Tag: M.W=150-200

Tamiz, Amir P.; Whittemore, Edward R.; Woodward, Richard M.; Upasani, Ravindra B.; Keana, John F. W. published the artcile< Structure-activity relationship for a series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles: potent subtype-selective inhibitors of N-methyl-D-aspartate (NMDA) receptors>, Application In Synthesis of 52244-70-9, the main research area is neuroprotectant SAR tetrahydropyridoindole derivative NMDA receptor; structure tetrahydropyridoindole derivative NR1A2B NMDA receptor; neurodegenerative disorder tetrahydropyridoindole derivative neuroprotective SAR.

A series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles was synthesized as potential antagonists for the NR1A/2B subtype of N-methyl-D-aspartate (NMDA) receptors. Assayed by elec. recording under steady-state conditions, 7-hydroxy-2-(4-phenylbutyl)-1,2,3,4-tetrahydropyrido-[3,4-b]indole (30) was the most potent compound in the series having an IC50 value of 50 nM at the NR1A/2B receptors.

Bioorganic & Medicinal Chemistry Letters published new progress about Crystal structure. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Application In Synthesis of 52244-70-9.

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

Wang, Junhua; Pettus, Liping H.; Pettus, Thomas R. R. published the artcile< Cycloadditions of o-quinone dimethides with p-quinol derivatives: regiocontrolled formation of anthracyclic ring systems>, Recommanded Product: 3-Methoxy-2-methylbenzaldehyde, the main research area is regioselective cycloaddition anthracyclic ring system rishirilide B preparation.

Regioselective cycloadditions between the cyclohexadienones and an ortho-quinone dimethide, which is thermally generated from the corresponding 1,3-dihydro-1-methoxy-2,2-dioxide benzo[c]thiophene, are reported. The synthetic sequence provides rapid access to highly substituted anthracyclic system and may be of use for construction of the natural product (+)-rishirilide B.

Tetrahedron Letters published new progress about Cycloaddition reaction, regioselective. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Recommanded Product: 3-Methoxy-2-methylbenzaldehyde.

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

Chang, Che-Chien; Cao, Song; Kang, Soosung; Kai, Li; Tian, Xinyong; Pandey, Prativa; Dunne, Sara Fernandez; Luan, Chi-Hao; Surmeier, D. James; Silverman, Richard B. published the artcile< Antagonism of 4-substituted 1,4-dihydropyridine-3,5-dicarboxylates toward voltage-dependent L-type Ca2+ channels CaV1.3 and CaV1.2>, Category: ethers-buliding-blocks, the main research area is dihydropyridine dicarboxylate derivative structure calcium channel blocker neuroprotective.

L-type Ca2+ channels in mammalian brain neurons have either a CaV1.2 or CaV1.3 pore-forming subunit. Recently, it was shown that CaV1.3 Ca2+ channels underlie autonomous pacemaking in adult dopaminergic neurons in the substantia nigra pars compacta, and this reliance renders them sensitive to toxins used to create animal models of Parkinson’s disease. Antagonism of these channels with the dihydropyridine antihypertensive drug isradipine diminishes the reliance on Ca2+ and the sensitivity of these neurons to toxins, pointing to a potential neuroprotective strategy. However, for neuroprotection without an antihypertensive side effect, selective CaV1.3 channel antagonists are required. In an attempt to identify potent and selective antagonists of CaV1.3 channels, 124 dihydropyridines (4-substituted-1,4-dihydropyridine-3,5-dicarboxylic diesters) were synthesized. The antagonism of heterologously expressed CaV1.2 and CaV1.3 channels was then tested using electrophysiol. approaches and the FLIPR Calcium 4 assay. Despite the large diversity in substitution on the dihydropyridine scaffold, the most CaV1.3 selectivity was only about twofold. These results support a highly similar dihydropyridine binding site at both CaV1.2 and CaV1.3 channels and suggests that other classes of compounds need to be identified for CaV1.3 selectivity.

Bioorganic & Medicinal Chemistry published new progress about L-type calcium channel blockers. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Category: ethers-buliding-blocks.

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

Kende, Andrew S.; Curran, Dennis P. published the artcile< Total synthesis of juncusol>, Application In Synthesis of 56724-03-9, the main research area is juncusol total synthesis; cyclization vinylhydroxymethylbiphenyl photochem; biphenyl vinyl hydroxymethyl photocyclization.

Juncusol (I) was prepared from 2,3-Me(MeO)C6H3CHO in 12 steps through coupling of bromide II (R = Br) with iodide II (R = iodo) to give diimine III (R = R1 = (cyclohexylimino)methyl]. The ring skeleton in I was constructed by conversion of the diimine to III (R = CH:CH2, R1 = CH2OH) followed by photocyclization.

Tetrahedron Letters published new progress about Photocyclization. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Application In Synthesis of 56724-03-9.

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

Kende, Andrew S.; Koch, Kevin published the artcile< Intramolecular radical cyclization of phenolic nitronates. Facile synthesis of annelated tropone and tropolone derivatives>, Electric Literature of 52244-70-9, the main research area is nitrophenolate electron transfer cyclization; spirocyclic nitro dienone preparation rearrangement; bicyclic tropone.

Treating p-HOC6H4(CH2)nNO2 (n = 4, 5) or 4,3-HO(MeO)C6H3(CH2)4NO2 with aqueous KOH followed by K3Fe(CN)6 gives spirocyclic nitrodienones I (X = CH2, CH2CH2; R = H, OMe), which rearrange to bicyclic tropones II (same X, R).

Tetrahedron Letters published new progress about Cycloaddition reaction, intramolecular. 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

Cho, Hyunkyung; Jeon, Hongjun; Shin, Jae Eui; Lee, Seokwoo; Park, Soojun; Kim, Sanghee published the artcile< Asymmetric synthesis of Cα-substituted prolines through Curtin-Hammett-controlled diastereoselective N-alkylation>, Safety of 3-Methoxy-2-methylbenzaldehyde, the main research area is substituted proline enantioselective diastereoselective synthesis chirality transfer Stevens rearrangement; amino acid proline ester alkylation substituted benzyl; alkylation mechanism Curtin Hammett principle DFT transition state; crystal structure substituted proline quaternization free energy steric effect; Curtin-Hammett principle; chirality transfer; proline derivatives; rearrangement; stereoselectivity.

Asym. synthesis of α-substituted proline derivatives has been accomplished by an efficient chirality-transfer method. High diastereoselectivity of the N-alkylation of the proline ester (C→N chirality transfer) was achieved when a 2,3-disubstituted benzyl group was used as the N-substituent. DFT calculations provided a mechanistic rationale for the high degree of stereoselectivity. The generated N-chirality of the quaternary ammonium salt was transferred back to the α-carbon through a stereoselective [2,3]-Stevens rearrangement (N→C chirality transfer) to give α-substituted proline ester.

Chemistry – A European Journal published new progress about Alkylation, stereoselective. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Safety of 3-Methoxy-2-methylbenzaldehyde.

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

Comins, Daniel L.; Brown, Jack D. published the artcile< Ortho substitution of m-anisaldehyde via α-amino alkoxide directed lithiation>, Safety of 3-Methoxy-2-methylbenzaldehyde, the main research area is ortho substitution anisaldehyde; amino alkoxide directed lithiation; regioselective lithiation anisaldehyde; methylation anisaldehyde regioselective; methylanisaldehyde.

The directed lithiation of α-amino alkoxides derived from 3-MeOC6H4CHO (I) was studied. The α-amino alkoxides were formed in situ by the addition of I to N-MeLiNCH2CH2NMe2, MeLiNNMe2 or lithium N-methylpiperazide. Several lithiation-methylation reactions of the in situ formed α-amino alkoxides were performed and the products analyzed for 2,3-, 6,3- and 4,3-Me(MeO)C6H3CHO and I. Mixtures of products were obtained in several cases. A highly regioselective directed lithiation occurred at C(2) in C6H6 or PhMe in the presence of MeLiNNMe2 and PhLi. In this manner, 2,3-Me(MeO)C6H3CHO of 96% purity was prepared in 1 step from I in 91% yield.

Journal of Organic Chemistry published new progress about Lithiation, regioselective. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Safety of 3-Methoxy-2-methylbenzaldehyde.

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

Gilmartin, Philip H.; Kozlowski, Marisa C. published the artcile< Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products>, HPLC of Formula: 56724-03-9, the main research area is vanadium catalyzed oxidative intramol coupling tethered phenol dienone.

A mild and efficient method for the vanadium-catalyzed intramol. coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Organic Letters published new progress about Biomimetic synthesis. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, HPLC of Formula: 56724-03-9.

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

Bezencon, Olivier; Bur, Daniel; Weller, Thomas; Richard-Bildstein, Sylvia; Remen, Lubos; Sifferlen, Thierry; Corminboeuf, Olivier; Grisostomi, Corinna; Boss, Christoph; Prade, Lars; Delahaye, Stephane; Treiber, Alexander; Strickner, Panja; Binkert, Christoph; Hess, Patrick; Steiner, Beat; Fischli, Walter published the artcile< Design and Preparation of Potent, Nonpeptidic, Bioavailable Renin Inhibitors>, SDS of cas: 56724-03-9, the main research area is aryl substituted diazabicyclononenecarboxamide preparation selective renin inhibitor antihypertensive; potent nonpeptidic bioavailable diazabicyclononenecarboxamide renin inhibitor; structure aryl substituted diazabicyclononenecarboxamide inhibition renin; mol crystal structure renin bound nonracemic aryloxyethylphenyl diazabicyclononenecarboxamide.

Aryl-substituted diazabicyclononenecarboxamides such as I are prepared as selective human renin inhibitors for potential use as antihypertensive agents. Aryl substituents and the carboxamide moiety of the diazabicyclononenecarboxamides are essential for selective binding to renin; attachment of a substituent to the methyleneaminomethylene bridge of the diazabicyclononenecarboxamides does not modify the binding affinity but alters the pharmacokinetics of the product. I inhibits renin with an IC50 of 0.20 nM in buffer and 19 nM in plasma; a 10 mg/kg dose of I lowers the blood pressures of transgenic rats over a period of 36 h. The structures of both enantiomers of an aryloxyethylphenyl diazabicyclononenecarboxamide sep. bound to human renin are determined by X-ray crystallog.

Journal of Medicinal Chemistry published new progress about Antihypertensives. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, SDS of cas: 56724-03-9.

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

Ondrejkova, Alica; Lindroth, Rickard; Hilmersson, Goeran; Wallentin, Carl-Johan published the artcile< Utilizing a needle as a source of iron in synergistic dual photoredox catalytic generation of alkoxy radicals>, Related Products of 52244-70-9, the main research area is THF bromoketone preparation photoredox iron synergistic catalysis.

A visible-light mediated alkoxy radical generation is described, which allows for a structurally divergent oxidative C(sp3)-H bond functionalization. This protocol employs a photoredox/iron dual catalysis allowing for an unprecedented chemoselective single-step transformation of alc. derivatives giving access to two valuable sets of products, tetrahydrofurans and γ-bromoketones, under one set of conditions. Addition of iron, by slow corrosion of a needle, provides superior reaction efficiency as compared to various iron(III) complexes.

Chemical Communications (Cambridge, United Kingdom) published new progress about C-H bond activation. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Related Products of 52244-70-9.

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