32469-24-2

Upstream product

• 77-95-2 D-(-)-quinic acid 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 77-95-2 1,3,4,5-tetrahydroxy-cyclohexanecarboxylic acid 

Downstream Products

• 87396-23-4 1,2,3-benzotriazol-1-yl D(-)-1,3,4,5-tetraacetoxycyclohexane-1-carboxylate 
• 912840-48-3 benzyl 2-(7-{N-[1S,3R,4S,5R]-(1,3,4,5-tetraacetoxycyclohexanoyl)glycyl}aminocoumarin-4-yl)acetate 
• 1186481-75-3 N-2-[N'-(1,3,4,5-tetraacetoxycyclohexanecarbonyl)]aminoethyl-N,N-di-n-tetradecylamine 
• 66325-66-4 1β,2β,3α,5αβ-tetraacetoxycyclohexane 
• 89025-64-9 1αβ,3β,4β,5α-tetraacetoxy-1αβ(2'-pyridylthio)cyclohexane 
• 89031-75-4 (3R,5R)-1,3,4,5-Tetraacetoxy-cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 92651-21-3 Acetic acid (3R,5R)-3,4,5-triacetoxy-1-chlorocarbonyl-cyclohexyl ester 
• 859224-90-1 (1R,2S,3R,5S)-5-((3-amino-5-(methoxycarbonyl)phenyl)carbamoyl)cyclohexane-1,2,3,5-tetrayltetraacetate 
• 1186481-74-2 N-2-[N'-(1,3,4,5-tetraacetoxycyclohexanecarbonyl)]aminoethyl-N,N-di-n-tetradecyl,N-methyl ammonium chloride 

Relevant academic research and scientific papers

Quinic Acid-Conjugated Nanoparticles Enhance Drug Delivery to Solid Tumors via Interactions with Endothelial Selectins

Current nanoparticle (NP) drug carriers mostly depend on the enhanced permeability and retention (EPR) effect for selective drug delivery to solid tumors. However, in the absence of a persistent EPR effect, the peritumoral endothelium can function as an a

PREPARATION OF NEW QUINIC ACID BORON ESTERS IN APROTIC MEDIA

The syntheses, structure and reactivity of several boron derivatives of quinic acid, obtained in aprotic media, show that these boron heterocycles are useful intermediates, since they provide an alternative route to functionalize the quinic acid in a diff

QUINIC ACID-MODIFIED NANOPARTICLES AND USES THEREOF

The present invention generally relates to targeted nanoparticle delivery to E-selectin- or P-selectin-positive cells or tissues. In particular, this invention discloses a method for preparing quinic acid-modified nanoparticles for targeted drug delivery

Novel quercetin derivatives, their preparation, pharmaceutical compositions containing them and their use

The invention relates to novel quercetin derivatives and pharmaceutically acceptable salts, hydrates, and solvates and dimers thereof; a process for the preparation of the novel quercetin derivatives and pharmaceutically acceptable salts, hydrates, and so

Synthesis and biological evaluation of quinic acid derivatives as anti-inflammatory agents

Quinic acid (QA) esters found in hot water extracts of Uncaria tomentosa (a.k.a. cat's claw) exert anti-inflammatory activity through mechanisms involving inhibition of the pro-inflammatory transcription factor nuclear factor kappa B (NF-κB). Herein, we d

NOVEL CATIONIC AMPHIPHILES WITH QUINIC ACID HEAD-GROUPS FOR DNA VACCINATION

The present invention provides a novel series of glycomimicking cationic amphiphiles containing quinic acid head-groups and methods for preparing the said cationic amphiphiles. The invention provides novel compositions containing the said amphiphiles with

Quinic acid derivatives as sialyl Lewisx-mimicking selectin inhibitors: Design, synthesis, and crystal structure in complex with E-selectin

A search for noncarbohydrate sLex mimics led to the development of quinic acid derivatives as selectin inhibitors. At Wyeth we solved the first cocrystal structure of a small molecule, quinic acid, with E-selectin. In the cocomplex two hydroxyls of quinic acid mimic the calcium-bound fucose of the tetrasaccharide sLex. The X-ray structure, together with structure based computational methods, was used to design quinic acid based libraries that were synthesized and evaluated for their ability to block the interaction of sLex with P-selectin. A large number of analogues were prepared using solution-phase parallel synthesis. Selected compounds showed decrease in leukocyte rolling in the IVM mouse model. Compound 2 inhibited neutrophil influx in the murine TIP model and demonstrated good plasma exposure.

Chemical constituents of Prangos tschimganica; structure elucidation and absolute configuration of coumarin and furanocoumarin derivatives with anti-HIV activity

The methanol extract of the dried aerial parts of Prangos tschimganica gave three new coumarin derivatives and 30 known coumarin derivatives. Their structures were established on the basis of chemical and spectroscopic evidence. Absolute configuration of

Phenylglycine methyl ester, a useful tool for absolute configuration determination of various chiral carboxylic acids

A new chiral anisotropic reagent, phenylglycine methyl ester (PGME), developed for the elucidation of the absolute configuration of chiral α,α- disubstituted acetic acids, has turned out to be applicable to other substituted carboxylic acids, such as chiral α-hydroxy-, α-alkoxy-, and α- acyloxy-α,α-disubstituted acetic acids, as well as to chiral β,β- disubstituted propionic acids. Because a carboxylic moiety is convertible from other functional groups, e.g., ozonolysis of an olefin and oxidative cleavage of a glycol, the present findings can expand the utility of the PGME method to the absolute configuration determination of various types of organic compounds, even those which initially lack oxygen functions. Several examples of the combination of chemical reactions and the PGME method are described.

Convergent synthesis of D-(-)-quinic and shikimic acid-containing dendrimers as potential C-lectin ligands by sulfide ligation of unprotected fragments

The preparation of D-(-)-quinic and (-)-shikimic acid-derived dendrimers with valencies of 4, 8 and 16, respectively, as potential C-lectin ligands is reported. D-(-)-Quinic and shikimic acids were branched to an (S-tert-butylthio-L-cysteine)-containing t