Diphenylprolinol: Difference between revisions

Latest revision as of 11:05, 15 February 2025

Diphenylprolinol[edit]

Diphenylprolinol is a chemical compound that belongs to the class of pyrrolidine derivatives. It is known for its use in various chemical and pharmaceutical applications, particularly as a chiral auxiliary and a reagent in asymmetric synthesis.

Chemical Structure[edit]

Diphenylprolinol is characterized by its pyrrolidine ring, which is a five-membered nitrogen-containing ring, and two phenyl groups attached to the carbon adjacent to the nitrogen. The presence of these phenyl groups contributes to its chemical properties and its utility in synthesis.

Synthesis[edit]

The synthesis of diphenylprolinol typically involves the reaction of proline with benzaldehyde derivatives. This reaction forms the pyrrolidine ring with the phenyl groups attached, resulting in the formation of diphenylprolinol. The process can be optimized to produce either the (R)- or (S)-enantiomer, which are important in chiral synthesis.

Applications[edit]

Diphenylprolinol is widely used in asymmetric synthesis as a chiral auxiliary. Its ability to induce chirality in chemical reactions makes it valuable in the production of enantiomerically pure compounds. This is particularly important in the pharmaceutical industry, where the chirality of a drug can significantly affect its pharmacological properties.

Pharmacology[edit]

While diphenylprolinol itself is not typically used as a drug, its derivatives and related compounds have been studied for various pharmacological effects. The compound's structure allows for modifications that can lead to the development of new therapeutic agents.

Safety and Handling[edit]

As with many chemical reagents, proper safety precautions should be taken when handling diphenylprolinol. It should be stored in a cool, dry place and handled with appropriate personal protective equipment to prevent exposure.

Related Pages[edit]

@@ Line 1: / Line 1: @@
-'''Diphenylprolinol''' (also known as '''D2PM''') is a [[stimulant]] drug that has been sold online as a [[designer drug]]. It is a derivative of [[amino acid]] [[proline]] and is structurally related to [[amphetamine]] and [[cathinone]] class drugs.
+== Diphenylprolinol ==
-==Chemistry==
+[[File:Diphenylprolinol.svg|thumb|right|Chemical structure of Diphenylprolinol]]
-Diphenylprolinol is a synthetic compound of the [[amino acid]] [[proline]]. It is structurally related to [[amphetamine]] and [[cathinone]] class drugs. The compound is chiral, but only the (S)-enantiomer is active as a stimulant.
-==Pharmacology==
+'''Diphenylprolinol''' is a chemical compound that belongs to the class of [[pyrrolidine]] derivatives. It is known for its use in various chemical and pharmaceutical applications, particularly as a chiral auxiliary and a reagent in asymmetric synthesis.
-Diphenylprolinol acts as a [[norepinephrine-dopamine reuptake inhibitor]] (NDRI), blocking the reuptake of the neurotransmitters [[dopamine]] and [[norepinephrine]] into the presynaptic neuron, leading to an increase in the extracellular concentrations of these neurotransmitters and therefore an increase in [[neurotransmission]].
-==Effects==
+=== Chemical Structure ===
-The effects of diphenylprolinol are similar to other stimulant drugs such as [[amphetamine]], [[methylphenidate]], and [[cocaine]]. These can include increased alertness, euphoria, increased energy and motivation, increased sociability, and decreased appetite. However, it can also cause side effects such as anxiety, paranoia, restlessness, and insomnia.
-==Legal Status==
+Diphenylprolinol is characterized by its pyrrolidine ring, which is a five-membered nitrogen-containing ring, and two phenyl groups attached to the carbon adjacent to the nitrogen. The presence of these phenyl groups contributes to its chemical properties and its utility in synthesis.
-In many countries, including the United States and the United Kingdom, diphenylprolinol is a controlled substance due to its potential for abuse and addiction.
-==See Also==
+=== Synthesis ===
-* [[Designer drug]]
-* [[Stimulant]]
-* [[Amphetamine]]
-* [[Cathinone]]
-[[Category:Stimulants]]
+The synthesis of diphenylprolinol typically involves the reaction of [[proline]] with benzaldehyde derivatives. This reaction forms the pyrrolidine ring with the phenyl groups attached, resulting in the formation of diphenylprolinol. The process can be optimized to produce either the (R)- or (S)-enantiomer, which are important in chiral synthesis.
-[[Category:Designer drugs]]
-[[Category:Amphetamines]]
-[[Category:Cathinones]]
-{{stub}}
+=== Applications ===
+Diphenylprolinol is widely used in [[asymmetric synthesis]] as a chiral auxiliary. Its ability to induce chirality in chemical reactions makes it valuable in the production of enantiomerically pure compounds. This is particularly important in the pharmaceutical industry, where the chirality of a drug can significantly affect its pharmacological properties.
+=== Pharmacology ===
+While diphenylprolinol itself is not typically used as a drug, its derivatives and related compounds have been studied for various pharmacological effects. The compound's structure allows for modifications that can lead to the development of new therapeutic agents.
+=== Safety and Handling ===
+As with many chemical reagents, proper safety precautions should be taken when handling diphenylprolinol. It should be stored in a cool, dry place and handled with appropriate personal protective equipment to prevent exposure.
+== Related Pages ==
+* [[Pyrrolidine]]
+* [[Asymmetric synthesis]]
+* [[Chirality (chemistry)]]
+* [[Proline]]
+[[Category:Chemical compounds]]