Category: 58644-54-5

Selective κ-Opioid Agonists: Synthesis and Structure-Activity Relationships of Piperidines Incorporating an Oxo-Containing Acyl Group was written by Giardina, Giuseppe;Clarke, Geoffrey D.;Dondio, Giulio;Petrone, Giuseppe;Sbacchi, Massimo;Vecchietti, Vittorio. And the article was included in Journal of Medicinal Chemistry in 1994.Formula: C4H7NO This article mentions the following:

The (S)-(-)-enantiomers of a novel class of 2-(aminomethyl)piperidine derivatives were prepared and and the structure-activity relationships (SARs) studied using κ-opioid binding affinity and antinociceptive potency as the indexes of biol. activity. Compounds incorporating the 1-tetralon-6-ylacetyl residue I (R = Me, Et; R¹ = alkyl, cycloalkyl; RR¹N = pyrrolidino) demonstrated an in vivo antinociceptive activity greater than predicted on the basis of their κ-binding affinities. In particular, (2S)-2-[(dimethylamino)methyl]-1-[(5,6,7,8-tetrahydro-5-oxo-2-naphthyl)acetyl]piperidine (I, R = R¹ = Me) was found to have a potency similar to spiradoline in animal models of antinociception after s.c. administration, with ED₅₀s of 0.47 and 0.73 μmol/kg in the mouse and in the rat abdominal constriction tests, resp. Further in vivo studies in mice and/or rats revealed that compound I (R = R¹ = Me), compared to other selective κ-agonists, has a reduced propensity to cause a number of κ-related side effects, including locomotor impairment/sedation and diuresis, at antinociceptive doses. For example, it has an ED₅₀ of 26.5 μmol/kg s.c. in the rat rotarod model, exhibiting a ratio of locomotor impairment/sedation vs analgesia of I (R = R¹ = Et). Possible reasons for this differential activity and its clin. consequence are discussed. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Formula: C4H7NO).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Formula: C4H7NO

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Radical Cations of Trialkylamines: ESR Spectra and Structures was written by de Meijere, Armin;Chaplinski, Vladimir;Gerson, Fabian;Merstetter, Pascal;Haselbach, Edwin. And the article was included in Journal of Organic Chemistry in 1999.Application In Synthesis of N-Cyclopropylformamide This article mentions the following:

Novel syntheses of cyclopropyldiisopropylamine (15), di-tert-butylcyclopropylamine (16), dicyclopropylisopropylamine (17), and tricyclopropylamine (18) are described. Hyperfine data were determined by ESR spectroscopy for the radical cations of these trialkylamines, as well as for those of ethyldiisopropylamine (10), diisopropyl-n-propylamine (11), dicyclohexylethylamine (12), diisopropyl-3-pentylamine (14), and 1-azabicyclo[3.3.3]undecane (manxine; 27). The radical cation of triisopropylamine (13) was reexamined under conditions of improved spectral resolution Coupling constants of the ¹⁴N nucleus and the β-protons in the radical cations of 18 trialkylamines provide reliable information about the geometries of these species, which are confirmed by theor. calculations With the exception of a few oligo-cyclic amines, for which flattening is impaired by the rigid mol. framework, all of the radical cations should be planar. Correlation between the observed coupling constants of the β-protons and the calculated <cos² θ> values of the dihedral angle θ, defining the conformation of the alkyl substituent or the azacycloalkane, is verified. Upon oxidation, striking changes occur for those amines that have cyclopropyl substituents, because of the tendency of these groups to assume a perpendicular conformation in the neutral amines and a bisected orientation in the corresponding radical cations. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Application In Synthesis of N-Cyclopropylformamide).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Application In Synthesis of N-Cyclopropylformamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics