Dichloropane: Difference between revisions

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'''Dichloropane''' ('''RTI-111''', '''RTI-31''') is a [[stimulant]] of the [[phenyltropane]] class that acts as a [[serotonin-norepinephrine-dopamine reuptake inhibitor]] (SNDRI) with [[Ki]] values of 4.36 nM, 20.4 nM, and 37.4 nM, respectively. It is around 5 times more potent than [[cocaine]] at blocking dopamine reuptake, but is relatively unselective.
{{DISPLAYTITLE:Dichloropane}}


==Etymology==
== Overview ==
The name "Dichloropane" is derived from its chemical structure, which consists of a tropane ring with two chlorine atoms attached (''di''- meaning "two" and ''chloro''- referring to chlorine).
'''Dichloropane''' is a synthetic stimulant drug of the [[phenyltropane]] class. It is a potent [[dopamine reuptake inhibitor]], which means it increases the levels of [[dopamine]] in the brain by preventing its reabsorption into neurons. This action is similar to that of [[cocaine]], although dichloropane is structurally distinct.


==Pharmacology==
== Chemical Structure ==
Dichloropane is a potent [[stimulant]] that acts as a [[serotonin-norepinephrine-dopamine reuptake inhibitor]] (SNDRI). It has a high affinity for the dopamine transporter (DAT), the norepinephrine transporter (NET), and the serotonin transporter (SERT). This results in an increase in the concentration of these neurotransmitters in the synaptic cleft, leading to increased neurotransmission.
[[File:Phenyltropane_17c.svg|thumb|right|Chemical structure of Dichloropane]]
Dichloropane is chemically known as 2_-carbomethoxy-3_-(3,4-dichlorophenyl)tropane. It belongs to the phenyltropane family, which are analogs of [[tropane]] alkaloids. The presence of the dichlorophenyl group is a key feature that distinguishes it from other phenyltropanes.


==Chemistry==
== Pharmacology ==
Dichloropane is a member of the [[phenyltropane]] class of compounds, which are known for their high potency as dopamine reuptake inhibitors. It is structurally similar to [[cocaine]], but differs in that it has two chlorine atoms attached to the tropane ring.
Dichloropane acts primarily as a [[dopamine reuptake inhibitor]], but it also affects the reuptake of [[serotonin]] and [[norepinephrine]] to a lesser extent. This broad spectrum of activity contributes to its stimulant effects. The inhibition of dopamine reuptake leads to increased concentrations of dopamine in the synaptic cleft, enhancing dopaminergic neurotransmission.


==Legality==
== Effects ==
Dichloropane is a Schedule I controlled substance in the United States, meaning it has a high potential for abuse and no accepted medical use.
The effects of dichloropane are similar to those of other stimulants, including increased alertness, euphoria, and enhanced cognitive performance. However, it also carries risks of adverse effects such as anxiety, paranoia, and potential for addiction due to its impact on the brain's reward system.


==See also==
== Synthesis ==
* [[List of cocaine analogues]]
The synthesis of dichloropane involves the modification of the tropane ring system, typically starting from tropinone. The introduction of the dichlorophenyl group is a critical step in the synthesis, which requires careful control of reaction conditions to achieve the desired stereochemistry.
* [[List of Schedule I drugs (US)]]


==References==
== Legal Status ==
<references />
The legal status of dichloropane varies by country. In many jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of accepted medical use.


{{stub}}
== Related Compounds ==
Dichloropane is related to other phenyltropanes such as [[RTI-55]] and [[RTI-31]], which also act as dopamine reuptake inhibitors. These compounds are often studied for their potential use in treating disorders such as [[ADHD]] and [[narcolepsy]], although their stimulant properties pose challenges for therapeutic use.
 
== See Also ==
* [[Cocaine]]
* [[Dopamine reuptake inhibitor]]
* [[Phenyltropane]]
* [[Stimulant]]
 
== Related Pages ==
* [[Tropane alkaloid]]
* [[Neurotransmitter]]
* [[Addiction]]


[[Category:Stimulants]]
[[Category:Stimulants]]
[[Category:Serotonin-norepinephrine-dopamine reuptake inhibitors]]
[[Category:Phenyltropanes]]
[[Category:Phenyltropanes]]
[[Category:Chloroarenes]]
[[Category:Tropanes]]

Latest revision as of 11:28, 15 February 2025


Overview[edit]

Dichloropane is a synthetic stimulant drug of the phenyltropane class. It is a potent dopamine reuptake inhibitor, which means it increases the levels of dopamine in the brain by preventing its reabsorption into neurons. This action is similar to that of cocaine, although dichloropane is structurally distinct.

Chemical Structure[edit]

Chemical structure of Dichloropane

Dichloropane is chemically known as 2_-carbomethoxy-3_-(3,4-dichlorophenyl)tropane. It belongs to the phenyltropane family, which are analogs of tropane alkaloids. The presence of the dichlorophenyl group is a key feature that distinguishes it from other phenyltropanes.

Pharmacology[edit]

Dichloropane acts primarily as a dopamine reuptake inhibitor, but it also affects the reuptake of serotonin and norepinephrine to a lesser extent. This broad spectrum of activity contributes to its stimulant effects. The inhibition of dopamine reuptake leads to increased concentrations of dopamine in the synaptic cleft, enhancing dopaminergic neurotransmission.

Effects[edit]

The effects of dichloropane are similar to those of other stimulants, including increased alertness, euphoria, and enhanced cognitive performance. However, it also carries risks of adverse effects such as anxiety, paranoia, and potential for addiction due to its impact on the brain's reward system.

Synthesis[edit]

The synthesis of dichloropane involves the modification of the tropane ring system, typically starting from tropinone. The introduction of the dichlorophenyl group is a critical step in the synthesis, which requires careful control of reaction conditions to achieve the desired stereochemistry.

Legal Status[edit]

The legal status of dichloropane varies by country. In many jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of accepted medical use.

Related Compounds[edit]

Dichloropane is related to other phenyltropanes such as RTI-55 and RTI-31, which also act as dopamine reuptake inhibitors. These compounds are often studied for their potential use in treating disorders such as ADHD and narcolepsy, although their stimulant properties pose challenges for therapeutic use.

See Also[edit]

Related Pages[edit]