Month: October 2022

Apelt, Joachim; Ligneau, Xavier; Pertz, Heinz H.; Arrang, Jean-Michel; Ganellin, C. Robin; Schwartz, Jean-Charles; Schunack, Walter; Stark, Holger published the artcile< Development of a New Class of Nonimidazole Histamine H3 Receptor Ligands with Combined Inhibitory Histamine N-Methyltransferase Activity>, COA of Formula: C11H16O2, the main research area is piperidinoalkanamine derivative preparation histamine receptor methyltransferase.

In search of novel ways to enhance histaminergic neurotransmission in the central nervous system, a new class of nonimidazole histamine H3 receptor ligands were developed that simultaneously possess strong inhibitory activity on the main histamine metabolizing enzyme, histamine N-methyltransferase (HMT). The novel compounds contain an aminoquinoline moiety, which is an important structural feature for HMT inhibitory activity, connected by different spacers to a piperidino group (for H3 receptor antagonism). Variation of the spacer structure provides two different series of compounds One series, having only an alkylene spacer between the basic centers, led to highly potent HMT inhibitors with moderate to high affinity at human histamine H3 receptors. The second series possesses a p-phenoxypropyl spacer, which may be extended by another alkylene chain. This latter series also showed strong inhibitory activity on HMT, and in most cases, the H3 receptor affinity even surpassed that of the first series. One of the most potent compounds with this dual mode of action is 4-(4-(3-piperidinopropoxy)phenylamino)quinoline (hH3, Ki = 0.09 nM; HMT, IC50 = 51 nM). This class of compounds showed high antagonist potency and good H3 receptor selectivity in functional assays in guinea pig on H1, H2, and H3 receptors. Because of low or missing in vivo activity of two selected compounds, the proof of concept of these valuable pharmacol. tools for the supposed superior overall enhancing effect on histaminergic neurotransmission failed to appear hitherto.

Journal of Medicinal Chemistry published new progress about Drug screening. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, COA of Formula: C11H16O2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adams, Theodore C.; Combs, Donald W.; Daves, G. Doyle Jr.; Hauser, Frank M. published the artcile< 7-Amino-5-(methylamino)heptanoic acid: a potential putrescine hapten>, Electric Literature of 52244-70-9, the main research area is heptanoic acid amino aminomethyl; aminoheptanoic acid aminomethyl.

H2N(CH2)2CH(CH2NH2)(CH2)3CO2H was prepared in three steps from R(CH2)3CHO (R = C6H4OMe-4, CH:CH2, CCH) by condensation with NCCH2CO2Et and KCN to form R(CH2)3CH(CN)CH2CN. Oxidation of the latent carboxyl substituent R and catalytic reduction of the succinonitrile groups completed the synthesis.

Journal of Organic Chemistry published new progress about 52244-70-9. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Electric Literature of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Dobah, Farhaan; Mazodze, C. Munashe; Petersen, Wade F. published the artcile< Cross-Dehydrogenative Cyclization-Dimerization Cascade Sequence for the Synthesis of Symmetrical 3,3'-Bisoxindoles>, Category: ethers-buliding-blocks, the main research area is bisoxindole preparation; oxoalkyl anilide preparation manganese tandem oxidative radical cyclization dimerization.

The synthesis of sym. 3,3′-bisoxindoles from simple acyclic β-oxoanilides were reported. The described method forged three new C-C bonds in a single step via a sequential Mn(OAc)3·2H2O mediated oxidative radical cyclization-fragmentation-dimerization process. The scope of this reaction was demonstrated in the preparation of a variety of 3,3′-bisoxindoles, as well as its application toward the formal synthesis of the Calycanthaceae alkaloid, (±)-folicanthine.

Organic Letters published new progress about Acid chlorides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Category: ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhao, Xiaoyong; Poon, Zhiyong; Engler, Amanda C.; Bonner, Daniel K.; Hammond, Paula T. published the artcile< Enhanced Stability of Polymeric Micelles Based on Postfunctionalized Poly(ethylene glycol)-b-poly(γ-propargyl L-glutamate): The Substituent Effect>, Quality Control of 52244-70-9, the main research area is block copolymer polymeric micelle polyethylene glycol propargyl glutamate stability.

One of the major obstacles that delay the clin. translation of polymeric micelle drug delivery systems is whether these self-assembled micelles can retain their integrity in blood following i.v. injection. The objective of this study was to evaluate the impact of core functionalization on the thermodn. and kinetic stability of polymeric micelles. The combination of ring-opening polymerization of N-carboxyanhydride (NCA) with highly efficient “”click”” coupling has enabled easy and quick access to a family of poly(ethylene glycol)-block-poly(γ-R-glutamate)s with exactly the same block lengths, for which the substituent “”R”” is tuned. The structures of these copolymers were carefully characterized by 1H NMR, FT-IR, and GPC. When pyrene is used as the fluorescence probe, the critical micelle concentrations (CMCs) of these polymers were found to be in the range of 10-7-10-6 M, which indicates good thermodn. stability for the self-assembled micelles. The incorporation of polar side groups in the micelle core leads to high CMC values; however, micelles prepared from these copolymers are kinetically more stable in the presence of serum and upon SDS disturbance. It was also observed that these polymers could effectively encapsulate paclitaxel (PTX) as a model anticancer drug, and the micelles possessing better kinetic stability showed better suppression of the initial “”burst”” release and exhibited more sustained release of PTX. These PTX-loaded micelles exerted comparable cytotoxicity against HeLa cells as the clin. approved Cremophor PTX formulation, while the block copolymers showed much lower toxicity compared to the cremophor-ethanol mixture The present work demonstrated that the PEG-b-PPLG can be a uniform block copolymer platform toward development of polymeric micelle delivery systems for different drugs through the facile modification of the PPLG block.

Biomacromolecules published new progress about Blood. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Quality Control of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Ruchelman, Alexander L.; Connolly, Terrence J. published the artcile< Enantioselective synthesis of the apremilast aminosulfone using catalytic asymmetric hydrogenation>, COA of Formula: C12H19NO4S, the main research area is enantioselective apremilast aminosulfone catalytic asym hydrogenation.

Celgene’s Otezla (apremilast) is the first and only PDE4 inhibitor approved by the US FDA for the treatment of plaque psoriasis and psoriatic arthritis. Apremilast has been historically prepared via resolution to obtain the enantioenriched aminosulfone intermediate. Herein we have investigated the use of catalytic asym. hydrogenation for the enantioselective synthesis of the key aminosulfone intermediate in order to identify a higher yielding and greener synthesis route. Asym. reduction of the enamine 3-EtO-4-MeOC6H3C(NH2):CHSO2Me and the ketone 3-EtO-4-MeOC6H3COCH2SO2Me both proceeded with high selectivities, generating their resp. products with >95% ee.

Tetrahedron: Asymmetry published new progress about Enantioselective synthesis. 608141-42-0 belongs to class ethers-buliding-blocks, and the molecular formula is C12H19NO4S, COA of Formula: C12H19NO4S.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Mohamed, Salah E. N.; Whiting, Donald A. published the artcile< Synthesis of meta,meta-bridged biaryls [7,0-metacyclophanes] via aryl-aryl coupling: factors affecting the cyclization>, Name: 4-(4-Methoxyphenyl)-1-butanol, the main research area is iodoarylheptane cyclization; metacycloptane.

Isoxazoline I and 3,4-I(MeO)C6H3(CH2)4CH(OAc)(CH2)2C6H3(OMe)I-4,3 were prepared; on treatment with (Ph3P)4Ni in DMF at 55-65° for 48 h these compounds cyclized to the [7.0]metacyclophanes II and III, resp., in 31 and 49% yield, resp. The analog 3,4-I(MeO)C6H3(CH2)4SO2(CH2)3C6H3(OMe)I-4,3 was also prepared; it failed to cyclize. Steric effects at the coupling site are more important than torsional strain in the products in determination of the product yield.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Cyclocondensation reaction, intramolecular. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Name: 4-(4-Methoxyphenyl)-1-butanol.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Chen, Yixuan; Gu, Yuefei; Meng, Huan; Shao, Qianzhen; Xu, Zhenchuang; Bao, Wenjing; Gu, Yucheng; Xue, Xiao-Song; Zhao, Yanchuan published the artcile< Metal-Free C-H Functionalization via Diaryliodonium Salts with a Chemically Robust Dummy Ligand>, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is unsym iodonium salt preparation; Cross-Coupling; C−H Functionalization; Diaryliodonium Salts; Hypervalent Compounds; Structural Diversification.

A two-step strategy for the transition-metal-free C-H functionalization of arenes using unsym. iodonium salts as versatile synthetic linchpins was presented. The key to the success of this strategy was the identification of the 3,5-dimethyl-4-isoxazolyl (DMIX) group as a superior dummy ligand, which enabled not only site-selective C-H functionalization to afford unsym. iodonium salts I [R = Ph, 2-thienyl, 3,4-di-ClC6H4, etc.; X = OAc, OTs], but also highly selective aryl transfer during the subsequent metal-free coupling reaction. Both electron-rich and moderately electron-deficient arenes could be converted into the iodonium salts through C-H functionalization, allowing for diverse structural elaboration by metal-free C-N, C-C, C-S, and C-O coupling.

Angewandte Chemie, International Edition published new progress about C-H bond activation. 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem