78743-65-4

Usage

Uses

Used in Pharmaceutical Industry:
N-2-Hydroxyethyl-1-adamantylformamide is used as a building block for the synthesis of other organic compounds, leveraging its unique structure and properties. Its potential pharmacological properties make it a candidate for drug development, warranting further research and exploration.
Used in Chemical Industry:
In the chemical industry, N-2-Hydroxyethyl-1-adamantylformamide is utilized for its steric hindrance properties provided by the adamantyl group. This feature can be advantageous in various chemical reactions and processes, enhancing the compound's applicability in creating specific chemical products.
Further research and exploration of the chemical properties and potential applications of N-2-Hydroxyethyl-1-adamantylformamide are necessary to fully understand and harness its capabilities in these industries.

InChI:InChI=1S/C13H21NO2/c15-2-1-14-12(16)13-6-9-3-10(7-13)5-11(4-9)8-13/h9-11,15H,1-8H2,(H,14,16)

Upstream product

• 711-01-3 methyl adamantane-1-carboxylate 
• 141-43-5 ethanolamine 
• 2094-72-6 1-Adamantanecarbonyl chloride 

Downstream Products

• 65738-69-4 2-<<(1-adamantyl)methyl>amino>ethanol 

Relevant academic research and scientific papers

Heterocyclic Deformations from Molecular Enlargement

The ease of distortion of saturated nitrogen heterocycles has been examined by progressively increasing the bulk of the substituent at nitrogen.The heterocycles included the pharmacophoric piperidine and morpholine six-membered rings, as well as the five-membered oxazolidine ring.Response to increased bulk of substitution was intended to be a crude model for distortions within the drug-receptor complex.Substitution at nitrogen included methyl, (1-adamantyl)methyl, and 6-substituted β-cyclodextrin within a tetrahedral series, and acetyl and (1-adamantyl)carbonyl within a trigonal series.With methyl and acetyl serving as standards for the undistorted rings, we have found that the NCH2CH2X dihedral angle within all three heterocycles is decreased anly by about 1 deg on introduction of adamantyl groups.In agreement with this flattening distortion, the barrier to ring reversal of the piperidine is decreased by 1.4 kcal/mol on replacement of N-methyl by N-adamantylmethyl.The β-cyclodextrin ring imposes a much more severe distortion, as this same dihedral angle in the piperidine and morpholine rings decreases 5-6 deg.The barrier to rotation about the amide bond decreases 5-6 kcal/mol in all three heterocycles on going from acetyl to adamantylcarbonyl.These studies show that the response of these heterocycles to incresed steric bulk of N substitution is a flatter and hence more flexible ring.

DERIVATIVES OF ADAMANTANE. I. 2-HYDROXYETHYLAMINO DERIVATIVES OF ADAMANTANE

The reaction of 1-bromoadamantane with hydroxyalkylamines leads to the preferential formation of 1-(aminoalkoxy)adamantanes.The 2-hydroxyethylamino derivatives of the adamantane series were obtained by the reaction of ethylene oxide with the corresponding amines.