Tag: M.W=200-250

Moss, Neil published the artcileA new class of 5-HT_2B antagonists possesses favorable potency, selectivity, and rat pharmacokinetic properties, Application In Synthesis of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(8), 2206-2210, database is CAplus and MEDLINE.

The authors have been exploring the potential of 5-HT_2B antagonists as a therapy for chronic heart failure. To assess the potential of this therapeutic approach, they sought compounds possessing the following attributes: (a) potent and selective antagonism of the 5-HT_2B receptor, (b) low impact of serum proteins on potency, and (c) desirable pharmacokinetic properties. This Letter describes their investigation of a biphenyl benzimidazole class of compounds that resulted in 5-HT_2B antagonists possessing the above attributes. Improving potency in a human serum albumin shift assay proved to be the most significant SAR discovery.

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 C13H16O2, Application In Synthesis of 20029-52-1.

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

Sanchez, Laura M. published the artcileVersatile Method for the Detection of Covalently Bound Substrates on Solid Supports by DART Mass Spectrometry, Application In Synthesis of 20029-52-1, the publication is Organic Letters (2011), 13(15), 3770-3773, database is CAplus and MEDLINE.

Anal. of substrates directly on solid phase resins without the need for sep. cleavage conditions remains an outstanding challenge in the field of solid phase synthesis. The authors now present the 1st example of simultaneous cleavage and mass spectrometric anal. of peptides from solid supports using direct anal. in real time (DART) mass spectrometry. This method is compatible with a diverse array of solid phase resins and is suitable for anal. of both peptides and organic substrates.

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, Application In Synthesis of 20029-52-1.

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

Perryman, S. Connor published the artcileIncorporating crosslinks in fused filament fabrication: Molecular insight into post deposition reactions, Formula: C13H26N2, the publication is Additive Manufacturing (2021), 101746, database is CAplus.

3D printed objects suffer from intrinsic mech. weakness due to low interlayer adhesion and defects that result in anisotropy in their mech. properties. In this report, we examine the ability of a protocol to incorporate covalent bonds between layers to strengthen interlayer adhesion by depositing multi-amines between layers during the fused filament fabrication printing process. The multi-amines may then react with oxygenated functional groups on the deposited filament to form covalent crosslinks between layers. Determination of the interfacial fracture energy and IR spectroscopy studies indicate the successful formation of covalent bonds and strengthening of the interlayer interface with a variety of multi-amines. More importantly, IR results also elucidate the relative rate of reaction of the amines with oxygenated functional groups found on the oxidized filament. These results show that the crosslinking reactions primarily occur shortly after deposition of the filament, i.e. at elevated temperatures The data also show that the reactivity of the amines is not the prevailing factor in determining interfacial strength, as the aromaticity of the crosslinker plays a key role in creating a stronger interface. These results therefore provide important foundational understanding that can be used to apply this protocol to a variety of extrusion based additive processes and materials.

Additive Manufacturing 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, Formula: C13H26N2.

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

Luo, Shajie published the artcileSynthesis of novel poly(arylene ether amide) containing aliphatic ring for optical property, COA of Formula: C13H26N2, the publication is High Performance Polymers (2022), 34(3), 264-272, database is CAplus.

In this work, the monomer N,N’-bis(4-fluorobenzamide)dicyclohexyl methane (BFDCM) was synthesized successfully by 4-fluorobenzoyl chloride and 4,4′-diaminodicyclohexylmethane through interfacial reaction, and then the monomer BFDCM and 1,4-benzenediol (HQ) or 4,4′-biphenol (BH) were used to prepare the novel poly(arylene ether amide) (HQ-BFDCM and BH-BFDCM) containing an aliphatic ring in the main chain by nucleophilic substitution in NMP solution These two polymers exhibited the inherent viscosities ranging from 0.828 to 1.044 dL g^-1, high glass-transition temperatures (T_g) of 214.1-235.0°C, and weight-loss temperature (T_5%) of 425.2-441.3°C. The polymers HQ-BFDCM and BH-BFDCM could completely or partly dissolve in some polar solutions, such as NMP, DMF, and so on, and they showed moderate corrosion resistance. Addnl., the obtained polymers HQ-BFDCM and BH-BFDCM exhibited good optical property, and the optical transmittances of HQ-BFDCM and BH-BFDCM were 74% and 80% at 450 nm, resp., which showed that they could be applied to the heat-resistant optical films.

