Tag: M.W:100-200

Reference of 1-(2-chloropyridine-4-yl)ethanone. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(2-chloropyridine-4-yl)ethanone, is researched, Molecular C7H6ClNO, CAS is 23794-15-2, about Scalable Approach to Fluorinated Heterocycles with Sulfur Tetrafluoride (SF4). Author is Trofymchuk, Serhii; Bugera, Maksym; Klipkov, Anton A.; Ahunovych, Volodymyr; Razhyk, Bohdan; Semenov, Sergey; Boretskyi, Andrii; Tarasenko, Karen; Mykhailiuk, Pavel K..

A general approach to fluorinated (hetero)aromatic derivatives was elaborated. The key reaction was a deoxofluorination of substituted acetophenones with sulfur tetrafluoride (SF4). In contrast to previous deoxofluorination methods, this transformation was fast, scalable (up to 70 g), and high-yielding. More than 100 novel or previously hardly accessible fluorinated heterocycles, interesting for medicinal chem. and agrochem., were synthesized.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rescourio, Gwenaella; Gonzalez, Ana Z.; Jabri, Salman; Belmontes, Brian; Moody, Gordon; Whittington, Doug; Huang, Xin; Caenepeel, Sean; Cardozo, Mario; Cheng, Alan C.; Chow, David; Dou, Hannah; Jones, Adrie; Kelly, Ron C.; Li, Yihong; Lizarzaburu, Mike; Lo, Mei-Chu; Mallari, Rommel; Meleza, Cesar; Rew, Yosup; Simonovich, Scott; Sun, Daqing; Turcotte, Simon; Yan, Xuelei; Wong, Simon G.; Yanez, Evelyn; Zancanella, Manuel; Houze, Jonathan; Medina, Julio C.; Hughes, Paul E.; Brown, Sean P. published an article about the compound: 4,4-Difluoropiperidine hydrochloride( cas:144230-52-4,SMILESS:FC1(F)CCNCC1.[H]Cl ).Electric Literature of C5H10ClF2N. 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:144230-52-4) through the article.

Overexpression of the antiapoptotic protein Mcl-1 provides a survival advantage to some cancer cells, making inhibition of this protein an attractive therapeutic target for the treatment of certain types of tumors. Herein, we report our efforts toward the identification of a novel series of macrocyclic Mcl-1 inhibitors featuring an α-hydroxy phenylacetic acid pharmacophore or bioisostere. This work led to the discovery of 1(I), a potent Mcl-1 inhibitor (IC50 = 19 nM in an OPM-2 cell viability assay) with good pharmacokinetic properties and excellent in vivo efficacy in an OPM-2 multiple myeloma xenograft model.

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Piperidine – Wikipedia,
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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 Aminations and arylations by direct C-O activation for the design of 7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidines, published in 2021, which mentions a compound: 144230-52-4, mainly applied to arylboronic acid dihydroethanopyridopyrimidinone palladium RuPhos catalyst Suzuki cross coupling; amine dihydroethanopyridopyrimidinone palladium xantphos catalyst Buchwald Hartwig cross coupling; dihydroethanopyridopyrimidinone amine PyBroP activator nucleophilic aromatic substitution; dihydroethanopyridopyrimidinamine preparation, Related Products of 144230-52-4.

The design of some novel disubstituted 7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidine derivatives was reported. The series was developed from quinuclidinone, which afforded versatile platforms bearing one lactam function in position C-2 that were then used to create C-N or C-C bonds for SNAr or palladium-catalyzed cross-coupling reactions by in situ C-O activation. The reaction conditions were optimized under microwave irradiation and a wide range of amines or boronic acids were used to determine the scope and limitations of each method. To complete this study, the X-ray crystallog. data of 4-Phenyl-2-(4-(trifluoromethyl)phenyl)-7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidine were used to formally establish the structures of the products.

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Piperidine – Wikipedia,
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Sorna, Venkataswamy; Theisen, Emily R.; Stephens, Bret; Warner, Steven L.; Bearss, David J.; Vankayalapati, Hariprasad; Sharma, Sunil published an article about the compound: 1-(2-chloropyridine-4-yl)ethanone( cas:23794-15-2,SMILESS:CC(=O)C1=CC(Cl)=NC=C1 ).Reference of 1-(2-chloropyridine-4-yl)ethanone. 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:23794-15-2) through the article.

Lysine specific demethylase 1 (LSD1) plays an important role in regulating histone lysine methylation at residues K4 and K9 on histone H3 and is an attractive therapeutic target in multiple malignancies. Here we report a structure-based virtual screen of a compound library containing ∼2 million small mol. entities. Computational docking and scoring followed by biochem. screening led to the identification of a novel N’-(1-phenylethylidene)-benzohydrazide series of LSD1 inhibitors with hits showing biochem. IC50s in the 200-400 nM range. Hit-to-lead optimization and structure-activity relation studies aided in the discovery of compound (I), with a Ki of 31 nM. Compound I is reversible and specific for LSD1 as compared to the monoamine oxidases shows minimal inhibition of CYPs and hERG and inhibits proliferation and survival in several cancer cell lines, including breast and colorectal cancer. Compound I may be used to probe LSD1’s biol. role in these cancers.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Route of C5H10ClF2N. 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: 4,4-Difluoropiperidine hydrochloride, is researched, Molecular C5H10ClF2N, CAS is 144230-52-4, about Identification of 2,4-Disubstituted Imidazopyridines as Hemozoin Formation Inhibitors with Fast-Killing Kinetics and In Vivo Efficacy in the Plasmodium falciparum NSG Mouse Model. Author is Horatscheck, Andre; Andrijevic, Ana; Nchinda, Aloysius T.; Le Manach, Claire; Paquet, Tanya; Khonde, Lutete Peguy; Dam, Jean; Pawar, Kailash; Taylor, Dale; Lawrence, Nina; Brunschwig, Christel; Gibhard, Liezl; Njoroge, Mathew; Reader, Janette; van der Watt, Mariette; Wicht, Kathryn; de Sousa, Ana Carolina C.; Okombo, John; Maepa, Keletso; Egan, Timothy J.; Birkholtz, Lyn-Marie; Basarab, Gregory S.; Wittlin, Sergio; Fish, Paul V.; Street, Leslie J.; Duffy, James; Chibale, Kelly.

A series of 2,4-disubstituted imidazopyridines, originating from a SoftFocus Kinase library, was identified from a high throughput phenotypic screen against the human malaria parasite Plasmodium falciparum. Hit compounds showed moderate asexual blood stage activity. During lead optimization, several issues were flagged such as cross-resistance against the multidrug-resistant K1 strain, in vitro cytotoxicity, and cardiotoxicity and were addressed through structure-activity and structure-property relationship studies. Pharmacokinetic properties were assessed in mice for compounds showing desirable in vitro activity, a selectivity window over cytotoxicity, and microsomal metabolic stability. Frontrunner compound 37(I) showed good exposure in mice combined with good in vitro activity against the malaria parasite, which translated into in vivo efficacy in the P. falciparum NOD-scid IL-2Rγnull (NSG) mouse model. Preliminary mechanistic studies suggest inhibition of hemozoin formation as a contributing mode of action.

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Piperidine – Wikipedia,
Piperidine | C5H11N – 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.Nguyen, William; Dans, Madeline G.; Ngo, Anna; Gancheva, Maria R.; Romeo, Ornella; Duffy, Sandra; de Koning-Ward, Tania F.; Lowes, Kym N.; Sabroux, Helene Jousset; Avery, Vicky M.; Wilson, Danny W.; Gilson, Paul R.; Sleebs, Brad E. researched the compound: 4,4-Difluoropiperidine hydrochloride( cas:144230-52-4 ).SDS of cas: 144230-52-4.They published the article 《Structure activity refinement of phenylsulfonyl piperazines as antimalarials that block erythrocytic invasion》 about this compound( cas:144230-52-4 ) in European Journal of Medicinal Chemistry. Keywords: phenyl sulfonyl piperazine preparation antimalarial antitumor lipophilicity SAR; Antimalarial; Erythrocyte invasion; Malaria; Phenylsulfonyl piperazine; Plasmodium. We’ll tell you more about this compound (cas:144230-52-4).

The optimization and further characterization of the phenylsulfonyl piperazine class I [R = 4-Me, 3-t-Bu, 4-Br, etc.; R1 = pyrrolidin-1-yl, piperidin-1-yl, 1,2,3,4-tetrahydroisoquinolin-2-yl, etc.; X = -(N(CH2)2N(CH2)2)-CH(CH3), -(NCH(CH3)N(CH2)2)-CH(CH3), -(NC(CH3)2N(CH2)2)-CH(CH3), etc.] was described. During the optimization process the functionality required for P. falciparum asexual stage activity was defined and determined the alpha-carbonyl S-Me isomer was important for antimalarial potency. The optimized compounds I also possessed comparable activity against multidrug resistant strains of P. falciparum and displayed weak activity against sexual stage gametocytes. The optimized compounds I blocked erythrocyte invasion consistent with the asexual activity observed and therefore the phenylsulfonyl piperazine analogs described could serve as useful tools for studying Plasmodium erythrocyte invasion.

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Piperidine – Wikipedia,
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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate, is researched, Molecular C4H5BF3KN2, CAS is 1258323-45-3, about Furo[3,2-b]pyridine: A Privileged Scaffold for Highly Selective Kinase Inhibitors and Effective Modulators of the Hedgehog Pathway, the main research direction is synthesis furopyridine; furopyridine cdc like kinase inhibitor Hedgehog pathway modulator; biological activity; chemical probes; heterocycles; inhibitors; kinases.Category: piperidines.

Reported is the identification of the furo[3,2-b]pyridine core as a novel scaffold for potent and highly selective inhibitors of cdc-like kinases (CLKs) and efficient modulators of the Hedgehog signaling pathway. Initially, a diverse target compound set was prepared by synthetic sequences based on chemoselective metal-mediated couplings, including assembly of the furo[3,2-b]pyridine scaffold by copper-mediated oxidative cyclization. Optimization of the subseries containing 3,5-disubstituted furo[3,2-b]pyridines, e.g. I, afforded potent, cell-active, and highly selective inhibitors of CLKs. Profiling of the kinase-inactive subset of 3,5,7-trisubstituted furo[3,2-b]pyridines, e.g. II, revealed sub-micromolar modulators of the Hedgehog pathway.

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Piperidine – Wikipedia,
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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 Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions, published in 2021-09-03, which mentions a compound: 23794-15-2, Name is 1-(2-chloropyridine-4-yl)ethanone, Molecular C7H6ClNO, Recommanded Product: 23794-15-2.

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Name: 1-(2-chloropyridine-4-yl)ethanone. 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: 1-(2-chloropyridine-4-yl)ethanone, is researched, Molecular C7H6ClNO, CAS is 23794-15-2, about Iron-Catalyzed Arylation of Heterocycles via Directed C-H Bond Activation. Author is Sirois, John J.; Davis, Riley; DeBoef, Brenton.

The iron-catalyzed arylation of aromatic heterocycles, such as pyridines, thiophenes, and furans, has been achieved. The use of an imine directing group allowed for the ortho functionalization of these heterocycles with complete conversion in 15 min at 0°. Yields up to 88% were observed in the synthesis of 15 heterocyclic biaryls.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Category: piperidines. 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: 4,4-Difluoropiperidine hydrochloride, is researched, Molecular C5H10ClF2N, CAS is 144230-52-4, about Discovery of CYR715: A novel carboxylic acid-containing soluble guanylate cyclase stimulator. Author is Rennie, Glen R.; Barden, Timothy C.; Bernier, Sylvie G.; Carvalho, Andrew; Deming, Renee; Germano, Peter; Hudson, Colleen; Im, G-Yoon J.; Iyengar, Rajesh R.; Jia, Lei; Jung, Joon; Kim, Elise; Lee, Thomas W.-H.; Mermerian, Ara; Moore, Joel; Nakai, Takashi; Perl, Nicholas R.; Tobin, Jenny; Zimmer, Daniel P.; Renhowe, Paul A..

Soluble guanylate cyclase (sGC) is a clin. validated therapeutic target in the treatment of pulmonary hypertension. Modulators of sGC have the potential to treat diseases that are affected by dysregulation of the NO-sGC-cGMP signal transduction pathway. This letter describes the SAR efforts that led to the discovery of CYR715, a novel carboxylic acid-containing sGC stimulator, with an improved metabolic profile relative to our previously described stimulator, IWP-051. CYR715 addressed potential idiosyncratic drug toxicity (IDT) liabilities associated with the formation of reactive, migrating acyl glucuronides (AG) found in related carboxylic acid-containing analogs and demonstrated high oral bioavailability in rat and dose-dependent hemodynamic pharmacol. in normotensive Sprague-Dawley rats.

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Piperidine – Wikipedia,
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