Dimethylaminopivalophenone: Difference between revisions
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{{Short description|A synthetic opioid analgesic}} | |||
{{Drugbox | |||
| verifiedfields = changed | |||
| verifiedrevid = 477002123 | |||
| IUPAC_name = 1-(2,2-Dimethylpropyl)-4-phenylpiperidin-4-ol | |||
| image = Dimethylaminopivalophenone_structure.png | |||
| image2 = Dimethylaminopivalophenone_3D_structure.png | |||
| width = 200 | |||
| alt = Structural formula of Dimethylaminopivalophenone | |||
| alt2 = 3D model of Dimethylaminopivalophenone | |||
}} | |||
==Chemical Structure== | '''Dimethylaminopivalophenone''' is a synthetic opioid analgesic that was developed in the mid-20th century. It is chemically related to other opioids such as [[pethidine]] and [[fentanyl]]. This compound is primarily of interest in the field of medicinal chemistry and pharmacology due to its analgesic properties. | ||
Dimethylaminopivalophenone is | |||
==Chemical Structure and Properties== | |||
Dimethylaminopivalophenone belongs to the class of piperidine derivatives. Its chemical structure is characterized by a piperidine ring, which is a common feature in many opioid analgesics. The presence of a phenyl group and a dimethylaminopropyl side chain contributes to its pharmacological activity. | |||
The molecular formula of Dimethylaminopivalophenone is C<sub>16</sub>H<sub>23</sub>NO, and it has a molecular weight of approximately 245.36 g/mol. The compound is typically synthesized through a series of chemical reactions involving the piperidine ring and the attachment of the phenyl and dimethylaminopropyl groups. | |||
==Pharmacology== | |||
As an opioid, Dimethylaminopivalophenone exerts its effects primarily through the [[mu-opioid receptor]]. Activation of this receptor leads to analgesia, which is the primary therapeutic effect of the drug. However, like other opioids, it can also cause side effects such as respiratory depression, sedation, and potential for addiction. | |||
The potency and efficacy of Dimethylaminopivalophenone in comparison to other opioids are subjects of research. It is generally considered to be less potent than fentanyl but may have a similar profile to pethidine. | |||
==Medical Use== | |||
Dimethylaminopivalophenone is not widely used in clinical practice today, largely due to the availability of more effective and safer alternatives. However, it may still be of interest in certain research settings or in the development of new analgesic drugs. | |||
==Safety and Side Effects== | |||
The safety profile of Dimethylaminopivalophenone is similar to that of other opioids. Common side effects include nausea, vomiting, constipation, and dizziness. More serious risks involve respiratory depression, which can be life-threatening, especially in overdose situations. | |||
==Synthesis== | ==Synthesis== | ||
The synthesis of Dimethylaminopivalophenone involves the reaction of | The synthesis of Dimethylaminopivalophenone involves the reaction of piperidine with phenylmagnesium bromide, followed by the introduction of the dimethylaminopropyl group. This process requires careful control of reaction conditions to ensure the correct formation of the desired product. | ||
== | ==Related Compounds== | ||
Dimethylaminopivalophenone is | Dimethylaminopivalophenone is related to several other opioid analgesics, including: | ||
* [[Pethidine]] | |||
* [[Fentanyl]] | |||
* [[Methadone]] | |||
These compounds share structural similarities and pharmacological properties, although they differ in potency, duration of action, and side effect profiles. | |||
== | ==Related Pages== | ||
* [[ | * [[Opioid]] | ||
* [[ | * [[Analgesic]] | ||
* [[ | * [[Piperidine]] | ||
* [[ | * [[Pharmacology]] | ||
[[Category: | [[Category:Opioids]] | ||
[[Category: | [[Category:Analgesics]] | ||
[[Category: | [[Category:Piperidines]] | ||
Revision as of 17:31, 18 February 2025
A synthetic opioid analgesic
Dimethylaminopivalophenone is a synthetic opioid analgesic that was developed in the mid-20th century. It is chemically related to other opioids such as pethidine and fentanyl. This compound is primarily of interest in the field of medicinal chemistry and pharmacology due to its analgesic properties.
Chemical Structure and Properties
Dimethylaminopivalophenone belongs to the class of piperidine derivatives. Its chemical structure is characterized by a piperidine ring, which is a common feature in many opioid analgesics. The presence of a phenyl group and a dimethylaminopropyl side chain contributes to its pharmacological activity.
The molecular formula of Dimethylaminopivalophenone is C16H23NO, and it has a molecular weight of approximately 245.36 g/mol. The compound is typically synthesized through a series of chemical reactions involving the piperidine ring and the attachment of the phenyl and dimethylaminopropyl groups.
Pharmacology
As an opioid, Dimethylaminopivalophenone exerts its effects primarily through the mu-opioid receptor. Activation of this receptor leads to analgesia, which is the primary therapeutic effect of the drug. However, like other opioids, it can also cause side effects such as respiratory depression, sedation, and potential for addiction.
The potency and efficacy of Dimethylaminopivalophenone in comparison to other opioids are subjects of research. It is generally considered to be less potent than fentanyl but may have a similar profile to pethidine.
Medical Use
Dimethylaminopivalophenone is not widely used in clinical practice today, largely due to the availability of more effective and safer alternatives. However, it may still be of interest in certain research settings or in the development of new analgesic drugs.
Safety and Side Effects
The safety profile of Dimethylaminopivalophenone is similar to that of other opioids. Common side effects include nausea, vomiting, constipation, and dizziness. More serious risks involve respiratory depression, which can be life-threatening, especially in overdose situations.
Synthesis
The synthesis of Dimethylaminopivalophenone involves the reaction of piperidine with phenylmagnesium bromide, followed by the introduction of the dimethylaminopropyl group. This process requires careful control of reaction conditions to ensure the correct formation of the desired product.
Related Compounds
Dimethylaminopivalophenone is related to several other opioid analgesics, including:
These compounds share structural similarities and pharmacological properties, although they differ in potency, duration of action, and side effect profiles.
