DFMDA: Difference between revisions

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'''DFMDA''' (Difluoromethyldiazirinyl) is a functional group used in the field of [[Chemistry|chemistry]], specifically in the area of [[Photoaffinity labeling|photoaffinity labeling]]. It is a diazirine derivative, which is a type of [[Heterocyclic compound|heterocyclic compound]] that contains a three-membered ring structure.
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== Structure and Properties ==
== Overview ==
'''DFMDA''' ('''Difluoromethylenedioxyamphetamine''') is a synthetic compound that belongs to the class of [[substituted amphetamines]]. It is structurally related to [[MDMA]] (3,4-methylenedioxy-N-methylamphetamine), a well-known psychoactive drug. DFMDA is characterized by the presence of a difluoromethylenedioxy group attached to the amphetamine backbone.


The DFMDA functional group consists of a difluoromethyl group (-CF2-) attached to a diazirine ring. The diazirine ring is a three-membered heterocycle containing two nitrogen atoms and one carbon atom. The presence of the difluoromethyl group enhances the stability of the diazirine ring, making DFMDA a useful tool in photoaffinity labeling.
== Chemical Structure ==
[[File:DFMDA.svg|thumb|right|Chemical structure of DFMDA]]
The chemical structure of DFMDA includes a phenethylamine core with a difluoromethylenedioxy group attached to the benzene ring. This modification is responsible for its unique pharmacological properties compared to other amphetamines.


DFMDA is a highly reactive group due to the presence of the diazirine ring. Upon exposure to light, the diazirine ring undergoes a [[Photolysis|photolysis]] reaction, resulting in the generation of a highly reactive carbene species. This carbene can then react with a variety of substrates, allowing for the covalent attachment of the DFMDA group to these substrates.
== Pharmacology ==
DFMDA acts primarily as a [[serotonin]] releasing agent, similar to other compounds in the substituted amphetamine class. It affects the [[central nervous system]] by increasing the release of serotonin, leading to altered mood and perception. The presence of the difluoromethylenedioxy group may influence its potency and duration of action.


== Applications ==
== Potential Uses ==
While DFMDA is primarily of interest in research settings, its potential applications could include studies on [[neurotransmitter]] release and the development of new therapeutic agents for mood disorders. However, its safety and efficacy in humans have not been established.


The primary application of DFMDA is in the field of photoaffinity labeling, a technique used to study the interactions between molecules in biological systems. By incorporating the DFMDA group into a molecule of interest, researchers can use light to trigger the covalent attachment of this molecule to its binding partners. This allows for the identification and characterization of these binding partners, providing valuable insights into the molecular mechanisms underlying various biological processes.
== Legal Status ==
As a research chemical, DFMDA is not approved for medical use and is subject to legal restrictions in many jurisdictions. It is important for researchers to comply with local regulations when handling this compound.


DFMDA has been used in a variety of studies, including investigations into protein-protein interactions, the mapping of ligand binding sites on proteins, and the study of nucleic acid-protein interactions.
== Related Compounds ==
DFMDA is part of a broader class of [[substituted amphetamines]], which includes:
* [[MDMA]]
* [[MDA]] (3,4-methylenedioxyamphetamine)
* [[MDEA]] (3,4-methylenedioxy-N-ethylamphetamine)


== See Also ==
== Related Pages ==
* [[Amphetamine]]
* [[Serotonin]]
* [[Psychoactive drug]]


* [[Photoaffinity labeling]]
[[Category:Substituted amphetamines]]
* [[Diazirine]]
[[Category:Research chemicals]]
* [[Heterocyclic compound]]
* [[Photolysis]]
 
== References ==
 
{{reflist}}
 
[[Category:Chemical compounds]]
[[Category:Functional groups]]
[[Category:Photochemistry]]
[[Category:Biochemistry]]
{{Chem-stub}}

Latest revision as of 03:26, 13 February 2025


Overview[edit]

DFMDA (Difluoromethylenedioxyamphetamine) is a synthetic compound that belongs to the class of substituted amphetamines. It is structurally related to MDMA (3,4-methylenedioxy-N-methylamphetamine), a well-known psychoactive drug. DFMDA is characterized by the presence of a difluoromethylenedioxy group attached to the amphetamine backbone.

Chemical Structure[edit]

Chemical structure of DFMDA

The chemical structure of DFMDA includes a phenethylamine core with a difluoromethylenedioxy group attached to the benzene ring. This modification is responsible for its unique pharmacological properties compared to other amphetamines.

Pharmacology[edit]

DFMDA acts primarily as a serotonin releasing agent, similar to other compounds in the substituted amphetamine class. It affects the central nervous system by increasing the release of serotonin, leading to altered mood and perception. The presence of the difluoromethylenedioxy group may influence its potency and duration of action.

Potential Uses[edit]

While DFMDA is primarily of interest in research settings, its potential applications could include studies on neurotransmitter release and the development of new therapeutic agents for mood disorders. However, its safety and efficacy in humans have not been established.

Legal Status[edit]

As a research chemical, DFMDA is not approved for medical use and is subject to legal restrictions in many jurisdictions. It is important for researchers to comply with local regulations when handling this compound.

Related Compounds[edit]

DFMDA is part of a broader class of substituted amphetamines, which includes:

  • MDMA
  • MDA (3,4-methylenedioxyamphetamine)
  • MDEA (3,4-methylenedioxy-N-ethylamphetamine)

Related Pages[edit]