Category: 17351-62-1

Yang, Chu-Ting published the artcileRoom-Temperature Copper-Catalyzed Carbon-Nitrogen Coupling of Aryl Iodides and Bromides Promoted by Organic Ionic Bases, Safety of Tetrabutylammonium hydrogencarbonate, the publication is Angewandte Chemie, International Edition (2009), 48(40), 7398-7401, S7398/1-S7398/182, database is CAplus and MEDLINE.

Novel room-temperature Cu-catalyzed C-N couplings of aryl iodides and bromides with amines promoted by organic ionic bases are reported. E.g., in presence of L-proline, tetrabutylammonium adipate, and CuI, coupling of 2-IC₆H₄CO₂H with BnNH₂ gave 89% 2-BnNHC₆H₄CO₂H. Good solubility alone does not explain the performance of the organic ionic bases. Conductivity measurements indicate that the usefulness of organic ionic bases may be attributed to their good ionization ability in organic solvents.

Angewandte Chemie, International Edition published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H18N3NaO3S, Safety of Tetrabutylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Thomae, David published the artcileIdentification and in vivo evaluation of a fluorine-18 rolipram analogue, [¹⁸F]MNI-617, as a radioligand for PDE4 imaging in mammalian brain, SDS of cas: 17351-62-1, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (2016), 59(5), 205-213, database is CAplus and MEDLINE.

Phosphodiesterase (PDE) 4 is the most prevalent PDE in the central nervous system (CNS) and catalyzes hydrolysis of intracellular cAMP, a secondary messenger. By therapeutic inhibition of PDE4, intracellular cAMP levels can be stabilized, and the symptoms of psychiatric and neurodegenerative disorders including depression, memory loss and Parkinson’s disease can be ameliorated. Radiotracers targeting PDE4 can be used to study PDE4 d. and function, and evaluate new PDE4 therapeutics, in vivo in a non-invasive way, as has been shown using the carbon-11 labeled PDE4 inhibitor R-(-)-rolipram. Herein we describe a small series of rolipram analogs that contain fluoro- or iodo-substituents that could be used as fluorine-18 PET or iodine-123 SPECT PDE4 radiotracers. This series was evaluated with an in vitro binding assay and a 4-(fluoromethyl) derivative of rolipram, MNI-617, was identified, with a five-fold increase in affinity for PDE4 (K_d = 0.26 nM) over R-(-)-rolipram (K_d = 1.6 nM). A deutero-analog d₂-[¹⁸F]MNI-617 was radiolabeled and produced in 23% yield with high (>5 Ci/¦Ìmol) specific activity and evaluated in non-human primate, where it rapidly entered the brain, with SUVs between 4 and 5, and with a distribution pattern consistent with that of PDE4.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C16H24BF4Ir, SDS of cas: 17351-62-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sergeev, Maxim E. published the artcileTitania-Catalyzed Radiofluorination of Tosylated Precursors in Highly Aqueous Medium, Product Details of C17H37NO3, the publication is Journal of the American Chemical Society (2015), 137(17), 5686-5694, database is CAplus and MEDLINE.

Nucleophilic radiofluorination is an efficient synthetic route to many positron-emission tomog. (PET) probes, but removal of water to activate the cyclotron-produced [¹⁸F]fluoride has to be performed prior to reaction, which significantly increases overall radiolabeling time and causes radioactivity loss. In this report, we demonstrate the possibility of ¹⁸F-radiofluorination in highly aqueous medium. The method utilizes titania nanoparticles, 1:1 (volume/volume) acetonitrile-thexyl alc. solvent mixture, and tetra-n-butylammonium bicarbonate as a phase-transfer agent. Efficient radiolabeling is directly performed with aqueous [¹⁸F]fluoride without the need for a drying/azeotroping step to significantly reduce radiosynthesis time. High radiochem. purity of the target compound is also achieved. The substrate scope of the synthetic strategy is demonstrated with a range of aromatic, aliphatic, and cycloaliphatic tosylated precursors.

Journal of the American Chemical Society published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C10H16O2, Product Details of C17H37NO3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hartman, Christian K. published the artcileMapping the Intricate Reactivity of Nanojars toward Molecules of Varying Acidity and Their Conjugate Bases Leading To Exchange of Pyrazolate Ligands, Product Details of C17H37NO3, the publication is Inorganic Chemistry (2017), 56(17), 10609-10624, database is CAplus and MEDLINE.

A comprehensive reactivity study of nanojars toward 18 different acidic compounds with varying pK_a, including 12 different carboxylic acids (both aliphatic and aromatic mono- and dicarboxylic acids), p-toluenesulfonic acid, hydrogen sulfate, hydrogen carbonate, carbonic acid, 1-decanethiol, and methanol, as well as four different conjugate bases (formate, acetate, benzoate, 2-bromoethanesulfonate) was carried out with the aid of electrospray-ionization mass spectrometry. Thus, the effect on nanojar substitution and breakdown pattern of a number of variables, such as concentration of reagent (acid or conjugate base), acidity of reagent (pK_a), effect of acid vs. conjugate base, steric effects, aromaticity, incarcerated anion and size of the nanojar, is evaluated. Of the substitution and breakdown products identified by mass spectrometry, acetate-substituted nanojars (Bu₄N)₂[CO₃?{Cu₂₇(¦Ì-OH)₂₇(¦Ì-pz)_27-x(¦Ì-CH₃COO)_x}] (x = 1 and 2), as well as dimeric complexes (Bu₄N)₂[Cu₂(¦Ì-pz)₂A₂] (A = CO₃^2- and SO₄^2-) were isolated and characterized by single-crystal x-ray diffraction. The prepared complexes are (Bu₄N)₂[CO₃?{Cu_27-x(¦Ì-pz)_27-x(¦Ì-CH₃COO)_x}](C₆H₅CH₃)₆ (x = 1 and 2) (1), (Bu₄N)₂[Cu₂(¦Ì-pz)₂(SO₄)₂] (2), (Bu₄N)₂[Cu₂(¦Ì-pz)₂(CO₃)₂] (3) and (Bu₄N)₂[Cu₂(¦Ì-pz)₂(CO₃)(SO₄)]¡¤CH₃OH (4). This study offers a detailed understanding of the behavior of nanojars of various sizes and with different incarcerated anions in the presence of the above-mentioned compounds at varying concentrations and tests the limits of the pyrazolate/carboxylate structural analogy in multinuclear metal complexes. The results point to the possibility of obtaining functionalized nanojars via pyrazolate/carboxylate ligand exchange, an aid in the design of anion extraction processes using nanojars or similar complexes as extracting agents.

Inorganic Chemistry published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Product Details of C17H37NO3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhu, Lin published the artcileAn improved radiosynthesis of [¹⁸F]AV-133: a PET imaging agent for vesicular monoamine transporter 2, SDS of cas: 17351-62-1, the publication is Nuclear Medicine and Biology (2010), 37(2), 133-141, database is CAplus and MEDLINE.

Recently, a PET tracer, 9-[¹⁸F]fluoropropyl-(+)-dihydrotetrabenazine ([¹⁸F]AV-133), targeting vesicular monoamine transporter 2 (VMAT2) in the central nervous system was reported. It is currently under Phase II clin. trials to establish its usefulness in the diagnosis of neurodegenerative diseases including dementia with Lewy bodies and Parkinson’s disease. The radiolabeling of [¹⁸F]AV-133, nucleophilic fluorination reaction and potential effects of pseudo-carrier were evaluated by in vivo biodistribution. The preparation of [¹⁸F]AV-133 was evaluated under different conditions, specifically by employing different precursors (-OTs or -Br as the leaving group at the 9-propoxy position), reagents (K222/K₂CO₃ vs. tributylammonium bicarbonate) and solvents (acetonitrile vs. DMSO), reaction temperature and reaction time. With optimized conditions from these experiments, radiosynthesis and purification with solid-phase extraction (SPE) of [¹⁸F]AV-133 were performed by an automated nucleophilic [¹⁸F]fluorination module. In vivo biodistribution in mice on [¹⁸F]AV-133 purified by either HPLC (no-carrier-added) or the SPE method (containing a pseudo-carrier) was performed and the results compared. Under a mild fluorination condition (heating at 115¡ãC for 5 min in DMSO), [¹⁸F]AV-133 was obtained in a high yield using either -OTs or -Br as the leaving group. However, the -OTs precursor gave better radiochem. yields (>70%, thin layer chromatog. anal.) compared to those of the -Br precursor. The optimized reaction conditions were successfully implemented to an automated nucleophilic fluorination module. Labeling and purification of [¹⁸F]AV133 were readily achieved via this automatic module in good radiochem. yield of 21-41% (n=10) in 40 min. The radiochem. purity was larger than 95%. Biodistribution of SPE-purified product (containing a pseudo-carrier) in mice showed a high striatum/cerebellum ratio (4.18¡À0.51), which was comparable to that of HPLC-purified [¹⁸F]AV-133 (4.51¡À0.10). The formation of [¹⁸F]AV-133 was evaluated under different labeling conditions. These improved labeling conditions and SPE purification were successfully implemented into an automated synthesis module. This offers a short preparation time (about 40 min), simplicity in operation and ready applicability for routine clin. operation.

Nuclear Medicine and Biology published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C12H9N3O4, SDS of cas: 17351-62-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ivashkin, Pavel published the artcile[¹⁸F]CuCF₃, a [¹⁸F]trifluoromethylating agent for aryl boronic acids and aryl iodides, Application In Synthesis of 17351-62-1, the publication is Chemistry – A European Journal (2014), 20(31), 9514-9518, database is CAplus and MEDLINE.

Positron emission tomog. has emerged as the leading method for medical imaging with fluorine-18 as the most widely used radioactive isotope. Here we report a semi-automated method for the preparation of valuable [¹⁸F]trifluoromethylcopper, as well as its use for the radiosynthesis of [¹⁸F]trifluoromethylarenes and heteroarenes. Mild conditions of [¹⁸F]trifluoromethylation make this method particularly useful for the radiosynthesis of pharmacol. relevant [¹⁸F]trifluoromethylarenes and heteroarenes. The structure of S-difluoromethyl-S-mesityl-S-phenylsulfonium tetra(3,5-bis(trifluoromethyl)phenyl)borate was established on the basis of the spectroscopic anal. and confirmed by the single crystal x-ray diffraction anal. [triclinic, space group P-1, a 12.690(3), b 12.842(3), c 17.467(4) ?, ¦Á 86.163(4), ¦Â 80.586(4), ¦Ã 70.463(4)¡ã, V 2646.2(1) ?³, Z 2].

Chemistry – A European Journal published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Application In Synthesis of 17351-62-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Zhengxing published the artcileSynthesis and evaluation of ¹⁸F-labeled 4-nitrobenzyl derivatives for imaging tumor hypoxia with positron emission tomography: Comparison of 2-[¹⁸F]fluoroethyl carbonate and 2-[¹⁸F]fluoroethyl carbamate, Recommanded Product: Tetrabutylammonium hydrogencarbonate, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(2), 584-588, database is CAplus and MEDLINE.

Two 4-nitrobenzyl derivatives, 2-fluoroethyl 4-nitrobenzyl carbonate 1 and 4-nitrobenzyl N-2-fluoroethyl carbamate 2, were radiolabeled with ¹⁸F and evaluated for imaging tumor hypoxia with positron emission tomog. Although good tumor uptake was observed for [¹⁸F]1 and [¹⁸F]2 (>2.5%ID/g at 3-h post-injection), the tracers cleared slowly from nontarget tissues (>1.5%ID/g) and exhibited extensive defluorination in vivo (>4.0%ID/g for bone). Therefore, [¹⁸F]1 and [¹⁸F]2 are not suitable for imaging tumor hypoxia due to suboptimal tumor-to-background contrasts.

Bioorganic & Medicinal Chemistry Letters published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C18H23N3O4S, Recommanded Product: Tetrabutylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ni, Feng published the artcileRemarkably Stereospecific Utilization of ATP ¦Á,¦Â-Halomethylene Analogues by Protein Kinases, COA of Formula: C17H37NO3, the publication is Journal of the American Chemical Society (2017), 139(23), 7701-7704, database is CAplus and MEDLINE.

ATP analogs containing a CXY group in place of the ¦Á,¦Â-bridging oxygen atom are powerful chem. probes for studying ATP-dependent enzymes. A limitation of such probes has been that conventional synthetic methods generate a mixture of diastereomers when the bridging carbon substitution is nonequivalent (X ¡Ù Y). We report here a novel method based on derivatization of a bisphosphonate precursor with a D-phenylglycine chiral auxiliary that enables preparation of the individual diastereomers of ¦Á,¦Â-CHF-ATP and ¦Á,¦Â-CHCl-ATP, which differ only in the configuration at the CHX carbon. When tested on a dozen divergent protein kinases, these individual diastereomers exhibit remarkable diastereospecificity (up to over 1000-fold) in utilization by the enzymes. This high selectivity can be exploited in an enzymic approach to obtain the otherwise inaccessible diastereomers of ¦Á,¦Â-CHBr-ATP. The crystal structure of a tyrosine kinase Src bound to ¦Á,¦Â-CHX-ADP establishes the absolute configuration of the CHX carbon and helps clarify the origin of the remarkable diastereospecificity observed We further synthesized the individual diastereomers of ¦Á,¦Â-CHF-¦Ã-thiol-ATP and demonstrated their utility in labeling a wide spectrum of kinase substrates. The novel ATP substrate analogs afforded by these two complementary strategies should have broad application in the study of the structure and function of ATP-dependent enzymes.

Journal of the American Chemical Society published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, COA of Formula: C17H37NO3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hara, Toshihiko published the artcileDevelopment of ¹⁸F-fluoroethylcholine for cancer imaging with PET: synthesis, biochemistry, and prostate cancer imaging, Related Products of catalysis-chemistry, the publication is Journal of Nuclear Medicine (2002), 43(2), 187-199, database is CAplus and MEDLINE.

The effectiveness of ¹¹C-choline PET in detecting various cancers, including prostate cancer, is well established. This study was aimed at developing an ¹⁸F-substituted choline analog, ¹⁸F-fluoroethylcholine (FECh), as a tracer of cancer detection. Methods: No-carrier-added ¹⁸F-FECh was synthesized by 2-step reactions: First, tetrabutylammonium (TBA) ¹⁸F-fluoride was reacted with 1,2-bis(tosyloxy)ethane to yield 2-¹⁸F-fluoroethyl tosylate; and second, 2-¹⁸F-fluoroethyl tosylate was reacted with N,N-dimethylethanolamine to yield ¹⁸F-FECh, which was then purified by chromatog. An automated apparatus was constructed for preparation of the ¹⁸F-FECh injection solution In vitro experiments were performed to examine the uptake of ¹⁸F-FECh in Ehrlich ascites tumor cells, and the metabolites were analyzed by solvent extraction followed by various kinds of chromatog. Clin. studies of ¹⁸F-FECh PET were performed on patients with untreated primary prostate cancer as follows: A dynamic ¹⁸F-FECh PET study was performed on 1 patient and static PET studies were performed on 16 patients, and the data were compared with those of ¹¹C-choline PET on the same patients. Results: ¹⁸F-FECh was prepared in high yield and purity. The performance of the automated apparatus was excellent. The in vitro experiment revealed that ¹⁸F-FECh was incorporated into tumor cells by active transport, then phosphorylated (yielding phosphoryl-¹⁸F-FECh) in the cells, and finally integrated into phospholipids. The clin. PET studies showed marked uptake of ¹⁸F-FECh in prostate cancer. A dynamic PET study on 1 patient revealed that the blood level of ¹⁸F-FECh decreased rapidly (in 1 min), the prostate cancer level became almost maximal in a short period (1.5 min) and it remained constant for a long time (60 min), and the urinary radioactivity became prominent after a short time lag (5 min). Static PET studies conducted under bladder irrigation showed no difference between ¹⁸F-FECh uptake and ¹¹C-choline uptake in prostate cancer. However, ¹⁸F-FECh gave a slightly higher spatial resolution of the image, which was attributed to the shorter positron range of ¹⁸F. Conclusion: The synthesis of ¹⁸F-FECh was easy and reliable. ¹⁸F-FECh PET was very effective in detecting prostate cancer in patients. The chem. trap, consisting of active transport of ¹⁸F-FECh and formation of phosphoryl-¹⁸F-FECh, seemed to be involved in the uptake mechanism of ¹⁸F-FECh in tumors.

Journal of Nuclear Medicine published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sadakiyo, Masaaki published the artcileDesign and Synthesis of Hydroxide Ion-Conductive Metal-Organic Frameworks Based on Salt Inclusion, SDS of cas: 17351-62-1, the publication is Journal of the American Chemical Society (2014), 136(5), 1702-1705, database is CAplus and MEDLINE.

The authors demonstrate a metal-organic framework (MOF) design for the inclusion of hydroxide ions. Salt inclusion method was applied to an alk.-stable ZIF-8 (ZIF = zeolitic imidazolate framework) to introduce alkylammonium hydroxides as ionic carriers. Tetrabutylammonium salts are immobilized inside the pores by a hydrophobic interaction between the alkyl groups of the salt and the framework, which significantly increases the hydrophilicity of ZIF-8. Also, ZIF-8 including the salt exhibited a capacity for OH^– ion exchange, implying that freely exchangeable OH^– ions are present in the MOF. ZIF-8 containing OH^– ions showed an ionic conductivity of 2.3 ¡Á 10^-8 S cm^-1 at 25¡ã, which is 4 orders of magnitude higher than that of the blank ZIF-8. This is the first example of an MOF-based hydroxide ion conductor.

Journal of the American Chemical Society published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, SDS of cas: 17351-62-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia