Category: 20029-52-1

Nasyr, I. A. published the artcileSynthesis and autoxidation of methylcyclohexylbenzene, Computed Properties of 20029-52-1, the publication is Ukrainskii Khimicheskii Zhurnal (Russian Edition) (1964), 30(8), 862-7, database is CAplus.

A mixture of cyclohexyltoluenes (30.9:1.8:67.3 o-m-p-, according to chromatographic results), b₅ 103-3.5°, d₂₀ 0.9382, n²⁰_D 1.5242, was prepared by slow addition of cyclohexene to a mixture of PhMe and H₃PO₄ containing BF₃ at 20°. The optimum amounts were 1 part C₆H₁₀, 3-5 parts PhMe, and 0.3 part catalyst containing 35-55% BF₃ in excess of BF₃.H₃PO₄. Graphs were given of the rate of accumulation of hydroperoxide on air oxidation in the presence of Mn resinate at various temperatures and for various additions of base. Base accelerated the reaction; Na₂CO₃ was especially active, more so than NaOH. The concentration of hydroperoxide passed through a maximum, then fell to 0 as the oxidation continued. The reaction product contained 69.3% unreacted cyclohexyltoluenes, 1.2% x-MeC₆H₄OH, 2.8% p-cyclohexylbenzaldehyde, (b₂ 132-7°, d₂₀ 1.0302, n²⁰_D 1.5425; 2,4-dinitrophenylhydrazone m. 226-7°), 9.7% acids [(p-cyclohexylbenzoic m. 196°; Me ester m. 48-9°)(p-MeC₆H₄CO(CH₂)₄CO₂H m. 153-4°; 2,4-dinitrophenylhydrazone m. 152-3°) (p-MeC₆H₄CO₂H) [p-C₆H₄(CO₂H₂]]. These structures could be accounted for by oxidation at either or both of the benzylic positions.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Computed Properties of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Feng, Xiang-Jun published the artcileSynthesis and Immunomodulating Activity of New Analogues of Fingolimod, Name: 4-Cyclohexylbenzoic acid, the publication is Archiv der Pharmazie (Weinheim, Germany) (2012), 345(2), 93-100, database is CAplus and MEDLINE.

Five new immunomodulators I.HCl (R = H, Et, n-Pr, n-Bu, n-Pen) in which a trans-4-alkyl-substituted cyclohexane replaces the flexible C8 alkyl chain of Fingolimod were synthesized. For in-vitro test, the compounds were dissolved in DMSO as a stock solution and diluted to a desired concentration with RPMI 1640 nutrient solution For in-vivo test, the compounds were prepared in pathogen-free saline containing 0.5% DMSO. These new immunomodulators displayed more potent immunoinhibitory activities in vitro and moderate immunomodulating activities in vivo. They show therapeutic effects on DNFB-induced DTH reaction and inhibitory effects on the antigen-specific T-cell proliferation.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Name: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Fan, Zhengning published the artcileVisible-Light-Induced Catalyst-Free Carboxylation of Acylsilanes with Carbon Dioxide, Quality Control of 20029-52-1, the publication is Organic Letters (2021), 23(6), 2303-2307, database is CAplus and MEDLINE.

Intermol. carbon-carbon bond formation between acylsilanes and carbon dioxide (CO₂) was achieved by photoirradiation under catalyst-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of the acylsilanes added to the C=O bond of CO₂ to give α-ketocarboxylates, which underwent hydrolysis to afford α-ketocarboxylic derivatives in good yields. Control experiments suggest that the generated siloxycarbene is likely to be from the singlet state (S₁) of the acylsilane and the addition to CO₂ is not in a concerted manner.

Organic Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Quality Control of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Xu, Guoyan G. published the artcileExploration on natural product anibamine side chain modification toward development of novel CCR5 antagonists and potential anti-prostate cancer agents, Application In Synthesis of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(17), 3721-3725, database is CAplus and MEDLINE.

Prostate cancer is one of the leading causes of death among males in the world. Prostate cancer cells have been shown to express upregulated chemokine receptor CCR5, a G protein-coupled receptor (GPCR) that relates to the inflammation process. Anibamine, a natural product containing a pyridine ring and two aliphatic side chains, was shown to carry a binding affinity of 1 μM at CCR5 as an antagonist with potential anticancer activity. However, it is not drug-like according to the Lipinski’s rule of five mainly due to its two long aliphatic side chains. In the effort to improve its drug-like property, a series of anibamine derivatives were designed and synthesized by placement of aromatic side chains through an amide linkage to the pyridine ring. The newly synthesized compounds were tested for their CCR5 affinity and antagonism, and potential antiproliferation activity against prostate cancer cell lines. Basal cytotoxicity was finally studied for compounds showing potent antiproliferation activity. It was found that compounds with hydrophobic substitutions on the aromatic systems seemed to carry more promising CCR5 binding and prostate cancer cell proliferation inhibition activities.

Bioorganic & Medicinal Chemistry Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C7H11N, Application In Synthesis of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Novikov, I. N. published the artcileAutoxidation of p-dtcyclohexylbenzene, Formula: C13H16O2, the publication is Doklady Akademii Nauk SSSR (1963), 853-5, database is CAplus.

p-(C₆H₁₁)₂C₆H₄ is easily oxidized by O in the presence of Mn rosinate with or without the presence of a bases [Na₂CO₃, NaOH, (NH₄)₂CO₃]. The maximum concentration of hydroperoxide (56%) was accumulated at 110° in the presence of 6 mg. Mn rosinate/mole of the substrate, along with 2 g./mole Na₂CO₃. Temperatures above 110° tended to give lower yields of the hydroperoxide. The optimum yield was attained at 66% conversion. Higher temperatures gave more rapid consumption of O but lower yields of the hydroperoxide. The latter decomposed vigorously above 150°. Kinetic curves for typical runs are shown. Treatment of the reaction mixture with EtOH and cooling gave the recovered substrate, while the filtrate after being concentrated and treated with petr. ether gave p-C₆H₄[C₆H₁₁– OOH]₂, m. 131-2° (with H₂SO₄ this gave hydroquinone), while the filtrate gave a monohydroperoxide, m. 85-6°, which in the presence of H₂SO₄ in AcOH at 50-60° gave 75% p-cyclohexylphenol and cyclohexanone. The residues after the separation of hydroperoxides also gave some p-C₆H₁₁C₆H₄CO₂H, m. 190-1° (Me ester m. 44-5°).

Doklady Akademii Nauk SSSR published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Formula: C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Costanzo, Michael J. published the artcilePotent, nonpeptide inhibitors of human mast cell tryptase. Investigation of the carboxamide portion of spirocyclic piperidine amides, Quality Control of 20029-52-1, the publication is Letters in Drug Design & Discovery (2008), 5(2), 116-121, database is CAplus.

The authors have explored a series of spirocyclic piperidine amide derivatives with respect to the N-acyl portion (viz. 6) for inhibition of tryptase. Thus, the authors identified analogs (I and II) as potent tryptase inhibitors (IC₅₀ < 10 nM) with excellent selectivity vs. trypsin. Four other interesting compounds in this chem. series had IC₅₀ = 10-20 nM. X-ray cocrystal structures of tryptase complexes with spirocyclic piperidine amides are reported.

Letters in Drug Design & Discovery published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Quality Control of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Ke, Li-na published the artcileInhibitory effects of benzoic acid and its derivatives on the polyphenoloxidase from the 5^th instar of Pieris rapae L., Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Xiamen Daxue Xuebao, Ziran Kexueban (2004), 43(6), 856-860, database is CAplus.

The polyphenoloxidase (PPO) is more responsible for enzymic browning during the growth of the insects. It also is involved in the defense reaction and has some certain relation with the immune condition of the insects. The polyphenoloxidase is a metalloenzyme oxidase which catalyzes two distinct reactions of melanin synthesis the hydroxylation of a monophenol and the oxidation of ωmi-diphenol to the corresponding ωmi-quinone. A great number of benzoic acid family compounds can inhibit the enzyme activity for the oxidation of L-DOPA. In the present paper, partial characteristics and inhibitory kinetics of polyphenoloxidase (PPO) from the 5^th instar of Pieris rapae L. were studied. The results show that benzoic acid, p-cyanobenzoic acid, p-hydroxybenzoic acid and p-cyclohexylbenzoic acid were chosen as inhibitors of PPO for the oxidation of L-DOPA. The reactions of these inhibitors with the PPO are reversible with remaining enzyme activity. The IC₅₀ (the inhibitor concentrations leading to 50% activity lost) were estimated to be 14.2, 16.1, 11.3 and 2.1 mmol/L, resp. The inhibitory mechanisms of p-hydroxybenzoic acid is competitive, p-cyanobenzoic acid belongs to be a mixed typed inhibitor while the others are noncompetitive inhibitors. Obviously, p-cyanobenzoic acid is the best inhibitor among the four compounds, so it may have the bright prospect in the future as the biocide.

Xiamen Daxue Xuebao, Ziran Kexueban published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Liang, Xiao published the artcileCopper/Palladium Bimetallic System for the Synthesis of Isobenzofuranones through [4 + 1] Annulation between Propiophenones and Benzoic Acids, HPLC of Formula: 20029-52-1, the publication is Organic Letters (2020), 22(24), 9568-9573, database is CAplus and MEDLINE.

A copper/palladium-catalyzed annulation from benzoic acids and propiophenones for the synthesis of isobenzofuranones was reported. The Cu-(2,2,6,6-tetramethylpiperidin-1-yl)oxyl system showed a great ability to activate the C-H bond on the α- and β-carbons of a carbonyl group, and the in situ-generated enone intermediate in this reaction could be further transformed to construct isobenzofuranones with the catalysis of Pd(dba)₂ (dba = dibenzylideneacetone). Various isobenzofuranones could be obtained in moderate to good yields, and a great atom economy was highlighted by utilizing this method.

Organic Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, HPLC of Formula: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Mishra, Jitendra K. published the artcileStudies toward a Library of Tetrahydrofurans: Click and MCR Products of Mono- And Bis-Tetrahydrofurans, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Journal of Combinatorial Chemistry (2010), 12(5), 609-612, database is CAplus and MEDLINE.

The synthesis of tetrahydrofuran-based hybrid mols. using the Sharpless azide-alkyne Click reaction and the Ugi and Biginelli multicomponent reactions as key transformations is presented. Numerous mono- and bis-tetrahydrofuran triazoles, peptides, and acyclic and cyclic urea derivatives with diverse structural features, e.g. I and II, were prepared in fair to good yields from the readily available mono- and bis-tetrahydrofuranyl azides and amines.

Journal of Combinatorial Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Ai, Teng published the artcile5-((3-Amidobenzyl)oxy)nicotinamides as Sirtuin 2 Inhibitors, Computed Properties of 20029-52-1, the publication is Journal of Medicinal Chemistry (2016), 59(7), 2928-2941, database is CAplus and MEDLINE.

Derived from the previously reported human sirtuin 2 (SIRT2) inhibitors that were based on a 5-aminonaphthalen-1-yloxy nicotinamide core structure, 5-((3-amidobenzyl)oxy)nicotinamides offered excellent activity against SIRT2 and high isoenzyme selectivity over SIRT1 and SIRT3. Selected compounds also exhibited generally favorable in vitro absorption, distribution, metabolism, and excretion properties. Kinetic studies revealed that a representative SIRT2 inhibitor acted competitively against both NAD⁺ and the peptide substrate, an inhibitory modality that was supported by the computational study. More importantly, two selected compounds I and II exhibited significant protection against α-synuclein aggregation-induced cytotoxicity in SH-SY5Y cells. Therefore, 5-((3-amidobenzyl)oxy)nicotinamides represent a new class of SIRT2 inhibitors that are attractive candidates for further lead optimization in the continued effort to explore selective inhibition of SIRT2 as a potential therapy for Parkinson’s disease.

Journal of Medicinal Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Computed Properties of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider