Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《New derivatives of 1,4-disubstituted piperazine》. Authors are Morren, H. G.; Denayer, R.; Linz, R.; Mathieu, J.; Strubbe, H.; Trolin, S..The article about the compound:1-(Bis(4-chlorophenyl)methyl)piperazinecas:27469-61-0,SMILESS:ClC1=CC=C(C=C1)C(N2CCNCC2)C3=CC=C(Cl)C=C3).SDS of cas: 27469-61-0. Through the article, more information about this compound (cas:27469-61-0) is conveyed.

New 1,4-disubstituted piperazines were prepared and their tranquillizing properties and action on gastric ulcers examined ο-(Chlorobenzhydryl)piperazine with Me3N and PhCH2Cl in PhMe gave N-(ο-chlorobenzhydryl)-N’-benzylpiperazine, b0.005 210°; di-HCl salt, m. 223°. By refluxing 2 moles chloroethoxyethanol or chloroethoxyethoxyethanol with 110 g. Me3N and 1 mole of various substituted benzhydrylpiperazines the following N-(R1-substituted-benzhydryl)-N’-(R-substituted) piperazines were prepared (R’ = CH2CH2OCH2CH2OH) (R and b.p./mm. given): ο-Cl, 215°/0.01; p-Br, 224°/0.01; m-Cl, 215°/0.5; m-Br, 225°/0.02; ο-Br, 215-20°/0.1; m-OMe, 225°/ 0.07; m-Me, 210°/0.1; ο-C5H11O, 248°/0.01; m-Bu, 215°/0.01; ο-Me, 205°/0.01. (R = CH2CH2OCH2CH2OCH2CH2OH): m-Br, 240-5°/0.01; ο-Br, 240-5°/0.005; p-Br, 245-50°/0.02; ο-Cl, 240-5°/0.01. In an N atm. 0.1 g. atom Na is dissolved with warming in a convenient alc., after cooling 1-benzhydryl-4-(ω-chloroalkanoyl)piperazine in toluene added, the toluene distilled, the mixture heated 3 hrs at 140°, to the cooled liquid 3:7 EtOH-C6H6 added, the filtrate evaporated, and the residue distilled in vacuo. By this method the following N-(ο-chlorobenzhydryl)-N’-(R-substituted) piperazines were prepared (R and b.p./mm. given): CH2CH2O(CH2)5OH, 225°/0.003; CH2CH2OCH2CH(OH)CH2OH, 200°/0.05; CH2CH2OCH.(CH2)2.CH(OH). CH2.CH2, 260°/0.05. By refluxing 0.1 mole 1-(ο-chlorobenzhydryloxyethyl)piperazine with 0.11 mole triethylamine and 0.1 mole halogenated derivative, RX, in xylene 12 hrs. the following N-(ο-chlorobenzhydryloxyethyl)-N’-(R-substituted)piperazines were prepared (R and b.p./mm. given): Bu, 210°/0.1; (CH2)2OCH2CH2OH, 250°/0.03 (in the presence of excess chloroethoxyethanol); CH2Ph, 230-5°/0.1; ο-MeC6H4CH2, 234-6°/0.01; ο-ClC6H4CH2, 240°/0.1; ο-ClC6H4CO, 255°/0.1; p-Me3CC6H4CH2O(CH2)2, 245-50°/0.1. By refluxing 0.1 mole monosubstituted piperazine with 0.11 mole triethylamine and 0.1 mole of various appropriate ω-chloroalkanoyl and benzhydryl oxides in xylene during 12 hrs. the following N-[(R’-substituted)benzhydryloxyalkylene] – N’ – (R-substituted)piperazines (alkylene = (CH2)n) were prepared (R1, R, n, and b.p./mm. given): ο-Cl, H(I), 2, 193-5°/0.15; ο-Cl, Me, 2, 185-190°/0.1; ο-Cl, CHMe2, 2, 184-6°/0.04; ο-Me, CHMe2, 2, 170°/0.005; ο-Cl, CH2CHMe2, 2, 185-190°/0.02; ο-Cl, (cyclohexyl, 2, 235-40°/0.05; ο-Cl, 3-methylcyclohexyl, 2; 230-2°/0.01; H, CH2CH2OH, 2, 220°/0.1; ο-Cl, CH2CH(OH)CH2OH, 2, – (decompose); ο-Cl, ο-Me-C6H4CH2; 2; 235°/0.05; ο-Me, m-MeC6H4CH2, 2, 224°/0.015; m-Cl, m-MeC6H4CH2, 2, 250°/0.1; ο-Me, ο-MeC6H4CH2, 2, 215°/0.005; ο-Cl, CHMe2, 3, 215°/0.7; ο-Cl, m-MeC6H4CH2, 3, 250°/0.5; ο-Cl, ο-MeC6H4CH2, 3, 260°/0.1; ο-Cl, CHMe2, 4, 210°/0.1; ο-Cl, m-MeC6H4CH2, 4, 245°/0.1; ο-Cl, CHMe2, 6, 230°/0.2; ο-Cl, ο-MeC6H4CH2, 6, 265°/0.1. N-[2-(ο-Chlorobenzhydryloxy)ethyl]-N’-(2-hydroxyethyl)piperazine (II), b0.1 230°, was prepared in 65% yield by melting at 150° 1.1 mole N-hydroxy-N’-ethylpiperazine, adding dropwise 0.5 mole ο-ClC6H4CHClPh, and warming 2 hrs. at 150°. The mixture is cooled at 75° and 250 ml. C6H6 added. After cooling and addition of NaOH the benzene layer is washed, evaporated, and the residue distilled in vacuo. II (0.1 mole) and 0.11 mole NaNH2 in 100 ml. toluene is refluxed until no NH3 is liberated. After cooling at 30° 0.12 mole p-tert-butylbenzyl bromide is added and the mixture refluxed 2 hrs. The cooled mass is extracted with dilute HCl, the acid-extract basified with K2CO3, and extracted with C6H6. After evaporation the residue is distilled in vacuo, giving 45% N-[2-(ο-chlorobenzhydryloxy)ethyl] – N’- [2-(p-tert-butylbenzyloxy)ethyl]piperazine, b0.1 275°. By refluxing 0.1 mole I, 11 g. triethylamine, 100 ml. toluene, and 0.1 mole AcCl during 2 hrs. N-[2-(ο-chlorobenzhydryloxy)ethyl]-N’-acetylpiperazine (III) is formed, b0.02 220-5°. Reduction of III with LiAlH4 yielded 88% N-[2-(ο-chlorobenzhydryloxy)ethyl]-N’-ethylpiperazine, b0.03 178-80°.

In some applications, this compound(27469-61-0)SDS of cas: 27469-61-0 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

SDS of cas: 97739-46-3. 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: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Novel Class of Tertiary Phosphine Ligands Based on a Phospha-adamantane Framework and Use in the Suzuki Cross-Coupling Reactions of Aryl Halides under Mild Conditions. Author is Adjabeng, George; Brenstrum, Tim; Wilson, Jeffrey; Frampton, Christopher; Robertson, Al; Hillhouse, John; McNulty, James; Capretta, Alfredo.

Arylation or alkylation of the 1,3,5,7-tetramethyl-2,4,6-trioxa-8-phospha-adamantane allows for the preparation of sterically hindered tertiary phospha-adamantane phosphines I (R = Ph, 2-MeC6H4, n-C14H29), suitable for use in palladium-catalyzed cross-coupling reactions. For example, use of a catalytic system incorporating Pd2(dba)3 and I (R = Ph) promoted the Suzuki cross-coupling of aryl iodides, bromides, and activated chlorides with a variety of arylboronic acids at room temperature in a few hours with high yields.

In some applications, this compound(97739-46-3)SDS of cas: 97739-46-3 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Name: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about Translation of HDAC6 PET Imaging Using [18F]EKZ-001-cGMP Production and Measurement of HDAC6 Target Occupancy in Nonhuman Primates. Author is Celen, Sofie; Rokka, Johanna; Gilbert, Tonya M.; Koole, Michel; Vermeulen, Isabeau; Serdons, Kim; Schroeder, Frederick A.; Wagner, Florence F.; Bleeser, Tom; Hightower, Baileigh G.; Hu, Jiyun; Rahal, Dania; Beyzavi, Hudson; Vanduffel, Wim; Van Laere, Koen; Kranz, Janice E.; Hooker, Jacob M.; Bormans, Guy; Cawthorne, Christopher J..

