Tag: M.W=150-200

Koskinen, Ari published the artcileNovel applications of the modified Polonovski reaction. III. Regiospecific functionalization of carbon atoms α to heterocyclic nitrogen, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate, the main research area is Polonovski reaction piperidine carboxylate; nitrile piperidine.

A nitrile substituent was introduced at the exocyclic α C atom of the piperidine N, making the center either nucleo- or electrophilic in subsequent transformations. Piperidineacetates I (R1 = Me, Et, Ph, R2 = R3 = H; R1 = R2 = Me, R3 = H; R1 = Me, R2 = H, R3 = Et, Δ3) and II (R4 = CO2Me) were oxidized and the product converted via a modified Polonovski reaction [(F3CCO)2O instead of Ac2O] to the cyano compounds III and II (R4 = cyano), as well as IV and V (R4 = cyano). The generality of the method, along with the ease of operation, high yields, and regiospecificity, make this reaction highly versatile for synthetic purposes.

Tetrahedron published new progress about Polonovski fragmentation. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tiwari, Shashi B. published the artcileSynthesis of 3-(5-bromo-2,3-dimethoxy-phenyl)-[1, 2, 4] oxadiazole analogues and their evaluation as anti-Parkinson’s agents, Computed Properties of 1690-74-0, the main research area is bromo dimethoxyphenyl oxadiazole preparation antiparkinson activity.

A series of 3-(5-bromo-2,3-dimethoxy-phenyl)-[1, 2, 4] oxadiazole derivatives, e.g., I, was prepared and their evaluation for anti-Parkinson’s activity was measured in vivo using albino rats. The result of the biol. activity studies indicated that some of the synthesized compounds have good agonistic activity on the dopamine receptors and a few of them were also found to be free from neurotoxicity. Thus these compounds might be useful ligands for studying the functional role of dopamine receptors in vivo. The high log P value of the compounds indicates that they should easily cross the blood-brain barrier (log P > 2.6).

Medicinal Chemistry Research published new progress about Antiparkinsonian agents. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Computed Properties of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Freifelder, Morris published the artcileNuclear magnetic resonance spectra of some N-substituted methylamines. II. Effect of acidic conditions, Quality Control of 1690-74-0, the main research area is .

cf. CA 64, 4478f. The N.M.R. spectra of a number of N-substituted methylamines in acidic media are examined Among those studied–RNHCH3 (R is alkyl, aralkyl, cyclic, or cycloalkyl)–the N-methyl signal is a triplet (J = 5.5 cps.) when the spectra are run in various solvents to which hydrochloric acid is added to pH 1.0 or below. Under similar conditions, the spectra of tertiary N-methylamines, where one of the above R groups is substituted for H, show the N-methyl signal as a doublet (J = 4-5.5 cps.). Splitting of the signal among saturated N-methyl heterocycles is observed in strongly acidified solvent only when one N atom is part of the heterocyclic system. In neutral solvent, the spectra of the aforementioned compounds show a single peak for the N-methyl protons in every instance. In the piperazine series, if one ring N is acylated and the spectrum of the 1-acyl-4-methylpiperazine is ran in trifluoroacetic acid, the N-methyl signal is seen as a doublet, otherwise a single peak is noted among other N-methylpiperazines. An attempt is made to classify N-substituted methylamines by means of the N-methyl signal in their spectra in neutral solvent and various acidic media.

Journal of Organic Chemistry published new progress about NMR (nuclear magnetic resonance). 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Quality Control of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ngo, Huy X. published the artcilePotent 1,2,4-Triazino[5,6b]indole-3-thioether Inhibitors of the Kanamycin Resistance Enzyme Eis from Mycobacterium tuberculosis, Recommanded Product: 2-(Chloromethyl)-1-methylpiperidine hydrochloride, the main research area is triazinoindole thioether kanamycin resistance aminoglycoside acetyltransferase Eis Mycobacterium tuberculostatic; aminoglycoside resistance; antitubercular agent; combination therapy; high-throughput screen; structure-activity relationship (SAR).

A common cause of resistance to kanamycin (KAN) in tuberculosis is overexpression of the enhanced intracellular survival (Eis) protein. Eis is an acetyltransferase that multiacetylates KAN and other aminoglycosides, rendering them unable to bind the bacterial ribosome. By high-throughput screening, a series of substituted 1,2,4-triazino[5,6b]indole-3-thioether mols. were identified as effective Eis inhibitors. Herein, the authors purchased 17 and synthesized 22 new compounds, evaluated their potency, and characterized their steady-state kinetics. Four inhibitors were found not only to inhibit Eis in vitro, but also to act as adjuvants of KAN and partially restore KAN sensitivity in a Mycobacterium tuberculosis KAN-resistant strain in which Eis is upregulated. A crystal structure of Eis in complex with a potent inhibitor and Co-A shows that the inhibitors bind in the aminoglycoside binding site snugly inserted into a hydrophobic cavity. These inhibitors will undergo preclin. development as novel KAN adjuvant therapies to treat KAN-resistant tuberculosis.

ACS Infectious Diseases published new progress about Antibacterial agent resistance. 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Recommanded Product: 2-(Chloromethyl)-1-methylpiperidine hydrochloride.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Proto, Stefano published the artcileModel Studies on the Synthesis of Madangamine Alkaloids. Assembly of the Macrocyclic Rings, Related Products of piperidines, the main research area is diastereoselective synthesis madangamine alkaloid macrocyclic ring reductive amination lactamization; ring closing metathesis macrocyclization synthesis madangamine alkaloid ring.

Using simplified model derivatives, the assembly of the macrocyclic rings of madangamines including the 13- and 14-membered D rings of madangamines C-E, the all-cis-triunsatd. 15-membered D ring of madangamine A, and the (Z,Z)-unsaturated 11-membered E ring common to madangamines A-E, has been studied.

Organic Letters published new progress about Diastereoselective synthesis. 106118-94-9 belongs to class piperidines, name is Methyl 2-oxopiperidine-3-carboxylate, and the molecular formula is C7H11NO3, Related Products of piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Dou, Zhe published the artcileKinetic resolution of nearly sym. 3-cyclohexene-1-carboxylate esters using a bacterial carboxylesterase identified by genome mining, Synthetic Route of 1690-74-0, the main research area is kinetic resolution carboxyesterase enzymic hydrolysis.

A new bacterial carboxylesterase (CarEst3) was identified by genome mining and found to efficiently hydrolyze racemic Me 3-cyclohexene-1-carboxylate (rac-CHCM) with a nearly sym. structure for the synthesis of (S)-CHCM. CarEst3 displayed a high substrate tolerance and a stable catalytic performance. The enantioselective hydrolysis of 4.0 M (560 g·L-1) rac-CHCM was accomplished, yielding (S)-CHCM with a >99% ee, a substrate to catalyst ratio of 1400 g·g-1, and a space-time yield of 538 g·L-1·d-1.

Organic Letters published new progress about Enantioselective biochemical synthesis. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Synthetic Route of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Choi, Sung-Seen published the artcileAnalysis of cyclic pyrolysis products formed from amino acid monomer, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate, the main research area is amino acid pyrolysis cyclic product identification GC mass spectrometry.

Amino acid was mixed with silica and tetramethylammonium hydroxide (TMAH) to favor pyrolysis of amino acid monomer. The pyrolysis products formed from amino acid monomer were characterized by GC/MS and GC. Twenty amino acids of alanine, arginine, asparagine, aspartic acid, cysteine, glutamic acid, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine were studied. The pyrolysis products were divided into cyclic and noncyclic products. Among the 20 amino acids, arginine, asparagine, glutamic acid, glutamine, histidine, lysine, and phenylalanine generated cyclic pyrolysis products of the monomer. New cyclic pyrolysis products were formed by isolation of amino acid monomers. They commonly had polar side functional groups to 5-, 6-, or 7-membered ring structure. Arginine, asparagine, glutamic acid, glutamine, histidine, and phenylalanine generated only 5- or 6-membered ring products. However, lysine generated both 6- and 7-membered ring compounds Variations of the relative intensities of the cyclic pyrolysis products with the pyrolysis temperature and amino acid concentration were also studied.

Journal of Chromatography A published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Deng, Hongfeng published the artcilePotent Cannabinergic Indole Analogues as Radioiodinatable Brain Imaging Agents for the CB1 Cannabinoid Receptor, Application In Synthesis of 27483-92-7, the main research area is indole iodobenzoyl piperidinylmethyl radioiodinated preparation CB1 cannabinoid receptor agonist; iodine labeled indole brain imaging agent.

A series of novel aminoalkylindoles was synthesized in an effort to develop compounds that are potent agonists at the CB1 cannabinoid receptor and that are also easily labeled with radioisotopes of iodine for biochem. and imaging studies. 2-Iodophenyl-[1-(1-methylpiperidin-2-ylmethyl)-1H-indol-3-yl]methanone I (AM2233) had a very high affinity for the rat CB1 receptor, with most of the affinity residing with the (R)-enantiomer. Radioiodinated racemic I and its enantiomers were prepared by radioiododestannylation of the tributyltin analogs in high yields, radiochem. purities, and specific radioactivities. In a mouse hippocampal membrane preparation with [131I](R)-I as radioligand, racemic I exhibited a Ki value of 0.2 nM compared with 1.6 nM for WIN55212-2. In autoradiog. experiments with mouse brain sections, the distribution of radioiodinated I was consistent with that of brain CB1 receptors. Again, very little specific binding was seen with the (S)-enantiomer [131I](S)-I and none occurred with the (R)-enantiomer [131I](R)-I in sections from CB1 receptor knockout mice. Radioiodinated I thus appears to be a suitable radioligand for studies of CB1 cannabinoid receptors.

Journal of Medicinal Chemistry published new progress about Labeled chemical compounds Role: DGN (Diagnostic Use), PAC (Pharmacological Activity), SPN (Synthetic Preparation), BIOL (Biological Study), USES (Uses), PREP (Preparation). 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Application In Synthesis of 27483-92-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hegedus, Louis S. published the artcilePhotolytic reactions of chromium aminocarbene complexes. Conversion of amides to α-amino acids, Quality Control of 1690-74-0, the main research area is chromium aminocarbene complex photochem carbonylation; amide complexation pentacarbonylchromium dianion; stereochem carbonylation chromium aminocarbene complex.

A variety of tertiary amides were converted to chromium aminocarbene complexes by reaction with Na2Cr(CO)5 and Me3SiCl. Photolysis of these carbene complexes in MeOH or Me3COH produced α-amino esters in good to excellent yields. Aminocarbene complexes containing chiral oxazolidine groups were synthesized and photolyzed in alc. to produce chiral α-amino esters in 50-93% diastereomeric excesses. Pentacarbonyl[(dibenzylaminomethyl)carbene]chromium(0) was prepared in high yield by the N-benzylation of the corresponding monobenzyl amino complex. Base-assisted alkylation of the Me group with a variety of halides followed by photolysis in MeOH produced the alkylated alanine Me ester in excellent overall yield. Other aminocarbene complexes underwent similar reactions. With chiral, optically active aminocarbene complexes, the alkylated alanine derivative was produced with high diastereoselectivity.

Journal of the American Chemical Society published new progress about Amino acid esters Role: SPN (Synthetic Preparation), PREP (Preparation). 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Quality Control of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

DeVita, Robert J. published the artcileIdentification and initial structure-activity relationships of a novel non-peptide quinolone GnRH receptor antagonist, Synthetic Route of 27483-92-7, the main research area is quinolone gonadotropin releasing hormone receptor antagonist.

Screening of the Merck sample collection for non-peptide compounds with binding affinity for the rat GnRH (gonadotropin releasing hormone) receptor led to the identification of the substituted quinolone (I) as a lead compound in the search for a non-peptide GnRH receptor antagonist. Substantial improvements in potency (∼300 fold) were achieved by addition of an alkyl amine at the 4-position, a 3,5-dimethylphenyl group at the 3-position and 6-nitro-7-chloro-substitution of the 1H-quinolone core.

Bioorganic & Medicinal Chemistry Letters published new progress about Structure-activity relationship (gonadotropin releasing hormone receptor-antagonist). 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Synthetic Route of 27483-92-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem