Month: November 2022

McNelles, Stuart A. published the artcileHighly Efficient Multigram Synthesis of Dibenzoazacyclooctyne (DBCO) without Chromatography, COA of Formula: C19H15NO3, the publication is Organic Process Research & Development (2019), 23(12), 2740-2745, database is CAplus.

The synthesis of 4-[11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl]-4-oxobutanoic acid, also known as dibenzoazacyclooctyne (DBCO) or aza-dibenzocyclooctyne (ADIBO), was optimized for large-scale preparations of at least 10 g with an overall yield of 42%.

Organic Process Research & Development published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, COA of Formula: C19H15NO3.

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

McNelles, Stuart A. published the artcileStrain-Promoted Azide-Alkyne Cycloaddition-Mediated Step-Growth Polymerization, Application In Synthesis of 1353016-70-2, the publication is Macromolecules (Washington, DC, United States) (2019), 52(19), 7183-7187, database is CAplus.

The development of new polymerization techniques enables the preparation of new polymers with unique functionalities, structures, and architectures. Here, we report a bifunctional monomer based on the strained dibenzoazacyclooctyne (DBCO) structure that efficiently polymerizes with several bifunctional azide comonomers. The reactions proceed to full conversion in under 5 min and routinely results in polymers with mol. weights above 50 kDa, as determined by size-exclusion chromatog. and ¹H NMR. The polymers were found to retain reactive chain ends, enabling control of mol. weight via monomer addition or titration of monomer stoichiometry. The DBCO-based monomer was further investigated in the synthesis of crosslinked polymers using a trifunctional azide crosslinker, which formed gels at concentrations in excess of 50 mM, as suppression of intramol. cyclization was necessary. This strategy allows for the rapid and efficient preparation of polymers and crosslinked gels without heat, light, catalysts, initiators, or any byproducts.

Macromolecules (Washington, DC, United States) published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Application In Synthesis of 1353016-70-2.

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

Wu, Feng published the artcileSwelling-strengthening hydrogels by embedding with deformable nanobarriers, Recommanded Product: Dbco-acid, the publication is Nature Communications (2020), 11(1), 4502, database is CAplus and MEDLINE.

Biol. tissues, such as muscle, can increase their mech. strength after swelling due to the existence of many biol. membrane barriers that can regulate the transmembrane transport of water mols. and ions. Oppositely, typical synthetic materials show a swelling-weakening behavior, which always suffers from a sharp decline in mech. strength after swelling, because of the dilution of the network. Here, we describe a swelling-strengthening phenomenon of polymer materials achieved by a bioinspired strategy. Liposomal membrane nanobarriers are covalently embedded in a crosslinked network to regulate transmembrane transport. After swelling, the stretched network deforms the liposomes and subsequently initiates the transmembrane diffusion of the encapsulated mols. that can trigger the formation of a new network from the preloaded precursor. Thanks to the tough nature of the double-network structure, the swelling-strengthening phenomenon is achieved to polymer hydrogels successfully. Swelling-triggered self-strengthening enables the development of various dynamic materials.

Nature Communications published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C7H6Cl2, Recommanded Product: Dbco-acid.

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

Rawat, Ajay Singh published the artcileSynthesis of Donepezil Hydrochloride via Chemoselective Hydrogenation, Related Products of quinuclidine, the publication is Organic Process Research & Development (2013), 17(12), 1617, database is CAplus.

A simple and highly chemoselective and cost-effective process for the synthesis of Donepezil 1 has been developed for com. production In the process, the exocyclic double bond is mainly targeted for catalytic hydrogenation in the presence of an N-benzyl group using sulfur, nitrogen, and phosphorous catalyst modifiers. In some cases, catalytic hydrogenation with Pd on charcoal also produced an undesired side product along with the main product due to over reduction Removal of these impurities by crystallization, column chromatog., or other means of purification makes the process tedious and lengthy, and sometimes it is difficult to achieve the impurity limit as per International Conference on Harmonisation (ICH) guidelines for active pharmaceutical ingredients. In the present investigation we report the synthesis of Donepezil 1 in pure form wherein the debenzyl impurity is within the acceptable limits.

Organic Process Research & Development published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Related Products of quinuclidine.

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

Silverberg, Lee J. published the artcileSynthesis and spectroscopic properties of 2,3-diphenyl-1,3-thiaza-4-one heterocycles, Product Details of C6H10O2S, the publication is International Journal of Chemistry (Toronto, ON, Canada) (2015), 7(2), 150-162, database is CAplus.

Synthetic and spectroscopic data (¹H NMR, ¹³C NMR, IR, UV/Vis) for a series of six 2,3-diphenyl-1,3-thiaza-4-one heterocycles which differed in ring size and substitution was reported. The results showed that there are significant differences in spectroscopic signals common to all six compounds Distinctions was made among the compounds using the IR absorbance of the C4 carbonyl and the ¹H NMR signal at C2, and to a lesser extent the ¹³C NMR signal at C4 and the UV/Vis spectrum.

International Journal of Chemistry (Toronto, ON, Canada) published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C10H16Br3N, Product Details of C6H10O2S.

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

LeValley, Paige J. published the artcileDesign of functionalized cyclic peptides through orthogonal click reactions for cell culture and targeting applications, Formula: C19H15NO3, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(50), 6923-6926, database is CAplus and MEDLINE.

An approach for the design of functionalized cyclic peptides is established for use in 3D cell culture and in cell targeting. Sequential orthogonal click reactions, specifically a photoinitiated thiol-ene and strain promoted azide-alkyne cycloaddition, were utilized for peptide cyclization and conjugation relevant for biomaterial and biomedical applications, resp.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Formula: C19H15NO3.

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

Nara, Mayuko published the artcileWhite-Light Emission and Tunable Luminescence Colors of Polyimide Copolymers Based on FRET and Room-Temperature Phosphorescence, Quality Control of 1761-71-3, the publication is ACS Omega (2020), 5(24), 14831-14841, database is CAplus and MEDLINE.

Thermally stable copolyimide (CoPI) films exhibiting high optical transparency and room-temperature phosphorescence (RTP) were prepared by copolymerizing fluorescent dianhydride and brominated phosphorescent dianhydride with an alicyclic diamine. The CoPI films underwent a 5 wt % degradation at a temperature higher than 349°C and exhibited dual fluorescent and phosphorescent emissions owing to their efficient Forster resonance energy transfer from the fluorescent to phosphorescent dianhydride moieties in the main chains, followed by an intersystem crossing from the singlet to triplet state of the latter moiety atoms. The CoPIs displayed bright RTP under a vacuum with various colors produced when adjusting the copolymerization ratio. CoPI with 5 mol % phosphorescent moiety (CoPI-05) emitted white light with high optical transparency owing to the suppression of the PI chain aggregation that causes a yellowish coloration. The copolymerization of fluorescent and phosphorescent PI moieties can control the photoluminescent properties of PI films and is applicable to color-tunable solid-state emitters, ratiometric oxygen sensors, and solar-spectrum converters.

ACS Omega published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Quality Control of 1761-71-3.

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

Fujiwara, Eisuke published the artcileUltrafast Spectroscopic Analysis of Pressure-Induced Variations of Excited-State Energy and Intramolecular Proton Transfer in Semi-Aliphatic Polyimide Films, Safety of 4,4-Diaminodicyclohexyl methane, the publication is Journal of Physical Chemistry B (2021), 125(9), 2425-2434, database is CAplus and MEDLINE.

The relationship between the photoexcitation dynamics and the structures of semi-aliphatic polyimides (3H-PIs) was investigated using ultrafast fluorescent emission spectroscopy at atm. and increased pressures of up to 4 GPa. The 3H-PI films exhibited prominent fluorescence with extremely large Stokes shifts (Δν > 10 000 cm^-1) through an excited-state intramol. proton transfer (ESIPT) induced by keto-enol tautomerism at the isolated dianhydride moiety. The incorporation of bulky -CH₃ and -CF₃ side groups at the diamine moiety of the PIs increased the quantum yields of the ESIPT fluorescence owing to an enhanced interchain free volume In addition, 3H-PI films emitted another fluorescence at shorter wavelengths originating from closely packed polyimide (PI) chains (in aggregated forms), which was mediated through a Foddorster resonance energy transfer (FRET) from an isolated enol form into aggregated forms. The FRET process became more dominant than the ESIPT process at higher pressures owing to an enhancement of the FRET efficiency caused by the increased dipole-dipole interactions associated with a densification of the PI chain packing. The efficiency of the FRET rapidly increased by applying pressure up to 1 GPa owing to an effective compression of the interchain free volume and addnl. gradually increased at higher pressures owing to structural and/or conformational changes in the main chains.

Journal of Physical Chemistry B published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Safety of 4,4-Diaminodicyclohexyl methane.

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

Butler, Christopher R. published the artcileAminomethyl-Derived Beta Secretase (BACE1) Inhibitors: Engaging Gly230 without an Anilide Functionality, Safety of 3-(Trifluoromethyl)oxetan-3-amine hydrochloride, the publication is Journal of Medicinal Chemistry (2017), 60(1), 386-402, database is CAplus and MEDLINE.

A growing subset of β-secretase (BACE1) inhibitors for the treatment of Alzheimer’s disease (AD) utilizes an anilide chemotype that engages a key residue (Gly230) in the BACE1 binding site. Although the anilide moiety affords excellent potency, it simultaneously introduces a third hydrogen bond donor that limits brain availability and reveals a potential metabolic site leading to the formation of an aniline, a structural motif of potential safety concern. The authors report herein an alternative aminomethyl linker that delivers similar potency and improved brain penetration relative to the amide moiety. Optimization of this series identified analogs with an excellent balance of ADME properties and potency, however potential drug-drug interactions (DDI) were predicted based on CYP2D6 affinities. Generation and anal. of key BACE1 and CYP2D6 crystal structures identified strategies to obviate the DDI liability, leading to compound I which exhibits robust in vivo efficacy as a BACE1 inhibitor.

Journal of Medicinal Chemistry published new progress about 1268883-21-1. 1268883-21-1 belongs to quinuclidine, auxiliary class Trifluoromethyl,Fluoride,Oxetane,Salt,Amine, name is 3-(Trifluoromethyl)oxetan-3-amine hydrochloride, and the molecular formula is C4H7ClF3NO, Safety of 3-(Trifluoromethyl)oxetan-3-amine hydrochloride.

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

Koshel, S. G. published the artcileSynthesis of cyclohexylbenzoic acids by liquid-phase catalytic oxidation of cyclohexyltoluenes, Synthetic Route of 20029-52-1, the publication is Neftekhimiya (1989), 29(2), 257-61, database is CAplus.

Isomeric cyclohexyltoluenes were oxidized by mol. oxygen in glacial AcOH using Co(OAc)₂ as catalyst and AcH as initiator. The reactivity of the cyclohexyltoluene decreased in the order: p– > m– > o-isomer.

Neftekhimiya 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, Synthetic Route of 20029-52-1.

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