Category: pyrrolines

Product Details of 34941-92-9. 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: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Selective C-H Fluorination of Pyridines and Diazines Inspired by a Classic Amination Reaction.

Fluorinated heterocycles are prevalent in pharmaceuticals, agrochems., and materials. However, reactions that incorporate fluorine into heteroarenes are limited in scope and can be hazardous. The authors present a broadly applicable and safe method for the site-selective fluorination of a single carbon-hydrogen bond in pyridines and diazines using com. available silver(II) fluoride. The reactions occur at ambient temperature within 1 h with exclusive selectivity for fluorination adjacent to nitrogen. The mild conditions allow access to fluorinated derivatives of medicinally important compounds, as well as a range of 2-substituted pyridines prepared by subsequent nucleophilic displacement of fluoride. Mechanistic studies demonstrate that the pathway of a classic pyridine amination can be adapted for selective fluorination of a broad range of nitrogen heterocycles.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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.Hu, Gang; Xu, Jiaxi; Li, Pingfan researched the compound: 4-Chloro-2-fluoropyridine( cas:34941-92-9 ).Application In Synthesis of 4-Chloro-2-fluoropyridine.They published the article 《Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives》 about this compound( cas:34941-92-9 ) in Organic & Biomolecular Chemistry. Keywords: pyridone alkylated preparation Pummerer sulfoxide fluoropyridine. We’ll tell you more about this compound (cas:34941-92-9).

N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. This is a rare case that uses 2-fluoropyridine as a nucleophile in Pummerer type reactions.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 58081-05-3, is researched, Molecular C4H6O3, about Inversion of configuration of (S)-β-hydroxy-γ-butyrolactone with total retention of the enantiomeric purity, the main research direction is hydroxybutyrolactone configuration inversion; propiolactone hydroxymethyl stereoselective preparation; crystal structure dienoic acid.SDS of cas: 58081-05-3.

The inversion of configuration of (S)-β-hydroxy-γ-butyrolactone to its (R) enantiomer is reported with total retention of the enantiomeric purity by a 4-step procedure. The (R) enantiomer was thus synthesized with an overall chem. yield of 47% and >97% ee. This transformation opens an economic route to the production of (R)-GABOB and (R)-carnitine, among other biol. active compounds, from a D-hexose source, or, alternatively, from the industrial waste compound (S)-carnitine. During the reaction sequence, the intermediate (R)-β-(hydroxymethyl)-β-propiolactone is also prepared, which is now under investigation as a chiral synthon for new synthetic applications.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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 Selective C-H Fluorination of Pyridines and Diazines Inspired by a Classic Amination Reaction, Author is Fier, Patrick S.; Hartwig, John F., which mentions a compound: 34941-92-9, SMILESS is ClC1=CC(=NC=C1)F, Molecular C5H3ClFN, HPLC of Formula: 34941-92-9.

Fluorinated heterocycles are prevalent in pharmaceuticals, agrochems., and materials. However, reactions that incorporate fluorine into heteroarenes are limited in scope and can be hazardous. The authors present a broadly applicable and safe method for the site-selective fluorination of a single carbon-hydrogen bond in pyridines and diazines using com. available silver(II) fluoride. The reactions occur at ambient temperature within 1 h with exclusive selectivity for fluorination adjacent to nitrogen. The mild conditions allow access to fluorinated derivatives of medicinally important compounds, as well as a range of 2-substituted pyridines prepared by subsequent nucleophilic displacement of fluoride. Mechanistic studies demonstrate that the pathway of a classic pyridine amination can be adapted for selective fluorination of a broad range of nitrogen heterocycles.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Honaucins A-C, Potent Inhibitors of Inflammation and Bacterial Quorum Sensing: Synthetic Derivatives and Structure-Activity Relationships, the main research direction is honaucin structure activity relationship inflammation.Recommanded Product: 58081-05-3.

Honaucins A-C were isolated from the cyanobacterium Leptolyngbya crossbyana which was found overgrowing corals on the Hawaiian coast. Honaucin A consists of (S)-3-hydroxy-γ-butyrolactone and 4-chlorocrotonic acid, which are connected via an ester linkage. Honaucin A and its two natural analogs exhibit potent inhibition of both bioluminescence, a quorum-sensing-dependent phenotype, in Vibrio harveyi BB120 and lipopolysaccharide-stimulated nitric oxide production in the murine macrophage cell line RAW264.7. The decrease in nitric oxide production was accompanied by a decrease in the transcripts of several proinflammatory cytokines, most dramatically interleukin-1β. Synthesis of honaucin A, as well as a number of analogs, and subsequent evaluation in anti-inflammation and quorum-sensing inhibition bioassays revealed the essential structural features for activity in this chem. class and provided analogs with greater potency in both assays.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 4-Methoxypiperidine(SMILESS: COC1CCNCC1,cas:4045-24-3) is researched.Recommanded Product: 58081-05-3. The article 《Discovery of new thieno[2,3-d]pyrimidine and thiazolo[5,4-d]pyrimidine derivatives as orally active phosphoinositide 3-kinase inhibitors》 in relation to this compound, is published in Bioorganic & Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:4045-24-3).

As abnormal PI3K signaling is a feature of many types of cancer, the development of orally active PI3K inhibitors is of great significance for targeted cancer therapy. Through integrating strategies of reducing aromatic character/increasing the fraction of sp3 carbons together with scaffold hopping, we designed and synthesized two new series of thieno[2,3-d]pyrimidine and thiazolo[5,4-d]pyrimidine derivatives for use as PI3K inhibitors. Our structure-activity relationship studies led to the identification of thieno[2,3-d]pyrimidine 6a and thiazolo[5,4-d]pyrimidine 7a (I and II, resp.), which exhibited remarkable nanomolar PI3K potency, good antiproliferative activity, favorable pharmacokinetic properties and significant in vivo anti-cancer efficacy. Notably, thiazolo[5,4-d]pyrimidine 7a had better anti-cancer activity than thieno[2,3-d]pyrimidine 6a and is worthy of further pre-clin. evaluation for its use in cancer treatment.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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.Shalygina, E. E.; Kobylinskii, D. V.; Ivanovskii, S. A.; Balakin, K. V.; Dorogov, M. V.; Toporova, T. A. researched the compound: 1-(Cyclopropanecarbonyl)indoline-5-sulfonyl chloride( cas:879562-21-7 ).Application of 879562-21-7.They published the article 《Synthesis and properties of 1-acylindolinesulfonamides》 about this compound( cas:879562-21-7 ) in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya. Keywords: combinatorial library acylindolinesulfonamide preparation pharmacol potential. We’ll tell you more about this compound (cas:879562-21-7).

Title compounds I and II were prepared by N-acylation of indoline, bromination and chlorosulfonylation (or just chlorosulfonylation), and amidation. Several properties indicative of potential pharmacol. activities were determined

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 4045-24-3, is researched, Molecular C6H13NO, about Optimization of WZ4003 as NUAK inhibitors against human colorectal cancer, the main research direction is pyrimidine human colorectal cancer anticancer apoptosis; AMP-Activated protein kinase (AMPK); Colorectal cancer; NUAK; WZ4003 derivatives.Application of 4045-24-3.

NUAK, the member of AMPK (AMP-activated protein kinase) family of protein kinases, is phosphorylated and activated by the LKB1 (liver kinase B1) tumor suppressor protein kinase. Recent work has indicated that NUAK1 is a key component of the antioxidant stress response pathway, and the inhibition of NUAK1 will suppress the growth and survival of colorectal tumors. As a promising target for anticancer drugs, few inhibitors of NUAK were developed. With this goal in mind, based on NUAK inhibitor WZ4003, a series of derivatives has been synthesized and evaluated for anticancer activity. Compound I, a derivative of WZ4003 by removing a methoxy group, was found to be the most potential one with stronger inhibitory against NUAK1/2 enzyme activity, tumor cell proliferation and inducing apoptosis of tumor cells. By in vivo efficacy evaluations of colorectal SW480 xenografts, I suppresses tumor growth more effectively with an excellent safety profile in vivo and is therefore seen as a suitable candidate for further investigation.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 4-Methoxypiperidine(SMILESS: COC1CCNCC1,cas:4045-24-3) is researched.Application of 4045-24-3. The article 《Identification of thiophene-benzenesulfonamide derivatives for the treatment of multidrug-resistant tuberculosis》 in relation to this compound, is published in European Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:4045-24-3).

A series of thiophene-benzenesulfonamide derivatives was designed and synthesized by exploring the structure-activity relationship of lead compounds 2,3-disubstituted thiophenes I and 297F II as antituberculosis agents, which displayed potent antimycobacterial activity against drug-susceptible and clin. isolated drug-resistant tuberculosis. In particular, compound III (-R1R2- = -(CH2)4-), which had improved activity (min. inhibitory concentration of 0.023 μg/mL) compared with the lead compounds, displayed good intracellular antimycobacterial activity in macrophages with a reduction of 1.29 log10 CFU. A druggability evaluation indicated that compound III (-R1R2- = -(CH2)4-) had favorable hepatocyte stability, low cytotoxicity, and low hERG channel inhibition. Moreover, compound III (-R1R2- = -(CH2)4-) exhibited modest in vivo efficacy in an acute mouse model of tuberculosis. In addition, the mol. docking study elucidated the binding mode of compound III (-R1R2- = -(CH2)4-) in the active site of DprE1. Therefore, compound III (-R1R2- = -(CH2)4-) may be a promising antituberculosis lead for further research.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran, and their (R)-enantiomers, the main research direction is hydroxytetrahydrofuranone preparation; hydroxytetrahydrofuran preparation; THF hydroxy preparation; furanol preparation; chlorohydroxybutanoate cyclocondensation kinetics.Recommanded Product: 58081-05-3.

Optically active 4-hydroxytetrahydrofuran-2-one was synthesized in good yield from ClCH2CHOHCH2CO2Et (I) by refluxing with dilute HCl. In a similar manner, optically active 3-hydroxytetrahydrofuran was prepared from ClCH2CHOH(CH2)2OH, which was derived from I by NaBH4-reduction These cyclizations proceed without racemization.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem