Month: April 2022

Category: alcohols-buliding-blocks. 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: 3-Bromo-4-chloronitrobenzene, is researched, Molecular C6H3BrClNO2, CAS is 16588-26-4, about Development of a Tripeptide Mimetic Strategy for the Inhibition of Protein Farnesyltransferase. Author is Kothare, Mohit A.; Ohkanda, Junko; Lockman, Jeffrey W.; Qian, Yimin; Blaskovich, Michelle A.; Sebti, Said M.; Hamilton, Andrew D..

This paper describes the development of a novel terphenyl-based tripeptide mimetic of the CAAX carboxy terminal sequence of Ras. We employ a concise synthesis to form a series of differently functionalized terphenyl inhibitors of protein farnesyltransferase (PFTase), exemplified by I [R = (S)-HSCH2CH(NH2)CH2- (II); R = HS-3-C6H4C(O)- (III); R = HSCH2CH2C(O)- (IV)]. The key reaction in the synthesis of the terphenyl Me ester, and therefore III and IV, was the Pd-catalyzed chemoselective Suzuki cross-coupling of 3-bromo-4-chloronitrobenzene with an appropriate boronic acid derivative utilizing a com. available, electron rich phosphine ligand. We further show that II is a potent inhibitor of PFTase.

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Product Details of 16588-26-4. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 3-Bromo-4-chloronitrobenzene, is researched, Molecular C6H3BrClNO2, CAS is 16588-26-4, about Optimization of 5-(2,6-dichlorophenyl)-3-hydroxy-2-mercaptocyclohex-2-enones as potent inhibitors of human lactate dehydrogenase. Author is Labadie, Sharada; Dragovich, Peter S.; Chen, Jinhua; Fauber, Benjamin P.; Boggs, Jason; Corson, Laura B.; Ding, Charles Z.; Eigenbrot, Charles; Ge, HongXiu; Ho, Qunh; Lai, Kwong Wah; Ma, Shuguang; Malek, Shiva; Peterson, David; Purkey, Hans E.; Robarge, Kirk; Salphati, Laurent; Sideris, Steven; Ultsch, Mark; VanderPorten, Erica; Wei, BinQing; Xu, Qing; Yen, Ivana; Yue, Qin; Zhang, Huihui; Zhang, Xuying; Zhou, Aihe.

Optimization of 5-(2,6-dichlorophenyl)-3-hydroxy-2-mercaptocyclohex-2-enone using structure-based design strategies resulted in inhibitors with considerable improvement in biochem. potency against human lactate dehydrogenase A (LDHA). These potent inhibitors were typically selective for LDHA over LDHB isoform (4-10 fold) and other structurally related malate dehydrogenases, MDH1 and MDH2 (>500 fold). An X-ray crystal structure of enzymically most potent mol. bound to LDHA revealed two addnl. interactions associated with enhanced biochem. potency.

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Formula: C10H10ClNO. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Mild and Efficient Cobalt-Catalyzed Cross-Coupling of Aliphatic Amides and Aryl Iodides in Water. Author is Tan, Bryan Yong-Hao; Teo, Yong-Chua.

A convenient protocol for the C-N cross-coupling of aliphatic amides and iodobenzene is demonstrated using a simple and inexpensive Co(C2O4)·2H2O/N,N’-dimethylethylenediamine (DMEDA) catalytic system in water. Good yields of N-arylated products I [R1 = Pr, i-Pr, Bu, etc; R2 = Ph, 2-F-C6H4, 4-Me-C6H4, etc.] were isolated (up to 85%) and the protocol has been successfully applied to the synthesis of the anticancer drug, flutamide.

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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 Regioselective metalation of the 4-position of pyridine. New and convenient alkylation and acylation of 3-amino-5-methoxypyridine, published in 1981-08-14, which mentions a compound: 77903-28-7, Name is 5-Methoxy-4-methylpyridin-3-amine, Molecular C7H10N2O, COA of Formula: C7H10N2O.

The reaction of 3-methoxy-5-pivaloylaminopyridine with BuLi at low temperature in THF gives the 4-lithiopyridines, which react with various electrophiles to give the corresponding 4-substituted 3-methoxy-5-pivaloylaminopyridines. The conversion of the 5-pivaloylamino group to other substituents via the pyridyl radical was also examined

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Reference of 1-(4-Chlorophenyl)pyrrolidin-2-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Selective synthesis of pyrrolidin-2-ones and 3-iodopyrroles via the ring contraction and deformylative functionalization of piperidine derivatives. Author is Wang, Fang; Zhang, Xinying; He, Yan; Fan, Xuesen.

In this paper, a selective synthesis of pyrrolidin-2-ones and 3-iodopyrroles via the cascade reactions of N-substituted piperidines is presented [e.g., N-phenylpiperidine → N-phenyl-2-pyrrolidinone (58%) in presence of Cu(OAc)2/KI/Oxone/O2 in MeCN and N-phenylpiperidine → 3-iodo-N-phenylpyrrole (65%) in presence of Cu(OAc)2/I2/DMAP/O2 in MeCN]. Mechanistically, the formation of pyrrolidin-2-ones involves a domino process including the in situ formation of pyrrolidine-2-carbaldehyde followed by carboxylic acid formation, decarboxylation and ipso-oxidation On the other hand, 3-iodopyrroles are believed to be formed via the initial generation of pyrrolidine-2-carbaldehyde followed by carboxylic acid formation, decarboxylation, dehydrogenation, iodination and aromatization. Interestingly, either pyrrolidin-2-ones or 3-iodopyrroles could be obtained selectively from the same substrates, and the selectivity was easily tuned by using a specific oxidant and additive.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Reaction of Grignard reagent with 3,5-dicyanopyridines》. Authors are Lukes, R.; Kuthan, J..The article about the compound:Pyridine-3,5-dicarbonitrilecas:1195-58-0,SMILESS:N#CC1=CC(C#N)=CN=C1).Related Products of 1195-58-0. Through the article, more information about this compound (cas:1195-58-0) is conveyed.

Et2O solutions of 3,5-dicyanopyridines reacted at 20-40° with MeMgI (Ia) or EtMgBr (Ib) in 4-6-fold excess to form NH.CR1:C(CN).CR2:C(CN).CHR3 or NH.CR1:C(CN).CHR2.C(CN):CR3. The following were prepared: R1 = R2 = R3 = H (I); R1 = R2 = H, R3 = Me (II); R1 = R3 = H, R2 = Et (III); R1 = Me, R2 = R3 = H (IV); R1 = R3 = Me, R3 = H (V); R1 = R3 = Me, R2 = H (VI); R1 = H, R2 = R3 = Me (VII); R1 = H, R2 = Me, R3 = Et (VIII); R1 = H, R2 = Et, R3 = Me (IX); R1 = R3 = Me, R2 = H (X); R1 = R2 = R3 = Me (XI); R1 = R2 = H, R3 = Me (XII); R1 = R3 = H, R2 = Et (XIII); R1 = R2 = Me, R3 = H (XIV); R1 = R2 = R3 = Me (XV). I with Ia gave 76% XII, I with Ib 65% XIII, II with Ia 66% VII, II with Ib 48% VIII, III with Ia 89% IX, IV with Ia about 43% X and XIV, V with Ia 82% XI, VI with Ia 35% XV.

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Safety of 1-(4-Chlorophenyl)pyrrolidin-2-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: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Ruthenium-catalyzed synthesis of N-substituted lactams by acceptorless dehydrogenative coupling of diols with primary amines.

The first example of synthesis of N-substituted lactams I (R = Ph, 4-(propan-2-yl)phenyl, 2H-1,3-benzodioxol-5-yl, naphthalen-2-yl, etc.; n = 1,2,3) and N-(p-tolyl)isoindolin-2-one via an acceptorless dehydrogenative coupling of diols HO(CH2)2(CH2)nCH2OH and [2-(hydroxymethyl)phenyl]methanol with primary amines RNH2 in one step, which was enabled by combining Ru3(CO)12 with a hybrid N-heterocyclic carbene-phosphine-phosphine ligand as the catalyst have been reported.

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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: 12080-32-9, is researched, Molecular C8H12Cl2Pt, about Platinum(II) Complexes with Bis(pyrazolyl)borate Ligands: Increased Molecular Rigidity for Bidentate Ligand Systems, the main research direction is platinum bispyrazolylborate mol rigidity thermal stability photoluminescence; crystal structure mol platinum bispyrazolylborate cyclometalated NHC complex optimized; bispyrazolylborate platinum cyclometalated heterocyclic carbene complex preparation photophys property; N-heterocyclic carbene; OLED; deep-blue emission; phosphorescence; platinum.Related Products of 12080-32-9.

The structural motif of platinum(II) complexes bearing cyclometalating N-heterocyclic carbene ligands can be used to design deep-blue phosphors for application in organic light-emitting diodes. However, the photophys. properties of the resulting mols. are also highly dependent on the auxiliary ligand. These often allow mol. deformations in the excited state which contribute to non-radiative decay processes that diminish the attainable quantum yield. The use of bis(pyrazolyl)borate-based auxiliary ligands enforces a high mol. rigidity due to their unique geometry. The steric crowding in the coordination sphere inhibits deformation processes and results in highly efficient deep-blue platinum(II) emitters with CIE coordinates below (0.15; 0.15).

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Computed Properties of C8H12Cl2Pt. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Dichloro(1,5-cyclooctadiene)platinum(II), is researched, Molecular C8H12Cl2Pt, CAS is 12080-32-9, about Understanding Doping Effects on Electronic Structures of Gold Superatoms: A Case Study of Diphosphine-Protected M@Au12 (M = Au, Pt, Ir). Author is Hirai, Haru; Takano, Shinjiro; Nakamura, Toshikazu; Tsukuda, Tatsuya.

Dopants into ligand-protected Au superatoms have been hitherto limited to group X-XII elements (Pt, Pd, Ag, Cu, Hg, and Cd). To expand the scope of the dopants to the group IX elements, the authors synthesized unprecedented [IrAu12(dppe)5Cl2]+ [IrAu12; dppe = 1,2-bis(diphenylphosphino)ethane] and [PtAu12(dppe)5Cl2]2+ (PtAu12) and compared their electronic structures with that of [Au13(dppe)5Cl2]3+ (Au13). Single-crystal x-ray diffractometry, 31P{1H} NMR, and Ir L3-edge extended X-ray absorption fine structure anal. of IrAu12 revealed that the single Ir atom is located at the center of the icosahedral IrAu12 core. Electrochem. anal. demonstrated that the energy levels of the highest occupied MOs are upshifted in the order of Au13 < PtAu12 < IrAu12. This trend was qual. explained in such a manner that the jellium core potential at the central position becomes shallower by replacing Au+ with Pt0 and further with Ir-. IrAu12 underwent reversible redox reactions between the charge states of 1+ and 2+. The gradual increase of the energy gap between the HOMO and LUMO in the order of Au13 < PtAu12 < IrAu12 was observed by electrochem. measurement and optical spectroscopy. This study provides a simple guiding principle to tune the electronic structures of heterometal-doped superatoms. The orbital energies of [IrAu12(dppe)5Cl2]+ (IrAu12) and [PtAu12(dppe)5Cl2]2+ (PtAu12) were compared with those of [Au13(dppe)5Cl2]3+ (Au13) by electrochem. anal. The superat. orbitals were shifted up in the order of IrAu12 > PtAu12 > Au13. The result was explained by the upshift of the bottom of the effective potential due to different formal charge states of the dopants. Whereas Au was incorporated as Au+, Ir and Pt were incorporated as Ir- and Pt0, resp.

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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.Ohkanda, Junko; Lockman, Jeffrey W.; Kothare, Mohit A.; Qian, Yimin; Blaskovich, Michelle A.; Sebti, Said M.; Hamilton, Andrew D. researched the compound: 3-Bromo-4-chloronitrobenzene( cas:16588-26-4 ).Safety of 3-Bromo-4-chloronitrobenzene.They published the article 《Design and Synthesis of Potent Nonpeptidic Farnesyltransferase Inhibitors Based on a Terphenyl Scaffold》 about this compound( cas:16588-26-4 ) in Journal of Medicinal Chemistry. Keywords: terphenylcarboxylate aminomercaptopropylamino imidazolylmethylamino preparation farnesyl transferase inhibitor. We’ll tell you more about this compound (cas:16588-26-4).

By modification of key carboxylate, hydrophobic, and zinc-binding groups projected from a sterically restricted terphenyl scaffold, a series of simple and nonpeptide mimetics of the Cys-Val-Ile-Met tetrapeptide substrate of protein farnesyltransferase (FTase) have been designed and synthesized. A crystal structure of 4-nitro-2-phenyl-3′-methoxycarbonylbiphenyl shows that the terphenyl fragment provides a large hydrophobic surface that potentially mimics the hydrophobic side chains of the three terminal residues in the tetrapeptide. 2-Phenyl-3-{N-[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}amino-3′-carboxylbiphenyl, in which the free thiol group was replaced with a 1-(4-cyanobenzyl)imidazole group, shows submicromolar inhibition activity against FTase in vitro and inhibits H-Ras processing in whole cells.

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