xiaoli. SDS of cas: 2623-87-2. The article was titled 《A novel near-infrared triggered dual-targeted nanoplatform for mitochondrial combined photothermal-chemotherapy of cancer in vitro》. The information in the text is summarized as follows:

A combination of photothermal-chemotherapy has received widespread attention in drug delivery systems for cancer treatment. However, the combination therapy operated in subcellular organelles, such as mitochondria, has been rarely reported. Herein, we designed a novel near-IR (NIR) triggered dual-targeted nanoplatform (FA/TPP-DINPs) based on mitochondrial combined photothermal-chemotherapy by co-loading FDA-approved NIR dye indocyanine green (ICG) and anticancer drug doxorubicin (DOX). The resulting nanoparticles showed a monodispersed sphere and excellent colloidal stability. Specially, the simultaneous introduction of targeted ligands folic acid (FA) and triphenylphosphine (TPP) to nanoparticles significantly promoted the cellular internalization and mitochondrial co-localization of nanoparticles. Moreover, the encapsulated dye could convert NIR light into heat with high efficiency, which makes the FA/TPP-DINPs an effective platform for mitochondrial combination therapy with chemotherapy drug DOX. Meanwhile, the thermal expansion in response to the change of temperature after sustained 808 nm laser irradiation could cause the disintegration of nanoparticles, which triggered the rapid release of DOX from nanoparticles. As expected, the prepared FA/TPP-DINPs exhibited evidently enhanced cytotoxicity and preeminent combination therapy efficiency on MCF-7 cells. Thus, the NIR triggered dual-targeted nanoplatform provides a new drug delivery strategy for mitochondrial combined photothermal-chemotherapy of cancer. The experimental process involved the reaction of 4-Bromobutanoic acid(cas: 2623-87-2SDS of cas: 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.).SDS of cas: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Langmuir included an article by Almeida, Marcio M.; Perez, Katia R.; Faig, Allison; Uhrich, Kathryn E.; Riske, Karin A.. SDS of cas: 17696-11-6. The article was titled 《Location of the Positive Charges in Cationic Amphiphiles Modulates Their Mechanism of Action against Model Membranes》. The information in the text is summarized as follows:

Synthetic cationic amphiphiles (CAms) with physicochem. properties similar to antimicrobial peptides are promising mols. in the search for alternative antibiotics to which pathogens cannot easily develop resistance. Here, we investigate two types of CAms based on tartaric acid and containing two hydrophobic chains (of 7 or 11 carbons) and two pos. charges, located either at the end of the acyl chains (bola-like, B7 and B11) or at the tartaric acid backbone (gemini-like, G7 and G11). The interaction of the CAms with biomimetic membrane models (anionic and neutral liposomes) was studied with zeta potential and dynamic light scattering measurements, isothermal titration calorimetry, and a fluorescent-based leakage assay. We show that the type of mol. determines the mechanism of action of the CAms. Gemini-like mols. (G7 and G11) interact mainly via electrostatics (exothermic process) and reside in the external vesicle leaflet, altering substantially the vesicle surface potential but not causing significant membrane lysis. On the other hand, the interaction of bola-like CAms (B7 and B11) is endothermic and thus entropy-driven, and these mols. reach both membrane leaflets and cause substantial membrane permeabilization, likely after clustering of anionic lipids. The lytic ability is clearly higher against anionic membranes as compared with neutral membranes. Within each class of mol., longer alkyl chains (i.e., B11 and G11) exhibit higher affinity and lytic ability. Overall, the mol. B11 exhibits a high potential as antimicrobial agent, since it has a high membrane affinity and causes substantial membrane permeabilization. The results came from multiple reactions, including the reaction of 8-Bromooctanoic acid(cas: 17696-11-6SDS of cas: 17696-11-6)

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.SDS of cas: 17696-11-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Synthesis included an article by Iskryk, Marharyta; Barysevich, Maryia; Oseka, Maksim; Adamson, Jasper; Kananovich, Dzmitry. Synthetic Route of C7H13BrO2. The article was titled 《Asymmetric Kulinkovich Hydroxycyclopropanation of Alkenes Mediated by Titanium(IV) TADDOLate Complexes》. The information in the text is summarized as follows:

Asym. Kulinkovich cyclopropanation of carboxylic esters with prochiral alkenes was reported. The process was mediated by titanium(IV) (4R,5R)-TADDOLate complexes and afforded correspondingly (Z)- or (E)-cyclopropanols with up to 84-87% ee in the event of intra- or intermol. olefin ligand exchange in intermediate titanacyclopropane [titanium(II)-alkene] species. Configuration of the olefin double bond was preserved in the cyclopropane products, pointing out on total retention of configuration at Ti-C bond in the cyclopropane forming step. The results were interpreted in the framework of ate complex mechanism, suggesting formation of pentacoordinated titanium ate species as a prerequisite of high enantiocontrol. The experimental part of the paper was very detailed, including the reaction process of Ethyl 5-bromovalerate(cas: 14660-52-7Synthetic Route of C7H13BrO2)

Ethyl 5-bromovalerate(cas: 14660-52-7) 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 C7H13BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary