Tag: M.W=300-400

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 Enantiopure Piperazines via Asymmetric Lithiation-Trapping of N-Boc Piperazines: Unexpected Role of the Electrophile and Distal N-Substituent, published in 2016-01-20, which mentions a compound: 138775-03-8, mainly applied to synthesis enantiopure piperazine; asym lithiation piperazine, SDS of cas: 138775-03-8.

A new method for the synthesis of enantiopure α-substituted piperazines via direct functionalization of the intact piperazine ring is described. The approach utilizes the asym. lithiation-substitution of an α-methylbenzyl-functionalized N-Boc piperazine using s-BuLi/(-)-sparteine or (+)-sparteine surrogate and provides access to a range of piperazines (as single stereoisomers). Optimization of the new methodol. required a detailed mechanistic study. Surprisingly, it was found that the main culprits affecting the yield and enantioselectivity were the electrophile (the last reagent to be added to the reaction flask) and the distal N-substituent. The mechanistic studies included optimization of lithiation times using in situ IR spectroscopy, identification of a ring-fragmentation of the lithiated piperazines (that could be minimized with sterically hindered N-alkyl groups), and use of a novel “”diamine switch”” strategy to improve enantioselectivity with certain electrophiles. The methodol. was showcased with the preparation of an intermediate for Indinavir synthesis and the stereoselective synthesis of 2,5-trans- and 2,6-trans-piperazines.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (S)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid(SMILESS: O=C(N1[C@H](C(O)=O)CN(C(OCC2=CC=CC=C2)=O)CC1)OC(C)(C)C,cas:138775-03-8) is researched.SDS of cas: 75732-01-3. The article 《Identification of MK-5710 ((8aS)-8a-methyl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclo- propyl]-N-(1-phenyl-1H-pyrazol-5-yl)hexahydro-imidazo[1,5-a]pyrazine-7(1H)-carboxamide), a potent smoothened antagonist for use in Hedgehog pathway dependent malignancies, Part 2》 in relation to this compound, is published in Bioorganic & Medicinal Chemistry Letters. Let’s take a look at the latest research on this compound (cas:138775-03-8).

The Hedgehog (Hh-) signaling pathway is a key developmental pathway which gets reactivated in many human tumors, and smoothened (Smo) antagonists are emerging as novel agents for the treatment of malignancies dependent on the Hh-pathway, with the most advanced compounds demonstrating encouraging results in initial clin. trials. A novel series of potent bicyclic hydantoin Smo antagonists was reported in the preceding article, these have been resolved, and optimized to identify potent homochiral derivatives with clean off-target profiles and good pharmacokinetic properties in preclin. species. While showing in vivo efficacy in mouse allograft models, unsubstituted bicyclic tetrahydroimidazo[1,5-a]pyrazine-1,3(2H,5H)-diones were shown to epimerize in plasma. Alkylation of the C-8 position blocks this epimerization, resulting in the identification of MK-5710 which was selected for further development.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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: 23307-72-4, is researched, SMILESS is ClC1=CN=CC([N-]S(=O)(C2=CC=C(N)C=C2)=O)=N1.[Na+], Molecular C10H8ClN4NaO2SJournal, Article, Research Support, Non-U.S. Gov’t, Luminescence called Study of the interaction between sodium salts of (2E)-3-(4′-halophenyl)prop-2-enoyl sulfachloropyrazine and bovine serum albumin by fluorescence spectroscopy, Author is Luo, Xuan; Du, Chuanrong; Wei, Jinrui; Deng, Jiang; Lin, Yijie; Lin, Cuiwu, the main research direction is fluorescence spectroscopy bovine serum albumin CCSCP sodium salt.Computed Properties of C10H8ClN4NaO2S.

Three sodium salts of (2E)-3-(4′-halophenyl)prop-2-enoyl sulfachloropyrazine (CCSCP) were synthesized and their structures were determined by 1H and 13C NMR, LC-MS and IR. The binding properties between CCSCPs and bovine serum albumin (BSA) were studied using fluorescence spectroscopy in combination with UV-vis absorbance spectroscopy. The results indicate that the fluorescence quenching mechanisms between BSA and CCSCPs were static quenching at low concentrations of CCSCPs or combined quenching (static and dynamic) at higher CCSCP concentrations of 298, 303 and 308 K. The binding constants, binding sites and corresponding thermodn. parameters (ΔH, ΔS, ΔG) were calculated at different temperatures All ΔG values were neg., which revealed that the binding processes were spontaneous. Although all CCSCPs had neg. ΔH and pos. ΔS, the contributions of ΔH and ΔS to ΔG values were different. When the 4′-substituent was fluorine or chlorine, van der Waals interactions and hydrogen bonds were the main interaction forces. However, when the halogen was bromine, ionic interaction and proton transfer controlled the overall energetics. The binding distances between CCSCPs and BSA were determined using the Foerster non-radiation energy transfer theory and the effects of CCSCPs on the conformation of BSA were analyzed by synchronous fluorescence spectroscopy. Copyright © 2012 John Wiley & Sons, Ltd.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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: 23307-72-4, is researched, SMILESS is ClC1=CN=CC([N-]S(=O)(C2=CC=C(N)C=C2)=O)=N1.[Na+], Molecular C10H8ClN4NaO2SJournal, Article, Research Support, Non-U.S. Gov’t, Analytica Chimica Acta called A self-assembly pipette tip graphene solid-phase extraction coupled with liquid chromatography for the determination of three sulfonamides in environmental water, Author is Sun, Ning; Han, Yehong; Yan, Hongyuan; Song, Yanxue, the main research direction is sulfonamide antibiotic determination water graphene solid extraction LC; Environmental water; Liquid chromatography-fluorescence detection; Pipette tip graphene solid-phase extraction; Sulfonamide antibiotics.Safety of Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide.

A sensitive, economical, and miniaturized self-assembly pipet tip graphene solid-phase extraction (PT-G-SPE) coupled with liquid chromatog. fluorescence detection (LC-FD) was developed for rapid extraction and determination of three sulfonamide antibiotics (SAs) in environmental water samples. The PT-G-SPE cartridge, assembled by packing 1.0 mg of graphene as sorbent into a 100 μL pipet tip, showed high adsorption capacity for the SAs owing to the large surface area and unique structure of graphene. The factors that affected the extraction efficiency of PT-G-SPE, including sample volume, pH, sorbent amount, washing solvent and eluent solvent were optimized. Good linearity for SAs was obtained in a range of 2-4000 pg mL-1 with correlation coefficients (r2) ≥0.9993. The recoveries of the SAs at three spiked levels ranged from 90.4 to 108.2% with RSD ≤6.3%. In comparison with other sorbents such as C18, HLB, SCX, PCX, and multiwalled carbon nanotubes, one advantage of using graphene as sorbent of pipet tip solid-phase extraction (PT-SPE) was that PT-G-SPE could adsorb larger sample volume (10 mL) at a small amount of sorbent (1 mg) and low solvent consumption with good extraction efficiency, which not only increased the fraction of analytes to LC and the sensitivity of SAs determination, but also reduced the cost and pollution.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 Study of the interaction between sodium salts of (2E)-3-(4′-halophenyl)prop-2-enoyl sulfachloropyrazine and bovine serum albumin by fluorescence spectroscopy, published in 2013-04-30, which mentions a compound: 23307-72-4, Name is Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide, Molecular C10H8ClN4NaO2S, Safety of Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide.

Three sodium salts of (2E)-3-(4′-halophenyl)prop-2-enoyl sulfachloropyrazine (CCSCP) were synthesized and their structures were determined by 1H and 13C NMR, LC-MS and IR. The binding properties between CCSCPs and bovine serum albumin (BSA) were studied using fluorescence spectroscopy in combination with UV-vis absorbance spectroscopy. The results indicate that the fluorescence quenching mechanisms between BSA and CCSCPs were static quenching at low concentrations of CCSCPs or combined quenching (static and dynamic) at higher CCSCP concentrations of 298, 303 and 308 K. The binding constants, binding sites and corresponding thermodn. parameters (ΔH, ΔS, ΔG) were calculated at different temperatures All ΔG values were neg., which revealed that the binding processes were spontaneous. Although all CCSCPs had neg. ΔH and pos. ΔS, the contributions of ΔH and ΔS to ΔG values were different. When the 4′-substituent was fluorine or chlorine, van der Waals interactions and hydrogen bonds were the main interaction forces. However, when the halogen was bromine, ionic interaction and proton transfer controlled the overall energetics. The binding distances between CCSCPs and BSA were determined using the Foerster non-radiation energy transfer theory and the effects of CCSCPs on the conformation of BSA were analyzed by synchronous fluorescence spectroscopy. Copyright © 2012 John Wiley & Sons, Ltd.

If you want to learn more about this compound(Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide)Safety of Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(23307-72-4).

Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 Asymmetric Synthesis of Chiral Organofluorine Compounds: Use of Nonracemic Fluoroiodoacetic Acid as a Practical Electrophile and Its Application to the Synthesis of Monofluoro Hydroxyethylene Dipeptide Isosteres within a Novel Series of HIV Protease Inhibitors, published in 2001-08-01, which mentions a compound: 138775-03-8, mainly applied to fluoroacetamide nitroalkene diastereoselective conjugate addition preparation HIV1 protease inhibitor; asym alkylation fluoroiodoacetate amide enolate preparation HIV1 protease inhibitor; fluoro ketone preparation HIV1 protease inhibitor, Safety of (S)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid.

Two stereoselective routes to a series of diastereomeric inhibitors of HIV protease, monofluorinated analogs of the Merck HIV protease inhibitor indinavir, are described. The two routes feature stereoselective construction of the fluorinated core subunits by asym. alkylation reactions. The first-generation syntheses were based on the conjugate addition of the lithium enolate derived from pseudoephedrine α-fluoroacetamide to trans-nitroalkene Ph-CH2-CH:CH-NO2, a modestly diastereoselective transformation. A more practical second-generation synthetic route was developed that is based on a novel method for the asym. synthesis of organofluorine compounds, by enolate alkylation using optically active fluoroiodoacetic acid as the electrophile in combination with a chiral amide enolate. Resolution of fluoroiodoacetic acid with ephedrine provides either enantiomeric form of the electrophile in ≥96% ee. Alkylation reactions with this stable and storable chiral fluorinated precursor are shown to proceed in a highly stereospecific manner. With the development of substrate-controlled syn- or anti-selective reductions of α-fluoro ketones (I; F, CH2Ph trans and I; F, CH2Ph = cis; diastereomeric ratios 12:1-84:1), efficient and stereoselective routes to each of the four targeted inhibitors were achieved. The optimized synthetic route to the most potent inhibitor (II; Ki = 2.0 nM) proceeded in seven steps (87% average yield per step) from aminoindanol hydrocinnamide and (S)-fluoroiodoacetic acid, and allowed for the preparation of more than 1 g of this compound The inhibition of HIV-1 protease by each of the fluorinated inhibitors was evaluated in vitro, and the variation of potency as a function of inhibitor stereochem. is discussed.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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.Kinzel, Olaf; Alfieri, Anna; Altamura, Sergio; Brunetti, Mirko; Bufali, Simone; Colaceci, Fabrizio; Ferrigno, Federica; Filocamo, Gessica; Fonsi, Massimiliano; Gallinari, Paola; Malancona, Savina; Hernando, Jose Ignacio Martin; Monteagudo, Edith; Orsale, Maria Vittoria; Palumbi, Maria Cecilia; Pucci, Vincenzo; Rowley, Michael; Sasso, Romina; Scarpelli, Rita; Steinkuehler, Christian; Jones, Philip researched the compound: (S)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid( cas:138775-03-8 ).Safety of (S)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid.They published the article 《Identification of MK-5710 ((8aS)-8a-methyl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclo- propyl]-N-(1-phenyl-1H-pyrazol-5-yl)hexahydro-imidazo[1,5-a]pyrazine-7(1H)-carboxamide), a potent smoothened antagonist for use in Hedgehog pathway dependent malignancies, Part 2》 about this compound( cas:138775-03-8 ) in Bioorganic & Medicinal Chemistry Letters. Keywords: MK5710 preparation Hedgehog signaling smoothened antagonist antitumor pharmacokinetics. We’ll tell you more about this compound (cas:138775-03-8).

The Hedgehog (Hh-) signaling pathway is a key developmental pathway which gets reactivated in many human tumors, and smoothened (Smo) antagonists are emerging as novel agents for the treatment of malignancies dependent on the Hh-pathway, with the most advanced compounds demonstrating encouraging results in initial clin. trials. A novel series of potent bicyclic hydantoin Smo antagonists was reported in the preceding article, these have been resolved, and optimized to identify potent homochiral derivatives with clean off-target profiles and good pharmacokinetic properties in preclin. species. While showing in vivo efficacy in mouse allograft models, unsubstituted bicyclic tetrahydroimidazo[1,5-a]pyrazine-1,3(2H,5H)-diones were shown to epimerize in plasma. Alkylation of the C-8 position blocks this epimerization, resulting in the identification of MK-5710 which was selected for further development.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (S)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid(SMILESS: O=C(N1[C@H](C(O)=O)CN(C(OCC2=CC=CC=C2)=O)CC1)OC(C)(C)C,cas:138775-03-8) is researched.COA of Formula: C4H6N2O2S. The article 《Discovery of (2S)-N-[(1R)-2-[4-cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]-4-methyl-2-piperazinecarboxamide (MB243), a potent and selective melanocortin subtype-4 receptor agonist》 in relation to this compound, is published in Bioorganic & Medicinal Chemistry Letters. Let’s take a look at the latest research on this compound (cas:138775-03-8).

We report the discovery and optimization of substituted 2-piperazinecarboxamides as potent and selective agonists of the melanocortin subtype-4 receptor. Further in vivo development of lead agonist, MB243, is disclosed.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid, is researched, Molecular C18H24N2O6, CAS is 138775-03-8, about Identification of MK-5710 ((8aS)-8a-methyl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclo- propyl]-N-(1-phenyl-1H-pyrazol-5-yl)hexahydro-imidazo[1,5-a]pyrazine-7(1H)-carboxamide), a potent smoothened antagonist for use in Hedgehog pathway dependent malignancies, Part 2, the main research direction is MK5710 preparation Hedgehog signaling smoothened antagonist antitumor pharmacokinetics.SDS of cas: 138775-03-8.

The Hedgehog (Hh-) signaling pathway is a key developmental pathway which gets reactivated in many human tumors, and smoothened (Smo) antagonists are emerging as novel agents for the treatment of malignancies dependent on the Hh-pathway, with the most advanced compounds demonstrating encouraging results in initial clin. trials. A novel series of potent bicyclic hydantoin Smo antagonists was reported in the preceding article, these have been resolved, and optimized to identify potent homochiral derivatives with clean off-target profiles and good pharmacokinetic properties in preclin. species. While showing in vivo efficacy in mouse allograft models, unsubstituted bicyclic tetrahydroimidazo[1,5-a]pyrazine-1,3(2H,5H)-diones were shown to epimerize in plasma. Alkylation of the C-8 position blocks this epimerization, resulting in the identification of MK-5710 which was selected for further development.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Name: Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Sodium ((4-aminophenyl)sulfonyl)(6-chloropyrazin-2-yl)amide, is researched, Molecular C10H8ClN4NaO2S, CAS is 23307-72-4, about Great efficacy of sulfachloropyrazine-sodium against acute murine toxoplasmosis. Author is Zeng, Yan-Bo; Zhu, Shun-Hai; Dong, Hui; Han, Hong-Yu; Jiang, Lian-Lian; Wang, Quan; Cheng, Jun; Zhao, Qi-Ping; Ma, Wei-Jiao; Huang, Bing.

Objective: To identify more effective and less toxic drugs to treat animal toxoplasmosis. Methods: Efficacy of seven kinds of sulfonamides against Toxoplasma gondii (T. gondii) in an acute murine model was evaluated. The mice used throughout the study were randomly assigned to many groups (10 mice each), which either remained uninfected or were infected i.p. with tachyzoites of T. gondii (strains RH and CN). All groups were then treated with different sulfonamides and the optimal treatment protocol was determined candidates. Sulfadiazine-sodium (SD) was used for comparison. Results: The optimal therapy involved gavaging mice twice per day with 250 mg/kg bw of sulfachloropyrazine-sodium (SPZ) for five days. Using this protocol, the average survival time and the time-point of 50% fatalities were prolonged significantly compared with SD treatment. Treatment with SPZ protected 40% of mice from death, and the heart and kidney tissue of these animals was parasite-free, as determined by nested-PCR, SPZ showed excellent therapeutic effects in the treatment of T. gondii in an acute murine model and is therefore a promising drug candidate for the treatment and prevention of T. gondii in animals. Conclusions: II can be concluded that the effective drug sulfachloropyrazine may be the new therapeutic options against animal toxoplasmosis.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com