Month: December 2022

Amaya, Toru published the artcileSelective oxidative ligand coupling of organoborates bearing an alkynyl group, Formula: C23H20BN, the publication is Advanced Synthesis & Catalysis (2009), 351(7+8), 1025-1028, database is CAplus.

Selective oxidative ligand coupling of alkynyl(triaryl)borates was achieved by treatment with ethoxyvanadyl dichloride [VO(OEt)Cl₂] to form the sp-sp² carbon-carbon bond. A one-pot procedure through the in situ preparation of the borate was demonstrated using triphenylborane and 1-ethynyl-4-methoxybenzene.

Advanced Synthesis & Catalysis published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Formula: C23H20BN.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Tsunemasa, Noritaka published the artcileEffects of Organoboron antifoulants on oyster and sea urchin embryo development, Application of Triphenyl(pyridin-1-ium-1-yl)borate, the publication is International Journal of Molecular Sciences (2013), 421-433, database is CAplus and MEDLINE.

Prohibition of Ot (organotin) compounds was introduced in Japan in 1997 and worldwide from Sept. 2008. This meant that the production of paints containing TBT compounds was stopped and alternatives to the available Ot antifoulants had to be developed. It has been claimed that the degradation byproducts of these alternative antifoulants were less toxic than those of Ot compounds Since the introduction of the alternative antifoulants, the accumulation of these compounds has been reported in many countries. However, the toxicity of these compounds was still largely unreported. Here, the toxicity of the alternative Ot antifoulants TPBP (triphenylborane pyridine) and TPBOA (triphenylborane octadecylamine) and their degradation products on Crassostrea gigas and Hemicentrotus pulcherrimus were tested. The results showed that toxic effects in C. gigas was higher for each antifouling biocide than that in Hemicentrotus pulcherrimus. Also, while the toxicity of the Organoboron antifoulants and the Ots were the same, the former’s degradation products were much less harmful.

International Journal of Molecular Sciences published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C6H6N2O, Application of Triphenyl(pyridin-1-ium-1-yl)borate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Moshohoritou, R. published the artcileThe effect of some additives on the throwing power and stability of tin(II) solutions during A.C. Coloring of anodized aluminum. Part I: Heterocyclic organic compounds, Computed Properties of 636-73-7, the publication is Plating and Surface Finishing (1994), 81(1), 60-4, database is CAplus.

Nicotinic acid, piperidine-4-carboxylic acid, imidazole, 2-picolinic acid, 3-pyridinesulfonic acid, piperazine and piperidine were used as additives in electrolytic coloring of anodized aluminum from tin(II) solutions Their influence on the throwing power and their resistance to atm. oxidation were studied.

Plating and Surface Finishing published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Computed Properties of 636-73-7.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Bowers, Simeon published the artcileDesign and synthesis of brain penetrant selective JNK inhibitors with improved pharmacokinetic properties for the prevention of neurodegeneration, Product Details of C5H5BrN2, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(18), 5521-5527, database is CAplus and MEDLINE.

The SAR of a series of brain penetrant, trisubstituted thiophene based JNK inhibitors with improved pharmacokinetic properties is described. These compounds were designed based on information derived from metabolite identification studies which led to compounds such as 42 (I) with lower clearance, greater brain exposure and longer half life compared to earlier analogs.

Bioorganic & Medicinal Chemistry Letters published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Product Details of C5H5BrN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Rao, Chepuri R. K. published the artcileTailoring the gold-polypyrrole nanostructures at water-toluene interphase, Application In Synthesis of 636-73-7, the publication is Synthetic Metals (2007), 157(10-12), 432-436, database is CAplus.

A method is described to obtain gold-polypyrrole nanostructures by reacting gold chloride with pyrrole at toluene-water interphase. By adjusting the concentration of the stabilizer, namely, pyridine-3-sulfonate, the shape of the nanostructures formed at the interphase can be tailored. This novel method facilitates the fabrication of Au-Ppy composite material that gives wider scope for biosensing applications.

Synthetic Metals published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Application In Synthesis of 636-73-7.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Degnan, Andrew P. published the artcileBiaryls as potent, tunable dual neurokinin 1 receptor antagonists and serotonin transporter inhibitors, Safety of 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(15), 3039-3043, database is CAplus and MEDLINE.

Depression is a serious illness that affects millions of patients. Current treatments are associated with a number of undesirable side effects. Neurokinin 1 receptor (NK₁R) antagonists have recently been shown to potentiate the antidepressant effects of serotonin-selective reuptake inhibitors (SSRIs) in a number of animal models. Herein we describe the optimization of a biaryl chemotype to provide a series of potent dual NK₁R antagonists/serotonin transporter (SERT) inhibitors. Through the choice of appropriate substituents, the SERT/NK₁R ratio could be tuned to afford a range of target selectivity profiles. This effort culminated in the identification of an analog that demonstrated oral bioavailability, favorable brain uptake, and efficacy in the gerbil foot tap model. Ex vivo occupancy studies with compound 58 demonstrated the ability to maintain NK₁ receptor saturation (>88% occupancy) while titrating the desired level of SERT occupancy (11-84%) via dose selection.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Safety of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Phan, Thieu X. published the artcileTRPV1 in arteries enables a rapid myogenic tone, Name: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is Journal of Physiology (Oxford, United Kingdom) (2022), 600(7), 1651-1666, database is CAplus and MEDLINE.

Arterioles maintain blow flow by adjusting their diameter in response to changes in local blood pressure. In this process called the myogenic response, a vascular smooth muscle mechanosensor controls tone predominantly through altering the membrane potential. In general, myogenic responses occur slowly (minutes). In the heart and skeletal muscle, however, tone is activated rapidly (tens of seconds) and terminated by brief (100 ms) arterial constrictions. Previously, we identified extensive expression of TRPV1 in the smooth muscle of arterioles supplying skeletal muscle, heart and fat. Here we reveal a critical role for TRPV1 in the rapid myogenic tone of these tissues. TRPV1 antagonists dilated skeletal muscle arterioles in vitro and in vivo, increased coronary flow in isolated hearts, and transiently decreased blood pressure. All of these pharmacol. effects were abolished by genetic disruption of TRPV1. Stretch of isolated vascular smooth muscle cells or raised intravascular pressure in arteries triggered Ca²⁺ signalling and vasoconstriction. The majority of these stretch-responses were TRPV1-mediated, with the remaining tone being inhibited by the TRPM4 antagonist, 9-phenantrol. Notably, tone developed more quickly in arteries from wild-type compared with TRPV1-null mice. Furthermore, the immediate vasodilation following brief constriction of arterioles depended on TRPV1, consistent with a rapid deactivation of TRPV1. Pharmacol. experiments revealed that membrane stretch activates phospholipase C/protein kinase C signalling combined with heat to activate TRPV1, and in turn, L-type Ca²⁺ channels. These results suggest a critical role, for TRPV1 in the dynamic regulation of myogenic tone and blood flow in the heart and skeletal muscle.

Journal of Physiology (Oxford, United Kingdom) published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Name: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Umemoto, Teruo published the artcileBase-initiated reactions of N-fluoropyridinium salts; a novel cyclic carbene proposed as a reactive species, Name: 1-Fluoropyridiniumtriflate, the publication is Tetrahedron Letters (1987), 28(24), 2705-8, database is CAplus.

Deprotonation of 1-fluoropyridinium triflate with Et₃N gave cyclic carbene I, which reacted with the solvent (e.g. CH₂Cl₂, CH₂Br₂, MeCN, C₆H₆, Me₂CO) to give 5-62% electrophilic trapping products, e.g. II (R = Cl, Br, NHAc, Ph, OCFMe₂), 7-42% 2-pyridyl triflate (II, R = O₃SCF₃), and 4-15% 2-fluoropyridine (II, R = F).

Tetrahedron Letters published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C10H11NO4, Name: 1-Fluoropyridiniumtriflate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Umemoto, Teruo published the artcilePreparation of 2-fluoropyridines via base-induced decomposition of N-fluoropyridinium salts, Safety of 1-Fluoropyridiniumtriflate, the publication is Journal of Organic Chemistry (1989), 54(7), 1726-31, database is CAplus.

N-Fluoropyridinium salts with either BF₄^–, SbF₆^–, or PF₆^– as the counterion were treated with excess base, such as Et₃N, at room temperature to give 2-fluoropyridines in good yield. This method was successfully applied to the preparation of 2-fluoropyridine derivatives possessing electron-donating or withdrawing substituents from the substituted N-fluoropyridinium tetrafluoroborates. Pyridine-F₂ compounds produced through reactions of pyridines with mol. F (caution, toxic) were also treated with a base to give 2-fluoropyridines but in low yields. These reactions are considered to occur through a carbene mechanism as follows: a novel N-F-containing cyclic carbene generated from the N-fluoropyridinium salts by 2-proton abstraction, reacts with F atoms from the counterions, followed by elimination of F^– from the N-F moiety to yield 2-fluoropyridines. Previously reported findings in reactions of pyridines with mol. F are explained on the basis of this mechanism.

Journal of Organic Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C27H39ClN2, Safety of 1-Fluoropyridiniumtriflate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Umemoto, Teruo published the artcileHighly Selective Fluorinating Agents: a Counteranion-Bound N-Fluoropyridinium Salt System, COA of Formula: C6H5F4NO3S, the publication is Journal of Organic Chemistry (1995), 60(20), 6563-70, database is CAplus.

A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium 2-sulfonates 2a-h, differing in fluorinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent. N-Fluoropyridinium 3- and 4-sulfonates were also synthesized. Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides. This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive 6-fluorination was achieved. Preferential β-stereoselective fluorination at the 6-position was observed N-Fluoropyridinium 2-sulfonates were activated with an acid. This acid-catalyzed fluorination led to the preferential p-fluorination of anisole. The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

Journal of Organic Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C12H9NO, COA of Formula: C6H5F4NO3S.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem