Tag: M.W:100-200

Receveur, Jean-Marie; Murray, Anthony; Linget, Jean-Michel; Norregaard, Pia K.; Cooper, Martin; Bjurling, Emelie; Nielsen, Peter Aadal; Hoegberg, Thomas published the article 《Conversion of 4-cyanomethyl-pyrazole-3-carboxamides into CB1 antagonists with lowered propensity to pass the blood-brain-barrier》. Keywords: CB1 receptor antagonist preparation pharmacokinetic structure activity lipophilicity; pyrazole carboxamide derivative preparation CB1 cannabinoid receptor antagonist.They researched the compound: 6-(Piperazin-1-yl)nicotinonitrile( cas:149554-29-0 ).Safety of 6-(Piperazin-1-yl)nicotinonitrile. 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:149554-29-0) here.

A series of amides, amidines and amidoximes have been made from the corresponding nitrile compounds, to provide potent antagonists and inverse agonists for the CB1 receptor with considerably lower lipophilicity, higher polar surface area and improved plasma/brain ratios compared to the centrally acting rimonabant. Extensive investigations of ADME and in vivo pharmacol. properties led to selection of the amide series and specifically the 4-(4-fluorophenyl)piperidin-4-ol derivative D4. A clear improvement in the peripheral profile over rimonabant was seen, although some contribution of central effect on the pronounced weight reduction in obese mice cannot be ruled out.

From this literature《Conversion of 4-cyanomethyl-pyrazole-3-carboxamides into CB1 antagonists with lowered propensity to pass the blood-brain-barrier》,we know some information about this compound(149554-29-0)Safety of 6-(Piperazin-1-yl)nicotinonitrile, but this is not all information, there are many literatures related to this compound(149554-29-0).

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis of ethyl 3-oxo-(S)-(+)-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate, published in 2001-01-31, which mentions a compound: 32780-06-6, mainly applied to chiral ethyl dioxolepentanoate preparation, Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

As a key starting material in synthesis of HIV-RT inhibitors, Et 3-oxo-(S)-(+)-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate was synthesized from (S)-(+)-glutamic acid and Meldrum’s acid through six steps of reactions.

Compound(32780-06-6)Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one), if you are interested, you can check out my other related articles.

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

Recommanded Product: (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 Practical synthesis of some versatile chiral building blocks from D-mannitol.

The 3 chiral building blocks Et 4,5-O-isopropylidene-(E)-(S)-4,5-dihydroxy-2-pentenoate, (S)-5-hydroxy-4-pentanolide, and (S)-5-hydroxy-2-penten-4-olide are conveniently prepared from 1,5;5,6-di-O-isopropylidene-D-mannitol via glycol cleavage and Horner-Emmons reaction sequence.

Compound(32780-06-6)Recommanded Product: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one), if you are interested, you can check out my other related articles.

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 Stereochemical studies. XXX. Stereoselective synthesis of D-ribose from L-glutamic acid.COA of Formula: C5H8O3.

D-Ribose was prepared in 10 steps from L-glutamic acid (I) using the chiral center of I as C-4 of D-ribose. Oxidation of Me 5-O-benzyl-2,3-dideoxy-D-pent-2-enofuranoside with OsO4 or KMnO4 occurred preferentially from the rear side of the C-1 OMe group.

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

Aguirre, Luis A.; Davis, Julie K.; Stevenson, Philip C.; Adler, Lynn S. published an article about the compound: (S)-3-(Piperidin-2-yl)pyridine( cas:494-52-0,SMILESS:C1(C=NC=CC=1)[C@@H]1CCCCN1 ).COA of Formula: C10H14N2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:494-52-0) through the article.

Herbivory can induce chem. changes throughout plant tissues including flowers, which could affect pollinator-pathogen interactions. Pollen is highly defended compared to nectar, but no study has examined whether herbivory affects pollen chem. We assessed the effects of leaf herbivory on nectar and pollen alkaloids in Nicotiana tabacum, and how herbivory-induced changes in nectar and pollen affect pollinator-pathogen interactions. We damaged leaves of Nicotiana tabacum using the specialist herbivore Manduca sexta and compared nicotine and anabasine concentrations in nectar and pollen. We then pooled nectar and pollen by collection periods (within and after one month of flowering), fed them in sep. experiments to bumble bees (Bombus impatiens) infected with the gut pathogen Crithidia bombi, and assessed infections after seven days. We did not detect alkaloids in nectar, and leaf damage did not alter the effect of nectar on Crithidia counts. In pollen, herbivory induced higher concentrations of anabasine but not nicotine, and alkaloid concentrations rose and then fell as a function of days since flowering. Bees fed pollen from damaged plants had Crithidia counts 15 times higher than bees fed pollen from undamaged plants, but only when pollen was collected after one month of flowering, indicating that both damage and time since flowering affected interaction outcomes. Within undamaged treatments, bees fed late-collected pollen had Crithidia counts 10 times lower than bees fed early-collected pollen, also indicating the importance of time since flowering. Our results emphasize the role of herbivores in shaping pollen chem., with consequences for interactions between pollinators and their pathogens.

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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 Identification of novel nucleotide phosphonate analogs with potent anti-HCMV activity, published in 1998-12-15, which mentions a compound: 32780-06-6, Name is (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, Molecular C5H8O3, Safety of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

We have recently described the discovery of new leads in the area of anti-HCMV research. Further structure-activity relationship studies have allowed us to identify potent and selective anti-HCMV nucleotide analogs. The synthesis as well as structure-activity relationship studies are described.

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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: 6-(Piperazin-1-yl)nicotinonitrile, is researched, Molecular C10H12N4, CAS is 149554-29-0, about Orally Active 7-Substituted (4-Benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitriles as Active-Site Inhibitors of Sphingosine 1-Phosphate Lyase for the Treatment of Multiple Sclerosis.Reference of 6-(Piperazin-1-yl)nicotinonitrile.

Sphingosine 1-phosphate (S1P) lyase has recently been implicated as a therapeutic target for the treatment of multiple sclerosis (MS), based on studies in a genetic mouse model. Potent active site directed inhibitors of the enzyme are not known so far. Here we describe the discovery of (4-benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitrile 5 in a high-throughput screen using a biochem. assay, and its further optimization. This class of compounds was found to inhibit catalytic activity of S1PL by binding to the active site of the enzyme, as seen in the cocrystal structure of derivative 31 with the homodimeric human S1P lyase. 31 induces profound reduction of peripheral T cell numbers after oral dosage and confers pronounced protection in a rat model of multiple sclerosis. In conclusion, this novel class of direct S1P lyase inhibitors provides excellent tools to further explore the therapeutic potential of T cell-targeted therapies in multiple sclerosis and other autoimmune and inflammatory diseases.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The effect of toxic pyridine-alkaloid secondary metabolites on the sunbird gut microbiome》. Authors are Gunasekaran, Mohanraj; Lalzar, Maya; Sharaby, Yehonatan; Izhaki, Ido; Halpern, Malka.The article about the compound:(S)-3-(Piperidin-2-yl)pyridinecas:494-52-0,SMILESS:C1(C=NC=CC=1)[C@@H]1CCCCN1).COA of Formula: C10H14N2. Through the article, more information about this compound (cas:494-52-0) is conveyed.

Abstract: Sunbirds feed on tobacco tree nectar which contains toxic nicotine and anabasine secondary metabolites. Our aim was to understand the effect of nicotine and anabasine on the gut microbiota composition of sunbirds. Sixteen captive sunbirds were randomly assigned to two diets: artificial nectar either with (treatment) or without (control) added nicotine and anabasine. Excreta were collected at 0, 2, 4 and 7 wk of treatment and samples were processed for bacterial culture and high-throughput amplicon sequencing of the 16S rRNA gene. The gut microbiome diversity of the treated and control birds changed differently along the seven-week experiment While the diversity decreased in the control group along the first three samplings (0, 2 and 4 wk), it increased in the treatment group. The microbiota composition analyses demonstrated that a diet with nicotine and anabasine, significantly changed the birds′ gut microbiota composition compared to the control birds. The abundance of nicotine- and anabasine- degrading bacteria in the excreta of the treated birds, was significantly higher after four and seven weeks compared to the control group. Furthermore, anal. of culturable isolates, including Lactococcus, showed that sunbirds′ gut-associated bacteria were capable of degrading nicotine and anabasine, consistent with their hypothesised role as detoxifying and nutritional symbionts.

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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 A highly stereoselective synthesis of anti-HIV 2′,3′-dideoxy- and 2′,3′-didehydro-2′,3′-dideoxynucleosides, published in 1992-07-03, which mentions a compound: 32780-06-6, Name is (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, Molecular C5H8O3, Category: catalyst-ligand.

A general total synthetic method for the stereocontrolled synthesis of 2′,3′-dideoxy- and 2′,3′-didehydro-2′,3′-dideoxynucleosides, is presented. Introduction of an α-phenylselenenyl group at the 2-position of 2,3-dideoxyribosyl acetate directs the glycosyl bond formation to give ≥95% β-isomer. This 2′-phenylselenenyl nucleoside may be converted to either the 2′,3′-dideoxynucleoside by treatment with n-Bu3SnH and Et3B at room temperature or to the unsaturated derivative by treatment with H2O2/cat. pyridine. The application of this method to the syntheses of pyrimidines (ddU, ddT, ddC), 6-substituted purines (ddA, ddT, 6-chloro-ddP, N6-Me-ddA), and 2,6-disubstituted pruines(2-F-ddA, 6-chloro-2-amino-ddP) as well as selected 2′,3′-didehydro-2′,3′-dideoxy derivatives, is reported.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Science (Washington, DC, United States) called Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence, Author is Ma, Zhiqiang; Wang, Xiaolei; Wang, Xiao; Rodriguez, Rodrigo A.; Moore, Curtis E.; Gao, Shuanhu; Tan, Xianghui; Ma, Yuyong; Rheingold, Arnold L.; Baran, Phil S.; Chen, Chuo, which mentions a compound: 32780-06-6, SMILESS is O=C1O[C@H](CO)CC1, Molecular C5H8O3, Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

Cycloaddition is an essential tool in chem. synthesis. Instead of using light or heat as a driving force, marine sponges promote cycloaddition with a more versatile but poorly understood mechanism in producing pyrrole-imidazole alkaloids sceptrin, massadine, and ageliferin. Through de novo synthesis of sceptrin and massadine, we show that sponges may use single-electron oxidation as a central mechanism to promote three different types of cycloaddition Addnl., we provide surprising evidence that, in contrast to previous reports, sceptrin, massadine, and ageliferin have mismatched chirality. Therefore, massadine cannot be an oxidative rearrangement product of sceptrin or ageliferin, as is commonly believed. Taken together, our results demonstrate unconventional chem. approaches to achieving cycloaddition reactions in synthesis and uncover enantiodivergence as a new biosynthetic paradigm for natural products.

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