Histone deacetylase 6 (HDAC6) is a multifunctional cytoplasmic enzyme involved in diverse cellular processes such as intracellular transport and protein quality control. Inhibition of HDAC6 can alleviate defects in cell and rodent models of certain diseases, particularly neurodegenerative disorders, including Alzheimer’s disease and amyotrophic lateral sclerosis. However, while HDAC6 represents a potentially powerful therapeutic target, development of effective brain-penetrant HDAC6 inhibitors remains challenging. Recently, [18F]EKZ-001 ([18F]Bavarostat), a brain-penetrant positron emission tomog. (PET) radioligand with high affinity and selectivity toward HDAC6, was developed and evaluated preclinically for its ability to bind HDAC6. Herein, we describe the efficient and robust fully automated current Good Manufacturing Practices (cGMP) compliant production method. [18F]EKZ-001 quantification methods were validated in nonhuman primates (NHP) using full kinetic modeling, and [18F]EKZ-001 PET was applied to compare dose-occupancy relationships between two HDAC6 inhibitors, EKZ-317 and ACY-775. [18F]EKZ-001 is cGMP produced with an average decay-corrected radiochem. yield of 14% and an average molar activity of 204 GBq/μmol. We demonstrate that a two-tissue compartmental model and Logan graphical anal. are appropriate for [18F]EKZ-001 PET quantification in NHP brain. Blocking studies show that the novel compound EKZ-317 achieves higher target occupancy than ACY-775. This work supports the translation of [18F]EKZ-001 PET for first-in-human studies.

In some applications, this compound(1228185-09-8)Name: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthetic Route of C16H21O3P. 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: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, is researched, Molecular C16H21O3P, CAS is 97739-46-3, about Advancing Base-Metal Catalysis: Development of a Screening Method for Nickel-Catalyzed Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heterocycles. Author is Goldfogel, Matthew J.; Guo, Xuelei; Melendez Matos, Jeishla L.; Gurak, John A. Jr.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R..

Interest in replacing palladium catalysts with base metals resulted in the development of a 24-reaction screening platform for identifying nickel-catalyzed Suzuki-Miyaura reaction conditions. This method was designed to be directly applicable to process scale-up by employing homogeneous reaction conditions alongside stable and inexpensive nickel(II) precatalysts and has proven to be broadly suitable for complex heterocyclic substrates relevant to bioactive mols. These advances were enabled by the key discovery that a methanol additive greatly improves the reaction performance and enables the use of organic-soluble amine bases. The screening platform and scale-up workflow were applied to a representative cross-coupling using the antipsychotic perphenazine and enabled the rapid development of a gram-scale synthesis that highlighted the utility of this method and the advantages of nickel catalysis for metal remediation.

In some applications, this compound(97739-46-3)Synthetic Route of C16H21O3P is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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: 97739-46-3, is researched, SMILESS is CC1(C2)OC(C3)(C)OC2(C)OC3(C)P1C4=CC=CC=C4, Molecular C16H21O3PJournal, Tetrahedron Letters called Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands, Author is Lamola, Jairus L.; Moshapo, Paseka T.; Holzapfel, Cedric W.; Christopher Maumela, Munaka, the main research direction is palladium catalyst borylation aryl bromide chloride phosphatrioxa adamantane; aryl boronate ester preparation.COA of Formula: C16H21O3P.

Catalysts based on the combination of Pd(OAc)2 and the electron-deficient phosphatrioxa-adamantane ligands are described for borylation of aryl bromides and chlorides. Catalytic evaluation of a small library of phosphatrioxa-adamantane ligands provided some insights on the preferred ligand steric profile for borylation reactions. The corresponding aryl boronate esters were accessed under mild conditions (25-70°) and isolated in high yields (up to 96%).

In some applications, this compound(97739-46-3)COA of Formula: C16H21O3P is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Category: tetrahydropyran. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Bromo-5-methylpyrazine, is researched, Molecular C5H5BrN2, CAS is 98006-90-7, about Palladium Catalyzed C-O Coupling of Amino Alcohols for the Synthesis of Aryl Ethers. Author is Mikus, Malte S.; Sanchez, Carina; Fridrich, Cary; Larrow, Jay F..

Amine containing aryl ethers are common pharmacophore motifs that continue to emerge from drug discovery efforts. As amino alcs. are readily available building blocks, practical methodologies for incorporating them into more complex structures are highly desirable. We report our efforts to explore the application of Pd-catalyzed C-O coupling methods to the arylation of 1,2- and 1,3-amino alcs. [e.g., 1-bromo-4-(trifluoromethyl)benzene + amino alc. I → II (82%, 68% isolated)]. We established general and reliable conditions, under which we explored the scope and limitations of the transformation. The insights gained have been valuable in employing this methodol. within a fast-moving drug discovery environment, which we anticipate will be of general interest to the synthesis and catalysis communities.

In some applications, this compound(98006-90-7)Category: tetrahydropyran is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Javorskis, Tomas; Karpaviciene, Ieva; Jurys, Arminas; Snarskis, Gustautas; Buksnaitiene, Rita; Orentas, Edvinas published an article about the compound: 1-Bromo-2-pentyne( cas:16400-32-1,SMILESS:CCC#CCBr ).Recommanded Product: 1-Bromo-2-pentyne. 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:16400-32-1) through the article.

Catalyst-free addition of ketone enolate to non-activated multiple C-C bonds involves non-complementary reaction partners and typically requires super-basic conditions. On the other hand, highly aggregated or solvated enolates are not reactive enough to undergo direct addition to alkenes or alkynes. Herein, we report a new anionic cascade reaction for one-step assembly of intriguing mol. scaffolds possessing contiguous six-, five-, and four-membered rings, representing a formal [2+2] enol-allene cycloaddition Reaction proceeds under very mild conditions and with excellent diastereoselectivity. Deeper mechanistic and computational studies revealed unusually slow proton transfer phenomenon in cyclic ketone intermediate and explained peculiar stereochem. outcome.

In some applications, this compound(16400-32-1)Recommanded Product: 1-Bromo-2-pentyne is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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 Development of small-molecule probes that selectively kill cells induced to express mutant RAS, published in 2012-02-15, which mentions a compound: 27469-61-0, Name is 1-(Bis(4-chlorophenyl)methyl)piperazine, Molecular C17H18Cl2N2, Category: tetrahydropyran.

Synthetic lethal screening is a chem. biol. approach to identify small mols. that selectively kill oncogene-expressing cell lines with the goal of identifying pathways that provide specific targets against cancer cells. We performed a high-throughput screen of 303,282 compounds from the National Institutes of Health-Mol. Libraries Small Mol. Repository (NIH-MLSMR) against immortalized BJ fibroblasts expressing HRASG12V followed by a counterscreen of lethal compounds in a series of isogenic cells lacking the HRASG12V oncogene. This effort led to the identification of two novel mol. probes (PubChem CID 3689413, ML162 and CID 49766530, ML210) with nanomolar potencies and 4-23-fold selectivities, which can potentially be used for identifying oncogene-specific pathways and targets in cancer cells.

In some applications, this compound(27469-61-0)Category: tetrahydropyran is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

HPLC of Formula: 98006-90-7. 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: 2-Bromo-5-methylpyrazine, is researched, Molecular C5H5BrN2, CAS is 98006-90-7, about Palladium Catalyzed C-O Coupling of Amino Alcohols for the Synthesis of Aryl Ethers. Author is Mikus, Malte S.; Sanchez, Carina; Fridrich, Cary; Larrow, Jay F..

Amine containing aryl ethers are common pharmacophore motifs that continue to emerge from drug discovery efforts. As amino alcs. are readily available building blocks, practical methodologies for incorporating them into more complex structures are highly desirable. We report our efforts to explore the application of Pd-catalyzed C-O coupling methods to the arylation of 1,2- and 1,3-amino alcs. [e.g., 1-bromo-4-(trifluoromethyl)benzene + amino alc. I → II (82%, 68% isolated)]. We established general and reliable conditions, under which we explored the scope and limitations of the transformation. The insights gained have been valuable in employing this methodol. within a fast-moving drug discovery environment, which we anticipate will be of general interest to the synthesis and catalysis communities.

In some applications, this compound(98006-90-7)HPLC of Formula: 98006-90-7 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthetic Route of C5H7Br. 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: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Coumarin-Rasagiline Hybrids as Potent and Selective hMAO-B Inhibitors, Antioxidants, and Neuroprotective Agents. Author is Matos, Maria J.; Herrera Ibata, Diana M.; Uriarte, Eugenio; Vina, Dolores.

The frequency, complexity and morbidity of neurodegenerative diseases make them a great challenge for nowadays medicine. Most of the treatments currently used for Parkinson’s disease – the second most prevalent – are only symptomatic. Therefore, it is urgent to develop drugs that are able to act simultaneously on different targets, being able to stop neuronal death and promote the recovery of neuronal populations already affected. In this work, we studied the activity of a series of hybrid mols., which combine the structure of both coumarin and an alkynylamine group inspired on rasagiline, as MAO inhibitors, antioxidants and neuroprotective agents. Half of the studied hybrids turned out to be selective monoamine oxidase B (hMAO-B) inhibitors in the low micro/nanomolar range, demonstrating that positions 3 (compounds 1-3) and 7 (compounds 8 and 10) of the coumarin scaffold are the most suitable for the incorporation of the alkynylamine chain. All the studied compounds proved to be capable of neutralizing free radicals (DPPH). Finally, the 4-(but-2-yn-1-ylamino)coumarin (5) showed neuroprotective effects on glial cells and the 4-methyl-7-(pent-2-yn-1-ylamino)coumarin (8) inhibited intraneuronal ROS production as well.

In some applications, this compound(16400-32-1)Synthetic Route of C5H7Br is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics