Tag: M.W:100-200

Lundt, Inge; Pedersen, Christian published the article 《Preparation of some 2,3-dideoxylactones by an unusual catalytic hydrogenolysis》. Keywords: hydrogenolysis bromodeoxyaldonolactone palladium; aldonolactone dideoxy.They researched the compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one( cas:32780-06-6 ).Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:32780-06-6) here.

Hydrogenolysis of 2-bromo-2-deoxyaldono-1,4-lactones in EtOH over Pd/C gave good yields of the corresponding 2,3-dideoxylactones with removal of not only the Br atom but also the C-3-OH group. For example, hydrogenolysis of bromoaldonolactone I (R = OH) in EtOH over Pd/C gave 76% dideoxyaldonolactone II (R = OH), which was also analogously obtained from bromolactone III. Similar hydrogenolysis of I (R = Br) gave 71% II (R = Br).

《Preparation of some 2,3-dideoxylactones by an unusual catalytic hydrogenolysis》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 32780-06-6, is researched, SMILESS is O=C1O[C@H](CO)CC1, Molecular C5H8O3Journal, Article, Carbohydrate Research called Geminal alkylation in carbohydrate chemistry. Conversion of L-glutamic acid into gem-di-C-methyl carbohydrate derivatives, and synthesis of 6-chloro-9-(5,5-dimethylfuran-2-yl)purine, Author is Szarek, Walter A.; Yvas, Dolatrai M.; Chen, Lu-Yu, the main research direction is alkylation glutamic acid; furanol alkyl; nucleoside analog furanylpurine; purine furanyl nucleoside analog.Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

Deamination-esterification of L-glutamic acid followed by reduction, benzylation, treatment with MeMgI, and hydrogenolysis over Pd/C gave the key intermediate I. Oxidation of I with NaIO4 gave the gem-di-C-methyl II. Reaction of II with 6-chloropurine, (EtO2CN:)2, and Ph2PMe in THF at room temperature gave the nucleoside analog III.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Recommanded Product: 32780-06-6. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Eldanolide, the wing gland pheromone of the sugarcane borer Eldana saccharina (Wlk.): structure and synthesis of its two enantiomers. Author is Vigneron, J. P.; Meric, R.; Larcheveque, M.; Debal, A.; Lallemand, J. Y.; Kunesch, G.; Zagatti, P.; Gallois, M..

The isolation and structure determination of eldanolide (I), the wing gland pheromone of the male African sugar cane borer is described. The absolute configuration was determined as (3S,4R) by comparison of the CD spectra of the natural pheromone with both synthetic enantiomers.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Recommanded Product: 32780-06-6 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about The conversion of racemic terminal epoxides into either (+)- or (-)-diol γ- and δ-lactones.

Epoxidation of Et 4-pentenoate and kinetic resolution of the epoxide with (R,R)-(salen)Co(OAc) complex catalyst gave Et (R)-(+)-4,5-epoxypentanoate and (S)-(+)-γ-hydroxymethyl-γ-butyrolactone in high ees. ET 5-hexenoate similarly gave Et (R)-(+)-5,6-epoxyhexanoate, (S)-(-)-5,6-dihydroxyhexanoate, and (S)-(+)-δ-hydroxymethyl-δ-valerolactone. (S)-(-)-4,5-epoxypentanoate and (R)-(-)-γ-hydroxymethyl-γ-butyrolactone were obtained by using the (S,S)-(salen)Co(OAc) complex.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Computed Properties of C10H14N2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (S)-3-(Piperidin-2-yl)pyridine, is researched, Molecular C10H14N2, CAS is 494-52-0, about Cell-membrane coated iron oxide nanoparticles for isolation and specific identification of drug leads from complex matrices. Author is Sherwood, Jennifer; Sowell, Josiah; Beyer, Nicholas; Irvin, Jessica; Stephen, Cayman; Antone, Angelo J.; Bao, Yuping; Ciesla, Lukasz M..

The lack of suitable tools for the identification of potential drug leads from complex matrixes is a bottleneck in drug discovery. Here, we report a novel method to screen complex matrixes for new drug leads targeting transmembrane receptors. Using α3β4 nicotinic receptors as a model system, we successfully demonstrated the ability of this new tool for the specific identification and effective extraction of binding compounds from complex mixtures The formation of cell-membrane coated nanoparticles was confirmed by transmission electron microscopy. In particular, we have developed a direct tool to evaluate the presence of functional α3β4 nicotinic receptors on the cell membrane. The specific ligand binding to α3β4 nicotinic receptors was examined through ligand fishing experiments and confirmed by high-performance liquid chromatog. coupled with diode-array detection and electrospray ionization mass spectrometry. This tool has a great potential to transform the drug discovery process focusing on identification of compounds targeting transmembrane proteins, as more than 50% of all modern pharmaceuticals use membrane proteins as prime targets.

This compound((S)-3-(Piperidin-2-yl)pyridine)Computed Properties of C10H14N2 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Recommanded Product: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Chirality transfer in an Ireland-Claisen rearrangement: a new approach toward the Iboga alkaloids. Author is Hoeck, Stefan; Koch, Florian; Borschberg, Hans-Juerg.

The synthesis of the isoquinuclidine core of the Iboga alkaloid family is described. This building block contains the entire stereochem. information of the targeted natural products. Starting with (S)-4-(hydroxymethyl)-4-butanolide, a derivative available in two steps from l-glutamate, (S)-4-benzyloxy-5,5-dimethoxypentanoic acid was obtained in four steps. Mitsunobu esterification with (S)-but-3-en-2-ol furnished the inverted ester I, which was then subjected to an Ireland-Claisen rearrangement. This crucial step took place with a very satisfactory chirality transfer from the alc. component to the new carbon backbone of the product II. After transformation of the resulting silyl ester function into a hydroxylamino group, the di-Me acetal moiety was hydrolyzed with 3 M sulfuric acid at 47 °C. Under these conditions, the resulting cyclic nitrone could not be isolated, because it underwent a rapid intramol. nitrone-olefin [3+2]-cycloaddition reaction to furnish the expected tricyclic isoxazolidine derivative III in 67% yield. After chromatog. purification, this product was obtained enantiomerically pure and with a chem. purity of 96%. The targeted isoquinuclidine building block III was thus obtained from (S)-4-(hydroxymethyl)-4-butanolide in 13 steps with an overall yield of 9.2%, which amounts to an average yield of 83.3% per step.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Recommanded Product: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Circular dichroic studies on marmelo lactones and the related γ-lactones with unsaturation at the C-5 position.Safety of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

The intense CD bands of marmelo lactones and the related γ-lactones with unsaturation at the C-5 position were studied in terms of the possible interactions between the n → π* transition of the carbonyl and the π → π* transition of the double bond at C-5, together with the preferred conformations about the C4-C5 axis. The C4-C5 axis of marmelo lactones takes a preferred conformation which is characteristic for the acyclic allylic alcs. and seems to be an important factor for the (4S)-γ-lactones with a double bond at the C-5 position to give a neg. coupling between the 2-chromophores.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Safety of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Comparative study of the anti-human cytomegalovirus activities and toxicities of a tetrahydrofuran phosphonate analog of guanosine and cidofovir, the main research direction is cytomegalovirus antiviral THF phosphonate guanosine cidofovir; nephrotoxicity antiviral THF phosphonate guanosine analog.Formula: C5H8O3.

Cidofovir is the first nucleoside monophosphate analog currently being used for the treatment of human cytomegalovirus (HCMV) retinitis in individuals with AIDS. Unfortunately, the period of therapy with the use of this compound may be limited due to the possible emergence of serious irreversible nephrotoxic effects. New drugs with improved toxicity profiles are needed. The goal of this study was to investigate the anticytomegaloviral properties and drug-induced toxicity of a novel phosphonate analog, namely, (-)-2-(R)-dihydroxyphosphinoyl-5-(S)-(guanin-9′-yl-methyl) THF (compound 1), in comparison with those of cidofovir. The inhibitory activities of both compounds on HCMV propagation in vitro were similar against the AD 169 and Towne strains, with 50% inhibitory concentrations ranging from 0.02 to 0.17 μg/mL for cidofovir and <0.05 to 0.09 μg/mL for compound 1. A clin. HCMV isolate that was resistant to ganciclovir and that had a known mutation within the UL54 DNA polymerase gene and a cidofovir-resistant laboratory strain derived from strain AD 169 remained sensitive to compound 1, whereas their susceptibilities to ganciclovir and cidofovir were reduced by 33- and 10-fold, resp. Both compound 1 and cidofovir exhibited equal potencies in an exptl. induced murine cytomegalovirus (MCMV) infection in mice, with a prevention or prolongation of mean day to death at dosages of 1.0, 3.2, and 10.0 mg/kg of body weight/day. In cytotoxicity experiments, compound 1 was found to be generally more toxic than cidofovir in cell lines Hs68, HFF, and 3T3-L1 (which are permissive for HCMV or MCMV replication) but less toxic than cidofovir in MRC-5 cells (which are permissive for HCMV replication). Drug-induced toxic side effects were noticed for both compounds in rats and guinea pigs in a 5-day repeated-dose study. In guinea pigs, a greater weight loss was noticed with cidofovir than with compound 1 at dosages of 3.0 and 10.0 mg/kg/day. An opposite effect was detected in rats, which were treated with the compounds at relatively high dosages (up to 100 mg/kg/day). Compound 1 and cidofovir were nephrotoxic in both rats and guinea pigs, with the epithelium lining the proximal convoluted tubules in the renal cortex being the primary target site. The incidence and the severity of the lesions were found to be dose dependent. The lesions observed were characterized by cytoplasm degeneration and nuclear modifications such as karyomegaly, the presence of pseudoinclusions, apoptosis, and degenerative changes. In the guinea pig model, a greater incidence and severity of lesions were observed for cidofovir than for compound 1 (P < 0.001) with a drug regimen of 10 mg/kg/day. This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Formula: C5H8O3 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

HPLC of Formula: 149554-29-0. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 6-(Piperazin-1-yl)nicotinonitrile, is researched, Molecular C10H12N4, CAS is 149554-29-0, about A therapeutic approach to pantothenate kinase associated neurodegeneration. Author is Sharma, Lalit Kumar; Subramanian, Chitra; Yun, Mi-Kyung; Frank, Matthew W.; White, Stephen W.; Rock, Charles O.; Lee, Richard E.; Jackowski, Suzanne.

Pantothenate kinase (PANK) is a metabolic enzyme that regulates cellular CoA (CoA) levels. There are three human PANK genes, and inactivating mutations in PANK2 lead to pantothenate kinase associated neurodegeneration (PKAN). Here we performed a library screen followed by chem. optimization to produce PZ-2891, an allosteric PANK activator that crosses the blood brain barrier. PZ-2891 occupies the pantothenate pocket and engages the dimer interface to form a PANK.ATP.Mg2+.PZ-2891 complex. The binding of PZ-2891 to one protomer locks the opposite protomer in a catalytically active conformation that is refractory to acetyl-CoA inhibition. Oral administration of PZ-2891 increases CoA levels in mouse liver and brain. A knockout mouse model of brain CoA deficiency exhibited weight loss, severe locomotor impairment and early death. Knockout mice on PZ-2891 therapy gain weight, and have improved locomotor activity and life span establishing pantazines as novel therapeutics for the treatment of PKAN.

Different reactions of this compound(6-(Piperazin-1-yl)nicotinonitrile)HPLC of Formula: 149554-29-0 require different conditions, so the reaction conditions are very important.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Supramolecular nano-encapsulation of anabasine reduced its developmental toxicity in zebrafish, published in 2020, which mentions a compound: 494-52-0, Name is (S)-3-(Piperidin-2-yl)pyridine, Molecular C10H14N2, Application In Synthesis of (S)-3-(Piperidin-2-yl)pyridine.

Anabasine (ANA), a major piperidine alkaloid originally isolated from wild tobacco trees (Nicotiana glauca), has been known to induce serious developmental toxicities such as skeletal deformities in livestock and humans. In this study, we thoroughly investigated the supramol. nano-encapsulations of ANA by an artificial nanocontainer, cucurbit[7] uril (CB[7]), and examined the influences of the nano-encapsulation on ANA’s inherent developmental toxicities on a zebrafish model. We have shown that CB[7] formed 1:1 host-guest inclusion complexes with ANA via a relatively high binding strength [Ka of (7.45 ± 0.31) x 104 M-1] in an aqueous solution, via UV-vis and 1 H NMR spectroscopic titrations, as well as isothermal titration calorimetry titration As a consequence, CB[7] significantly attenuated the developmental toxicity of ANA on zebrafish in vivo. In contrast, for a comparative purpose, β-CD didn’t exert any influence on the toxicity of ANA due to its weak binding with ANA, which was not even measurable via either spectroscopic methods or ITC titration This is the first head-to-head comparison of this pair of nanocontainers, CB[7] and β-CD, on their potential roles in influencing the toxicity of guest mols. and the results suggested that CB[7] could become a more promising functional excipient for reducing the inherent toxicities of active pharmaceutical ingredients, particularly alkaloids that may form relatively strong host-guest binding species with the host.

《Supramolecular nano-encapsulation of anabasine reduced its developmental toxicity in zebrafish》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-3-(Piperidin-2-yl)pyridine)Application In Synthesis of (S)-3-(Piperidin-2-yl)pyridine.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI