4762-26-9

Usage

Uses

Used in Pharmaceutical Industry:
Hexyltriphenylphosphonium Bromide is used as a synthetic agent for the production of phenolic components found in Grains of Paradise (Aframomum melegueta). These phenolic components are known for their potential health benefits and are used in the development of pharmaceutical products.
Used in Chemical Synthesis:
Hexyltriphenylphosphonium Bromide can be utilized as an intermediate or catalyst in various chemical synthesis processes, particularly in the production of organic compounds and pharmaceuticals. Its unique structure allows it to facilitate specific reactions and improve the overall efficiency of the synthesis process.
Used in Research and Development:
Due to its unique properties, Hexyltriphenylphosphonium Bromide is also used in research and development for exploring new applications and understanding its potential in various fields. This includes studying its interactions with other compounds, evaluating its stability, and identifying possible uses in different industries.

InChI:InChI=1/C24H28P/c1-2-3-4-14-21-25(22-15-8-5-9-16-22,23-17-10-6-11-18-23)24-19-12-7-13-20-24/h5-13,15-20H,2-4,14,21H2,1H3/q+1

Upstream product

• 111-25-1 1-bromo-hexane 
• 603-35-0 triphenylphosphine 

Downstream Products

• 56219-09-1 (Z)-9-Pentadecensaeure-aethylester 
• 35835-77-9 15-acetoxy-pentadec-6c-ene 
• 3025-30-7 ethyl (2E,4Z)-2,4-decadienoate 
• 7328-34-9 ethyl 2E,4E-decadienoate 
• 113195-41-8 1-(2-methylsulfanylbenzoyl)hexylidene(triphenyl)phosphorane 
• 904744-87-2 1-bromo-2-(hept-1-en-1-yl)benzene 
• 221557-57-9 1,1-bis(3'-carbomethoxy-2'-methoxy-5'-nitrophenyl)-1-heptene 
• 210549-13-6 (R)-9-Benzyl-4-((Z)-hept-1-enyl)-2-oxo-1,5,9-triaza-cyclotridecane-1,5-dicarboxylic acid 5-benzyl ester 1-tert-butyl ester 
• 251361-21-4 5-((E)-Hept-1-enyl)-1,3-dimethoxy-2-methyl-benzene 
• 4493-42-9 methyl (2E,4Z)-deca-2,4-dienoate 
• 7328-33-8 methyl (2E,4E)-decadienoate 
• 377078-52-9 C₄₂H₇₂O₃Si₃ 

Relevant academic research and scientific papers

Humidity sensor based on a cross-linked porous polymer with unexpectedly good properties

A humidity sensitive polymer was synthesized based on the derivative of triphenylphosphine by Friedel-Crafts alkylation. The polymer was formed of a hydrophobic skeleton with hydrophilic ions modified on phosphorous atoms evenly. The resultant polymer shows nanoporous characteristics. A humidity sensor based on the amphiphilic porous polymer shows unexpectedly good sensing properties, including high sensitivity, small humidity hysteresis, rapid response and recovery, and good stability. The good stability of the sensor is attributed to the cross-linked skeleton structure of the polymer, even though the content of ions in the polymer is high. These results demonstrate that porous polymers modified with certain hydrophilic groups are promising materials for high performance humidity sensors. This journal is the Partner Organisations 2014.

CYCLOALKYL-CONTAINING CARBOXYLIC ACIDS AND USES THEREOF

The present application discloses a compound of formula (I) or a salt thereof: (I) and compositions comprising such compound or salt thereof. The use of such compound, salt thereof or composition comprising same for treating anemia or leukopenia, fibrosis, cancer, hypertension and/or a metabolic condition in a subject is also disclosed.

Visible Light Induced Cyclization to Spirobi[indene] Skeletons from Functionalized Alkylidienecyclopropanes

In this paper, we revealed a metal-free and visible light photoinduced method for the rapid construction of spirobi[indene] skeletons, providing a simple and efficient way for easy access to spirobi[indene] scaffolds under mild conditions along with a broad substrate scope and good functional group tolerance.

Tergal Gland Secretion of the Rove Beetle Aleochara pseudochrysorrhoa (Staphylinidae: Aleocharinae): Chemical Composition and Biological Roles

Aleochara pseudochrysorrhoa has a glandular complex known as the tergal gland. Generally, the tergal gland secretion (TGS) has been described to have defensive function, but some reports point to a possible secondary function of this complex. For example, the TGS of the related species A. curtula has been demonstrated to possess an important role in intraspecies communication. In this work, we describe the chemical composition of the TGS of A. pseudochrysorrhoa males and females. Eleven compounds were identified based on GC/MS and GC-FT-IR analyses, retention indexes and derivatization products. Furthermore, a brief study regarding the biological function of the TGS in mating behavior is provided, in which the stimulation of male grasping response reaction by female TGS proved to be dependent on concentration.

Exploring London Dispersion and Solvent Interactions at Alkyl–Alkyl Interfaces Using Azobenzene Switches

Interactions on the molecular level control structure as well as function. Especially interfaces between innocent alkyl groups are hardly studied although they are of great importance in larger systems. Herein, London dispersion in conjunction with solvent interactions between linear alkyl chains was examined with an azobenzene-based experimental setup. Alkyl chains in all meta positions of the azobenzene core were systematically elongated, and the change in rate for the thermally induced Z→E isomerization in n-decane was determined. The stability of the Z-isomer increased with longer chains and reached a maximum for n-butyl groups. Further elongation led to faster isomerization. The origin of the intramolecular interactions was elaborated by various techniques, including 1H NOESY NMR spectroscopy. The results indicate that there are additional long-range interactions between n-alkyl chains with the opposite phenyl core in the Z-state. These interactions are most likely dominated by attractive London dispersion. This work provides rare insight into the stabilizing contributions of highly flexible groups in an intra- as well as an intermolecular setting.

Organoselenium-catalyzed synthesis of oxygen- and nitrogen-containing heterocycles

A new and efficient approach for the synthesis of oxygen and nitrogen heterocycles by organoselenium catalysis has been developed. The exo-cyclization proceeded smoothly under mild conditions with good functional group tolerance and excellent regioselectivity. Mechanistic studies revealed that 1-fluoropyridinium triflate is key for oxidative cyclization.

TREATMENT OF H. PYLORI INFECTIONS USING MTAN INHIBITORS

Methods of treating infections due to Helicobacter pylori (H. pylori), in particular in subjects having a peptic ulcer, are disclosed where the methods comprise administering inhibitors of H. pylori MTAN (5'-methylthioadenosine nucleosidase) to the subject.

New Antibiotic Candidates against Helicobacter pylori

Helicobacter pylori is a Gram-negative bacterium that colonizes the gut of over 50% of the worlds population. It is responsible for most peptic ulcers and is an important risk factor for gastric cancer. Antibiotic treatment for H. pylori infections is challenging as drug resistance has developed to antibiotics with traditional mechanisms of action. H. pylori uses an unusual pathway for menaquinone biosynthesis with 5′-methylthioadenosine/S-adenosylhomocysteine nucleosidase (MTAN) catalyzing an essential step. We validated MTAN as a target with a transition-state analogue of the enzyme [Wang, S.; Haapalainen, A. M.; Yan, F.; et al. Biochemistry 2012, 51, 6892-6894]. MTAN inhibitors will only be useful drug candidates if they can both include tight binding to the MTAN target and have the ability to penetrate the complex cell membrane found in Gram-negative H. pylori. Here we explore structural scaffolds for MTAN inhibition and for growth inhibition of cultured H. pylori. Sixteen analogues reported here are transition-state analogues of H. pylori MTAN with dissociation constants of 50 pM or below. Ten of these prevent growth of the H. pylori with IC90 values below 0.01 μg/mL. These remarkable compounds meet the criteria for potent inhibition and cell penetration. As a consequence, 10 new H. pylori antibiotic candidates are identified, all of which prevent H. pylori growth at concentrations 16-2000-fold lower than the five antibiotics, amoxicillin, metronidazole, levofloxacin, tetracyclin, and clarithromycin, commonly used to treat H. pylori infections. X-ray crystal structures of MTAN cocrystallized with several inhibitors show them to bind in the active site making interactions consistent with transition-state analogues.

Toxicity assessment of phosphonium based ionic liquids towards female guppy fish

In this study, two phosphonium based ionic liquids (butyl triphenyl phosphonium chloride and hexyl triphenyl phosphonium bromide) have been synthesized using quarternization process. The toxicities of these ionic liquids are unknown and may be harmful to humans and the environment. Therefore, the toxicity assessment of these ionic liquids was carried out according to the Organization for Economic Cooperation and Development (OECD) guideline 203 using female guppy fish (Poecilia reticulata). The median lethal concentrations (LC50) have been estimated for butyl triphenyl phosphonium chloride and for hexyl triphenyl phosphonium bromide to be 73.35 mg/L and 61.36 mg/L respectively. Both LC50 obtained can be identified as slightly toxic ionic liquids based on Acute Toxicity Rating Scale by by the United States Fish and Wildlife Service (USFWS). The findings from this study can be used for better design of phosphonium-based ionic liquids with consideration of their aquatic toxicities.

Catalytic enantioselective 1,2-diboration of 1,3-dienes: Versatile reagents for stereoselective allylation

More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products. Copyright