High Performance Polymers 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, COA of Formula: C13H26N2.

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

Curran, Dennis P. published the artcileFluorous columns are superior to cyclodextrin columns for demixing in fluorous mixture synthesis: When and why to use fluorous silica gel, Formula: C13H16O2, the publication is Synlett (2004), 1545-1548, database is CAplus.

Measurements of retention times of assorted fluorous and non-fluorous compounds on both fluorous (FluoroFlash PF-C8) and cyclodextrin (Sumichiral OA 7500) columns show that the fluorous column is superior to the cyclodextrin column for separating fluorous compounds Guidelines for when and why to use fluorous columns are suggested.

Synlett 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

Spiesschaert, Yann published the artcilePolyaddition Synthesis Using Alkyne Esters for the Design of Vinylogous Urethane Vitrimers, Application In Synthesis of 1761-71-3, the publication is Macromolecules (Washington, DC, United States) (2021), 54(17), 7931-7942, database is CAplus.

Vitrimers are a subclass of covalent adaptable networks which introduce reshapeability and recyclability in thermoset materials while maintaining a high degree of chem. resistance and dimensional stability. Vitrimer materials based on vinylogous urethane (VU) chem. have drawn a lot of attention in this area. Classically, these are obtained by the polycondensation polymerization of acetoacetate and amine monomers. Unfortunately, this also releases water, often leading to porosity defects in the initially obtained non-reprocessed crosslinked materials. Here, we demonstrate that alkyne esters (AE) can be used as alternative building blocks for VU vitrimers by a polyaddition polymerization with amines, leading to water-free formulations and straightforward access to defect-free cured VU vitrimer materials. The bond formation and dynamic bond exchange was also studied by small mol. reactions, further rationalized by a computational (DFT) approach. The resulting water-free VU vitrimers display similar material properties compared to vitrimers based on acetoacetates, although also some differences are seen, which can be related to a minor amide-bond forming side reaction. Furthermore, by use of this novel AE approach, polyaddition curing of VU epoxy vitrimers can easily be prepared in a one-pot three-component method, combining AE, amine, and epoxy monomers. This study shows that AE monomers can be used as an easy drop-in method to obtain processable epoxy materials with tunable viscoelastic properties, where the viscous flow behavior can in principle be fully tuned by varying the monomers’ ratios and compositions

Macromolecules (Washington, DC, United States) 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 C6H8O3, Application In Synthesis of 1761-71-3.

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

Chakraborty, Arindam published the artcileNet reactivity index (Δω_R^±), Name: 4-Cyclohexylbenzoic acid, the publication is Journal of Physical Organic Chemistry (2011), 24(9), 854-864, database is CAplus.

A Hammett-type relationship has been obtained for a set of substituted benzoic acids, in terms of the net electrophilicity index. A new multiphilic descriptor, the net reactivity index (NRI) has been proposed. It can properly describe whether a Diels-Alder type reaction would follow a polar-stepwise pathway or a non-polar-concerted mechanism. It can also clearly delineate whether a reaction is of normal or inverse electron demand type, in case the min. ionization potential and the maximum electron affinity values do not belong to the same mol. in a diene-dienophile pair. Copyright © 2011 John Wiley & Sons, Ltd.

Journal of Physical Organic 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, Name: 4-Cyclohexylbenzoic acid.

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

Howell, Kobporn L. published the artcileSpiroimidazolidinone NPC1L1 inhibitors. Part 2: Structure-activity studies and in vivo efficacy, Quality Control of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(23), 6929-6932, database is CAplus and MEDLINE.

Ezetimibe (Zetia), a cholesterol-absorption inhibitor (CAI) approved by the FDA for the treatment of hypercholesterolemia, is believed to target the intestine protein Niemann-Pick C1-Like 1 (NPC1L1) or its pathway. A spiroimidazolidinone NPC1L1 inhibitor identified by virtual screening showed moderate binding activity but was not efficacious in an in vivo rodent model of cholesterol absorption. Synthesis of analogs established the structure-activity relationships for binding activity, and resulted in compounds with in vivo efficacy, including 24, which inhibited plasma cholesterol absorption by 67% in the mouse, thereby providing proof-of-concept that non-β-lactams can be effective CAIs.

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 C13H16O2, Quality Control of 20029-52-1.

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

Sun, Lu published the artcilePreparation of magnetic mesoporous epoxy resin by initiator-free ring-opening polymerization for extraction of bile acids from human serum, Application of 4,4-Diaminodicyclohexyl methane, the publication is Journal of Chromatography A (2020), 460448, database is CAplus and MEDLINE.

The authors reported a simple two-step method for the synthesis of magnetic mesoporous epoxy resin (MMER), including one-pot template-free hydrothermal synthesis of nanoscale amine-functionalized magnetic nanoparticles (MN-NH₂) and initiator-free ring-opening polymerization of epoxy resin. The resultant MMER was characterized in detail by transmission electron microscope (TEM), FTIR spectra, XPS, thermogravimetic anal. (TGA) and magnetization curves. These results demonstrated successful synthesis of MMER with sufficient magnetic property and excellent thermal stability. The epoxy resin was covalent bonding MN-NH₂ on and synthesized by hydrophobic monomers, so the MMER exhibited excellent adsorption quantity for hydrophobic bile acids. The MMER was used as magnetic solid-phase extraction (MSPE) sorbent, and combined with liquid chromatog.-tandem mass spectrometry to extract and monitor 11 kinds of bile acids from serum sample. The proposed MSPE combined with LC-MS/MS method exhibited low limit of detection between 0.1 and 5 ng mL^-1. In blank serum sample, 9 kinds of bile acids were detected, and ranged from -2.29 ng mL^-1 to 6.86 ng mL^-1. In standard addition recovery test, the recovery values of detectable bile acids ranged 102.4% to 108.5%, 96.0% to 104.0% and 82.3% to 103.3% when spiked with 0.2, 2.0 and 20 ng mL^-1, resp. The intra- and inter-day precision (n = 6) ranged 3.7% to 5.9% and 7.0% to 9.5%, resp. The MSPE combined with LC-MS/MS method was accurate and effective for quant. determination of bile acids from complex biol. samples.

Journal of Chromatography A 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 C13H19BN2O3, Application of 4,4-Diaminodicyclohexyl methane.

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

Nuzzi, Andrea published the artcilePotent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies, Application of 4-Cyclohexylbenzoic acid, the publication is European Journal of Medicinal Chemistry (2016), 138-159, database is CAplus and MEDLINE.

4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate I is a potent, selective and systemically active inhibitor of intracellular NAAA activity, which produces profound anti-inflammatory effects in animal models. In the present work, the authors describe structure-activity relationship (SAR) studies on 3-aminoazetidin-2-one derivatives, which have led to the identification of I, and expand these studies to elucidate the principal structural and stereochem. features needed to achieve effective NAAA inhibition. Investigations on the influence of the substitution at the β-position of the 2-oxo-3-azetidinyl ring as well as on the effect of size and shape of the carbamic acid ester side chain led to the discovery of II, a novel inhibitor of human NAAA that shows an improved physicochem. and drug-like profile relative to I. This favorable profile, along with the structural diversity of the carbamic acid chain of I, identify this compound as a promising new tool to investigate the potential of NAAA inhibitors as therapeutic agents for the treatment of pain and inflammation.

European 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, Application of 4-Cyclohexylbenzoic acid.

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